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Substance Name: Cefmenoxime [INN]
RN: 65085-01-0
UNII: KBZ4844CXN
InChIKey: HJJDBAOLQAWBMH-YCRCPZNHSA-N

Note

  • A cephalosporin antibiotic that is administered intravenously or intramuscularly. It is active against most common gram-positive and gram-negative microorganisms, is a potent inhibitor of Enterobacteriaceae, and is highly resistant to hydrolysis by beta-lactamases. The drug has a high rate of efficacy in many types of infection and to date no severe side effects have been noted.

Molecular Formula

  • C16-H17-N9-O5-S3

Molecular Weight

  • 511.5663
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibiotics
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Names and Synonyms

Name of Substance

  • Cefmenoxime
  • Cefmenoxime [INN]

MeSH Heading

  • Cefmenoxime

Synonyms

  • (6R,7R)-(2-(2-Amino-4-thiazolyl)glyoxylamido)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure-7-(Z)-(O-methyloxim)
  • (6R,7R)-7-((Z)-2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-((1-methyl-1H-5-tetraazolylthio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
  • A 50912
  • AB 50912
  • Cefmenoxima
  • Cefmenoxima [INN-Spanish]
  • Cefmenoxime
  • Cefmenoximum
  • Cefmenoximum [INN-Latin]
  • SCE 1365
  • Tacef
  • UNII-KBZ4844CXN

Systematic Name

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 65085-01-0

FDA UNII

  • KBZ4844CXN

Related Registry Number

  • 75738-58-8 (hydrochloride (2:1))

System Generated Number

  • 0065085010

Structure Descriptors

InChI

1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8-/t9-,13-/m1/s1

InChIKey

HJJDBAOLQAWBMH-YCRCPZNHSA-N

Smiles

Cn1c(nnn1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/c4csc(n4)N)SC2)C(=O)O

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.370 (none)   EST
Atmospheric OH Rate Constant 1.27E-10 cm3/molecule-sec 25 EST

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