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Substance Name: Ceftibuten [USAN:INN:BAN]
RN: 97519-39-6
UNII: IW71N46B4Y
InChIKey: UNJFKXSSGBWRBZ-BJCIPQKHSA-N

Note

  • Synthetic antibiotic.

Molecular Formula

  • C15-H14-N4-O6-S2

Molecular Weight

  • 410.4296
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Ceftibuten
  • Ceftibuten [USAN:INN:BAN]

Synonyms

  • (+)-(6R,7R)-7-((Z)-2-(2-Amino-4-thiazolyl)-4-carboxycrotonamido)-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-((2-(2-amino-4-thiazolyl)-4-carboxy-1-oxo-2-butenyl)amino)-8-oxo-, (6R-(6alpha,7beta(Z)))-
  • 7432-S
  • Antibiotic 7432S
  • Cedax
  • Ceftibuten
  • Ceftibutene
  • Ceftibutene [INN-French]
  • Ceftibuteno
  • Ceftibuteno [INN-Spanish]
  • Ceftibutenum
  • Ceftibutenum [INN-Latin]
  • Cephalosporin 7432-S
  • Cephem
  • cis-Ceftibutin
  • S 7432
  • Sch 39720
  • UNII-IW71N46B4Y

Systematic Name

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((2-(2-amino-4-thiazolyl)-4-carboxy-1-oxo-2-butenyl)amino)-8-oxo-, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 97519-39-6

FDA UNII

  • IW71N46B4Y

System Generated Number

  • 0097519396

Structure Descriptors

InChI

1S/C15H14N4O6S2/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25)/b6-1-/t10-,13-/m1/s1

InChIKey

UNJFKXSSGBWRBZ-BJCIPQKHSA-N

Smiles

Nc1nc(cs1)\C(=C\CC(=O)O)\C(=O)N[C@H]2[C@H]3SCC=C(N3C2=O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 5gm/kg (5000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING
Chemotherapy Vol. 37(Suppl,
rat LD50 oral > 10gm/kg (10000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: OTHER CHANGES
Chemotherapy Vol. 37(Suppl,