What does cefprozil treat?

Cefprozil

Generic Name: cefprozil (sef PROE zil)
Brand Name: Cefzil

Medically reviewed by Drugs.com on Jan 10, 2020 – Written by Cerner Multum

  • Overview
  • Side Effects
  • Dosage
  • Professional
  • Interactions
  • More

What is cefprozil?

Cefprozil is a cephalosporin (SEF a low spor in) antibiotic. It works by fighting bacteria in your body.

Cefprozil is used to treat many different types of infections caused by bacteria.

Cefprozil may also be used for purposes not listed in this medication guide.

Important Information

You should not use cefprozil if you are allergic to any cephalosporin antibiotic (cefdinir, cefprozil, cefuroxime, cephalexin, and others).

Before taking this medicine

You should not use cefprozil if you are allergic to cefprozil or to other cephalosporin antibiotics, such as:

To make sure cefprozil is safe for you, tell your doctor if you have:

  • kidney disease;

  • a history of intestinal problems, such as colitis; or

  • if you are allergic to penicillin or other medicines.

FDA pregnancy category B. This medicine is not expected to be harmful to an unborn baby. Tell your doctor if you are pregnant or plan to become pregnant during treatment.

Cefprozil can pass into breast milk and may harm a nursing baby. Tell your doctor if you are breast-feeding a baby.

The cefprozil suspension (liquid) may contain phenylalanine. Talk to your doctor before using this form of cefprozil if you have phenylketonuria (PKU).

How should I take cefprozil?

Follow all directions on your prescription label. Do not take this medicine in larger or smaller amounts or for longer than recommended.

Shake the oral suspension (liquid) well just before you measure a dose. Measure liquid medicine with the dosing syringe provided, or with a special dose-measuring spoon or medicine cup. If you do not have a dose-measuring device, ask your pharmacist for one.

Do not share this medicine with another person, even if they have the same symptoms you have.

This medicine can cause unusual results with certain lab tests for glucose (sugar) in the urine. Tell any doctor who treats you that you are using cefprozil.

Use cefprozil for the full prescribed length of time. Your symptoms may improve before the infection is completely cleared. Skipping doses may also increase your risk of further infection that is resistant to antibiotics. Cefprozil will not treat a viral infection such as the common cold or flu.

Store cefprozil tablets at room temperature away from moisture, heat, and light.

Store cefprozil oral liquid in the refrigerator. Do not allow it to freeze. Throw away any unused medication that is older than 14 days.

What happens if I miss a dose?

Take the missed dose as soon as you remember. Skip the missed dose if it is almost time for your next scheduled dose. Do not take extra medicine to make up the missed dose.

What happens if I overdose?

Seek emergency medical attention or call the Poison Help line at 1-800-222-1222.

What should I avoid while taking cefprozil?

Antibiotic medicines can cause diarrhea, which may be a sign of a new infection. If you have diarrhea that is watery or bloody, stop taking cefprozil and call your doctor. Do not use anti-diarrhea medicine unless your doctor tells you to.

Cefprozil side effects

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

Call your doctor at once if you have:

  • diarrhea that is watery or bloody;

  • sudden weakness or ill feeling, cold or flu symptoms, mouth sores, red or swollen gums, pain when swallowing;

  • pale or yellowed skin, dark colored urine, confusion or weakness;

  • unusual bleeding;

  • bruising, severe tingling, numbness, pain, muscle weakness;

  • seizure (convulsions); or

  • severe skin reaction–fever, sore throat, swelling in your face or tongue, burning in your eyes, skin pain, followed by a red or purple skin rash that spreads (especially in the face or upper body) and causes blistering and peeling.

Common side effects may include:

  • mild diarrhea;

  • nausea, vomiting, stomach pain; or

  • vaginal itching or discharge.

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.

