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Substance Name: Bicalutamide [USAN:USP:INN:BAN]
RN: 90357-06-5
UNII: A0Z3NAU9DP
InChIKey: LKJPYSCBVHEWIU-UHFFFAOYSA-N

Note

  • Approved for treatment of advanced prostate cancer.

Molecular Formula

  • C18-H14-F4-N2-O4-S

Molecular Weight

  • 430.3766
 

Classification Codes

  • Androgen Antagonists
  • Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Reproductive Effect

Names and Synonyms

Name of Substance

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

Synonyms

  • (+-)-4'-Cyano-alpha,alpha,alpha-trifluoro-3-((p-fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide
  • Bicalutamide
  • BRN 5364666
  • Casodex
  • CCRIS 8728
  • HSDB 7655
  • ICI 176,334
  • ICI 176334
  • UNII-A0Z3NAU9DP

Systematic Name

  • Propanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-, (+-)-

Registry Numbers

CAS Registry Number

  • 90357-06-5

FDA UNII

  • A0Z3NAU9DP

System Generated Number

  • 0090357065

Structure Descriptors

InChI

1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)

InChIKey

LKJPYSCBVHEWIU-UHFFFAOYSA-N

Smiles

CC(CS(=O)(=O)c1ccc(cc1)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg)   Journal of Toxicological Sciences. Vol. 22, Pg. 75, 1997.
mouse LD oral > 2gm/kg (2000mg/kg)   Journal of Toxicological Sciences. Vol. 22, Pg. 75, 1997.
mouse LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 197, 2000.
rabbit LD50 oral > 200mg/kg (200mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 197, 2000.
rat LD oral > 2gm/kg (2000mg/kg)   Journal of Toxicological Sciences. Vol. 22, Pg. 75, 1997.
rat LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 197, 2000.