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Cefotaxime

Cefotaxime
Cefotaxime structure
CAS No.
63527-52-6
Chemical Name:
Cefotaxime
Synonyms
Cefabol;Zariviz;Cefotaxime;Cephotaxime;Cefotaxima acid;Cefodizime impurity 9;Cefotaxime Acid(Cefotaxime);(6R,7R)-3-(Acetoxymethyl)-7-((E)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-th;(6R)-3-(Acetoxymethyl)-7α-[[(2-amino-4-thiazolyl)[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-7α-[2-(2-Amino-4-thiazolyl)-2-[(Z)-methoxyimino]acetylamino]-3-(acetoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CBNumber:
CB6511698
Molecular Formula:
C16H17N5O7S2
Formula Weight:
455.46548
MOL File:
63527-52-6.mol

Cefotaxime Properties

pka
pKa 2.1 (H2O t=20.0 I<0.005 ) (Uncertain);3.4(H2O t=20.0 I<0.005 ) (Uncertain);10.9(H2O t=20.0 I<0.005 ) (Uncertain)
form 
neat
CAS DataBase Reference
63527-52-6(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
RTECS  XI0240000
HS Code  29419000
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H317 May cause an allergic skin reaction Sensitisation, Skin Category 1 Warning P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled Sensitisation, respiratory Category 1 Danger P261, P285, P304+P341, P342+P311,P501
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P284 Wear respiratory protection.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P342+P311 IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

Cefotaxime price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000420 Cefotaxime acid European Pharmacopoeia (EP) Reference Standard 63527-52-6 y0000420 $179 2018-11-23 Buy

Cefotaxime Chemical Properties,Uses,Production

Uses

Cephalosporin antibiotic

brand name

Claforan (Sanofi Aventis).

Antimicrobial activity

The aminothiazoyl and methoximino groups at the 7-amino position confer, respectively, potent activity against many Gram-negative rods and cocci and stability to most β-lactamases. Ps. aeruginosa, Sten. maltophilia and other pseudomonads are often resistant. Brucella melitensis and some strains of Nocardia asteroides are susceptible. Activity against L. monocytogenes and B. fragilis is poor.

Acquired resistance

Many enterobacteria resistant to other b-lactam agents are susceptible, but selection of resistant strains with derepressed chromosomal molecular class C cephalosporinases may occur. Gram-negative bacilli producing variants of the TEM enzymes (pp. 230–231) are resistant.

Pharmacokinetics

Cmax 500 mg intramuscular: 10–15 mg/L after 0.5–1 h
1 g intravenous (15-min infusion): 90 mg/L end infusion
Plasma half-life: c.1 h
Volume of distribution: 32–37 L
Plasma protein binding: c. 40%
Distribution
It is widely distributed, achieving therapeutic concentrations in sputum, lung tissue, pleural fluid, peritoneal fluid, prostatic tissue and cortical bone. In patients receiving 2 g every 8 h, mean CSF concentrations in aseptic meningitis were 0.8 mg/L. Levels of 2–15 mg/L can be found in the CSF in the presence of inflammation after doses of 50 mg/kg by intravenous infusion over 30 min. A single intraventricular dose of 40 mg/kg produced levels at 2, 4 and 6 h of 6.4, 5.7 and 4.5 mg/L, respectively.
Metabolism
About 15–25% of a dose is metabolized by hepatic esterases to the desacetyl form, which may have some clinical importance because of its concentration in bile and accumulation in renal failure. Desacetylcefotaxime has about 10% of the activity of the parent against enterobacteria, less against Staph. aureus. Its half-life in normal subjects is around 1.5 h.
Excretion
Elimination is predominantly by the renal route, more than half the dose being recovered in the urine over the first 24 h, about 25% as the desacetyl derivative. Excretion is depressed by probenecid and declines in renal failure with accumulation of the metabolite. In patients with creatinine clearances in the range 3–10 mL/min, the plasma half-life rose to 2.6 h while that of the metabolite rose to 10 h.

Clinical Use

Cefotaxime is widely used in neutropenic patients, respiratory infection, meningitis, intra-abdominal sepsis, osteomyelitis, typhoid fever, urinary tract infection, neonatal sepsis and gonorrhea.

Side effects

Minor hematological and dermatological side effects common to group 4 cephalosporins have been described. Superinfection with Ps. aeruginosa in the course of treatment has occurred. Occasional cases of pseudomembranous colitis have been reported.

Cefotaxime Preparation Products And Raw materials

Raw materials

Preparation Products


Cefotaxime Suppliers

Global( 130)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21909 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20680 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32457 55
Chemwill Asia Co.,Ltd.
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JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078,021-50426030
86-021-50426522,50426273 sales@jingyan-chemical.com China 10012 60
XiaoGan ShenYuan ChemPharm co,ltd Tell:86-712-2580635 Mobile:15527768850 . 15527768836
86-712-2580625 QQ:1623551145 sales02@farchem.com China 9103 52
Beijing Isomersyn Technology CO;LTD 010-82954736,13391601435
010-82954438 sales@isomersyn.com China 4619 57
Hangzhou Yuhao Chemical Technology Co., Ltd 0571-82693216
+86-571-82880190 info@yuhaochemical.com China 9409 52
Wuhan Fortuna Chemical Co., Ltd +86-27-59207852 85767163
+86-27-59524646 info@fortunachem.com China 2703 58
S.Z. PhyStandard Bio-Tech. Co., Ltd. 17727448752,0755-83725681-603
+86 755 28094224 rex.liu@phystandard.com;tom.liu@phystandard.com China 4510 50

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