Dutasteride Properties, Molecular Formula, Applications - WorldOfChemicals

Dutasteride Properties


Molecule Structure Image



Dutasteride is a 5-alpha-reductase inhibitor that inhibits the conversion of testosterone into dihydrotestosterone (DHT). It is approved in the United States for the treatment of benign prostatic hyperplasia (BPH) and is prescribed off-label for the treatment of male pattern baldness (MPB). The teratogenic effect from dutasteride is harmful to male children. Women who are pregnant should not handle the capsules, as inadvertent consumption could cause birth defects of the male fetus. The adverse effects would be similar to 5-alpha-reductase deficiency, where a developing male child is naturally deficient in 5-alpha reductase Type II, and thus unable to synthesize it. As dutasteride blocks the same process, developing males would have a DHT deficiency with its adverse effects as a result of the drug.

Chemical Properties

Appearance White crystalline solid
CAS Number 164656-23-9
Density 1.303 g/cm3
IUPAC Name (5α, 17β)-N-{2,5 Bis(Trifluoromethyl) Phenyl}-3-oxo-4-Azaandrost-1-ene-17-Carboxamide
InChI 1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1
Melting Point 242-250°C
Molar Mass 528.53 g/mol
Molecular Formula C27H30F6N2O2
Solubility Insoluble
Synonyms (5alpha,17beta)-N-{2,5-Bis(Trifluoromethyl)Phenyl}-3-Oxo-4-Azaandrost-L-Ene-17-Carboxamide;Dutasteride;Duagen;(5a,17)-N-[2,5-Bis(Trifluoromethyl)Phenyl]-3-Oxo-4-Azaandrost-1-Ene-17-Carboxamide;Avodart
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