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Other names | Zuclomiphene; trans-Clomifene; Transclomiphene; (Z)-Clomifene; ICI-46476; RMI-16312; Zuclomifene citrate; Zuclomiphene citrate |
Routes of administration | Oral |
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Formula | C26H28ClNO |
Molar mass | 405.97 g·mol−1 |
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Zuclomifene (INN; or zuclomiphene (USAN)) is a nonsteroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group that was never marketed.[1][2][3][4] It is one of the two stereoisomers of clomifene, which itself is a mixture of 38% zuclomifene and 62% enclomifene.[4] Zuclomifene is the (Z)-stereoisomer of clomifene, while enclomifene is the (E)-stereoisomer.[1][2] Whereas zuclomifene is described as mildly estrogenic, enclomifene is described as antiestrogenic.[4][5] In accordance, unlike enclomifene, zuclomifene is antigonadotropic due to activation of the estrogen receptor and reduces testosterone levels in men.[4] It is also about five times more potent than enclomifene in inducing ovulation.[5]
References
[edit]- ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 298–. ISBN 978-1-4757-2085-3.
- ^ a b Morton IK, Hall JM (31 October 1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 79–. ISBN 978-0-7514-0499-9.
- ^ "Enclomifene - Repros Therapeutics". AdisInsight. Springer Nature Switzerland AG.
- ^ a b c d Hill S, Arutchelvam V, Quinton R (February 2009). "Enclomiphene, an estrogen receptor antagonist for the treatment of testosterone deficiency in men". IDrugs. 12 (2): 109–119. PMID 19204885.
- ^ a b Luniwal A, Jetson R, Erhardt P (15 October 2012). "Selective Estrogen Receptors Modulators". In Fischer J, Ganellin CR, Rotella DP (eds.). Analogue-based Drug Discovery III. John Wiley & Sons. pp. 5–. ISBN 978-3-527-65110-8.