Title: Dutasteride
CAS Registry Number: 164656-23-9
CAS Name: (4a
R,4b
S,6a
S,7
S,9a
S,9b
S,11a
R)-
N-[2,5-Bis(trifluoromethyl)phenyl]-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-4a,6a-dimethyl-2-oxo-1
H-indeno[5,4-
f]quinoline-7-carboxamide
Synonyms: 17b-
N-[2,5-Bis(trifluoromethyl)phenyl]carbamoyl-4-aza-5a-androst-1-en-3-one
Manufacturers' Codes: GG-745; GI-198745
Trademarks: Avodart (GSK); Avolve (GSK)
Molecular Formula: C27H30F6N2O2
Molecular Weight: 528.53
Percent Composition: C 61.36%, H 5.72%, F 21.57%, N 5.30%, O 6.05%
Literature References: Dual inhibitor of 5a-reductase isoenzymes types 1 and 2; structurally related to finasteride,
q.v. Prepn: K. W. Batchelor, S. V. Frye,
WO 9507927 (1995 to Glaxo). Structure-activity study: R. K. Bakshi
et al., J. Med. Chem. 38, 3189 (1995). Clinical pharmacokinetics: P. O. Gisleskog
et al., Br. J. Clin. Pharmacol. 47, 53 (1999). Clinical trial in benign prostatic hyperplasia: C. G. Roehrborn
et al., Urology 60, 434 (2002). Review of discovery and development: S. V. Frye
et al., Pharm. Biotechnol. 11, 393-422 (1998); of clinical experience: B. Djavan
et al.,
Expert Opin. Pharmacother. 6, 311-317 (2005).
Properties: White crystalline solid, mp 245-245.5°.
Melting point: mp 245-245.5°
Therap-Cat: In treatment of benign prostatic hyperplasia.
Keywords: 5a-Reductase Inhibitor; Antiprostatic Hypertrophy.