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Chemical Compound Review

Implanon     (17S)-13-ethyl-17-ethynyl-17- hydroxy-11...

Synonyms: etonogestrelum, Implanon (TN), CHEMBL1531, AC1OCEK1, CHEMBL430483, ...
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Analytical, diagnostic and therapeutic context of Implanon


  1. The effect of low-dose 3-keto-desogestrel added to a copper-releasing intrauterine contraceptive device on menstrual blood loss: a double-blind, dose-finding, placebo-controlled study. Janssen, C.A., Scholten, P.C., Heintz, A.P. Am. J. Obstet. Gynecol. (2000) [Pubmed]
  2. Preparation of 3-ketodesogestrel metabolites by microbial transformation and chemical synthesis. Groh, H., Schön, R., Ritzau, M., Kasch, H., Undisz, K., Hobe, G. Steroids (1997) [Pubmed]
  3. Synthetic progestins induce proliferation of breast tumor cell lines via the progesterone or estrogen receptor. Kalkhoven, E., Kwakkenbos-Isbrücker, L., de Laat, S.W., van der Saag, P.T., van der Burg, B. Mol. Cell. Endocrinol. (1994) [Pubmed]
  4. Interaction of St John's wort with low-dose oral contraceptive therapy: a randomized controlled trial. Pfrunder, A., Schiesser, M., Gerber, S., Haschke, M., Bitzer, J., Drewe, J. British journal of clinical pharmacology. (2003) [Pubmed]
  5. Effect on insulin sensitivity of Implanon vs. GnRH agonist in women with endometriosis. Cagnacci, A., Tirelli, A., Cannoletta, M., Pirillo, D., Volpe, A. Contraception. (2005) [Pubmed]
  6. Medical eligibility criteria for new contraceptive methods: combined hormonal patch, combined hormonal vaginal ring and the etonogestrel implant. Gaffield, M.E., Curtis, K.M., Mohllajee, A.P., Peterson, H.B. Contraception. (2006) [Pubmed]
  7. A multicenter phase IIb study of a novel combination of intramuscular androgen (testosterone decanoate) and oral progestogen (etonogestrel) for male hormonal contraception. Hay, C.J., Brady, B.M., Zitzmann, M., Osmanagaoglu, K., Pollanen, P., Apter, D., Wu, F.C., Anderson, R.A., Nieschlag, E., Devroey, P., Huhtaniemi, I., Kersemaekers, W.M. J. Clin. Endocrinol. Metab. (2005) [Pubmed]
  8. Suppression of spermatogenesis by etonogestrel implants with depot testosterone: potential for long-acting male contraception. Anderson, R.A., Kinniburgh, D., Baird, D.T. J. Clin. Endocrinol. Metab. (2002) [Pubmed]
  9. Transitory reduction of platelet aggregation with the use of etonogestrel implant in healthy women. Vieira, C.S., Ferriani, R.A., Garcia, A.A., Gomes, M.K., Azevedo, G.D., Silva de Sá, M.F. Thromb. Haemost. (2005) [Pubmed]
  10. Absence of pharmacokinetic interactions of the combined contraceptive vaginal ring NuvaRing with oral amoxicillin or doxycycline in two randomised trials. Dogterom, P., van den Heuvel, M.W., Thomsen, T. Clinical pharmacokinetics. (2005) [Pubmed]
  11. Pharmacokinetics of etonogestrel and ethinylestradiol released from a combined contraceptive vaginal ring. Timmer, C.J., Mulders, T.M. Clinical pharmacokinetics. (2000) [Pubmed]
  12. The role of CYP2C in the in vitro bioactivation of the contraceptive steroid desogestrel. Gentile, D.M., Verhoeven, C.H., Shimada, T., Back, D.J. J. Pharmacol. Exp. Ther. (1998) [Pubmed]
  13. Ovarian function during the use of a single contraceptive implant: Implanon compared with Norplant. Mäkäräinen, L., van Beek, A., Tuomivaara, L., Asplund, B., Coelingh Bennink, H. Fertil. Steril. (1998) [Pubmed]
  14. Influence of changes in the concentration of sex hormone-binding globulin in human serum on the protein binding of the contraceptive steroids levonorgestrel, 3-keto-desogestrel and gestodene. Kuhnz, W., Schütt, B., Woloszczak, R. J. Steroid Biochem. Mol. Biol. (1994) [Pubmed]
  15. The effect of etonogestrel on VEGF, oestrogen and progesterone receptor immunoreactivity and endothelial cell number in human endometrium. Macpherson, A.M., Archer, D.F., Leslie, S., Charnock-Jones, D.S., Makkink, W.K., Smith, S.K. Hum. Reprod. (1999) [Pubmed]
