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Cefprozil

Cefprozil structure

CAS No:
92665-29-7
Formula:
C18H19N3O5S
Chemical Name:
Cefprozil
Synonyms:
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)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[amino(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propenyl)-,[6R-[6α,7β(R*)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propenyl)-,(6R,7R)-;(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;BMY 28100;Cefprozil;Procef;Cefprozile;Prozef;Cefzil;Cephprozyl;Cefproxil
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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Description

Pale Yellow Solid

Cefprozil Basic Attributes

Molecular Weight：

389.43

Exact Mass：

389.43

EC Number：

1308068-626-2

DSSTox ID：

DTXSID6022767

HScode：

2941905990

Characteristics

PSA：

158.26000

XLogP3：

0.06

Appearance：

white to yellow crystalline powder

Density：

1.5±0.1 g/cm3

Melting Point：

215-217°C (dec.)

Boiling Point：

803℃

Flash Point：

>110°(230°F)

Refractive Index：

1.718

Water Solubility：

soluble in DMSO at 10mg/ml. Insoluble in water.

Storage Conditions：

-20°C Freezer

Vapor Pressure：

0mmHg at 25°C

Safety Information

hazard class code：

R22:Harmful if swallowed. R41:Risk of serious damage to eyes. R43:May cause sensitization by skin contact.

safety instructions：

S26-S36/37/39

RTECS Number：

XI0339000

Marks：

Cefprozil Use and Manufacturing

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

Computed Properties

Molecular Weight:389.4
XLogP3:-1.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:389.10454189
Monoisotopic Mass:389.10454189
Topological Polar Surface Area:158
Heavy Atom Count:27
Complexity:699
Undefined Atom Stereocenter Count:3
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is a second-generation cephalosporin drug with a broad-spectrum antibacterial effect. The bactericidal mechanism of this drug is to hinder the synthesis of bacterial cell walls. In vitro tests have shown that cefprozil has a significant effect on Gram-positive aerobic bacteria such as Staphylococcus aureus (including beta-lactamase-producing strains), Streptococcus pneumoniae, and Streptococcus pyogenes, and has an inhibitory effect on Enterococcus tenacious, Listeria monocytogenes, Staphylococcus epidermidis, Staphylococcus saprophyticus, Staphylococcus Wamei, Streptococcus agalactiae, Streptococcus C, D, F, G groups and Streptococcus viridans. It is ineffective against methicillin-resistant Staphylococcus aureus and enterococci, and is highly sensitive to gram-negative aerobic bacteria such as Haemophilus influenzae (including beta-lactamase-producing strains) and Moraxella catarrhalis (including beta-lactamase-producing strains); it can inhibit the growth of Citrobacter diversus, Escherichia coli, Klebsiella pneumoniae, Neisseria gonorrhoeae (including beta-lactamase-producing strains), Proteus mirabilis, Salmonella, Shigella and Vibrio, and has no antibacterial effect on most strains of Acinetobacter, Encephalobacter, Morganella morganii, Proteus vulgaris, Providencia and Pseudomonas. Cefprozil has a certain inhibitory effect on melanin Bacillus, Clostridium difficile, Clostridium perfringens, Fusobacterium, Streptococcus and Propionibacterium acnes among anaerobic bacteria, and has no antibacterial effect on most strains of Bacillus fragilis.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Cefprozil Tablets
Ingredients	The main ingredient of this product is cefprozil.
Indication	1. There have been reports of nephrotoxicity caused by the combined use of aminoglycoside antibiotics and cephalosporins. The combined use with probenecid can double the AUC of cefprozil. 2. Drug and laboratory test interactions: Cephalosporin antibiotics can cause false positive reactions in urine glucose reduction tests (Benedict or Feling's reagents or copper sulfate tablets (Clinitest tablets), but urine glucose enzymatic tests (such as Tes-Tape urine glucose test strips) do not produce false positives. This type of drug can cause false negative blood glucose ferrocyanide reactions. Cefprozil in the blood does not interfere with the determination of creatinine in blood or urine using the alkaline picrate method.
Specifications	0.25g
Manufacturer	Zhuhai United Pharmaceutical Co., Ltd. Zhongshan Branch

Cefprozil Tablets
Ingredients	Cefprozil. Chemical name: (6R, 7R)-7-[(R)-2-amino-2-(p-hydroxy-phenyl)acetylamino]-8-oxo-3-propylene-5-thia-1-azabicyclo-(4,2,0)oct-2-ene-2-carboxylic acid monohydrate Molecular weight: C18H19N3O5S*H2O
Indication	1. There have been reports of nephrotoxicity caused by the combined use of aminoglycoside antibiotics and cephalosporins. The combined use with probenecid can double the AUC of cefprozil. 2. Drug and laboratory test interactions: Cephalosporin antibiotics can cause false positive reactions in urine glucose reduction tests (Benedict or Feling's reagents or copper sulfate tablets (Clinitest tablets), but urine glucose enzymatic tests (such as Tes-Tape urine glucose test strips) do not produce false positives. This type of drug can cause false negative blood glucose ferrocyanide reactions. Cefprozil in the blood does not interfere with the determination of creatinine in blood or urine using the alkaline picrate method.
Specifications	Calculated as C18H19N3O5S 0.5g

Cefprozil dry suspension
Ingredients	Cefprozil. Chemical name: (6R, 7R)-7-[(R)-2-amino-2-(p-hydroxy-phenyl)acetylamino]-8-oxo-3-propylene-5-thia-1-azabicyclo-(4,2,0)oct-2-ene-2-carboxylic acid-hydrate. Molecular weight: C18H19N3O5S.H2O
Indication	Nephrotoxicity has been reported with the combination of aminoglycosides and cephalosporins. Coadministration with probenecid doubles the AUC of cefprozil. Drug/Laboratory Test Interactions Cephalosporins can cause false-positive reactions in urine glucose reduction tests [Benedict or Feling's reagents or copper sulfate tablets (Clinitest? tablets)], but not in urine glucose enzymatic tests (such as Tes-Tape? urine glucose test strips). These drugs can cause false-negative blood glucose ferrocyanide reactions. Cefprozil in the blood does not interfere with the determination of creatinine in the blood or urine by the alkaline picrate method.
Specifications	0.125g (calculated as C18H19N3O5S)
Manufacturer	Hainan Rizhongtian Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

QILU ANTIBIOTICS PHARMACEUTICAL CO LTD

United States
Active
ORCHID PHARMA LTD

United States
Active
Amicogen(China) Biopharm Co., Ltd.

China
Active

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