Home > Name List By other > (6R, 7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1- azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS No 153-61-7 , (6R,
7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-
azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

  • Name: (6R,
    7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-
    azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Synonyms: Coaxin; Cephalothinum; Keflin; Seffin; Averon-1; Cefalothin;Cefalotin; Cephalotin; Cemastin;(6R,
    7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-
    azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;
  • CAS Registry Number:
  • Melting Point: 160-161 ºC
  • Density: 1.56 g/cm3
  • Refractive index: 1.675
  • Water Solubility: 158 MG/L
  • Safety Statements: Poison by parenteral and intracerebral routes. Moderately toxic by intravenous route. Mildly toxic by subcutaneous and intraperitoneal routes. An experimental teratogen. Mutation data reported. See also ESTERS. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • EINECS: 205-815-7
  • Molecular Weight: 396.43804
  • InchiKey: XIURVHNZVLADCM-IUODEOHRSA-N
  • InChI: InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)
    23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,
    23)/t12-,15-/m1/s1
  • Molecular Formula: C16H16N2O6S2
  • Molecular Structure:CAS No:153-61-7 (6R,<br />7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-<br />azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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References of (6R,
7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-
azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Title: Cephalothin
CAS Registry Number: 153-61-7
CAS Name: (6R,7R)-3-[(Acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms: 3-(hydroxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetate; 7-(2-thienylacetamido)cephalosporanic acid; 7-(thiophene-2-acetamido)cephalosporanic acid
Molecular Formula: C16H16N2O6S2
Molecular Weight: 396.44
Percent Composition: C 48.47%, H 4.07%, N 7.07%, O 24.21%, S 16.18%
Literature References: Semi-synthetic cephalosporin antibiotic. Prepn: Chauvette et al., J. Am. Chem. Soc. 84, 3401 (1962); E. H. Flynn, US 3218318 (1965 to Lilly); FR 1384197 (1965 to Glaxo), C.A. 63, 11591c (1965). Bacteriology and pharmacology: Lee, Anderson, Antimicrob. Agents Chemother. 1962, 695; Walters et al., ibid. 706; Naumann, Arzneim.-Forsch. 16, 1099 (1966). Acute toxicity: M. Kuramoto et al., Jpn. J. Antibiot. 27, 746 (1974), C.A. 83, 71972t (1975). Comprehensive description: R. J. Simmons, Anal. Profiles Drug Subs. 1, 319-341 (1972).
Properties: mp 160-160.5°. [a]D20 +50° (c = 1.03 in acetonitrile), see R. B. Woodward et al., J. Am. Chem. Soc. 88, 852 (1966).
Melting point: mp 160-160.5°
Optical Rotation: [a]D20 +50° (c = 1.03 in acetonitrile)
 
Derivative Type: Sodium salt
CAS Registry Number: 58-71-9
Trademarks: Averon-1 (Alfar); Cefalotin; Cemastin (Ist. Vitamine); Cephation (Meiji); Ceporacin (Torii); Cepovenin (Hoechst; Glaxo); Chephalotin (Lilly); Coaxin (Tobishi); Keflin (Lilly); Lospoven (Hoechst); Synclotin (Toyo Jozo); Toricelocin (Torii)
Molecular Formula: C16H15N2NaO6S2
Molecular Weight: 418.42
Percent Composition: C 45.93%, H 3.61%, N 6.70%, Na 5.49%, O 22.94%, S 15.33%
Properties: mp 204-205°. [a]D +135° (c = 1.0 in water). uv max: 236, 260 nm (e 12950, 9350). LD50 in mice, rats (mg/kg): >20000, >10000 orally; 5670, 7716 i.p. (Kuramoto).
Melting point: mp 204-205°
Optical Rotation: [a]D +135° (c = 1.0 in water)
Absorption maximum: uv max: 236, 260 nm (e 12950, 9350)
Toxicity data: LD50 in mice, rats (mg/kg): >20000, >10000 orally; 5670, 7716 i.p. (Kuramoto)
 
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.