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Pharmaceutical compound
Idoxifene (INN, USAN, BAN) (former developmental code names CB-7432, SB-223030), also known as pyrrolidino-4-iodotamoxifen, is a nonsteroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group which was under development for the treatment of breast cancer and postmenopausal osteoporosis but was never marketed.[1][2][3] It reached phase III clinical trials for postmenopausal osteoporosis and phase II clinical trials for breast cancer before development was discontinued in 1999 due to insufficient effectiveness in both cases.[1]
Chemistry
Synthesis
A large-scale chemical synthesis of idoxifene has been devised.[4]
References
- ^ a b c d "Idoxifene". AdisInsight. Springer Nature Switzerland AG.
- ^ Miller WR, Ingle JN (8 March 2002). Endocrine Therapy in Breast Cancer. CRC Press. pp. 58–. ISBN 978-0-203-90983-6.
- ^ McCague R, Leclercq G, Legros N, Goodman J, Blackburn GM, Jarman M, Foster AB (December 1989). "Derivatives of tamoxifen. Dependence of antiestrogenicity on the 4-substituent". Journal of Medicinal Chemistry. 32 (12): 2527–2533. doi:10.1021/jm00132a006. PMID 2585441.
- ^ McCague R, Potter GA, Jarman M (1994). "An Efficient, Large-Scale Synthesis of Idoxifene ((E)-1-(4-(2-(N-Pyrrolidino) ethoxy) phenyl)-1-(4-Iodophenyl)-2-phenyl-1-butene)". Organic Preparations and Procedures International. 26 (3): 343–346. doi:10.1080/00304949409458432. ISSN 0030-4948.
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