Cefprozil dosing information

Usual Adult Dose for Bronchitis:

500 mg orally every 12 hours for 10 days

Usual Adult Dose for Cystitis:

500 mg orally every 24 hours for 3 to 7 days

Usual Adult Dose for Otitis Media:

500 mg orally every 24 hours for 5 to 10 days

Usual Adult Dose for Pneumonia:

Community-acquired pneumonia, nonhospitalized patients: 500 mg orally every 12 hours for 7 to 21 days, depending on the nature and severity of the pneumonia

Usual Adult Dose for Pyelonephritis:

Uncomplicated: 500 mg orally every 12 to 24 hours for 14 days

Usual Adult Dose for Sinusitis:

250 to 500 mg orally every 12 hours for 10 days

Usual Adult Dose for Skin or Soft Tissue Infection:

250 to 500 mg orally every 12 hours for 10 days or 500 mg orally every 24 hours for 10 days

Usual Adult Dose for Tonsillitis/Pharyngitis:

500 mg orally every 24 hours for 10 days

Usual Adult Dose for Upper Respiratory Tract Infection:

500 mg orally every 12 to 24 hours for 10 to 14 days

Usual Pediatric Dose for Otitis Media:

6 months to 12 years: 15 mg/kg orally every 12 hours for 10 days; do not exceed 1 g/day
13 years or older: Adult dose

Usual Pediatric Dose for Sinusitis:

2 to 12 years: 7.5 to 15 mg/kg orally every 12 hours for 10 days; do not exceed 1 g/day
13 years or older: Adult dose

Usual Pediatric Dose for Skin or Soft Tissue Infection:

2 to 12 years: 20 mg/kg orally every 24 hours for 10 days; do not exceed 1 g/day
13 years or older: Adult dose

Usual Pediatric Dose for Tonsillitis/Pharyngitis:

2 to 12 years: 7.5 mg/kg orally every 12 hours for 10 days; do not exceed 1 g/day
13 years or older: Adult dose

What other drugs will affect cefprozil?

Other drugs may interact with cefprozil, including prescription and over-the-counter medicines, vitamins, and herbal products. Tell each of your health care providers about all medicines you use now and any medicine you start or stop using.

Further information

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: 6.01.

Medical Disclaimer

More about cefprozil

  • Side Effects
  • During Pregnancy or Breastfeeding
  • Dosage Information
  • Drug Images
  • Drug Interactions
  • Pricing & Coupons
  • En Español
  • 31 Reviews
  • Drug class: second generation cephalosporins

Consumer resources

  • Cefprozil Tablets
  • Cefprozil Oral Suspension
  • Cefprozil (Advanced Reading)

Other brands: Cefzil

Professional resources

  • Cefprozil (AHFS Monograph)
  • … +3 more

Related treatment guides

  • Bladder Infection
  • Bronchitis
  • Kidney Infections
  • Otitis Media
  • … +5 more

How does this medication work? What will it do for me?

Cefprozil is an antibiotic that belongs to the family of medications known as cephalosporins. It is used to treat certain types of infections caused by bacteria. It is most commonly used to treat infections of the throat, ear, sinus, skin, and bladder. It works by weakening the cell walls of the bacteria causing the infection, thereby killing the bacteria.

Your doctor may have suggested this medication for conditions other than those listed in these drug information articles. As well, some forms of this medication may not be used for all of the conditions discussed here. If you have not discussed this with your doctor or are not sure why you are taking this medication, speak to your doctor. Do not stop taking this medication without consulting your doctor.

Do not give this medication to anyone else, even if they have the same symptoms as you do. It can be harmful for people to take this medication if their doctor has not prescribed it.

What form(s) does this medication come in?

Cefprozil is no longer being manufactured for sale in Canada. For brands that may still be available, search under cefprozil. This article is being kept available for reference purposes only. If you are using this medication, speak with your doctor or pharmacist for information about your treatment options.

How should I use this medication?

Adults: The recommended dose for adults and adolescents 13 years and older is 250 mg to 500 mg every 12 to 24 hours. The exact dose depends on the condition being treated.

Children: The recommended children’s dose is 7.5 mg to 15 mg per kilogram of body weight every 12 hours, or up to 20 mg per kilogram every 24 hours. The exact dose depends on the condition being treated.

