Dutasteride , ≥99% , 164656-23-9

Synonym(s):
(5α,17β)-N-[2,5-Bis(trifluoromethyl)phenyl]-3-oxo-4-azaandrost-1-ene-17-carboxamide;17β-N-[2,5-Bis(trifluoromethyl)phenyl]carbamoyl-4-aza-5α-androst-1-en-3-one;Dutasteride

CAS NO.：164656-23-9

Empirical Formula: C27H30F6N2O2

Molecular Weight: 528.53

MDL number: MFCD06411131

EINECS: 638-758-5

PRODUCT Properties

• Melting point: 242-250°C
• Boiling point: 620.3±55.0 °C(Predicted)
• Density: 1.303±0.06 g/cm3(Predicted)
• storage temp.: -20°C
• solubility: DMSO: soluble2mg/mL, clear
• pka: 13.32±0.70(Predicted)
• form: powder
• color: white to beige
• optical activity: [α]/D +18 to +24°, c = 1 in chloroform-d
• BCS Class: 2/4
• InChIKey: JWJOTENAMICLJG-QWBYCMEYSA-N
• SMILES: N1[C@@]2([H])[C@@](C)([C@@]3([H])CC[C@@]4(C)[C@]([H])([C@]3([H])CC2)CC[C@@H]4C(NC2=CC(C(F)(F)F)=CC=C2C(F)(F)F)=O)C=CC1=O

Description and Uses

Dutasteride is a synthetic 4-azasteroid compound. It is a dual inhibitor of type 1 and 2 isoforms of 5α-reductase unlike finasteride, the first marketed 5α-reductase inhibitor, which only acts on type 2 isozyme. Dutasteride is a 3-fold greater inhibitor of type-2 5α-reductase than finasteride in men and has greater effect on the type-l than on type-2 isozyme. In animal models,dutasteride exhibited superior efficacy and pharmacokinetics compared to finasteride. In patients with benign prostate hyperplasia, administration of dutasteride was shown to dose-dependently decrease serum dihydrotestosterone levels with greater efficacy as compared to finasteride (95% vs 67%). Serum testosterone levels increased with both active drugs, in conjunction with dihydrotestosterone suppression but remained within normal ranges. In long term studies, in men with moderate to severe benign prostate hyperplasia, once daily dutasteride significantly reduced prostate volume, reduced the risk of acute urinary retention and surgery by 57% and improved lower urinary tract symptoms and urinary flow measurements.

Dutasteride is a dual inhibitor of 5a-reductase isoenzymes type 1 and 2; structurally related to Finasteride. Dutasteride is used in the treatment of benign prostatic hyperplasia. Dutasteride is associated with a low rate of transient serum aminotransferase elevations, but has yet to be linked to instances of clinically apparent acute liver injury.

Safety

• Symbol(GHS): GHS08
• Signal word: Danger
• Hazard statements: H351-H360FD
• Precautionary statements: P201-P202-P280-P308+P313-P405-P501
• HS Code: 2937290000