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Chemical Compound Review

Clomifene     2-[4-[(E)-2-chloro-1,2- diphenyl...

Synonyms: Clomifeno, clomiphene, Enclomifene, Enclomifeno, Enclomifenum, ...
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Disease relevance of Enclomiphene


High impact information on Enclomiphene


Chemical compound and disease context of Enclomiphene


Biological context of Enclomiphene


Anatomical context of Enclomiphene


Associations of Enclomiphene with other chemical compounds


Gene context of Enclomiphene

  • Methods: Forty three anovular women who had received clomifene for ovulation induction followed by gonadotropins for IUI or IVF superovulation were reviewed retrospectively [14].
  • MDL 103,323, an enclomiphene analog, was tested for binding to the estrogen receptor, inhibition of human tumor xenografts and prevention of carcinogen-induced mammary tumors [23].
  • CONCLUSION: Ultrasound-guided, transvaginal, ovarian, interstitial laser treatment appears effective in improving hormonal profiles and inducing ovulation and successful pregnancy in women with clomifene-resistant PCOS [24].
  • Rats were injected s.c. with clomiphene (CL), zuclomiphene (ZUC) or enclomiphene (ENC) on days 1,3, and 5 of life and the stimulation of the reproductive tract and estrogen receptor binding was observed [25].
  • In Group 2 the response of TSH to TRH showed a non-significant increase after 5 days and a significant increase (P less than 0.01) after 12 days of clomifene [17].

