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Substance Name: Finasteride [USAN:USP:INN:BAN]
RN: 98319-26-7
UNII: 57GNO57U7G
InChIKey: DBEPLOCGEIEOCV-WSBQPABSSA-N

Note

  • An orally active 3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE inhibitor. It is used as a surgical alternative for treatment of benign PROSTATIC HYPERPLASIA.

Molecular Formula

  • C23-H36-N2-O2

Molecular Weight

  • 372.5494
 

Classification Codes

  • 5-alpha Reductase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Inhibitor (alpha Reductase)
  • Reproductive Effect
  • Steroid Synthesis Inhibitors
  • Urological Agents

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Finasteride

Synonyms

  • (5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide
  • 17beta-(N-tert-butylcarbamoyl)-4-aza-5 alpha-androst-1-en-3-one
  • 4-Azaandrost-1-ene-17-carboxamide, N-(1,1-dimethylethyl)-3-oxo-, (5alpha,17beta)-
  • BRN 4269024
  • CCRIS 7438
  • Chibro-Proscar
  • Finasterida
  • Finasterida [INN-Spanish]
  • Finasteride
  • Finasteridum
  • Finasteridum [INN-Latin]
  • Finastid
  • Finpecia
  • HSDB 6793
  • L-652,931
  • MK 0906
  • MK 906
  • MK-0906
  • MK-906
  • N-(2-Methyl-2-propyl)-3-oxo-4-aza-5-alpha-androst-1-ene-17-beta-carboxamide
  • N-tert-Butyl-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide
  • Propecia
  • Proscar
  • Prostide
  • UNII-57GNO57U7G

Systematic Names

  • 4-Azaandrost-1-ene-17-carboxamide, N-(1,1-dimethylethyl)-3-oxo-, (5alpha,17beta)-
  • Finasteride

Registry Numbers

CAS Registry Number

  • 98319-26-7

FDA UNII

  • 57GNO57U7G

System Generated Number

  • 0098319267

Structure Descriptors

InChI

1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1

InChIKey

DBEPLOCGEIEOCV-WSBQPABSSA-N

Smiles

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)NC(C)(C)C)CC[C@@H]4[C@@]3(C=CC(=O)N4)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 1gm/kg (1000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.
mouse LD50 intraperitoneal 372mg/kg (372mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.
mouse LD50 oral 486mg/kg (486mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.
mouse LD50 subcutaneous > 2gm/kg (2000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.
rat LD50 intraperitoneal 885mg/kg (885mg/kg) GASTROINTESTINAL: PERITONITIS

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.
rat LD50 oral 418mg/kg (418mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.
rat LD50 subcutaneous > 2gm/kg (2000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 4091, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 252-254 deg C   EXP
log P (octanol-water) 3.03 (none)   EXP
Water Solubility 11.7 mg/L 25 EST
Vapor Pressure 7.47E-12 mm Hg 25 EST
Henry's Law Constant 3.77E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.55E-11 cm3/molecule-sec 25 EST

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