  16. Metabolism of the contraceptive steroid desogestrel by the intestinal mucosa. Madden, S., Back, D.J., Martin, C.A., Orme, M.L. British journal of clinical pharmacology. (1989) [Pubmed]
  17. Effects of the etonogestrel-releasing contraceptive implant (Implanon on parameters of breastfeeding compared to those of an intrauterine device. Reinprayoon, D., Taneepanichskul, S., Bunyavejchevin, S., Thaithumyanon, P., Punnahitananda, S., Tosukhowong, P., Machielsen, C., van Beek, A. Contraception. (2000) [Pubmed]
  18. Effect of Implanon use on selected parameters of thyroid and adrenal function. Biswas, A., Viegas, O.A., Bennink, H.J., Korver, T., Ratnam, S.S. Contraception. (2000) [Pubmed]
  19. Contraceptive progestins. Various 11-substituents combined with four 17-substituents: 17alpha-ethynyl, five- and six-membered spiromethylene ethers or six-membered spiromethylene lactones. Schoonen, W.G., Deckers, G., de Gooijer, M.E., de Ries, R., Mathijssen-Mommers, G., Hamersma, H., Kloosterboer, H.J. J. Steroid Biochem. Mol. Biol. (2000) [Pubmed]
  20. New approaches for male fertility control: HE6 as an example of a putative target. Gottwald, U., Davies, B., Fritsch, M., Habenicht, U.F. Mol. Cell. Endocrinol. (2006) [Pubmed]
  21. Efficacy, tolerability and acceptability of a novel contraceptive vaginal ring releasing etonogestrel and ethinyl oestradiol. Roumen, F.J., Apter, D., Mulders, T.M., Dieben, T.O. Hum. Reprod. (2001) [Pubmed]
  22. Nestorone: a progestin with a unique pharmacological profile. Kumar, N., Koide, S.S., Tsong, Y., Sundaram, K. Steroids (2000) [Pubmed]
  23. A multicentre study investigating subcutaneous etonogestrel implants with injectable testosterone decanoate as a potential long-acting male contraceptive. Brady, B.M., Amory, J.K., Perheentupa, A., Zitzmann, M., Hay, C.J., Apter, D., Anderson, R.A., Bremner, W.J., Pollanen, P., Nieschlag, E., Wu, F.C., Kersemaekers, W.M. Hum. Reprod. (2006) [Pubmed]
  24. The role of CYP2C and CYP3A in the disposition of 3-keto-desogestrel after administration of desogestrel. Korhonen, T., Tolonen, A., Uusitalo, J., Lundgren, S., Jalonen, J., Laine, K. British journal of clinical pharmacology. (2005) [Pubmed]
  25. Characterization of the novel progestin gestodene by receptor binding studies and transactivation assays. Fuhrmann, U., Slater, E.P., Fritzemeier, K.H. Contraception. (1995) [Pubmed]
  26. Serum distribution of two contraceptive progestins: 3-ketodesogestrel and gestodene. Hammond, G.L., Bocchinfuso, W.P., Orava, M., Smith, C.L., van den Ende, A., van Enk, A. Contraception. (1994) [Pubmed]
  27. Selectivity in progesterone and androgen receptor binding of progestagens used in oral contraceptives. Kloosterboer, H.J., Vonk-Noordegraaf, C.A., Turpijn, E.W. Contraception. (1988) [Pubmed]
  28. Risks and benefits, advantages and disadvantages of levonorgestrel-releasing contraceptive implants. Sivin, I. Drug safety : an international journal of medical toxicology and drug experience. (2003) [Pubmed]
  29. A multicentre efficacy and safety study of the single contraceptive implant Implanon. Implanon Study Group. Croxatto, H.B., Urbancsek, J., Massai, R., Coelingh Bennink, H., van Beek, A. Hum. Reprod. (1999) [Pubmed]
  30. Vaginal contraceptive rings. Mishell, D.R. Ann. Med. (1993) [Pubmed]
  31. Ultrasonographic features of the endometrium and the ovaries in women on etonogestrel implant. Van den Bosch, T., Donders, G.G., Riphagen, I., Debois, P., Ameye, L., De Brabanter, J., Van Huffel, S., Van Schoubroeck, D., Timmerman, D. Ultrasound in obstetrics & gynecology : the official journal of the International Society of Ultrasound in Obstetrics and Gynecology. (2002) [Pubmed]
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