Cefprozil can be taken with or without food.

Finish all of this medication, even you start to feel better. This will reduce the chance of the infection returning.

Many things can affect the dose of a medication that a person needs, such as body weight, other medical conditions, and other medications. If your doctor has recommended a dose different from the ones listed here, do not change the way that you are taking the medication without consulting your doctor.

It is important to take this medication exactly as prescribed by your doctor. If you miss a dose, take it as soon as possible and continue with your regular schedule. If it is almost time for your next dose, skip the missed dose and continue with your regular dosing schedule. Do not take a double dose to make up for a missed one. If you are not sure what to do after missing a dose, contact your doctor or pharmacist for advice.

Do not dispose of medications in wastewater (e.g. down the sink or in the toilet) or in household garbage. Ask your pharmacist how to dispose of medications that are no longer needed or have expired.

Who should NOT take this medication?

Cefprozil should not be taken by anyone who:

  • is allergic to cefprozil or to any of the ingredients of the medication
  • is allergic to cephalosporin antibiotics

What side effects are possible with this medication?

Many medications can cause side effects. A side effect is an unwanted response to a medication when it is taken in normal doses. Side effects can be mild or severe, temporary or permanent. The side effects listed below are not experienced by everyone who takes this medication. If you are concerned about side effects, discuss the risks and benefits of this medication with your doctor.

The following side effects have been reported by at least 1% of people taking this medication. Many of these side effects can be managed, and some may go away on their own over time.

Contact your doctor if you experience these side effects and they are severe or bothersome. Your pharmacist may be able to advise you on managing side effects.

  • mild diarrhea
  • headache
  • nausea
  • sore mouth or tongue
  • stomach cramps (mild)
  • vaginal itching or discharge
  • vomiting

Although most of these side effects listed below don’t happen very often, they could lead to serious problems if you do not check with your doctor or seek medical attention.

Check with your doctor as soon as possible if any of the following side effects occur:

  • abdominal tenderness
  • decrease in amount of urine
  • fever
  • hearing loss
  • joint pain
  • seizures
  • severe abdominal or stomach cramps and pain
  • signs of liver problems (e.g., nausea, vomiting, diarrhea, loss of appetite, weight loss, yellowing of the skin or whites of the eyes, dark urine, pale stools)
  • skin rash, itching, redness, or swelling
  • unusual bleeding or bruising
  • unusual tiredness or weakness

Stop taking the medication and seek immediate medical attention if any of the following occur:

  • diarrhea (watery and severe, which may also be bloody)
  • signs of a serious allergic reaction (i.e., abdominal cramps, difficulty breathing, nausea and vomiting, or swelling of the face and throat)
  • symptoms of a severe skin rash (such as blistering, peeling, a rash covering a large area of the body, a rash that spreads quickly, or a rash combined with fever or discomfort)

Some people may experience side effects other than those listed. Check with your doctor if you notice any symptom that worries you while you are taking this medication.

Are there any other precautions or warnings for this medication?

Before you begin using a medication, be sure to inform your doctor of any medical conditions or allergies you may have, any medications you are taking, whether you are pregnant or breast-feeding, and any other significant facts about your health. These factors may affect how you should use this medication.

Allergy: Before starting treatment with cefprozil, inform your doctor about any adverse reactions you have had to medications, especially cefprozil, cephalosporins, and penicillins. Some people allergic to penicillin may also be allergic to cephalosporins such as cefprozil. If you have an allergic reaction, contact a doctor.

Antibiotic-associated colitis: Like other antibiotics, this medication may cause a potentially dangerous condition called antibiotic-associated colitis (or pseudomembranous colitis). Symptoms include severe, watery diarrhea that may be bloody. If you notice these symptoms, stop taking cefprozil and contact your doctor as soon as possible.

Colitis: People with a history of colitis or other diseases of the digestive tract should discuss with their doctor how this medication may affect their medical condition, how their medical condition may affect the dosing and effectiveness of this medication, and whether any special monitoring is needed.

