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Substance Name: Cefamandole [USAN:INN:BAN]
RN: 34444-01-4
UNII: 5CKP8C2LLI
InChIKey: OLVCFLKTBJRLHI-AXAPSJFSSA-N

Note

  • Semisynthetic wide-spectrum cephalosporin with prolonged action, probably due to beta-lactamase resistance. It is used also as the nafate.

Molecular Formula

  • C18-H18-N6-O5-S2

Molecular Weight

  • 462.5092
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Cefamandole
  • Cefamandole [USAN:INN:BAN]

MeSH Heading

  • Cefamandole

Synonyms

  • (6R,7R)-7-(R)-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-carboxylic acid
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7beta(R*)))-
  • 7-D-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-3-cephem-4-carboxylic acid
  • BRN 0598510
  • Cefadole
  • Cefamandol
  • Cefamandol [INN-Spanish]
  • Cefamandole
  • Cefamandolum
  • Cefamandolum [INN-Latin]
  • Cephadole
  • Cephamandole
  • Compound 83405
  • EINECS 252-030-0
  • Kefamandol
  • L-Cefamandole
  • Mancef
  • Mandol
  • UNII-5CKP8C2LLI

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7beta(R*)))-
  • Cefamandole

Registry Numbers

CAS Registry Number

  • 34444-01-4

FDA UNII

  • 5CKP8C2LLI

System Generated Number

  • 0034444014

Structure Descriptors

InChI

1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1

InChIKey

OLVCFLKTBJRLHI-AXAPSJFSSA-N

Smiles

N12[C@@H]([C@@H](NC([C@@H](c3ccccc3)O)=O)C2=O)SCC(=C1C(O)=O)CSc1n(nnn1)C

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.5 (none)   EXP
Water Solubility 465 mg/L 25 EST
Vapor Pressure 9.98E-22 mm Hg 25 EST
Henry's Law Constant 1.08E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.32E-10 cm3/molecule-sec 25 EST

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