Analytical, diagnostic and therapeutic context of Enclomiphene


  1. Antitumor activity of clomiphene analogs in vitro: relationship to affinity for the estrogen receptor and another high affinity antiestrogen-binding site. Murphy, L.C., Sutherland, R.L. J. Clin. Endocrinol. Metab. (1983) [Pubmed]
  2. Diagnosis and management of polycystic ovary syndrome: a practical guide. Stankiewicz, M., Norman, R. Drugs (2006) [Pubmed]
  3. Low-dose follicle-stimulating hormone treatment for polycystic ovarian disease. Grigoriou, O., Antoniou, G., Antonaki, V., Patsouras, C., Zioris, C., Karakitsos, P. International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics. (1996) [Pubmed]
  4. Use of clomifene during early pregnancy and risk of hypospadias: population based case-control study. Sørensen, H.T., Pedersen, L., Skriver, M.V., Nørgaard, M., Nørgård, B., Hatch, E.E. BMJ (2005) [Pubmed]
  5. Effect of clomifene citrate plus metformin and clomifene citrate plus placebo on induction of ovulation in women with newly diagnosed polycystic ovary syndrome: randomised double blind clinical trial. Moll, E., Bossuyt, P.M., Korevaar, J.C., Lambalk, C.B., van der Veen, F. BMJ (2006) [Pubmed]
  6. Studies of protein binding to nonpolar solutes by using zonal elution and high-performance affinity chromatography: interactions of cis- and trans-clomiphene with human serum albumin in the presence of beta-cyclodextrin. Hage, D.S., Sengupta, A. Anal. Chem. (1998) [Pubmed]
  7. Pharmacological interventions for the induction of ovulation. Collins, J.A., Hughes, E.G. Drugs (1995) [Pubmed]
  8. Differential responses of sex steroid target tissues of rats treated with 4-hydroxyandrostenedione. Wing, L.Y., Hammond, J.O., Brodie, A.M. Endocrinology (1988) [Pubmed]
  9. Adverse effects of fertility drugs. Derman, S.G., Adashi, E.Y. Drug safety : an international journal of medical toxicology and drug experience. (1994) [Pubmed]
  10. The influence of body weight on response to ovulation induction with gonadotrophins in 335 women with World Health Organization group II anovulatory infertility. Balen, A.H., Platteau, P., Andersen, A.N., Devroey, P., Sørensen, P., Helmgaard, L., Arce, J.C. BJOG : an international journal of obstetrics and gynaecology. (2006) [Pubmed]
  11. Characterization of estrogen and antiestrogen binding to the cytosol and microsomes of breast tumors. Lopes, M.C., Tavares, M.C., Vale, M.G., Carvalho, A.P. J. Steroid Biochem. Mol. Biol. (1991) [Pubmed]
  12. The effects of enclomiphene and zuclomiphene citrates on mouse embryos fertilized in vitro and in vivo. Schmidt, G.E., Kim, M.H., Mansour, R., Torello, L., Friedman, C.I. Am. J. Obstet. Gynecol. (1986) [Pubmed]
  13. Enclomiphene does not alter the postpartum interval of suckled beef cows. Schramm, R.D., Roberge, S., Reeves, J.J. J. Anim. Sci. (1991) [Pubmed]
  14. Does previous response to clomifene citrate influence the selection of gonadotropin dosage given in subsequent superovulation treatment cycles? Nguyen, T.H., Lennard, M.S., Ghobadi, C., Rostami-Hodjegan, A., Ledger, W.L. J. Assist. Reprod. Genet. (2006) [Pubmed]
  15. Interaction of antiestrogens with binding sites for muscarinic cholinergic drugs and calcium channel blockers in cell membranes. Batra, S. Cancer Chemother. Pharmacol. (1990) [Pubmed]
  16. Effects of enclomiphene and zuclomiphene on basal and gonadotrophin-stimulated progesterone secretion by isolated subpopulations of small and large ovine luteal cells. Opsahl, M.S., Fitz, T.A., Rexroad, C.E., Fritz, M.A. Hum. Reprod. (1996) [Pubmed]
  17. Effect of clomifene on thyroid function in normal men. Feldt-Rasmussen, U., Lange, A.P., Date, J., Hansen, M.K. Acta Endocrinol. (1979) [Pubmed]
  18. Enclomiphene induces luteolysis in the nonpregnant guinea pig. Westfahl, P.K. Experientia (1989) [Pubmed]
  19. Differential responses of estrogen target tissues in rats including bone to clomiphene, enclomiphene, and zuclomiphene. Turner, R.T., Evans, G.L., Sluka, J.P., Adrian, M.D., Bryant, H.U., Turner, C.H., Sato, M. Endocrinology (1998) [Pubmed]
  20. A specific cytosolic estrogen receptor in human term placenta. Kneussl, E.S., Ances, I.G., Albrecht, E.D. Am. J. Obstet. Gynecol. (1982) [Pubmed]
  21. Polycystic ovary syndrome and metformin in pregnancy. Lilja, A.E., Mathiesen, E.R. Acta obstetricia et gynecologica Scandinavica. (2006) [Pubmed]
  22. Multivariate analysis of capillary electrophoresis separation conditions for Z-E isomers of clomiphene. Bempong, D.K., Honigberg, I.L. Journal of pharmaceutical and biomedical analysis. (1996) [Pubmed]
  23. Antitumor and chemopreventive effects of a clomiphene analog, MDL 103,323, in mammary carcinoma. Bitonti, A.J., Baumann, R.J., Bush, T.L., Cashman, E.A., Wright, C.L., Prakash, N.J. Anticancer Res. (1996) [Pubmed]
  24. Transvaginal, ultrasound-guided, ovarian, interstitial laser treatment in anovulatory women with clomifene-citrate-resistant polycystic ovary syndrome. Zhu, W.J., Li, X.M., Chen, X.M., Lin, Z., Zhang, L. BJOG : an international journal of obstetrics and gynaecology. (2006) [Pubmed]
  25. The estrogenic effects of clomiphene during the neonatal period in the rat. Clark, J.H., Guthrie, S.C. J. Steroid Biochem. (1983) [Pubmed]
  26. Postpartum interval in beef cows shortened by enclomiphene. Chang, C.F., Reeves, J.J. J. Anim. Sci. (1987) [Pubmed]
  27. Insulin-sensitising drugs (metformin, troglitazone, rosiglitazone, pioglitazone, D-chiro-inositol) for polycystic ovary syndrome. Lord, J.M., Flight, I.H., Norman, R.J. Cochrane database of systematic reviews (Online) (2003) [Pubmed]
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