Kidney function: People with kidney disease or reduced kidney function should discuss with their doctor how this medication may affect their medical condition, how their medical condition may affect the dosing and effectiveness of this medication, and whether any special monitoring is needed.

Overgrowth of organisms: Prolonged or repeated use of cefprozil may result in an overgrowth of bacteria or fungi and organisms that are not killed by the medication. This can cause problems such as yeast infections.

Pregnancy: It is not known if cefprozil is safe for use by pregnant women. This medication should not be used during pregnancy unless the benefits outweigh the risks. If you become pregnant while taking this medication, contact your doctor immediately.

Breast-feeding: This medication passes into breast milk. If you are a breast-feeding mother and are taking cefprozil, it may affect your baby. Talk to your doctor about whether you should continue breast-feeding.

Children: It is not known if cefprozil is safe for children under 6 months of age.

What other drugs could interact with this medication?

There may be an interaction between cefprozil and any of the following:

  • aminoglycoside antibiotics (e.g., gentamicin, tobramycin)
  • probenecid
  • typhoid vaccine

If you are taking any of these medications, speak with your doctor or pharmacist. Depending on your specific circumstances, your doctor may want you to:

  • stop taking one of the medications,
  • change one of the medications to another,
  • change how you are taking one or both of the medications, or
  • leave everything as is.

An interaction between two medications does not always mean that you must stop taking one of them. Speak to your doctor about how any drug interactions are being managed or should be managed.

Medications other than those listed above may interact with this medication. Tell your doctor or prescriber about all prescription, over-the-counter (non-prescription), and herbal medications you are taking. Also tell them about any supplements you take. Since caffeine, alcohol, the nicotine from cigarettes, or street drugs can affect the action of many medications, you should let your prescriber know if you use them.

All material copyright MediResource Inc. 1996 – 2020. Terms and conditions of use. The contents herein are for informational purposes only. Always seek the advice of your physician or other qualified health provider with any questions you may have regarding a medical condition. Source: www.medbroadcast.com/drug/getdrug/Cefprozil

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 Cefprozil Accession Number DB01150 (APRD00461) Type Small Molecule Groups Approved Description

Cefprozil is a cephalosporin antibiotic that is commonly employed to treat a variety of bacterial infections, including those of the ear and skin, bronchitis, and others.

Structure 3D Download Similar Structures

Structure for Cefprozil (DB01150)

× Close Synonyms

  • Cefprozil
  • Cefprozil anhydrous
  • Cefprozilo
  • Cefprozilum

External IDs BBS-1067 / BMY-28167 Product Ingredients

Ingredient UNII CAS InChI Key
Cefprozil monohydrate 3ADV90MJVU 121123-17-9 ALYUMNAHLSSTOU-CIRGZYLNSA-N

Product Images

    Prescription Products

    Name Dosage Strength Route Labeller Marketing Start Marketing End
    Unlock Additional Data
    Cefprozil Tablet 500 mg Oral Pro Doc Limitee 2009-06-10 2014-07-24 Canada
    Cefprozil Powder, for suspension 250 mg/5mL Oral Par Pharmaceutical Companies, Inc. 2007-02-21 2007-02-21 US
    Cefprozil Powder, for suspension 125 mg/5mL Oral Par Pharmaceutical Companies, Inc. 2007-02-21 2007-02-21 US
    Cefprozil Powder for Oral Suspension Powder, for suspension Oral Ranbaxy Inc. Not applicable Not applicable Canada
    Cefprozil Tablets Tablet Oral Ranbaxy Inc. Not applicable Not applicable Canada
    Cefprozil Tablets Tablet Oral Ranbaxy Inc. Not applicable Not applicable Canada
    Cefzil Suspension 125 mg/5mL Oral Corden Pharma Latina S.p.A. 2016-12-06 2016-12-23 US
    Cefzil Tablet, film coated 500 mg/1 Oral Bristol Myers Squibb 2009-06-01 2010-01-31 US
    Cefzil Tablet 500 mg/1 Oral Corden Pharma Latina S.p.A. 2016-12-06 2016-12-23 US
    Cefzil Tablet, film coated 250 mg/1 Oral Bristol Myers Squibb 2009-06-01 2010-02-28 US

