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CAS No 56796-20-4 , (6R,
7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-
methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-
2-ene-2-carboxylic acid

  • Name: (6R,
    7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-
    methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-
    2-ene-2-carboxylic acid
  • Synonyms: Cefmetazolo;Cefmetazolum; SKF 83088; CS 1170; Cefmetazole Monosodium Salt; Cefmetazolo [INN-Spanish];(6R,
    7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-
    methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-
    2-ene-2-carboxylic acid; 56796-20-4; Cefmetazolum [INN-Latin];
  • CAS Registry Number:
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.75 g/cm3
  • Refractive index: 1.797
  • Safety Statements: 36/37/38-42/43,
  • Hazard Symbols: Xn:;
  • Flash Point: °C
  • EINECS: 260-384-2
  • Molecular Weight: 471.53438
  • InchiKey: SNBUBQHDYVFSQF-HIFRSBDPSA-N
  • InChI: 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
  • Risk Statements: 26-36,
  • Molecular Formula: C15H17N7O5S3
  • Molecular Structure:CAS No:56796-20-4 (6R,<br />7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-<br />methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-<br />2-ene-2-carboxylic acid

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References of (6R,
7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-
methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-
2-ene-2-carboxylic acid
Title: Cefmetazole
CAS Registry Number: 56796-20-4
CAS Name: (6R,7S)-7-[[[(Cyanomethyl)thio]acetyl]amino]-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
Manufacturers' Codes: CS-1170; SKF-83088
Molecular Formula: C15H17N7O5S3
Molecular Weight: 471.53
Percent Composition: C 38.21%, H 3.63%, N 20.79%, O 16.97%, S 20.40%
Literature References: Semi-synthetic antibiotic derived from cephamycin C, q.v. Prepn: H. Nakao et al., DE 2455884 (1975 to Sankyo), C.A. 83, 97330g (1975); eidem, J. Antibiot. 29, 554 (1976). See also: J. E. Dolfini, US 3920639 (1975 to Squibb). In vitro study: J. V. Uri et al., ibid. 31, 82 (1978). Immunological study: M. Iwata, T. Matuhasi, Jpn. J. Exp. Med. 48, 401 (1978). Absorption, distribution, excretion, metabolism in various species: H. Shindo et al., Chemotherapy (Tokyo) 27, Suppl. 1, 64 (1979). Pharmacology: S. Kobayashi et al., ibid. 26, Suppl. 5, 115 (1978). Toxicological studies: H. Masuda et al., Sankyo Kenkyusho Nempo 30, 112 (1978), C.A. 90, 180268h (1979). Comparative clinical study: M. Nishida et al., J. Antibiot. 32, 1319 (1979).
 
Derivative Type: Sodium salt
CAS Registry Number: 56796-39-5
Trademarks: Cefmetazon (Sankyo); Metafar (Lafare); Zefazone (Pharmacia & Upjohn)
Molecular Formula: C15H16N7NaO5S3
Molecular Weight: 493.52
Percent Composition: C 36.51%, H 3.27%, N 19.87%, Na 4.66%, O 16.21%, S 19.49%
Properties: White solid. Very sol in water, methanol, sol in acetone. Practically insol in chloroform. LD50 i.v. in rats: >5000 mg/kg (Masuda).
Toxicity data: LD50 i.v. in rats: >5000 mg/kg (Masuda)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephamycins.