Methyl salicylate cream 25

Contents

Methyl Salicylate and Menthol Cream and Ointment

Generic Name: Methyl Salicylate and Menthol Cream and Ointment (METH il sa LIS i late & MEN thol)
Brand Name: Menthoderm, Thera-Gesic Plus

Medically reviewed by Drugs.com. Last updated on Mar 31, 2019.

  • Overview
  • Side Effects
  • Interactions
  • Reviews
  • Pricing
  • More

Uses of Methyl Salicylate and Menthol Cream and Ointment:

  • It is used to ease muscle and joint aches and pain.

What do I need to tell my doctor BEFORE I take Methyl Salicylate and Menthol Cream and Ointment?

  • If you have an allergy to methyl salicylate, menthol, NSAIDS, salicylate, aspirin, or any other part of methyl salicylate and menthol cream and ointment.
  • If you are allergic to any drugs like this one, any other drugs, foods, or other substances. Tell your doctor about the allergy and what signs you had, like rash; hives; itching; shortness of breath; wheezing; cough; swelling of face, lips, tongue, or throat; or any other signs.
  • If your skin is damaged or has open wounds. Do not put on damaged skin or open wounds.
  • If you are taking any other NSAID.
  • If you are taking a salicylate drug like aspirin.
  • If you are pregnant or may be pregnant. Do not take methyl salicylate and menthol cream and ointment if you are in the third trimester of pregnancy. You may also need to avoid methyl salicylate and menthol cream and ointment at other times during pregnancy. Talk with your doctor to see when you need to avoid taking methyl salicylate and menthol cream and ointment during pregnancy.

This is not a list of all drugs or health problems that interact with methyl salicylate and menthol cream and ointment.

Tell your doctor and pharmacist about all of your drugs (prescription or OTC, natural products, vitamins) and health problems. You must check to make sure that it is safe for you to take methyl salicylate and menthol cream and ointment with all of your drugs and health problems. Do not start, stop, or change the dose of any drug without checking with your doctor.

What are some things I need to know or do while I take Methyl Salicylate and Menthol Cream and Ointment?

  • Tell all of your health care providers that you take methyl salicylate and menthol cream and ointment. This includes your doctors, nurses, pharmacists, and dentists.
  • If you are taking aspirin to help prevent a heart attack, talk with your doctor.
  • This medicine may raise the risk of heart and blood vessel problems like heart attack and stroke. These effects can be deadly. The risk may be greater if you have heart disease or risks for heart disease. However, it can also be raised even if you do not have heart disease or risks for heart disease. The risk can happen within the first weeks of using methyl salicylate and menthol cream and ointment and may be greater with higher doses or long-term use. Do not use methyl salicylate and menthol cream and ointment right before or after bypass heart surgery.
  • This medicine may raise the chance of severe and sometimes deadly stomach or bowel problems like ulcers or bleeding. The risk is greater in older people, and in people who have had stomach or bowel ulcers or bleeding before. These problems may occur without warning signs.
  • Talk with your doctor before you drink alcohol.
  • Use care when using on a large part of the skin. Talk with the doctor.
  • This medicine may cause harm if swallowed. If methyl salicylate and menthol cream and ointment is swallowed, call a doctor or poison control center right away.
  • Do not give methyl salicylate and menthol cream and ointment to a child younger than 12 years old without first checking with the doctor.
  • If you are 60 or older, use methyl salicylate and menthol cream and ointment with care. You could have more side effects.
  • This medicine may cause harm to the unborn baby if you take it while you are pregnant. If you are pregnant or you get pregnant while taking methyl salicylate and menthol cream and ointment, call your doctor right away.
  • Tell your doctor if you are breast-feeding. You will need to talk about any risks to your baby.

How is this medicine (Methyl Salicylate and Menthol Cream and Ointment) best taken?

Use methyl salicylate and menthol cream and ointment as ordered by your doctor. Read all information given to you. Follow all instructions closely.

  • Do not take methyl salicylate and menthol cream and ointment by mouth. Use on your skin only. Keep out of your mouth, nose, and eyes (may burn).
  • If you get methyl salicylate and menthol cream and ointment in any of these areas, rinse well with water.
  • Wash your hands before and after use. Do not wash your hands after use if putting this on your hand.
  • Put a thin layer on the affected skin and rub in gently.
  • Put on clean, dry, healthy skin.
  • Do not put on right after a shower or bath.
  • Do not put on irritated skin.
  • Avoid using a heating pad or other heating devices on the treated area.
  • Do not bandage tightly.
  • Avoid sunlight on treated area.

What do I do if I miss a dose?

  • If you use methyl salicylate and menthol cream and ointment on a regular basis, put on a missed dose as soon as you think about it.
  • If it is close to the time for your next dose, skip the missed dose and go back to your normal time.
  • Do not put on 2 doses at the same time or extra doses.
  • Many times methyl salicylate and menthol cream and ointment is used on an as needed basis. Do not use more often than told by the doctor.

What are some side effects that I need to call my doctor about right away?

WARNING/CAUTION: Even though it may be rare, some people may have very bad and sometimes deadly side effects when taking a drug. Tell your doctor or get medical help right away if you have any of the following signs or symptoms that may be related to a very bad side effect:

  • Signs of an allergic reaction, like rash; hives; itching; red, swollen, blistered, or peeling skin with or without fever; wheezing; tightness in the chest or throat; trouble breathing, swallowing, or talking; unusual hoarseness; or swelling of the mouth, face, lips, tongue, or throat.
  • Skin irritation.
  • Redness.
  • Very bad belly pain.
  • Throwing up blood or throw up that looks like coffee grounds.
  • Black, tarry, or bloody stools.
  • Very bad dizziness or passing out.
  • Chest pain or pressure.
  • Weakness on 1 side of the body, trouble speaking or thinking, change in balance, drooping on one side of the face, or blurred eyesight.

What are some other side effects of Methyl Salicylate and Menthol Cream and Ointment?

All drugs may cause side effects. However, many people have no side effects or only have minor side effects. Call your doctor or get medical help if any of these side effects or any other side effects bother you or do not go away:

  • Burning.

These are not all of the side effects that may occur. If you have questions about side effects, call your doctor. Call your doctor for medical advice about side effects.

You may report side effects to the FDA at 1-800-FDA-1088. You may also report side effects at http://www.fda.gov/medwatch.

If OVERDOSE is suspected:

If you think there has been an overdose, call your poison control center or get medical care right away. Be ready to tell or show what was taken, how much, and when it happened.

How do I store and/or throw out Methyl Salicylate and Menthol Cream and Ointment?

  • Store at room temperature.
  • Keep all drugs in a safe place. Keep all drugs out of the reach of children and pets.
  • Throw away unused or expired drugs. Do not flush down a toilet or pour down a drain unless you are told to do so. Check with your pharmacist if you have questions about the best way to throw out drugs. There may be drug take-back programs in your area.

Consumer information use

  • If your symptoms or health problems do not get better or if they become worse, call your doctor.
  • Do not share your drugs with others and do not take anyone else’s drugs.
  • Keep a list of all your drugs (prescription, natural products, vitamins, OTC) with you. Give this list to your doctor.
  • Talk with the doctor before starting any new drug, including prescription or OTC, natural products, or vitamins.
  • Some drugs may have another patient information leaflet. Check with your pharmacist. If you have any questions about methyl salicylate and menthol cream and ointment, please talk with your doctor, nurse, pharmacist, or other health care provider.
  • If you think there has been an overdose, call your poison control center or get medical care right away. Be ready to tell or show what was taken, how much, and when it happened.

Further information

Always consult your healthcare provider to ensure the information displayed on this page applies to your personal circumstances.

Medical Disclaimer

More about menthol / methyl salicylate topical

  • Side Effects
  • Drug Interactions
  • Pricing & Coupons
  • 1 Review
  • Drug class: topical rubefacient

Consumer resources

  • Methyl Salicylate and Menthol Lotion

Other brands: Menthoderm, Thera-Gesic Plus

Related treatment guides

  • Muscle Pain

Methyl Salicylate Topical

Use exactly as directed on the label, or as prescribed by your doctor. Do not use in larger or smaller amounts or for longer than recommended.

Make sure your skin is clean and dry before you apply methyl salicylate topical.

Do not apply methyl salicylate to open wounds, or to skin that is sunburned, windburned, dry, chapped, or otherwise irritated.

When using methyl salicylate topical cream, gel, lotion, oil, ointment, or spray: apply a thin layer to the affected area and rub in gently until completely absorbed.

To use the liquid or stick, uncap the applicator and press it firmly on your skin to apply the medication. Massage gently onto the affected are until completely absorbed.

To apply a methyl salicylate topical skin patch, remove the liner and apply the patch to your skin over the area of pain. Press the edges firmly into place. Remove the patch and apply a new patch 1 or 2 times daily if needed.

Methyl salicylate topical may be used up to 4 times daily or as directed on the medicine label.

Wash your hands with soap and water immediately after applying methyl salicylate topical or handling the skin patch. If you have applied the medicine to your hands or fingers to treat pain in those areas, wait at least 30 minutes before washing your hands.

To keep the medication from getting on your fingers when you apply it, you may use a rubber glove, finger cot, cotton ball, or clean tissue to apply the medicine.

Methyl salicylate can cause a cold or burning sensation wherever it is applied. This sensation is usually mild and should gradually lessen over time.

If the burning sensation is painful or causes significant discomfort, wash the treated skin area with soap and cool water. Get medical attention right away if you have severe burning, pain, swelling, or blistering.

Do not cover treated skin with a bandage or heating pad, which can increase the burning sensation. You may cover the skin with clothing.

Avoid getting this medication in your eyes. If this does happen, rinse with water.

Also avoid getting this medication on contact lenses, dentures, and other items that come into contact with sensitive areas of your body.

Avoid applying methyl salicylate right after bathing or shaving. Using this medication on freshly shaved skin areas can cause severe skin irritation.

Call your doctor if your pain does not improve after using this medication for 7 days, or if your symptoms get worse or get better and then come back in a few days.

Store this medication at room temperature away from moisture and heat, in a place where children and pets cannot get to it.

Seek emergency medical attention or call the Poison Help line at 1-800-222-1222 if anyone has accidentally swallowed this medication.

Since methyl salicylate topical is used as needed, it does not have a daily dosing schedule. Call your doctor promptly if your symptoms do not improve after using methyl salicylate topical.

Copyright 1996-2020 Cerner Multum, Inc.

Latest Update: 11/9/2018, Version: 2.04

Menthol + Methyl Salicylate Overview

Menthol is an organic compound made synthetically or obtained from the oils of corn mint, peppermint, or other mints. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (−)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol also acts as a …
Read more Menthol + Methyl Salicylate Details
Details May Include Instructions, Side Effects, Interactions, Etc. Drug monograph is from Wikipedia. All text is available under the terms of the GFDL (GNU Free Documentation License). Source: en.wikipedia.org/wiki/Menthol

Recent Menthol + Methyl Salicylate Forums:

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Possible Dosages for this and Related Drugs:

Menthol + Methyl Salicylate

  • Cream: 1% + 15%, 10% + 15%, 10% + 30%, 3.5% + 4%, 8% + 30%
  • Lotion: 3% + 14%, 6% + 20%
  • Ointment: 16% + 18.3%

Note: Above list includes dosages for all drugs with the same combination of active ingredients.

NDC Database Records for Menthol + Methyl Salicylate : (186 results)

Showing the first 20, Sorted by National Drug Code

  • 0113-0692 Good Sense Cool Heat Topical Cream by L. Perrigo Company
  • 0178-0320 Theragesic Creme Topical Gel by Mission Pharmacal Company
  • 0178-0350 Theragesic Plus Topical Gel by Mission Pharmacal Company
  • 0363-0147 Walgreens Cool and Heat Muscle and Joint Relief Topical Cream by Walgreen Company
  • 0363-9900 Walgreens Cool N Heat Muscle and Joint Pain Relief Topical Cream by Walgreen Company
  • 0395-0129 Castiva Cooling Topical Cream by Humco Holding Group, Inc
  • 10742-1120 Mentholatum Sports Pain Relief Topical Cream by The Mentholatum Company
  • 10742-2002 Mentholatum Deep Heating Rub Topical Cream by The Mentholatum Company
  • 10742-8120 Mentholatum Pain Relief Muscle Rub Topical Cream by The Mentholatum Company
  • 10742-8129 Mentholatum Sports Pain Relief Topical Lotion by The Mentholatum Company
  • 10742-8130 Mentholatum Pain Relief Deep Heating Topical Lotion by The Mentholatum Company
  • 10889-201 Walgreens Cool N Heat Topical Stick by Vvf Kansas Services LLC
  • 10889-202 Cvs Cold and Hot Topical Stick by Vvf Kansas Services LLC
  • 11527-057 Dr Sheffield Muscle Rub Cream Topical Cream by Faria LLC Dba Sheffield Pharmaceuticals
  • 11673-136 Up and Up Pain Relief Topical Cream by Target Corporation
  • 11960-0045 Cramergesic Topical Ointment by Cramer Products Inc
  • 21130-339 Signature Care Cool Heat Topical Cream by Safeway
  • 21695-440 Banalg Topical Lotion by Rebel Distributors Corp
  • 24385-011 Good Neighbor Pharmacy Muscle Rub Topical Cream by Amerisource Bergen
  • 24385-241 Good Neighbor Pharmacy Cold and Hot Therapy Pain Relief Balm Topical Ointment by Amerisourcebergen Drug Corporation
  • 166 more results …

Drugs with one or more similar ingredients: (57 results)

  • ARTHRITIS HOT Menthol + Methyl Salicylate 1 discussion
  • BENGAY ARTHRITIS FORMULA Menthol + Methyl Salicylate
  • BENGAY ORIGINAL OINTMENT Menthol + Methyl Salicylate 1 discussion
  • EXTRA-STRENGTH THERA-GESIC CREAM Menthol + Methyl Salicylate
  • ICY HOT CHILL STICK Menthol + Methyl Salicylate
  • ICY HOT EXTRA STRENGTH PAIN RELIEVING BALM Menthol + Methyl Salicylate
  • ICY HOT EXTRA STRENGTH PAIN RELIEVING CREAM Menthol + Methyl Salicylate 1 discussion
  • MENTHOLATUM DEEP HEATING Menthol + Methyl Salicylate
  • THERA-GESIC Menthol + Methyl Salicylate
  • ABSORBINE ARTHRITIS STRENGTH PAIN RELIEVING LIQUID Capsaicin + Menthol
  • ABSORBINE JR. Menthol1 discussion
  • ABSORBINE JR. EXTRA STRENGTH Menthol
  • ABSORBINE JR. POWER GEL Menthol
  • ARCTIC Menthol2 discussions
  • ARTHRICARE ARTHRITIS PAIN RELIEVING RUB Capsaicin + Menthol + Methyl Nicotinate2 discussions
  • ARTHRICARE DOUBLE ICE PAIN RELIEVING RUB Camphor + Menthol
  • ARTHRICARE ODOR FREE PAIN RELIEVING RUB Capsaicin + Menthol + Methyl Nicotinate2 discussions
  • ARTHRICARE ULTRA ARTHRITIS PAIN RELIEVING RUB Capsaicin + Menthol1 discussion
  • BEN-GAY ULTRA STRENGTH PAIN RELIEVING CREAM Camphor + Menthol + Methyl Salicylate
  • BEN-GAY VANISHING Menthol
  • BENZOCAINE + CETYLPYRIDINIUM CHLORIDE + MENTHOL + TANNIC ACID
  • CAMPHOR + CAPSAICIN + METHYL SALICYLATE
  • CAMPHOR + MENTHOL
  • CAMPHOR + MENTHOL + METHYL SALICYLATE
  • CAPSAICIN + MENTHOL
  • CAPSAICIN + MENTHOL + METHYL NICOTINATE
  • CAPSAICIN + MENTHOL + METHYL SALICYLATE
  • COOL HEAT Menthol
  • COVONIA BRONCHIAL BALSAM Menthol + Dextromethorphan Hydrobromide
  • COVONIA MENTHOLATED COUGH MIXTURE Menthol + Squill Tincture + Liquorice Liquid Extract1 discussion
  • DERMOLIN LINIMENT Camphor + Menthol + Methyl Salicylate
  • EUCALYPTAMINT ARTHRITIS PAIN RELIEVER Menthol
  • EUCALYPTAMINT MUSCLE PAIN RELIEF Menthol3 discussions
  • EXOCAINE MEDICATED RUB Methyl Salicylate, Oil of Wintergreen, Sweet Birch Oil2 discussions
  • EXOCAINE PLUS RUB Methyl Salicylate, Oil of Wintergreen, Sweet Birch Oil1 discussion
  • FLEXALL 454 Menthol
  • FLEXALL ULTRA PLUS Camphor + Menthol + Methyl Salicylate 1 discussion
  • GORDOGESIC Methyl Salicylate, Oil of Wintergreen, Sweet Birch Oil
  • HEET LINIMENT Camphor + Capsaicin + Methyl Salicylate2 discussions
  • MENTHOL 17 discussions
  • MENTHOL + DEXTROMETHORPHAN HYDROBROMIDE
  • MENTHOL + PRAMOXINE
  • MENTHOL + SQUILL TINCTURE + LIQUORICE LIQUID EXTRACT
  • MENTHOLATUM OINTMENT Camphor + Menthol
  • METHYL SALICYLATE + MENTHOL
  • METHYL SALICYLATE, OIL OF WINTERGREEN, SWEET BIRCH OIL
  • PAIN GEL PLUS Menthol
  • SALONPAS Methyl Salicylate + Menthol1 discussion
  • SARNA Camphor + Menthol1 discussion
  • SOLTICE QUICK RUB Camphor + Menthol1 discussion
  • THERAPATCH Camphor + Menthol + Methyl Salicylate
  • THERAPEUTIC BLUE ICE Menthol
  • THERAPEUTIC MINERAL ICE Menthol
  • THERAPEUTIC MINERAL ICE EXERCISE FORMULA Menthol
  • TIGER BALM EXTRA-STRENGTH PAIN RELIEVING OINTMENT Camphor + Menthol
  • WONDER ICE Menthol
  • ZIKS ARTHRITIS PAIN RELIEF Capsaicin + Menthol + Methyl Salicylate

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Methyl salicylate topical

Generic Name: methyl salicylate topical (METH il sa LISS il ate TOP ik al)
Brand Name: Absorbine Jr., Analgesic Balm Greaseless, Arthricare Cream, BENGAY Ultra, Boroleum, Castiva Cooling, Eucalyptamint, Exocaine Plus, Flex-All 454 Maximum Strength, Gordogesic, Icy Hot, Mentholatum Deep Heating, Rhuli Gel, Salonpas Pain Patch, Satogesic, Thera-Gesic, …show all 64 brand namesMuscle Rub (obsolete), Wintergreen Oil, BENGAY Greaseless (obsolete), BENGAY Arthritis, Analgesic Balm, Menthol C, BENGAY Original, Salonpas Pain Gel, Salonpas Pain Spray, Banalg, Heet Analgesic Liniment, Mentholatum Pain Patch, Mentholatum Pain Gel, Penetran Pain Relieving, Satogesic Pad, Satogesic Hot Gel, Deep Down Pain Relief, Nephro-Derm, Cooling Gel, Mentholatum Ointment (obsolete), Absorbine Jr. Extra Strength, Ben Gay, Mineral Ice (obsolete), Vaporizing Cold Rub, Vaporub (obsolete), Flex-All 454, Pain Stick Arthritis Formula, Pain Stick Sports Formula, Minit Rub, Thera-P Blue, BENGAY Vanishing Scent, Banalg Hospital Strength, Panalgesic Gold, GRX Analgesic Balm (obsolete), Therapeutic Pain Relief, Cold & Hot Pain Relief, Flex-All 454 Maximum Strength (obsolete), Flex-All 454 Ultra Plus (obsolete), Thera-Gesic Extra Plus, PainZone, Heet Triple Action, duraflex comfort, Salonpas Pain Relief Patch, Salonpas Arthritis Pain, Precise Pain Relieving, Ultra Strength Muscle Rub, Aloe Vera Liniment, Coats Aloe Analgesic Liniment

Medically reviewed by Drugs.com on Oct 4, 2019 – Written by Cerner Multum

  • Overview
  • Side Effects
  • Interactions
  • Reviews
  • Pricing
  • More

What is methyl salicylate topical?