    Additional Data Available

  • Application Number Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Generic Prescription Products

Name Dosage Strength Route Labeller Marketing Start Marketing End
Unlock Additional Data
Apo-cefprozil Powder, for suspension Oral Apotex Corporation 2007-04-20 Not applicable Canada
Apo-cefprozil Tablet Oral Apotex Corporation 2007-03-12 Not applicable Canada
Apo-cefprozil Tablet Oral Apotex Corporation 2007-03-12 Not applicable Canada
Apo-cefprozil Powder, for suspension Oral Apotex Corporation 2007-04-20 Not applicable Canada
Auro-cefprozil Tablet Oral Auro Pharma Inc 2012-01-13 Not applicable Canada
Auro-cefprozil Tablet Oral Auro Pharma Inc 2012-01-13 Not applicable Canada
Auro-cefprozil Powder, for suspension Oral Auro Pharma Inc 2012-01-13 2016-09-12 Canada
Auro-cefprozil Powder, for suspension Oral Auro Pharma Inc 2012-01-13 2016-09-12 Canada
Ava-cefprozil Powder, for suspension Oral Avanstra Inc 2011-10-11 2014-08-21 Canada
Ava-cefprozil Tablet Oral Avanstra Inc 2011-10-11 2014-08-21 Canada

Additional Data Available

  • Application Number Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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International/Other Brands Brisoral / Cronocef / Serozil Categories UNII S1SDI2FJIY CAS number 92665-29-7 Weight Average: 389.426
Monoisotopic: 389.104541423 Chemical Formula C18H19N3O5S InChI Key WDLWHQDACQUCJR-ZAMMOSSLSA-N InChI InChI=1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/b3-2+/t12-,13-,17-/m1/s1 IUPAC Name (6R,7R)-7–8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclooct-2-ene-2-carboxylic acid SMILES 12SCC(C=CC)=C(N1C(=O)2()NC(=O)(N)C1=CC=C(O)C=C1)C(O)=O

Pharmacology

Indication Associated Conditions

  • Acute Bacterial Exacerbation of Chronic Bronchitis (ABECB)
  • Bacterial Infections
  • Community Acquired Pneumonia (CAP)
  • Otitis media bacterial
  • Streptococcal Pharyngitis
  • Streptococcal tonsillitis
  • Urinary Tract Infection
  • Uncomplicated skin and subcutaneous tissue bacterial infections

Pharmacodynamics

Cefprozil, a semisynthetic, second-generation cephalosporin, is used to treat otitis media, soft-tissue infections, and respiratory tract infections.

Mechanism of action

Cefprozil, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that cefprozil interferes with an autolysin inhibitor.

Target Actions Organism
APenicillin-binding protein 1A inhibitor Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
APenicillin-binding protein 2x inhibitor Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
APenicillin-binding protein 2B inhibitor Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)

Unlock Additional Data Additional Data Available Adverse Effects

Comprehensive structured data on known drug adverse effects with statistical prevalence. MedDRA and ICD10 ids are provided for adverse effect conditions and symptoms.

Learn more Additional Data Available Contraindications

Structured data covering drug contraindications. Each contraindication describes a scenario in which the drug is not to be used. Includes restrictions on co-administration, contraindicated populations, and more.

Learn more Additional Data Available Blackbox Warnings

Structured data representing warnings from the black box section of drug labels. These warnings cover important and dangerous risks, contraindications, or adverse effects.

Learn more Absorption

Oral bioavailability is approximately 95%.

Volume of distribution

  • 0.23 L/kg

Protein binding

36%

Metabolism

Cefprozil is eliminated primarily by the kidneys

Route of elimination Not Available Half life

1.3 hours

Clearance

  • 3 mL/min/kg

Toxicity

Single 5000 mg/kg oral doses of cefprozil caused no mortality or signs of toxicity in adult, weaning or neonatal rats, or adult mice. A single oral dose of 3000 mg/kg caused diarrhea and loss of appetite in cynomolgus monkeys, but no mortality.

