Home > Name List By other > (6R, 7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl) amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbo... Germany

CAS No 35607-66-0 , (6R,
7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)
amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Search by region : Germany

  • Name: (6R,
    7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)
    amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Synonyms: Mefoxin; CEPHOXITIN; CHEBI:209807; Cefoxitina; Spectrum_001399;Mefoxitin;(6R,
    7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)
    amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Cefoxitine; 35607-66-0; Cefoxitinum;
  • CAS Registry Number:
  • Transport: 3077
  • Melting Point: 149 - 150
  • Flash Point: 843.4 ºC at 760 mmHg
  • Boiling Point: 843.4 ºC at 760 mmHg
  • Density: 1.63 g/cm3
  • Refractive index: 1.692
  • Water Solubility: Soluble in water
  • Flash Point: 843.4 ºC at 760 mmHg
  • EINECS: 252-641-2
  • Molecular Weight: 427.45208
  • InchiKey: WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
  • InChI: InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12
    (21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,
    20)(H,21,22)/t14-,16+/m1/s1
  • Molecular Formula: C16H17N3O7S2
  • Molecular Structure:CAS No:35607-66-0 (6R,<br />7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)<br />amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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35607-66-0 Cefoxitin, free base

  • Cefoxitin, free base
  • Germany CHEMOS GmbH [Manufacturer]
  • Tel: 0049 9402/9336 0
  • Fax: 0049 9402/9336 13
  • Address: CHEMOS GmbH
    Werner-von-Siemensstr. 3
    93128 Regenstauf
    Germany null,nullGermany
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References of (6R,
7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)
amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Title: Cefoxitin
CAS Registry Number: 35607-66-0
CAS Name: (6R,7S)-3-[[(Aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms: 3-(hydroxymethyl)-7-methoxy-8-oxo-7-[2-(2-thienyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid carbamate (ester); 3-carbamoyloxymethyl-7a-methoxy-7-[2-(2-thienyl)acetamido]-3-cephem-4-carboxylic acid
Molecular Formula: C16H17N3O7S2
Molecular Weight: 427.45
Percent Composition: C 44.96%, H 4.01%, N 9.83%, O 26.20%, S 15.00%
Literature References: Semi-synthetic antibiotic derived from cephamycin C, q.v., possessing high resistance to b-lactamase inactivation. Synthesis: B. G. Christensen et al., DE 2129675; DE 2203653; eidem, US 4297488 (1971, 1972, 1981 all to Merck & Co.); Karady et al., J. Am. Chem. Soc. 94, 1410 (1972); Ratcliffe, Christensen, Tetrahedron Lett. 1973, 4653. Biological evaluation: Wallick, Hendlin, Antimicrob. Agents Chemother. 5, 25 (1974); Miller et al., ibid. 33; Onishi et al., ibid. 38; Hamilton, Miller et al., J. Antibiot. 27, 42 (1974). Mode of action: Onishi et al., Ann. N.Y. Acad. Sci. 235, 406 (1974). Toxicity: S. Takayama et al., Chemotherapy (Tokyo) 26, Suppl. 1, 150 (1978). Comprehensive reviews: J. Antimicrob. Chemother. 4, Suppl. B, 1-256 (1978); R. N. Brogden et al., Drugs 17, 1-37 (1979); E. O. Stapley, K. R. Brown, in Pharmacological and Biochemical Properties of Drug Substances vol. 3, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1981) pp 262-290. Comprehensive description: G. S. Brenner, Anal. Profiles Drug Subs. 11, 169-195 (1982). Symposium on therapeutic use in anaerobic and aerobic infectons: Hosp. Pract. 25, Suppl. 4, 1-56 (1990).
Properties: Crystals, mp 149-150° (dec). pKa 2.2. Very sol in acetone; sol in aq NaHCO3; very slightly sol in water. Practically insol in ether and chloroform.
Melting point: mp 149-150° (dec)
pKa: pKa 2.2
 
Derivative Type: Sodium salt
CAS Registry Number: 33564-30-6
Manufacturers' Codes: MK-306
Trademarks: Betacef (Firma); Farmoxin (Erba); Mefoxin (Merck & Co.); Mefoxitin (Merck & Co.); Cenomycin (Daiichi)
Molecular Formula: C16H16N3NaO7S2
Molecular Weight: 449.43
Percent Composition: C 42.76%, H 3.59%, N 9.35%, Na 5.12%, O 24.92%, S 14.27%
Properties: White crystals with characteristic odor. [a]25589nm +210° (c = 1 in methanol). Very sol in water; sol in methanol; sparingly sol in ethanol and acetone. Insol in aromatic and aliphatic hydrocarbons. LD50 in mice, rats, dogs (g/kg): 5.10, 8.98, >10.0 i.v. (Takayama).
Optical Rotation: [a]25589nm +210° (c = 1 in methanol)
Toxicity data: LD50 in mice, rats, dogs (g/kg): 5.10, 8.98, >10.0 i.v. (Takayama)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephamycins.