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Cefepime

Cefepime Structure
CAS No.
88040-23-7
Chemical Name:
Cefepime
Synonyms
Cefepime impurity;CEFEPIME ARGININE;CFPM;Cefpim;CEFEPIME;FR 81335;Tsefepim;BMY 28142;Cefepime Jp;Cefepime, >98%
CBNumber:
CB1737417
Molecular Formula:
C19H24N6O5S2
Molecular Weight:
480.56
MOL File:
88040-23-7.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:01

Cefepime Properties

Melting point 150 C
form Solid
color White to light yellow
InChIKey HVFLCNVBZFFHBT-IZVURRFBNA-N
SMILES N12C([C@@H](NC(=O)/C(=N\OC)/C3N=C(N)SC=3)[C@H]1SCC(C[N+]1(C)CCCC1)=C2C([O-])=O)=O |&1:2,16,r|
CAS DataBase Reference 88040-23-7(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38-42/43
Safety Statements  22-26-36/37/39
HS Code  29419000

Cefepime Chemical Properties,Uses,Production

Description

Cefepime is a new fourth-generation parenteral cephalosporine antibiotic launched in 1993 in Sweden and France. Cefepime has broad spectrum antimicrobial activity against Staphylococcus, Strepfococcus, Pseudomonas, and the Enterobacteriaceae, including many bacterial isolates that are resistant to commonly used ceftazidime and cefotaxime. Its efficacy has been demonstrated in the treatment of lower respiratory tract infections especially pneumonia, intra-abdominal and urinary tract infections, skin and soft tissue infections, chronic osteomyelitis and in prophylaxis of biliary tract and prostate infections. It is well tolerated by patients and is reported to exhibit no significant drug interactions.

Chemical Properties

colorless Powder

Uses

Cefepime is used for bacterial infections caused by microorganisms that are sensitive to drugs in septicemia, bacteriemia, complicated infections of the upper and lower sections of the urinary system, pneumonia, pulmonary abscesses, emphysema of the pleura, fever in patients with neutropenia, and infected skin and soft tissue wounds. Synonyms of this drug are maxipime, cepim, cepimex, and others.

Antimicrobial activity

Its activity against common pathogens is comparable to that of group 4 cephalosporins, but it is somewhat more active against Ps. aeruginosa. Like cefpirome it has low affinity for the molecular class C cephalosporinases of many Gram-negative rods and is consequently active against most strains of Citrobacter spp., Enterobacter spp., Serratia spp. and Ps. aeruginosa that are resistant to cefotaxime and ceftazidime. It has poor activity against L. monocytogenes and against anaerobic organisms.

Pharmacokinetics

Cmax 2 g intravenous (30-min infusion): c. 160 mg/L end infusion
Plasma half-life: c. 2 h
Volume of distribution: 14–20 L
Plasma protein binding: 10–19%
It is well distributed. Penetration into tissues, including lung, appears to be similar to that of other aminothiazoyl cephalosporins. Very low concentrations are achieved in CSF in the absence of meningeal inflammation. It is secreted in breast milk.
It is partially metabolized, but 85% of the dose is excreted unchanged in the urine, achieving a concentration approaching 1 g/L within 4 h of a 1 g intravenous dose. Dosage adjustment is required in patients with impaired renal function, but hepatic impairment does not affect the pharmacokinetic properties.

Clinical Use

Cefepime (Maxipime, Axepin) is a parenteral, β-lactamase–resistant cephalosporin that is chemically and microbiologicallysimilar to cefpirome. It also has a broadantibacterial spectrum, with significant activity against bothGram-positive and Gram-negative bacteria, including streptococci,staphylococci, Pseudomonas spp., and theEnterobacteriaceae. It is active against some bacterial isolatesthat are resistant to ceftazidime. The efficacy of cefepimehas been demonstrated in the treatment of urinary tract infections,lower respiratory tract infections, skin and soft tissueinfections, chronic osteomyelitis, and intra-abdominal andbiliary infections. It is excreted in the urine with a half-life of2.1 hours. It is bound minimally to plasma proteins. Cefepimeis also a fourth-generation cephalosporin.

Side effects

It is used in the treatment of serious infections, particularly those in which resistant Gram-negative pathogens are known or suspected to be involved.

Cefepime Preparation Products And Raw materials

Global( 191)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CHEMXTREE STANDARDS +919872732255 Punjab, India 96 58 Inquiry
PROTECH TELELINKS +91-8571891912 +91-9855060837 Himachal Pradesh, India 62 58 Inquiry
Concept Pharmaceuticals Ltd +91-2242418888 +91-2242418888 Maharashtra, India 19 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Medilink Pharmachem +91 (79) 3007-0133 New Delhi, India 424 50 Inquiry
ORCHID PHARMA LTD +91 - 44 - 2821 1000 New Delhi, India 69 58 Inquiry
Wuhan Jingkang en Biomedical Technology Co., Ltd +8613720134139 China 4692 58 Inquiry

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[6R-[(6α,7β(Z)]]-7-[[(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-y1]methy1]-1-methylpyrrolidinium inner salt (6R)-7α-[[(2-Amino-4-thiazolyl)[(Z)-methoxyimino]acetyl]amino]-3-[(1-methylpyrrolidinio)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid ion (6R,6β)-7α-[[(2-Amino-4-thiazolyl)[(Z)-methoxyimino]acetyl]amino]-8-oxo-3-[[(1-methylpyrrolidinium)-1-yl]methyl]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acidion Cefpim CFPM (6R,7R)-7-{[(2Z)-2-(2-AMINO-1,3-THIAZOL-4-YL)-2-(METHOXYIMINO)ACETYL]AMINO}-3-[(1-METHYL-1-PYRROLIDINIUMYL)METHYL]-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLATE PyrrolidiniuM, 1-[[(6R,7R)-7-[[(2Z)-2-(2-aMino-4-thiazolyl)-2-(MethoxyiMino)acetyl]aMino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]Methyl]-1-Methyl-, inner salt Cefepime sodium cefepime sterile(L-arginine)_ CEFEPIME [6r-[6alpha,7beta(z)]]-1-[[7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium hydroxide inner salt Cefepime Jp BMY 28142 FR 81335 Pyrrolidinium, 1-[[(6R,7R)-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, inner salt Pyrrolidinium, 1-[[7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, inner salt, [6R-[6α,7β(Z)]]- Tsefepim (6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-3-[(1-methyl-1-pyrrolidin-1-iumyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Cefepime, >98% Cefepime (CFPM) Cefepime (Maxipime) Cefepime (free base) Cefepime USP/EP/BP Cefepime DISCONTINUED. Please see C242750 Cefepime impurity CEFEPIME ARGININE (6R,7R)-7-[(Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-((1-methylpyrrolidin-1-ium-1-yl)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 88040-23-7 C19H24N6O5S2 C19H24N6O5S2HCl C19H28N6O5S2 Pharmaceutical intermediates