Affected organisms

  • Enteric bacteria and other eubacteria

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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  • Vet approved
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Drug Interaction
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(R)-warfarin The risk or severity of bleeding can be increased when Cefprozil is combined with (R)-warfarin.
(S)-Warfarin The risk or severity of bleeding can be increased when Cefprozil is combined with (S)-Warfarin.
4-hydroxycoumarin The risk or severity of bleeding can be increased when Cefprozil is combined with 4-hydroxycoumarin.
Abacavir Cefprozil may decrease the excretion rate of Abacavir which could result in a higher serum level.
Abciximab The therapeutic efficacy of Abciximab can be decreased when used in combination with Cefprozil.
Acarbose Cefprozil may decrease the excretion rate of Acarbose which could result in a higher serum level.
Aceclofenac Cefprozil may decrease the excretion rate of Aceclofenac which could result in a higher serum level.
Acemetacin The risk or severity of nephrotoxicity can be increased when Cefprozil is combined with Acemetacin.
Acenocoumarol The risk or severity of bleeding can be increased when Cefprozil is combined with Acenocoumarol.
Acetaminophen Cefprozil may decrease the excretion rate of Acetaminophen which could result in a higher serum level.

Additional Data Available

  • Extended Description Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level Evidence Level

    A rating for the strength of the evidence supporting each drug interaction.

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  • Action Action

    An effect category for each drug interaction. Know how this interaction affects the subject drug.

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Food Interactions

  • Take without regard to meals.

Synthesis Reference US07355041 General References Not Available External Links KEGG Compound C06888 PubChem Compound 5281006 PubChem Substance 46504903 ChemSpider 4444481 ChEBI 3506 ChEMBL CHEMBL276568 Therapeutic Targets Database DAP000447 PharmGKB PA164746342 RxList RxList Drug Page Drugs.com Drugs.com Drug Page PDRhealth PDRhealth Drug Page Wikipedia Cefprozil ATC Codes J01DC10 — Cefprozil

  • J01DC — Second-generation cephalosporins
  • J01D — OTHER BETA-LACTAM ANTIBACTERIALS
  • J01 — ANTIBACTERIALS FOR SYSTEMIC USE
  • J — ANTIINFECTIVES FOR SYSTEMIC USE

AHFS Codes

  • 08:12.06.08 — Second Generation Cephalosporins

FDA label (203 KB) MSDS (44.9 KB)

Clinical Trials

Clinical Trials

Phase Status Purpose Conditions Count
0 Recruiting Treatment Osteomyelitis 1
1 Completed Not Available Healthy Volunteers 4
1 Completed Treatment Healthy Volunteers 4
Not Available Completed Not Available Healthy Volunteers 4

Pharmacoeconomics

Manufacturers Not Available Packagers

  • Apotex Inc.
  • A-S Medication Solutions LLC
  • Aurobindo Pharma Ltd.
  • Bristol-Myers Squibb Co.
  • Dispensing Solutions
  • Greenstone LLC
  • Howard Beach Medical Equipment
  • Lupin Pharmaceuticals Inc.
  • Northstar Rx LLC
  • Orchid Healthcare
  • PD-Rx Pharmaceuticals Inc.
  • Pharmaceutical Utilization Management Program VA Inc.
  • Physicians Total Care Inc.
  • Ranbaxy Laboratories
  • Redpharm Drug
  • Sandoz
  • Southwood Pharmaceuticals
  • Teva Pharmaceutical Industries Ltd.
  • Wockhardt Ltd.

