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Substance Name: Cefotetan [USAN:USP:INN:BAN]
RN: 69712-56-7
UNII: 48SPP0PA9Q
InChIKey: SRZNHPXWXCNNDU-IXOPCIAXSA-N

Note

  • A semisynthetic cephamycin antibiotic that is administered intravenously or intramuscularly. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative microorganisms.

Molecular Formula

  • C17-H17-N7-O8-S4

Molecular Weight

  • 575.6263
 

Classification Codes

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

Names and Synonyms

Name of Substance

  • Cefotetan
  • Cefotetan [USAN:USP:INN:BAN]

MeSH Heading

  • Cefotetan

Synonyms

  • (6R,7S)-4-((2-Carboxy-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-7-yl)carbamoyl)-1,3-dithietane-delta(sup 2,alpha)-malonamic acid
  • (6R,7S)-7-(4-(Carbamoylcarboxymethylene)-1,3-dithiethane-2-carboxamido)-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
  • BRN 1208088
  • Cefotan
  • Cefotetan
  • Cefotetanum
  • Cefotetanum [INN-Latin]
  • EINECS 274-093-3
  • ICI 156,834
  • ICI 156834
  • NSC 760045
  • UNII-48SPP0PA9Q
  • YM 09330

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl)carbonyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7alpha))-
  • Cefotetan

Registry Numbers

CAS Registry Number

  • 69712-56-7

FDA UNII

  • 48SPP0PA9Q

Related Registry Number

  • 74356-00-6 (di-hydrochloride salt)

System Generated Number

  • 0069712567

Structure Descriptors

InChI

InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/b12-6-/t13?,15-,17+/m1/s1

InChIKey

SRZNHPXWXCNNDU-IXOPCIAXSA-N

Smiles

CO[C@]1(NC(=O)C2SC(=C(C(=O)N)C(=O)O)S2)[C@H]3SCC(=C(N3C1=O)C(=O)O)CSc4nnnn4C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 6gm/kg (6000mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 2033, 1984.
mouse LD50 intraperitoneal 8120mg/kg (8120mg/kg) LIVER: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE		 Chemotherapy Vol. 30(Suppl,
mouse LD50 intravenous 4990mg/kg (4990mg/kg)   Chemotherapy Vol. 30(Suppl,
mouse LD50 intravenous 4990mg/kg (4990mg/kg) BLOOD: CHANGES IN SPLEEN

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Chemotherapy Vol. 30(Suppl,
mouse LD50 oral > 10gm/kg (10000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Chemotherapy Vol. 30(Suppl,
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: TREMOR

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Chemotherapy Vol. 30(Suppl,
rat LD50 intraperitoneal 8250mg/kg (8250mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BLOOD: CHANGES IN SPLEEN		 Chemotherapy Vol. 30(Suppl,
rat LD50 intravenous 5gm/kg (5000mg/kg)   "Current Chemotherapy and Infectious Diseases, Proceedings of the 11th International Congress of Chemotherapy and the 19th Interscience Conference on Antimicrobial Agents and Chemotherapy, Boston, MA, 1979," Washington, DC, American Soc. for Microbiology, 1980Vol. 1, Pg. 273, 1980.
rat LD50 oral > 10gm/kg (10000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Chemotherapy Vol. 30(Suppl,
rat LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: TREMOR

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Chemotherapy Vol. 30(Suppl,