Methyl salicylate topical (for the skin) is used for temporary relief of muscle or joint pain caused by strains, sprains, arthritis, bruising, or backaches.

Methyl salicylate topical may also be used for purposes not listed in this medication guide.

Important Information

Follow all directions on your medicine label and package. Tell each of your healthcare providers about all your medical conditions, allergies, and all medicines you use.

Before taking this medicine

Ask a doctor or pharmacist about using methyl salicylate topical if you have any allergies (especially to aspirin or other salicylates), or if you have a serious medical condition.

It is not known whether methyl salicylate topical will harm an unborn baby. Tell your doctor if you are pregnant or plan to become pregnant while using this medication.

It is not known whether methyl salicylate topical passes into breast milk or if it could harm a nursing baby. Do not apply methyl salicylate topical to your breast area if you are breast-feeding a baby.

Do not use this medication on a child younger than 12 years old without medical advice.

How should I use methyl salicylate topical?

Use exactly as directed on the label, or as prescribed by your doctor. Do not use in larger or smaller amounts or for longer than recommended.

Make sure your skin is clean and dry before you apply methyl salicylate topical.

Do not apply methyl salicylate to open wounds, or to skin that is sunburned, windburned, dry, chapped, or otherwise irritated.

When using methyl salicylate topical cream, gel, lotion, oil, ointment, or spray: apply a thin layer to the affected area and rub in gently until completely absorbed.

To use the liquid or stick, uncap the applicator and press it firmly on your skin to apply the medication. Massage gently onto the affected are until completely absorbed.

To apply a methyl salicylate topical skin patch, remove the liner and apply the patch to your skin over the area of pain. Press the edges firmly into place. Remove the patch and apply a new patch 1 or 2 times daily if needed.

Methyl salicylate topical may be used up to 4 times daily or as directed on the medicine label.

Wash your hands with soap and water immediately after applying methyl salicylate topical or handling the skin patch. If you have applied the medicine to your hands or fingers to treat pain in those areas, wait at least 30 minutes before washing your hands.

To keep the medication from getting on your fingers when you apply it, you may use a rubber glove, finger cot, cotton ball, or clean tissue to apply the medicine.

Methyl salicylate can cause a cold or burning sensation wherever it is applied. This sensation is usually mild and should gradually lessen over time.

If the burning sensation is painful or causes significant discomfort, wash the treated skin area with soap and cool water. Get medical attention right away if you have severe burning, pain, swelling, or blistering.

Do not cover treated skin with a bandage or heating pad, which can increase the burning sensation. You may cover the skin with clothing.

Avoid getting this medication in your eyes. If this does happen, rinse with water.

Also avoid getting this medication on contact lenses, dentures, and other items that come into contact with sensitive areas of your body.

Avoid applying methyl salicylate right after bathing or shaving. Using this medication on freshly shaved skin areas can cause severe skin irritation.

Call your doctor if your pain does not improve after using this medication for 7 days, or if your symptoms get worse or get better and then come back in a few days.

Store this medication at room temperature away from moisture and heat, in a place where children and pets cannot get to it.

What happens if I miss a dose?

Since methyl salicylate topical is used as needed, it does not have a daily dosing schedule. Call your doctor promptly if your symptoms do not improve after using methyl salicylate topical.

What happens if I overdose?

Seek emergency medical attention or call the Poison Help line at 1-800-222-1222 if anyone has accidentally swallowed this medication.

What should I avoid while using methyl salicylate topical?

Avoid getting this medication in your mouth, nose, rectum, or vagina. If this does happen, rinse with water.

Avoid touching your eyes, mouth, nose, genitals, or rectum until the medication has been washed off your hands. Also avoid handling food while the medication is still on your hands.

Methyl salicylate topical side effects

Get emergency medical help if you have any of these signs of an allergic reaction: hives; difficulty breathing; swelling of your face, lips, tongue, or throat.

Wash the skin and get medical attention right away if you have severe burning, pain, swelling, or blistering of the skin where you applied this medication.

Less serious side effects may include a mild cold or burning sensation.

This is not a complete list of side effects and others may occur. Call your doctor for medical advice about side effects. You may report side effects to FDA at 1-800-FDA-1088.

What other drugs will affect methyl salicylate topical?

It is not likely that other drugs you take orally or inject will have an effect on topically applied methyl salicylate. But many drugs can interact with each other. Tell each of your health care providers about all medicines you use, including prescription and over-the-counter medicines, vitamins, and herbal products.

Remember, keep this and all other medicines out of the reach of children, never share your medicines with others, and use this medication only for the indication prescribed.

Always consult your healthcare provider to ensure the information displayed on this page applies to your personal circumstances.

Copyright 1996-2018 Cerner Multum, Inc. Version: 2.04.

Medical Disclaimer

More about methyl salicylate topical

  • Side Effects
  • Drug Interactions
  • Pricing & Coupons
  • 70 Reviews
  • Drug class: topical rubefacient
  • FDA Alerts (1)

Other brands: Salonpas Pain Patch, Analgesic Balm Greaseless, Boroleum, Mentholatum Deep Heating, … +9 more

  • Muscle Pain
  • Osteoarthritis
  • Rheumatoid Arthritis

Methyl salicylate

Identification

Are you a new drug developer? Contact us to learn more about our customized products and solutions. Stay in the know! As part of our commitment to providing the most up-to-date drug information, we will be releasing #DrugBankUpdates with our newly added curated drug pages. #DrugBankUpdates Name Methyl salicylate Accession Number DB09543 Type Small Molecule Groups Approved, Vet approved Description

Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic ester naturally produced by many species of plants, particularly wintergreens. The compound was first extracted and isolated from plant species Gaultheria procumbens in 1843. It can be manufactured synthetically and it used as a fragrance, in foods, beverages, and liniments. It forms a colorless to yellow or reddish liquid and exhibits a characteristic odor and taste of wintergreen. For acute joint and muscular pain, methyl salicylate is used as a rubefacient and analgesic in deep heating liniments. It is used as a flavoring agent in chewing gums and mints in small concentrations and added as antiseptic in mouthwash solutions.

