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Cefprozil

Cefprozil Structure
CAS No.
92665-29-7
Chemical Name:
Cefprozil
Synonyms
Procef;Prozef;Cefrozil;bmy28100;Cefprozi;CEFPROZIL;Cefprozile;Cephprozyl;Cefprozil-d4;cis-Cefprozil
CBNumber:
CB4739649
Molecular Formula:
C18H19N3O5S
Molecular Weight:
389.43
MOL File:
92665-29-7.mol
MSDS File:
SDS
Modify Date:
2024/4/9 13:47:46

Cefprozil Properties

Melting point 215-217°C (dec.)
Boiling point 803℃
Density 1.53±0.1 g/cm3(Predicted)
RTECS XI0339000
Flash point >110°(230°F)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMF: 0.3 mg/ml; DMSO: 2.5 mg/ml; PBS (pH 7.2): 1.25 mg/ml
form Powder
pka 2.92±0.50(Predicted)
Water Solubility Soluble in DMSO at 10mg/ml. Insoluble in water.
BCS Class 3
InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N
SMILES N12[C@@]([H])([C@H](NC([C@H](N)C3=CC=C(O)C=C3)=O)C1=O)SCC(C=CC)=C2C(O)=O
CAS DataBase Reference 92665-29-7(CAS DataBase Reference)

Cefprozil Chemical Properties,Uses,Production

Description

Cefprozil is a new orally active cephalosporin useful in the treatment of otitis media, uncomplicated skin and skin structure infections plus upper/lower respiratory tract infections. Although structurally similar to cefadroxil, its spectrum of antibacterial activity is comparable to cefaclor, but exhibits greater activity against S.aureus, S. epidermidis, Listeria monocytogenes, Streptococci, H. influenzae, Propionibacterium acnes. Clostridium perfringens and difficile.

Chemical Properties

Pale Yellow Solid

Uses

Semisynthetic oral cephalosporin consisting of approx. 90:10 Z/E isomeric mixture. Antibacterial

Definition

ChEBI: A semisynthetic, second-generation cephalosporin, with prop-1-enyl and (R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It is used to treat bronchitis as well as ear, skin and other bacterial infec ions.

Antimicrobial activity

Activity against Gram-positive cocci and Gram-negative bacilli is better than that of cefadroxil (which it structurally resembles) but is not as good as that of group 5 agents . It is moderately stable to hydrolysis by the common plasmid-mediated β-lactamases, but is hydrolyzed by the chromosomal enzymes of Gram-negative bacilli .

Hazard

Moderately toxic by ingestion. Human sys- temic effects.

Clinical Use

Cefprozil (Cefzil) is an orally active second-generationcephalosporin that is similar in structure and antibacterialspectrum to cefadroxil. Oral absorption is excellent (oralbioavailability is about 95%) and is not affected by antacidsor histamine H2-antagonists. Cefprozil exhibits greater invitro activity against streptococci, Neisseria spp., and S. aureusthan does cefadroxil. It is also more active than thefirst-generation cephalosporins against members of theEnterobacteriaceae family, such as E. coli, Klebsiella spp., P. mirabilis, and Citrobacter spp. The plasma half-life of1.2 to 1.4 hours permits twice-a-day dosing for the treatmentof most community-acquired respiratory and urinary tractinfections caused by susceptible organisms.

Side effects

It is well tolerated. Diarrhea and gastrointestinal discomfort may occur. There have been a few reports of pseudomembranous colitis and serum sickness-like reactions.

Cefprozil Preparation Products And Raw materials

Global( 275)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Aurobindo Pharma Limited +914066725000 Telangana, India 112 58 Inquiry
Lupin Ltd +91-8019896181 +91-8019896181 Maharashtra, India 93 58 Inquiry
Hetero Drugs Limited +91-4023704923 +91-4023704923 Telangana, India 296 58 Inquiry
Covalent Laboratories Private Limited (Virchow Group) +91-4049483333 +91-9866077161 Telangana, India 9 58 Inquiry
Unimark Remedies Ltd +91-2267304120 +91-2267304120 Maharashtra, India 48 58 Inquiry
Akums Lifesciences Ltd +91-1147511000 +91-1147511000 New Delhi, India 38 58 Inquiry
LUPIN LTD +91 124 4885000 / +91 124 3325000 New Delhi, India 191 58 Inquiry
Manus Aktteva +91 (79) 6512-3395 New Delhi, India 581 34 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry

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Cefprozil Spectrum

(6R,7R)-7-[(2R)-2-AMINO-2-(4-HYDROXYPHENYL)ACETYLAMINO]-8-OXO-3-(1-PRO-PENYL)-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID Cefrozil K690 Cefprozil CEFPROZIL bmy28100 (6r-(6-alpha,7beta(r*)))-l)acetyl)amino)-8-oxo-3-(1-propenyl) Cefprozil-d4 (6R,7R)-7-[(2R)-2-aMino-2-(4-hydroxyphenyl)acetaMido]-8-oxo-3-[(1E)-prop-1-en-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid cis-Cefprozil (6R,7R)-7-[(R)-2-Amino-2-(p-hydroxyphenyl)acetylamino]-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 8-[2-Amino-2-(4-hydroxyphenyl)-acetyl]amino-7-oxo-4-prop-1-enyl-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylic acid CEFPROZIL:(6R,7R)-7-[(2R)-2-AMINO-2-(4-HYDROXYPHENYL)ACETYLAMINO]-8-OXO-3-(1-PRO-PENYL)-5-THIA-1-AZABICYLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID (6R,7R)-7-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propen-1-yl)-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Cefprozile Cephprozyl Procef Prozef 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 7-(2R)-amino(4-hydroxyphenyl)acetylamino-8-oxo-3-(1-propenyl)-, (6R,7R)- (6R,7R)-7-[(2R)-2-Amino-2-(4-hydroxyphenyl) acetylamino]-8-oxo-3-(1-pro-penyl)-5-thia-1-azabicylo [4.2.0]oct-2-ene-2-carboxylic acid (6R-(6alpha,7beta(R*)))-7-((Amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-(1-propenyl)-5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid (6S,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-8-oxo-3-((E)-prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propen-1-yl)-, (6R,7R)- Cefprozil USP/EP/BP Cefprozil DISCONTINUED. Please see C243933. Cefprozi Cefprozil (Mixture of E,Z isomers)Q: What is Cefprozil (Mixture of E,Z isomers) Q: What is the CAS Number of Cefprozil (Mixture of E,Z isomers) Q: What is the storage condition of Cefprozil (Mixture of E,Z isomers) Q: What are the applications of Cefprozil (Mixture of E,Z isomers) (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-8-oxo-3-[(Z)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefprozil - mix of Z (92%), and E (7%) isomers Cefazolin propylene Cefprozil (BMY-28100) 92665-29-7 156-1-46 99-0-2 C18H19N3SH2O C18H19N3O5S API cephalosporins Aromatics Heterocycles Sulfur & Selenium Compounds Intermediates & Fine Chemicals Pharmaceuticals