Basic information Brand Name(s) in US Safety Supplier Related
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Cefotaxime sodium

Basic information Brand Name(s) in US Safety Supplier Related

Cefotaxime sodium Basic information

Product Name:
Cefotaxime sodium
Synonyms:
  • Cefotaxime:Claforan
  • FIR-756
  • (6R,7R)-7-[[(Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(acetyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • (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 sodium salt
  • Cefotaxime sodium salt,Cefotaxim sodium salt
  • Cefotaxime Sodium (350 mg)
  • Cefotaxime Sodium (250 mg)J0C189901ug/mg(ai)
  • Cefotaxime Sodium (250 mg)
CAS:
64485-93-4
MF:
C16H16N5NaO7S2
MW:
477.45
EINECS:
264-915-9
Product Categories:
  • CLAFORAN
  • antibiotic
  • Pharmaceutical intermediate
  • API
  • Antibiotics for Research and Experimental Use
  • beta-Lactams (Antibiotics for Research and Experimental Use)
  • Biochemistry
  • Antibiotic Explorer
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Pharmaceutical
Mol File:
64485-93-4.mol
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Cefotaxime sodium Chemical Properties

Melting point:
162-163 C
alpha 
D20 +55±2° (c = 0.8 in water)
refractive index 
61 ° (C=1, H2O)
storage temp. 
2-8°C
solubility 
H2O: aqueous solutions of pH 4.3-6.2 are stable up to 3 weeks at 2-8 °C.soluble
form 
powder
color 
white to yellow
PH
pH(100g/l, 25℃) : 4.5~6.5
Water Solubility 
Soluble in water.
Merck 
14,1933
BRN 
5711411
Stability:
Stable. Incompatible with strong oxidizing agents.
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
42/43
Safety Statements 
22-36/37-60-45-37-24
WGK Germany 
2
RTECS 
XI0250000
HS Code 
29419000

MSDS

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Cefotaxime sodium Usage And Synthesis

Brand Name(s) in US

Claforan

Chemical Properties

White to pale yellow crystalline powder

Originator

Claforan,Hoechst-Roussel,W. Germany,1980

Uses

Broad spectrum third generation cephalosporin antibiotic. The name Cefotaxime applies to the isomer having a syn-methoxy imino group

Uses

Cephalosporin antibacterial

Definition

ChEBI: A cephalosporin organic sodium salt having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups.

Manufacturing Process

A solution of 8 g of sodium bicarbonate in about 20 ml of ethanol was progressively added to 45.55 g of pure 3-acetoxymethyl-7-[2-(2-amino-4- thiazolyl)-2-methoxyiminoacetamido]-ceph-3-eme-4-carboxylic acid in 100 ml of distilled water and another 80 ml of ethanol and 4.5 g of activated carbon were added thereto. The mixture was stirred for 5 minutes and was filtered. The filter was rinsed with ethanol and the filtrate was evaporated to dryness under reduced pressure. The residue was taken up in 100 ml of ethanol and evaporated to dryness again. The residue was dissolved in 100 ml of methanol and the solution was poured into 2 l of acetone. The mixture was vigorously stirred and was vacuum filtered. The recovered product was rinsed with acetone and then ether and dried under reduced pressure to obtain 43.7 g of a white product which rehydrated in air to obtain a final weight of 45.2 g of sodium 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2- methoxyiminoacetamido]-ceph-3-eme-4-carboxylate.

brand name

Claforan (Sanofi Aventis).

Therapeutic Function

Antibiotic

Clinical Use

Cefotaxime (Claforan) was the first third-generationcephalosporin to be introduced. It possesses excellentbroad-spectrum activity against Gram-positive and Gramnegativeaerobic and anaerobic bacteria. It is more activethan moxalactam against Gram-positive organisms. Manyβ-lactamase–producing bacterial strains are sensitive to cefotaxime,including N. gonorrhoeae, Klebsiella spp., H. influenzae,S. aureus, and E. cloacae. Some, but not all,Pseudomonas strains are sensitive. Enterococci and Listeriamonocytogenes are resistant.
The syn-isomer of cefotaxime is significantly more activethan the anti-isomer against β-lactamase–producing bacteria.This potency difference is, in part, because of greaterresistance of the syn-isomer to the action of β-lactamases.The higher affinity of the syn-isomer for PBPs, however,may also be a factor.
Cefotaxime is metabolized in part to the less active desacetylmetabolite. Approximately 20% of the metaboliteand 25% of the parent drug are excreted in the urine. Theparent drug reaches the cerebrospinal fluid in sufficient concentrationto be effective in the treatment of meningitis.Solutions of cefotaxime sodium should be used within 24hours. If stored, they should be refrigerated. Refrigerated solutionsmaintain potency up to 10 days.

Veterinary Drugs and Treatments

In the United States, there are no cefotaxime products approved for veterinary species but it has been used clinically in several species when an injectable 3rd generation cephalosporin may be indicated.

Cefotaxime sodiumSupplier

Shandong Haibang Pharmaceutical Co., Ltd. Gold
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