5,6-Dehydro-17Alpha-Dutasteride

Ref. TR-D229570

Product Information

• Name: 5,6-Dehydro-17Alpha-Dutasteride
• Synonyms: (4aR,4bS,6aS,7R,9aS,9bS)-N-(2,5-bis(trifluoromethyl)phenyl)-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10-dodecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide?

Description

Applications 5,6-Dehydro-17α-dutasteride is an epimer of 5,6-Dehydro-17β-dutasteride (D229560) an impurity in the synthesis of Dutasteride (D735000), a dual inhibitor of 5α-reductase isoenzymes type 1 and 2; structurally related to Finasteride (F342000). Dutasteride is used in the treatment of benign prostatic hyperplasia.
References Bakshi, R.K., et al.: J. Med. Chem., 38, 3189 (1995), Gisleskog, P.O., et al.: Brit. J. Clin. Pharmacol., 47, 53 (1999), Djavan, B., et al.: Expert Opin. Pharmacother., 6, 311 (2005),

• Brand: TRC

Chemical properties

• Molecular weight: 526.51
• Formula: C₂₇H₂₈F₆N₂O₂
• Color/Form: Neat
• InChI: InChI=1S/C27H28F6N2O2/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/h3,5,8,10,12-13,15-17,19H,4,6-7,9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19-,24-,25+/m0/s1
• InChI key: InChIKey=YBVKJVHUCYJJMX-WRXCLABESA-N
• SMILES: C[C@]12C=CC(=O)NC1=CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@H]2C(=O)Nc1cc(C(F)(F)F)ccc1C(F)(F)F