Structure 3D Download Similar Structures

Structure for Methyl salicylate (DB09543)

× Close Synonyms

  • 2-(Methoxycarbonyl)phenol
  • 2-Carbomethoxyphenol
  • 2-Hydroxybenzoic acid methyl ester
  • Betula oil
  • Gaultheria oil
  • Methyl 2-hydroxybenzoate
  • Methyl o-hydroxybenzoate
  • Methyl salicylate
  • Natural wintergreen oil
  • Oil of wintergreen
  • Spicewood Oil
  • Sweet birch oil
  • Teaberry oil

Active Moieties

Name Kind UNII CAS InChI Key
Salicylic acid unknown O414PZ4LPZ 69-72-7 YGSDEFSMJLZEOE-UHFFFAOYSA-N

Over the Counter Products

Name Dosage Strength Route Labeller Marketing Start Marketing End
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Aspi-Rub Pain Reliever Spray 23 g/100g Topical AspiRub Enterprises LLC 2014-08-29 Not applicable US
Balsamo de Ubre Mascura Ointment 10.5 g/90g Topical Menper Distributors 2011-05-10 Not applicable US
Balsamo de Ubre Mascura Ointment 10.5 g/90g Topical Pharmalab Enterprises Inc. 2011-05-10 2011-05-11 US
Bumooly-S Solution 3 g/100mL Transdermal Scott Holdings Co., Ltd. 2014-05-16 Not applicable US
Bumooly-S Solution 3 g/100mL Transdermal Scott Holdings Co., Ltd. 2014-09-25 Not applicable US
Coats Aloe Analgesic Lotion 10 g/100mL Topical Tychasis Corporation 2015-11-02 Not applicable US
Coats Aloe Analgesic Lotion 10 g/1g Topical Tychasis Corporation 2015-09-29 Not applicable US
Foot Works Arthritis Achy Foot and Muscle Cream 250 mg/1mL Topical New Avon Llc 2012-05-30 Not applicable US
Hot Pap Cataplasma Patch 58.3 mg/13.4g Transdermal Lydia Co., Ltd. 2019-03-29 Not applicable US
Humco Wintergreen Oil Liquid 980 mg/1mL Topical Humco Holding Group. Inc. 1998-03-25 2021-10-31 US

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  • Product Code Product Code

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Mixture Products Unapproved/Other Products Categories UNII LAV5U5022Y CAS number 119-36-8 Weight Average: 152.1473
Monoisotopic: 152.047344122 Chemical Formula C8H8O3 InChI Key OSWPMRLSEDHDFF-UHFFFAOYSA-N InChI InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3 IUPAC Name methyl 2-hydroxybenzoate SMILES COC(=O)C1=CC=CC=C1O

Pharmacology

Indication

Ointments or liniments containing methyl salicylate are applied topically as counter irritant for relief of acute pain associated with lumbago,sciatica and rheumatic conditions. Local analgesics for human and veterinary medicine.

Associated Conditions

  • Pain
  • Partial-Onset Seizures
  • Postherpetic Neuralgia
  • Minor aches

Pharmacodynamics

Methyl salicylate relieve musculoskeletal pain in the muscles, joints, and tendons by causing irritation and reddening of the skin due to dilated capillaries and increased blood flow. It is pharmacologically similar to aspirin and other NSAIDs but as a topical agent it primarily acts as a rubefacient and skin irritant. Counter-irritation is believed to cause a soothing sensation of warmth.

Mechanism of action

Counter-irritation is thought to be effective at alleviating musculoskeletal pain as the irritation of the sensory nerve endings is thought to alter or offset pain in the underlying muscle or joints that are served by the same nerves 5. This is thought to mask the underlying musculoskeletal pain and discomfort. When applied topically, methyl salicylate is thought to penetrate the skin and underlying tissues where it reversibly inhibits cyclooxygenase enzyme and locally and peripherally prevents the production of inflammatory mediators such as prostaglandin and thromboxane A2.

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Learn more Absorption

Approximately 12-20% of topically applied methyl salicylate may be systemically absorbed through intact skin within 10 hours of application, and absorption varies with different conditions such as surface area and pH. Dermal bioavailability is in the range of 11.8 – 30.7%. For the assessment of potential oral exposure to salicylates, bioavailability is assumed to be 100% 9.

Volume of distribution

After absorption, methyl salicylate is distributed throughout most body tissues and most transcellular fluids, primarily by pH dependent passive processes. Salicylate is actively transported by a low-capacity, saturable system out of the CSF across the choroid plexus. The drug readily crosses the placental barrier.

Protein binding

Degree of albumin binding depends on the plasma concentration of the compound

Metabolism

Minor metabolism may occur in various tissues but hepatic metabolism constitutes the majority of metabolic processes of absorbed methyl salicylate. It is mainly hydrolyzed to salicylic acid via hepatic esterase enzymes. Conjugation with glycine forms salicyluric acid and conjugation with glucuronic forms ester or acyl and ether or phenolic glucuronide, which are the three main metabolites.

  • Methyl salicylate Salicylic acid

Route of elimination Half life

The plasma half-life for salicylate is 2 to 3 hr in low doses and about 12 hr at usual anti-inflammatory doses. The half-life of salicylate may be as long as 15 to 30 hr at high therapeutic doses or when there is intoxication.

Clearance Not Available Toxicity

Oral LD50 values (mg/kg) for mouse, rat and rabbit are 1110, 887 and 1300, respectively. Oral LD50 values for child and adult human (mg/kg) are 228 and 506, respectively. Although systemic toxicity from topical administration is rare, methyl salicylate can be absorbed in intract skin to cause stimulation of the central nervous system respiratory center, disturbance of lipid and carbohydrate metabolism, and disturbance of intracellular respiration. Severe toxicity can result in acute lung injury, lethargy, coma, seizures, cerebral edema, and death. In case of salicylate poisoning, the treatment consists of general supportive care, gastrointestinal decontamination with activated charcoal in cases of salicylate ingestion, and monitoring of serum salicylate concentrations. Bicarbonate infusions or hemodialysis can be used to achieve enhanced salicylate elimination 7.

Affected organisms

  • Humans and other mammals

Pathways Not Available Pharmacogenomic Effects/ADRs Not Available

Interactions

Drug Interactions This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.

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Drug Interaction
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(R)-warfarin The risk or severity of bleeding can be increased when Methyl salicylate is combined with (R)-warfarin.
(S)-Warfarin The risk or severity of bleeding can be increased when Methyl salicylate is combined with (S)-Warfarin.
2,4-thiazolidinedione Methyl salicylate may increase the hypoglycemic activities of 2,4-thiazolidinedione.
4-hydroxycoumarin The risk or severity of bleeding can be increased when Methyl salicylate is combined with 4-hydroxycoumarin.
Abciximab The risk or severity of bleeding can be increased when Methyl salicylate is combined with Abciximab.
Acarbose Methyl salicylate may increase the hypoglycemic activities of Acarbose.
Aceclofenac The therapeutic efficacy of Methyl salicylate can be decreased when used in combination with Aceclofenac.
Acenocoumarol The risk or severity of bleeding can be increased when Methyl salicylate is combined with Acenocoumarol.
Acetaminophen The risk or severity of adverse effects can be increased when Acetaminophen is combined with Methyl salicylate.
Acetazolamide The risk or severity of adverse effects can be increased when Methyl salicylate is combined with Acetazolamide.

