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Substance Name: Cefmetazole [USAN:USP:INN]
RN: 56796-20-4
UNII: 3J962UJT8H
InChIKey: SNBUBQHDYVFSQF-HIFRSBDPSA-N

Note

  • A semisynthetic cephamycin antibiotic with a broad spectrum of activity against both gram-positive and gram-negative microorganisms. It has a high rate of efficacy in many types of infection and to date no severe side effects have been noted.

Molecular Formula

  • C15-H17-N7-O5-S3

Molecular Weight

  • 471.541
 

Classification Codes

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

Name of Substance

  • Cefmetazole
  • Cefmetazole [USAN:USP:INN]

MeSH Heading

  • Cefmetazole

Synonyms

  • (6R,7S)-7-(2-((Cyanomethyl)thio)acetamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-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, 7-((((cyanomethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-cis)-
  • BRN 0634647
  • Cefmetazole
  • Cefmetazolo
  • Cefmetazolo [INN-Spanish]
  • Cefmetazolum
  • Cefmetazolum [INN-Latin]
  • CS 1170
  • EINECS 260-384-2
  • SKF 83088
  • U 72791
  • U-72791
  • UNII-3J962UJT8H

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((((cyanomethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-cis)-
  • Cefmetazole

Registry Numbers

CAS Registry Number

  • 56796-20-4

FDA UNII

  • 3J962UJT8H

Related Registry Number

  • 56796-39-5 (mono-hydrochloride salt)

System Generated Number

  • 0056796204

Structure Descriptors

InChI

1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1

InChIKey

SNBUBQHDYVFSQF-HIFRSBDPSA-N

Smiles

C1([C@]([C@@H]2N1C(=C(CSc1n(nnn1)C)CS2)C(O)=O)(NC(CSCC#N)=O)OC)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 10233mg/kg (10233mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Sankyo Kenkyusho Nempo. Annual Report of Sankyo Research Laboratories. Vol. 31, Pg. 49, 1979.
mouse LD50 intravenous 8690mg/kg (8690mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Sankyo Kenkyusho Nempo. Annual Report of Sankyo Research Laboratories. Vol. 31, Pg. 49, 1979.
mouse LD50 subcutaneous 12190mg/kg (12190mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Sankyo Kenkyusho Nempo. Annual Report of Sankyo Research Laboratories. Vol. 31, Pg. 49, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -0.6 (none)   EXP
Water Solubility 94.2 mg/L 25 EST
Vapor Pressure 2.47E-18 mm Hg 25 EST
Henry's Law Constant 6.30E-24 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.29E-10 cm3/molecule-sec 25 EST

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