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Basic information

  • Name:
  • Cefotaxime sodium

  • CAS No.:
  • 64485-93-4

  • Formula:
  • C16H16N5NaO7S2
  • Synonyms:
  • cefotaxim sodium salt;Cefotaxime Sodium (Sterile);Cefotaxime free acid;RU 24662;Liquiritin;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;sodium [6R-[6α,7β(Z)]]-3-(acetoxymethyl)-7-[(2-aminothiazol-4-yl)(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;Sodium (6R,7R)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate 7(sup 2)-(Z)-(O-methyloxime), acetate (ester);Claforan (TN);Sodium 7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)cephalosporanate;Cefotaxime sodium (JP14/USP);HR 756;Claforan sodium;Cefotaxime sodium salt;sodium (6R,7R)-3-(acetyloxymethyl)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;63527-52-6;Cefotaxime Sodium. Sterile;Cefotaxima [INN-Spanish];Cefotaxime sodium [USAN:JAN];sodium (6R,7R)-3-(acetyloxymethyl)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;Sodium (6R-(6alpha,7beta(Z)))-3-(acetoxymethyl)-7-((2-aminothiazol-4-yl)(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate;Prestwick_823;RU 24756;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-;(+)-Cefotaxime sodium salt;Sodium cefotaxime;Tolycar;(6S,7S)-3-(acetyloxymethyl)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-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, 3-((acetyloxy)methyl)-7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, monosodium salt, (6R-(6alpha,7beta(Z)))-;Cefotaxime Sodium sterile;
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Chemistry

Empirical Formula: C16H17N5O7S2
Molecular Weight: 455.4655 
EINECS: 264-915-9 
Index of Refraction: 1.778
Density: 1.8 g/cm3
Melting point: 162-163 °C(lit.)
Storage tempreture: 2-8 °C
Appearance: White to pale yellow crystalline powder
Structure of Cefotaxime sodium (CAS NO.64485-93-4):
                             
IUPAC Name: Sodium (6R,7R)-3-(acetyloxymethyl)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Canonical SMILES: CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+]
Isomeric SMILES: CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+]
InChI: InChI=1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1
InChIKey: AZZMGZXNTDTSME-JUZDKLSSSA-M
Product Category of Cefotaxime sodium (CAS NO.64485-93-4): API;Antibiotics for Research and Experimental Use;Biochemistry;Antibiotic Explorer;Heterocycles;Intermediates & Fine Chemicals;Sulfur & Selenium Compounds

Uses

 Cefotaxime sodium (CAS NO.64485-93-4) can be used as antibiotic medicine for the treatment of respiratory, urinary, intestinal and biliary tract, skin and soft tissue, burns, and bone and joint infections and other diseases.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo intravenous 1800mg/kg/18D (1800mg/kg) BLOOD: AGRANULOCYTOSIS Drug Intelligence and Clinical Pharmacy. Vol. 17, Pg. 739, 1983.
dog LD50 intramuscular > 716mg/kg (716mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 349, 1982.
dog LD50 intravenous > 1500mg/kg (1500mg/kg)   Journal of Antimicrobial Chemotherapy. Vol. 6(Suppl,
mouse LD50 intraperitoneal 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-8, 1982.
mouse LD50 intravenous 6845mg/kg (6845mg/kg)   Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. Vol. 35(5), Pg. 25, 1990.
mouse LD50 oral > 20gm/kg (20000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
BEHAVIORAL: ATAXIA
Chemotherapy Vol. 28(Suppl,
mouse LD50 subcutaneous 12950mg/kg (12950mg/kg)   Drugs in Japan Vol. 6, Pg. APP-8, 1982.
rabbit LD50 intravenous 1880mg/kg (1880mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
BEHAVIORAL: ATAXIA
Chemotherapy Vol. 28(Suppl,
rat LD50 intramuscular > 2gm/kg (2000mg/kg)   Chemotherapy Vol. 28(Suppl,
rat LD50 intraperitoneal 10gm/kg (10000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
BEHAVIORAL: ATAXIA
Chemotherapy Vol. 28(Suppl,
rat LD50 intravenous 7gm/kg (7000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-8, 1982.
rat LD50 oral > 20gm/kg (20000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)
BEHAVIORAL: ATAXIA
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Chemotherapy Vol. 28(Suppl,
rat LD50 subcutaneous 18400mg/kg (18400mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)
BEHAVIORAL: ATAXIA
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Chemotherapy Vol. 28(Suppl,

Safety Profile

Moderately toxic by intravenous and intramuscular routes. Mildly toxic by ingestion and intraperitoneal routes. Human systemic effects by intravenous route: agranulocytosis. An experimental teratogen. When heated to decomposition it emits toxic fumes of SOx, NOx and Na2O.
Hazard Codes: HarmfulXn,IrritantXi(Harmful)
Risk Statements:
R42/43 (May cause sensitization by inhalation and skin contact )
Safety Statements:
S22:Do not breathe dust  
S36/37 :Wear suitable protective clothing and gloves
WGK Germany: 2

Specification

 Cefotaxime sodium , its cas register number is 64485-93-4. It also can be called Claforan ; CTX ; and [6R-[6alpha,7beta(z)]]-3-[(Acetyloxy)methyl]-[[(2-amine-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid monosodium salt .

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