Dosage forms

Form Route Strength
Tablet Oral
Tablet Oral 500 mg/1
Tablet Oral 500 mg
Powder, for suspension Oral 125 mg/5mL
Powder, for suspension Oral 250 mg/5mL
Suspension Oral 125 mg/5mL
Suspension Oral 250 mg/5mL
Tablet Oral 250 mg/1
Tablet, film coated Oral 250 mg/1
Tablet, film coated Oral 500 mg/1
Powder, for suspension Oral

Prices

Unit description Cost Unit
Cefprozil 250 mg/5ml Suspension 100ml Bottle 78.86USD bottle
Cefzil 500 mg tablet 6.6USD tablet
Cefprozil 500 mg tablet 5.46USD tablet
Cefzil 250 mg tablet 3.24USD tablet
Cefprozil 250 mg tablet 2.7USD tablet
Apo-Cefprozil 500 mg Tablet 1.99USD tablet
Ran-Cefprozil 500 mg Tablet 1.99USD tablet
Sandoz Cefprozil 500 mg Tablet 1.99USD tablet
Apo-Cefprozil 250 mg Tablet 1.02USD tablet
Ran-Cefprozil 250 mg Tablet 1.02USD tablet
Sandoz Cefprozil 250 mg Tablet 1.02USD tablet
Cefzil 50 mg/ml Suspension 0.35USD ml
Apo-Cefprozil 50 mg/ml Suspension 0.2USD ml
Cefprozil 50 mg/ml Suspension 0.2USD ml
Ran-Cefprozil 50 mg/ml Suspension 0.2USD ml
Sandoz Cefprozil 50 mg/ml Suspension 0.2USD ml
Cefzil 25 mg/ml Suspension 0.18USD ml
Apo-Cefprozil 25 mg/ml Suspension 0.1USD ml
Ran-Cefprozil 25 mg/ml Suspension 0.1USD ml
Sandoz Cefprozil 25 mg/ml Suspension 0.1USD ml

DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only. Patents Not Available

Properties

State Solid Experimental Properties

Property Value Source
melting point (°C) 218-225 °C Not Available
water solubility 55 mg/L Not Available
logP 0.6 Not Available

Predicted Properties

Property Value Source
Water Solubility 0.149 mg/mL ALOGPS
logP 0.94 ALOGPS
logP -1.9 ChemAxon
logS -3.4 ALOGPS
pKa (Strongest Acidic) 3.53 ChemAxon
pKa (Strongest Basic) 7.43 ChemAxon
Physiological Charge 0 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 4 ChemAxon
Polar Surface Area 132.96 Å2 ChemAxon
Rotatable Bond Count 5 ChemAxon
Refractivity 101.27 m3·mol-1 ChemAxon
Polarizability 39.35 Å3 ChemAxon
Number of Rings 3 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

Property Value Probability
Human Intestinal Absorption 0.8478
Blood Brain Barrier 0.9962
Caco-2 permeable 0.8353
P-glycoprotein substrate Substrate 0.7853
P-glycoprotein inhibitor I Non-inhibitor 0.9315
P-glycoprotein inhibitor II Non-inhibitor 0.9889
Renal organic cation transporter Non-inhibitor 0.9264
CYP450 2C9 substrate Non-substrate 0.8214
CYP450 2D6 substrate Non-substrate 0.8324
CYP450 3A4 substrate Substrate 0.5102
CYP450 1A2 substrate Non-inhibitor 0.8866
CYP450 2C9 inhibitor Non-inhibitor 0.8768
CYP450 2D6 inhibitor Non-inhibitor 0.9196
CYP450 2C19 inhibitor Non-inhibitor 0.8825
CYP450 3A4 inhibitor Non-inhibitor 0.8724
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8149
Ames test Non AMES toxic 0.6562
Carcinogenicity Non-carcinogens 0.8849
Biodegradation Not ready biodegradable 0.9584
Rat acute toxicity 1.6050 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9935
hERG inhibition (predictor II) Non-inhibitor 0.7516

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST) Not Available Spectra

Spectrum Spectrum Type Splash Key
Predicted GC-MS Spectrum – GC-MS Predicted GC-MS Not Available
Predicted MS/MS Spectrum – 10V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum – 20V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum – 40V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum – 10V, Negative (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum – 20V, Negative (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum – 40V, Negative (Annotated) Predicted LC-MS/MS Not Available