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Food Interactions Not Available General References External Links Human Metabolome Database HMDB0034172 KEGG Drug D01087 KEGG Compound C12305 PubChem Compound 4133 PubChem Substance 347827876 ChemSpider 13848808 ChEBI 31832 ChEMBL CHEMBL108545 Drugs.com Drugs.com Drug Page Wikipedia Methyl_salicylate AHFS Codes

  • 28:08.04.24 — Salicylates

MSDS (55.2 KB)

Clinical Trials

Clinical Trials

Phase Status Purpose Conditions Count
1 Completed Treatment Pain 1
2 Withdrawn Treatment Pain, Acute 1
2, 3 Withdrawn Treatment Human Immunodeficiency Virus Infection(HIV)/Acquired Immunodeficiency Syndrome (AIDS) / Immune Reconstitution Inflammatory Syndrome / Immune Reconstitution Syndrome / Tuberculosis Infection 1
4 Completed Treatment Back Pain Lower Back Chronic 1
4 Completed Treatment Sub-acute Back Pain 1
4 Recruiting Treatment Back Pain Lower Back Chronic 1
Not Available Completed Treatment Soft Tissue Injury 1
Not Available Recruiting Treatment Periodontitis / Type 2 Diabetes Mellitus 1
Not Available Unknown Status Treatment Induction of Uterine contractions 1

Pharmacoeconomics

Manufacturers Not Available Packagers Not Available Dosage forms

Form Route Strength
Aerosol, spray Percutaneous; Topical; Transdermal
Aerosol, spray Cutaneous; Topical; Transdermal
Ointment Enteral
Rinse Oral
Mouthwash Oral
Spray Topical 23 g/100g
Mouthwash Buccal
Ointment Topical 10.5 g/90g
Solution Topical
Oil Percutaneous; Topical; Transdermal
Powder Topical
Solution Transdermal 3 g/100mL
Lotion Topical 10 g/100mL
Lotion Topical 10 g/1g
Spray Topical
Gel Transdermal
Liniment Topical
Gel Topical
Salve Topical
Kit Oral
Cream Topical 250 mg/1mL
Patch Cutaneous; Topical; Transdermal
Paste Topical
Patch Transdermal 58.3 mg/13.4g
Liquid Topical 980 mg/1mL
Oil Topical 60 g/100mL
Ointment Topical 13.5 g/100g
Kit Topical
Stick Topical
Liquid Respiratory (inhalation)
Ointment Topical 15 g/100g
Ointment Topical 12 g/100g
Ointment Topical 10.5 g/100g
Ointment Topical 15 g/113g
Ointment Topical 12 g/113g
Oil Topical 105 mg/1mL
Cream Topical 250 mg/1g
Cream Topical
Jelly Nasal
Gel Topical 105 mg/1g
Lotion Topical 20 g/100g
Liquid Topical
Liquid Oral
Patch Topical
Emulsion Topical
Patch Percutaneous; Topical; Transdermal
Liquid Topical 40 g/100mL
Ointment Topical
Gel Percutaneous; Topical; Transdermal
Aerosol, foam Percutaneous; Topical; Transdermal
Ointment Percutaneous; Topical; Transdermal
Plaster Topical
Liquid Cutaneous; Topical; Transdermal
Liquid Topical 10 g/100g
Patch Topical 10 mg/100mg
Patch Topical 10 g/100g
Mouthwash Dental
Emulsion Topical
Cream Topical 100 mg/1g
Cream Topical 10 g/100g
Lotion Topical
Plaster Transdermal
Patch Transdermal
Aerosol Topical
Gel Topical 100 mg/1g
Ointment Topical 15.75 g/150g
Oil Transdermal
Oil Topical
Liquid Topical
Kit
Plaster Topical; Transdermal
Cream Topical 10 g/100mL
Poultice Transdermal 160 mg/17g
Poultice Transdermal 105 mg/17.5g
Liquid Topical 200 mg/1g

Prices Not Available Patents

Patent Number Pediatric Extension Approved Expires (estimated)
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US8809615 No 2014-08-19 2030-01-03 US
US9233184 No 2016-01-12 2027-08-01 US

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Properties

State Liquid Experimental Properties

Property Value Source
melting point (°C) -8.6 MSDS
boiling point (°C) 220-224 MSDS
water solubility Slightly soluble MSDS
logP 2.5 MSDS

Predicted Properties

Property Value Source
Water Solubility 5.73 mg/mL ALOGPS
logP 2.07 ALOGPS
logP 2.32 ChemAxon
logS -1.4 ALOGPS
pKa (Strongest Acidic) 9.72 ChemAxon
pKa (Strongest Basic) -4.3 ChemAxon
Physiological Charge 0 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 46.53 Å2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 40.06 m3·mol-1 ChemAxon
Polarizability 14.98 Å3 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five Yes ChemAxon
Ghose Filter No ChemAxon
Veber’s Rule No ChemAxon
MDDR-like Rule No ChemAxon

Predicted ADMET features Not Available

Spectra

Mass Spec (NIST) Not Available Spectra

Spectrum Spectrum Type Splash Key
Predicted GC-MS Spectrum – GC-MS Predicted GC-MS Not Available
GC-MS Spectrum – EI-B GC-MS splash10-00dl-9800000000-4c121b87ee97a30f4150
GC-MS Spectrum – EI-B GC-MS splash10-00dl-9800000000-aeff759175e190d33827
GC-MS Spectrum – EI-B GC-MS splash10-00dl-9700000000-8449a003796d4c61d429
Mass Spectrum (Electron Ionization) MS splash10-00dl-9800000000-1d56d6cf07db519b50e2
Predicted MS/MS Spectrum – 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-0900000000-eba52e49290e16ea60c0
Predicted MS/MS Spectrum – 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0uk9-0900000000-684f1c8a3cf324183257
Predicted MS/MS Spectrum – 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0uk9-9300000000-a594ffaab84fc15a2edc
Predicted MS/MS Spectrum – 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0udi-0900000000-76d5fc81bafad7c2222c
Predicted MS/MS Spectrum – 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0udi-0900000000-dae7a80af6333acd66fc
Predicted MS/MS Spectrum – 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0gb9-9600000000-09304803bc773495c704
LC-MS/MS Spectrum – LC-ESI-QTOF , negative LC-MS/MS splash10-0fk9-3900000000-e2029bf3c75775175ff3
1H NMR Spectrum 1D NMR Not Applicable
13C NMR Spectrum 1D NMR Not Applicable

Taxonomy

Description This compound belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Kingdom Organic compounds Super Class Benzenoids Class Benzene and substituted derivatives Sub Class Benzoic acids and derivatives Direct Parent o-Hydroxybenzoic acid esters Alternative Parents Salicylic acid and derivatives / Benzoyl derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Methyl esters / Monocarboxylic acids and derivatives / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives Substituents O-hydroxybenzoic acid ester / Salicylic acid or derivatives / Benzoyl / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Vinylogous acid / Methyl ester / Carboxylic acid ester / Carboxylic acid derivative Molecular Framework Aromatic homomonocyclic compounds External Descriptors salicylates, benzoate ester (CHEBI:31832) / a small molecule (CPD-6442) ×

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Drug created on November 30, 2015 12:10 / Updated on February 02, 2020 02:24

