Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Cefoperazone [INN:BAN]
RN: 62893-19-0
UNII: 7U75I1278D
InChIKey: GCFBRXLSHGKWDP-XCGNWRKASA-N

Note

  • Semisynthetic broad-spectrum cephalosporin with a tetrazolyl moiety that is resistant to beta-lactamase. It has been proposed especially against Pseudomonas infections.

Molecular Formula

  • C25-H27-N9-O8-S2

Molecular Weight

  • 645.6753
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Cefoperazone
  • Cefoperazone [INN:BAN]

MeSH Heading

  • Cefoperazone

Synonyms

  • (6R,7R)-7-((R)-2-(4-Ethyl-2,3-dioxo-1-piperazinylcarboxamido)-2-(4-hydroxyphenyl)acetamido)-3-((1-methyl-1H-tetrazol-5-yl)thiomethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
  • BRN 0603333
  • Cefob
  • Cefobid
  • Cefoperazine
  • Cefoperazone
  • Cefoperazono
  • Cefoperazono [INN-Spanish]
  • Cefoperazonum
  • Cefoperazonum [INN-Latin]
  • Cefozon
  • CP 52640
  • EINECS 263-749-4
  • Medocef
  • UNII-7U75I1278D

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6-alpha,7-beta(R*)))-
  • Cefoperazone

Registry Numbers

CAS Registry Number

  • 62893-19-0

FDA UNII

  • 7U75I1278D

Other Registry Number

  • 72448-63-6

Related Registry Number

  • 62893-20-3 (hydrochloride salt)

System Generated Number

  • 0062893190

Structure Descriptors

InChI

1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1

InChIKey

GCFBRXLSHGKWDP-XCGNWRKASA-N

Smiles

N12[C@@H]([C@@H](C2=O)NC(=O)[C@H](c2ccc(cc2)O)NC(=O)N2C(=O)C(=O)N(CC2)CC)SCC(=C1C(=O)O)CSc1n(nnn1)C

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 167-171 deg C   EXP
log P (octanol-water) -0.74 (none)   EXP
Water Solubility 64.2 mg/L 25 EST
Vapor Pressure 9.61E-30 mm Hg 25 EST
Henry's Law Constant 1.63E-39 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.99E-10 cm3/molecule-sec 25 EST

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