Taxonomy

Description This compound belongs to the class of organic compounds known as cephalosporins. These are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclooct-2-ene-2-carboxylic acid moiety or a derivative thereof. Kingdom Organic compounds Super Class Organoheterocyclic compounds Class Lactams Sub Class Beta lactams Direct Parent Cephalosporins Alternative Parents N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Phenylacetamides / 1-hydroxy-2-unsubstituted benzenoids / Aralkylamines / 1,3-thiazines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Amino acids / AzetidinesThiohemiaminal derivatives / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Azacyclic compounds / Carbonyl compounds / Hydrocarbon derivatives / Monoalkylamines / Organic oxides / Organopnictogen compounds show 10 more Substituents Cephalosporin / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Alpha-amino acid or derivatives / Phenylacetamide / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Aralkylamine / Meta-thiazine / Monocyclic benzene moietyBenzenoid / Tertiary carboxylic acid amide / Amino acid / Secondary carboxylic acid amide / Amino acid or derivatives / Azetidine / Carboxamide group / Hemithioaminal / Thioether / Azacycle / Dialkylthioether / Monocarboxylic acid or derivatives / Carboxylic acid derivative / Carboxylic acid / Organic oxide / Organic oxygen compound / Primary aliphatic amine / Organopnictogen compound / Carbonyl group / Organonitrogen compound / Organooxygen compound / Organic nitrogen compound / Amine / Primary amine / Hydrocarbon derivative / Aromatic heteropolycyclic compound show 26 more Molecular Framework Aromatic heteropolycyclic compounds External Descriptors cephalosporin, semisynthetic derivative (CHEBI:3506)

Targets

Kind Protein Organism Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Pharmacological action Yes Actions Inhibitor General Function Penicillin binding Specific Function Cell wall formation. Gene Name ponA Uniprot ID Q04707 Uniprot Name Penicillin-binding protein 1A Molecular Weight 79757.96 Da

  1. Nagai K, Davies TA, Jacobs MR, Appelbaum PC: Effects of amino acid alterations in penicillin-binding proteins (PBPs) 1a, 2b, and 2x on PBP affinities of penicillin, ampicillin, amoxicillin, cefditoren, cefuroxime, cefprozil, and cefaclor in 18 clinical isolates of penicillin-susceptible, -intermediate, and -resistant pneumococci. Antimicrob Agents Chemother. 2002 May;46(5):1273-80.

Kind Protein Organism Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Pharmacological action Yes Actions Inhibitor General Function Penicillin binding Specific Function Penicillin-binding proteins (PBPs) function in the late steps of murein biosynthesis. Beta-lactams inactivate the PBPs by acylating an essential serine residue in the active site of these proteins. Gene Name pbpX Uniprot ID P14677 Uniprot Name Penicillin-binding protein 2x Molecular Weight 82312.475 Da

  1. Nagai K, Davies TA, Jacobs MR, Appelbaum PC: Effects of amino acid alterations in penicillin-binding proteins (PBPs) 1a, 2b, and 2x on PBP affinities of penicillin, ampicillin, amoxicillin, cefditoren, cefuroxime, cefprozil, and cefaclor in 18 clinical isolates of penicillin-susceptible, -intermediate, and -resistant pneumococci. Antimicrob Agents Chemother. 2002 May;46(5):1273-80.

Kind Protein Organism Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Pharmacological action Yes Actions Inhibitor General Function Penicillin binding Specific Function Not Available Gene Name penA Uniprot ID P0A3M5 Uniprot Name Penicillin-binding protein 2B Molecular Weight 73872.305 Da

  1. Nagai K, Davies TA, Jacobs MR, Appelbaum PC: Effects of amino acid alterations in penicillin-binding proteins (PBPs) 1a, 2b, and 2x on PBP affinities of penicillin, ampicillin, amoxicillin, cefditoren, cefuroxime, cefprozil, and cefaclor in 18 clinical isolates of penicillin-susceptible, -intermediate, and -resistant pneumococci. Antimicrob Agents Chemother. 2002 May;46(5):1273-80.

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Drug created on June 13, 2005 07:24 / Updated on February 02, 2020 04:13

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