Methyl salicylate Chemical Properties,Uses,Production

description

Natural material is found in wintergreen oil, oil of wintergreen, birch oil, green tea seed oil, clove oil, Quercetin tree oil, tuberose oil, small when medicated oil, tea oil, ylang ylang oil and cherry, apple, strawberry fruit juice. It is colorless or pale yellow, red or light yellow transparent oily liquid. A strong aroma of wintergreen oil. Relative molecular mass of 152.16. The relative density of 1.1738. Melting point-8.6 ℃. Boiling point 223.3 ℃. A flash point of 96 ℃. The refractive index of 1.5360. It is insoluble in water, soluble in alcohol, ether, acetic acid and other common organic solvents. It is easy to change when exposed in air . Rat oral LD50887mg/kg.
Salicylic acid and methanol are heated to prepare it in the presence of sulfuric acid . Or it is made of stone STSP plant holly leaf through distillation.
Methyl salicylate can be used in the formulation of flavors, mainly for the deployment of ylang ylang, tuberose, chypre, acacia, fougere, orchids. But the most common use is perfuming toothpaste. IFRA has no restrictions. Methyl salicylate is recognized as GRAS by FEMA, FEMA number 2745, the European Council includes methyl salicylate in health artificial flavorants table which can be used in food without harm to human , the maximum amount is 8400mg/kg, ADI value is 0.5mg/kg.
Methyl salicylate can be used for food flavor formula, is a food flavor within China’s GB2760-1996 provisions of the temporary use , ADI value of 0 to 0.5, is commonly used in the deployment of strawberry, vanilla, grapes and other fruit-flavor flavor for food and beer, but also flavor fructose, soft drinks.Methyl salicylate is also used as preservatives, pesticides, polishes, inks, paints, polyester dye carriers in industrial fields

application

Methyl salicylate ointment is a common dermatology drug with analgesic, anti-inflammatory, bactericidal effect. Because it can induce local irritation, it is rarely orally used.When spread in the skin,it is easily absorbed. Its liniments, ointments can be used for acute rheumatoid arthritis, low back pain and muscle pain, also itching and flavoring agents, flavoring agents, preservatives.

Uses

Appropriately use it as modifiers for some floral types , such as ylang ylang, magnolia, acacia, shy flower, tuberose, gardenia, bloom, sweet clover grass.It is mainly used for medicine and hygiene products such as toothpaste, tooth powder, mouthwash, talcum powder, carminative oil. Methyl salicylate can also be used for industrial products such as glue, glue paper, card paste, paste. It can also be used for food flavor,such as strawberries, grapes, walnuts, spearmint, spicy flavor as a special green gas.
Methyl salicylate is used as high-temperature heat carrier in dyeing industry .
The product has similar-Pyrola odor ,when used as a spice, it is often used as flavoring agent for pharmaceutical drugs and the pigmentum.It also has applications in blending spices, such as Quercetin trees in general flavors. Methyl salicylate is also used as solvents and intermediates for the manufacture of pesticides, fungicides, perfumes, paints, cosmetics, ink and dye fibers such help. Methyl salicylate reacts with ammonia to make salicylamide which is used for production of antipyretic analgesics salicylaldehyde ethyl amine ,and salicylamide itself is an anti-inflammatory drug. Methyl salicylate can be obtained by acetylation using acetylsalicylic acid methyl ester (C10H10O4, ). Add methyl salicylate and acetic anhydride into pot ,put sulfuric acid under stirring, the reaction temperature does not exceed 60 ℃ for about 1h, the reaction is completed, the reaction is poured into ice water and precipitated crystals are filtered, washed, dried, and acetylsalicylic acid methyl ester is obtained. Acetylsalicylic acid can be prepared by cyclization to get 4-hydroxy coumarin. Methyl salicylate is used as a pharmaceutical for external application agent.
Perfumes and suntan lotion ultraviolet absorber.

Production Method

Methyl salicylate is widespread in nature, and it is a main ingredient of wintergreen, small medicated oil . Alsoit is present in essential oils of the tuberose, Quercetin tree, ylang ylang, cloves, tea. Salicylic acid and methanol are used to make it in the presence of sulfuric acid through esterification. Salicylic acid is dissolved in methanol, add sulfuric acid, heat with stirring, the reaction time is 3h,90-100℃, cool to below 30 ℃,take oil ,wash with sodium carbonate solution to pH8 above, and then wash 1 time with water. Vacuum distillation, collect 95-110 ℃ (1.33-2.0kPa) distillate, obtain methyl salicylate. The yield is over 80%. General industrial methyl salicylate content is 99.5%. Material consumption fixed: Acid 950kg/t, methanol 400kg/t.

Description

Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic ester that is naturally produced by many species of plants. Some of the plants which produce it are called wintergreens, hence the common name. This compound is used as a fragrance. It is also found in liniments (rubbing ointments).

Chemical Properties

Methyl salicylate has a characteristic wintergreen-like odor. May be prepared by extraction from natural sources; or by esterification of salicylic acid with methanol. Methyl salicylate has a minty, spicy, sweet, wintergreen-like odor. Wintergreen is an evergreen shrub with slender, creeping stems, assurgent, flowering branches with toothed leaves clustered at the top, white, bell-shaped flowers blossoming July to August, followed by red berries (checkerberries). The plant grows extensively in the woods of Canada and the United States (Pennsylvania). The leaves are harvested between June and September. Wintergreen has an aromatic odor and flavor similar to methyl salicylate. colourless liquid with an odour of wintergreen Methyl Salicylate is the main component of wintergreen oil and occurs in small quantities in other essential oils and fruits. It is a colorless liquid with a sweet, phenolic odor.

