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Substance Name: Cefotaxime [INN:BAN]
RN: 63527-52-6
UNII: N2GI8B1GK7
InChIKey: GPRBEKHLDVQUJE-QSWIMTSFSA-N

Note

  • Semisynthetic broad-spectrum cephalosporin.

Molecular Formula

  • C16-H17-N5-O7-S2

Molecular Weight

  • 455.4703
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibiotics
  • Mutation Data

Names and Synonyms

Name of Substance

  • Cefotaxime
  • Cefotaxime [INN:BAN]

MeSH Heading

  • Cefotaxime

Synonyms

  • (6R,7R)-3-(Acetoxymethyl)-7-(()-2-(2-amino-4-thiazolyl)-2-methoxyiminoglyoxylamino)-8-oco-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
  • 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)-
  • Cefotaxima
  • Cefotaxima [INN-Spanish]
  • Cefotaxime
  • Cefotaximum
  • Cefotaximum [INN-Latin]
  • Cephotaxime
  • Claforan
  • EINECS 264-299-1
  • Omnatax
  • RU 24662
  • Taxim
  • UNII-N2GI8B1GK7

Systematic Name

  • 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-, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 63527-52-6

FDA UNII

  • N2GI8B1GK7

Related Registry Number

  • 64485-93-4 (mono-hydrochloride salt)

System Generated Number

  • 0063527526

Structure Descriptors

InChI

1S/C16H17N5O7S2/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)/b20-9-/t10-,14-/m1/s1

InChIKey

GPRBEKHLDVQUJE-QSWIMTSFSA-N

Smiles

CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)COC(=O)C)\c3csc(N)n3

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.640 (none)   EST
Atmospheric OH Rate Constant 1.21E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.