Bexlosteride

Bexlosteride
Systematic (IUPAC) name
(4aS,10bR)-8-chloro-4-methyl-1,2,4a,5,6,10b-hexahydrobenzo[f]quinolin-
Clinical data
Legal status
  • Uncontrolled
Routes of
administration
Oral
Identifiers
CAS Number 202189-78-4 N
ATC code None
PubChem CID 166562
ChemSpider 145762 YesY
UNII 36X732P4P0 YesY
ChEMBL CHEMBL24955 YesY
Chemical data
Formula C14H16ClNO
Molar mass 249.73594 g/mol
 NYesY (what is this?)  (verify)

Bexlosteride (LY-191,704) is a potent and noncompetitive inhibitor of the enzyme 5α-reductase related to finasteride and dutasteride.[1][2] It is selective for the type I isoform of the enzyme.[1] It was never marketed.

Synthesis

Preparation of Bexlosteride:[3]

Notes

A QSAR model was developed (1993):[4]

See also

References

  1. 1 2 Chang, Chawnshang (2002). Androgens and androgen receptor : mechanisms, functions, and clinical application. Boston: Kluwer Academic Publishers. ISBN 1-4020-7188-4.
  2. Lednicer, Daniel (2008). Strategies for Organic Drug Synthesis and Design. New York: Wiley-Interscience. ISBN 0-470-19039-6.
  3. Astleford, B. A.; Audia, J. E.; Deeter, J.; Heath, P. C.; Janisse, S. K.; Kress, T. J.; Wepsiec, J. P.; Weigel, L. O. (1996). "Resolution of δ-Lactams Provides Access to Nonracemic Benzoquinolinones: The Synthesis of LY300502 and LY300503". The Journal of Organic Chemistry 61 (13): 4450–4454. doi:10.1021/jo9601425. PMID 11667351.
  4. Wikel, J. H.; Bemis, K. G.; Audia, J. E.; McQuaid, L. A.; Jones, C. D.; Pennington, P. A.; Lawhorn, D. E.; Hirsch, K. R.; Stamm, N. B. (1993). "QSAR study of benzoquinolinones as inhibitors of human type 1 5-α-reductase". Bioorganic & Medicinal Chemistry Letters 3 (6): 1157. doi:10.1016/S0960-894X(00)80306-6.
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