Occurrence

Numerous plants produce methyl salicylate in very small amounts. Some plants, such as the following, produce more:
Some species of the genus Gaultheria in the family Ericaceae, including Gaultheria procumbens, the wintergreen or eastern teaberry;
Some species of the genus Betula in the family Betulaceae, particularly those in the subgenus Betulenta such as B. lenta, the black birch;
All species of the genus Spiraea in the family Rosaceae, also called the meadowsweets.
This compound is produced most likely as an anti-herbivore defense. If the plant is infected with herbivorous insects, the release of methyl salicylate may function as an aid in the recruitment of beneficial insects to kill the herbivorous insects.Aside from its toxicity, methyl salicylate may also be used by plants as a pheromone to warn other plants of pathogens such as tobacco mosaic virus. antipyretic analgesics Methyl salicylate is an organic ester that is commonly produced naturally by wintergreens. Methyl salicylate is utilize as a anti-herbivore defense system in various plants that produces it. Methyl sa licylate is also used in high concentrations as a rubefacient to treat joint, muscular pain and acute pain. Methyl slicylate is also used as a flavoring agent and often used to provide fragrance to pr oducts. Potent inhibitor of ornithine decarboxylase In perfumery; for flavoring candies, etc. Methyl salicylate occurs in the leaves ofGaultheria procumbens L. and in the barkof Betulaceae. It is produced by esterificationof salicylic acid with methanol. It is used inperfumery and as a flavoring agent. In high concentrations as a rubefacient in deep heating liniments (such as Bengay) to treat joint and muscular pain. Randomised double blind trial reviews report evidence of its effectiveness that is weak, but stronger for acute pain than chronic pain, and that effectiveness may be due entirely to counter-irritation. However, in the body it metabolizes into salicylates, including salicylic acid, a known NSAID.
In low concentrations as a flavoring agent (no more than 0.04%; it is toxic).
providing fragrance to various products and as an odor-masking agent for some organophosphate pesticides. If used excessively, it can cause stomach and kidney problems.
Attracting male orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.
Clear plant or animal tissue samples of color, and as such is useful for microscopy and immunohistochemistry when excess pigments obscure structures or block light in the tissue being examined. This clearing generally only takes a few minutes, but the tissue must first be dehydrated in alcohol.
A mint flavoring in some kinds of chewing gum and candy, as an alternative to the more common peppermint and spearmint oils. It can also be found as a flavoring of root beer. It is also a potentially entertaining source of tri boluminescence ; when mixed with sugar and dried, it gains the tendency to build up electrical charge when crushed or rubbed. This effect can be observed by crushing wintergreen Life Savers candy in a dark room. Methyl salicylate is used in high concentrations as a rubefacient in deep heating liniments (such as Bengay) to treat joint and muscular pain. Randomised double blind trial reviews report evidence of its effectiveness that is weak, but stronger for acute pain than chronic pain, and that effectiveness may be due entirely to counter-irritation. However, in the body it metabolizes into salicylates, including salicylic acid, a known NSAID.
It is used in low concentrations as a flavoring agent (no more than 0.04 %; it is toxic). It is also used to provide fragrance to various products and as an odor-masking agent for some organophosphate pesticides . If used excessively, it can cause stomach and kidney problems.
Methyl salicylate is among the compounds that attract male orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.

Preparation

Methyl salicylate can be produced by esterifying salicylic acid with methanol. Commercial methyl salicylate is now synthesized, but in the past, it was commonly distilled from the twigs of Betula lenta (sweet birch) and Gaultheria procumbens (eastern teaberry or winter green).

Production Methods

Methyl acetate, a novel acyl acceptor for biodiesel production has been developed, and a comparative study on Novozym 435-catalyzed transesterification of soybean oil for biodiesel production with different acyl acceptors has been studied (Noureddini et al., 2005).

Figure 1 shows the effect of the molar ratio of methanol to sunflower oil on the methyl ester yield for catalytic (3% CaO) transesterification in supercritical methanol at 523 K.

Definition

ChEBI: A benzoate ester that is the methyl ester of salicylic acid.

Composition

The leaves of wintergreen are reported to contain arbutin, caffeic acid, ericolin, ferulic acid, gaultherase, gaultheric acid, gaultherin, gentisinc acid, methyl salicylate (5445 to 7920 ppm) o-pyrocatachuic acid, p-coumaric acid, p-hydroxybenzoic acid, primverose, protocatachuic acid, syringic acid, tannic acid, tannin, tricontane and vallininc acid.

Aroma threshold values

Detection: 40 ppb

Taste threshold values

Taste characteristics at 10 ppm: sweet, salicylate and root beer with aromatic and balsamic nuances

General Description

Colorless yellowish or reddish liquid with odor of wintergreen.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Methyl Salicylate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Birch-Me is incompatible with oxidizers. Birch-Me is also incompatible with strong bases. Birch-Me may react with iron salts.

Hazard

Toxic by ingestion; use in foods restrictedby FDA, lethal dose 30 cc in adults, 10 cc in chil-dren.

Health Hazard

Methyl salicylate is a highly toxic compound.The toxic symptoms in humans include nausea, vomiting, gastritis, diarrhea, respiratorystimulation, labored breathing, pulmonaryedema, convulsions, and coma. Ingestion of15 to 25 mL of this compound may befatal to humans. Application of the liquidon the skin and eyes produced severe irrita tion in rabbits. Oral, subcutaneous, or der mal administration of methyl salicylate intest animals produced specific developmen tal abnormalities affecting the eyes, ears, andcentral nervous system

Toxicity of this compound is relativelymore severe in humans than in many com mon laboratory animals. The oral LD50 values in test animals were within the range800–1300 mg/kg. Harmful if swallowed, inhaled, absorbed through skin. Vapor mist is irritating to the eyes, mucous membranes, upper respiratory tract and skin. Ingestion of relatively small amount causes severe poisoning and death. Causes nausea, vomiting, acidosis, pulmonary edema, pneumonia, convulsions and death.

Fire Hazard

Methyl salicylate is combustible.

Contact allergens

This anti-inflammatory agent is found in a wide number of ointments and can induce allergic contact dermatitis.

Safety Profile

Human poison by ingestion. Moderately toxic to humans by an unspecified route. Moderately toxic experimentally by intraperitoneal, intravenous, and subcutaneous routes. An experimental teratogen. Human systemic effects by ingestion: flaccid paralysis without anesthesia, general anesthesia, dyspnea, nausea, vomiting, and respiratory stimulation. Experimental reproductive effects. A severe skin and eye irritant. Ingestion of relatively small amounts has caused severe poisoning and death. Combustible liquid when exposed to heat or flame; can react with oxibzing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

In pure form, methyl salicylate is toxic, especially when taken internally. A single teaspoon (5ml) of methyl salicylate contains 7g of salicylate, which is equivalent to more than twenty- three 300 mg aspirin tablets. The lowest published lethal dose is 101 mg / kg body weight in adult humans , (or 7.07 grams for a 70 – kg adult). It has proven fatal to small children in doses as small as 4 ml. A seventeen-year- old cross – country runner at Notre Dame Academy on Staten Island, died in April 2007, after her body absorbed methyl salicylate through excessive use of topical muscle-pain relief products.
Most instances of human toxicity due to methyl salicylate are a result of over-application of topical analgesics, especially involving children. Some people have intentionally ingested large amounts of oil of wintergreen. Salicylate, the major metabolite of methyl salicylate, may be quantitated in blood, plasma or serum to confirm a diagnosis of poisoning in hospitalized patients or to assist in an autopsy.

Chemical Synthesis

By esterification from natural sources; by esterification of salicylic acid with methanol

Carcinogenicity

Available data suggest that methyl salicylate is not carcinogenic.

Purification Methods

Dilute the ester with Et2O, wash with saturated NaHCO3 (it may effervesce due to the presence of free acid), brine, dry MgSO4, filter, evaporate and distil it. Its solubility is 1g/1.5L of H2O. The benzoyl derivative has m 92o (b 270-280o/120mm), and the 3,5-dinitrobenzoate has m 107.5o, and the 3,5-dinitrocarbamoyl derivative has m 180-181o.

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