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Substance Name: Cefatrizine [USAN:INN:BAN]
RN: 51627-14-6
UNII: 8P4W949T8K
InChIKey: UOCJDOLVGGIYIQ-PBFPGSCMSA-N

Note

  • Orally active semisynthetic cephalosporin antibiotic with broad-spectrum activity.

Molecular Formula

  • C18-H18-N6-O5-S2

Molecular Weight

  • 462.5092
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Antibiotics
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Cefatrizine
  • Cefatrizine [USAN:INN:BAN]

MeSH Heading

  • Cefatrizine

Synonyms

  • (6R,7R)-7-((R)-2-Amino-2-(p-hydroxyphenyl)acetamido)-8-oxo-3-((v-triazol-4-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • Antibiotic BL-S 640
  • BL-S 640
  • BL-S640
  • BLS 640
  • Bricef
  • Cefatrix
  • Cefatrizine
  • Cefatrizino
  • Cefatrizino [INN-Spanish]
  • Cefatrizinum
  • Cefatrizinum [INN-Latin]
  • Cephatriazine
  • Cepticol
  • Cetrazil
  • EINECS 257-324-2
  • Latocef
  • Orosporina
  • S 640P
  • SKF 60771
  • Trizina
  • UNII-8P4W949T8K

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-((1H-1,2,3-triazol-4-ylthio)methyl)-, (6R-(6alpha,7beta(R*)))-
  • Cefatrizine

Registry Numbers

CAS Registry Number

  • 51627-14-6

FDA UNII

  • 8P4W949T8K

Other Registry Number

  • 118191-02-9

System Generated Number

  • 0051627146

Structure Descriptors

InChI

1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1

InChIKey

UOCJDOLVGGIYIQ-PBFPGSCMSA-N

Smiles

c1cc(ccc1[C@H](C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)CSc4c[nH]nn4)C(=O)O)N)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD intraperitoneal > 3gm/kg (3000mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
dog LD intravenous > 40mg/kg (40mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
dog LD oral > 1600mg/kg (1600mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
mouse LD intravenous > 400mg/kg (400mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
mouse LD oral > 6gm/kg (6000mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
mouse LD subcutaneous > 6gm/kg (6000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
mouse LD50 intraperitoneal 6410mg/kg (6410mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rabbit LD intravenous > 80mg/kg (80mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rabbit LD oral > 5gm/kg (5000mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rabbit LD50 intraperitoneal 1500mg/kg (1500mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rabbit LD50 subcutaneous 3gm/kg (3000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rat LD intravenous > 240mg/kg (240mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rat LD oral > 6gm/kg (6000mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rat LD subcutaneous > 6gm/kg (6000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.
rat LD50 intraperitoneal 4325mg/kg (4325mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Japanese Journal of Antibiotics. Vol. 29, Pg. 612, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -1.210 (none)   EST
Atmospheric OH Rate Constant 1.97E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.