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Substance Name: Flutamide [USAN:USP:INN:BAN]
RN: 13311-84-7
UNII: 76W6J0943E
InChIKey: MKXKFYHWDHIYRV-UHFFFAOYSA-N

Note

  • An antiandrogen with about the same potency as cyproterone in rodent and canine species.

Molecular Formula

  • C11-H11-F3-N2-O3

Molecular Weight

  • 276.2129
 

Classification Codes

  • Androgen Antagonists
  • Antineoplastic Agents
  • Antineoplastic Agents, Hormonal
  • Drug / Therapeutic Agent
  • Hormone
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Flutamide

Synonyms

  • 4'-Nitro-3'-trifluoromethylisobutyranilide
  • alpha,alpha,alpha-Trifluoro-2-methyl-4'-nitro-m-propionotoluidide
  • BRN 2157663
  • CCRIS 7246
  • Cebatrol, veterinary
  • EINECS 236-341-9
  • Eulexin
  • Flutamida
  • Flutamida [INN-Spanish]
  • Flutamide
  • Flutamidum
  • Flutamidum [INN-Latin]
  • Ham's F-12 medium
  • NFBA
  • Niftholide
  • Niftolide
  • NSC 215876
  • Propanamide, 2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)-
  • Sch 13521
  • UNII-76W6J0943E

Systematic Names

  • Flutamide
  • m-Propionotoluidide, 2-methyl-4'-nitro-alpha,alpha,alpha-triflouro-
  • m-Propionotoluidide, alpha,alpha,alpha-trifluoro-2-methyl-4'-nitro- (8CI)
  • Propanamide, 2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)-

Superlist Name

  • Flutamide

Registry Numbers

CAS Registry Number

  • 13311-84-7

FDA UNII

  • 76W6J0943E

Other Registry Number

  • 37209-54-4

System Generated Number

  • 0013311847

Structure Descriptors

InChI

1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)

InChIKey

MKXKFYHWDHIYRV-UHFFFAOYSA-N

Smiles

c1(c(ccc(c1)NC(C(C)C)=O)[N+](=O)[O-])C(F)(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 2gm/kg (2000mg/kg) GASTROINTESTINAL: OTHER CHANGES

GASTROINTESTINAL: NAUSEA OR VOMITING

LIVER: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 45, Pg. 135, 1993.
man TDLo oral 310mg/kg/31D- (310mg/kg) BEHAVIORAL: EUPHORIA American Journal of Psychiatry. Vol. 143, Pg. 1498, 1986.
rat LD50 intraperitoneal 289mg/kg (289mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Oyo Yakuri. Pharmacometrics. Vol. 45, Pg. 135, 1993.
rat LD50 oral 787mg/kg (787mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

KIDNEY, URETER, AND BLADDER: INCONTINENCE
Oyo Yakuri. Pharmacometrics. Vol. 45, Pg. 135, 1993.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.35 (none)   EXP
Water Solubility 9.450 mg/L 25 EST
Vapor Pressure 1.11E-06 mm Hg 25 EST
Henry's Law Constant 3.73E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.75E-12 cm3/molecule-sec 25 EST

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