11β-Methyl-19-nortestosterone dodecylcarbonate

Chemical compound [(8R,9S,10R,11S,13S,14S,17S)-11,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] dodecyl carbonate 11β-Methyl-19-nortestosterone dodecylcarbonate.svg skin-invert-image 250px By mouth, intramuscular injection Androgen; Anabolic steroid; Androgen ester; Progestogen 904901-01-5 68648455 52085304 906T1U911E 11β-MNTDC; CDB-4754 32 52 4 CCCCCCCCCCCCOC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3[C@@H](C)C[C@]12C 1S/C32H52O4/c1-4-5-6-7-8-9-10-11-12-13-20-35-31(34)36-29-19-18-28-27-16-14-24-21-25(33)15-17-26(24)30(27)23(2)22-32(28,29)3/h21,23,26-30H,4-20,22H2,1-3H3/t23-,26-,27-,28-,29-,30+,32-/m0/s1 JVTCGMMASZPYDR-UIRZMXPTSA-N 11β-Methyl-19-nortestosterone 17β-dodecylcarbonate (11β-MNTDC) (developmental code name CDB-4754) is a synthetic and orally active anabolic–androgenic steroid (AAS) and a derivative of nandrolone (19-nortestosterone) which was developed by the Contraceptive Development Branch (CDB) of the National Institute of Child Health and Human Development (NICHD) and has not been marketed for medical use at this time. Attardi BJ, Marck BT, Matsumoto AM, Koduri S, Hild SA Long-term effects of dimethandrolone 17β-undecanoate and 11β-methyl-19-nortestosterone 17β-dodecylcarbonate on body composition, bone mineral density, serum gonadotropins, and androgenic/anabolic activity in castrated male rats Journal of Andrology 32 2 183–192 2011 20798389 10.2164/jandrol.110.010371 free Attardi BJ, Hild SA, Koduri S, Pham T, Pessaint L, Engbring J, Till B, Gropp D, Semon A, Reel JR 6 The potent synthetic androgens, dimethandrolone (7α,11β-dimethyl-19-nortestosterone) and 11β-methyl-19-nortestosterone, do not require 5α-reduction to exert their maximal androgenic effects The Journal of Steroid Biochemistry and Molecular Biology 122 4 212–218 October 2010 20599615 2949447 10.1016/j.jsbmb.2010.06.009 Hild SA, Attardi BJ, Koduri S, Till BA, Reel JR Effects of synthetic androgens on liver function using the rabbit as a model Journal of Andrology 31 5 472–481 2010 20378929 2943539 10.2164/jandrol.109.009365 Blye RP, Kim HK U.S. Department of Health and Human Services Nandrolone 17β-carbonates US 7820642 26 October 2010 It is an androgen ester – specifically, the C17β dodecylcarbonate ester of 11β-methyl-19-nortestosterone (11β-MNT) – and acts as a prodrug of 11β-MNT in the body. 11β-MNTDC is under development as a birth control pill for men. Thirumalai A, Page ST Recent Developments in Male Contraception Drugs 79 1 11–20 January 2019 30588563 10.1007/s40265-018-1038-8 56895132 https://www.endocrine.org/news-room/2019/endo-2019---second-potential-male-birth-control-pill-passes-human-safety-tests Second potential male birth control pill passes human safety tests Yuen F, Thirumalai A, Pham C, Swerdloff RS, Anawalt BD, Liu PY, Amory JK, Bremner WJ, Dart C, Wu H, Hull L, Blithe DL, Long J, Wang C, Page ST Daily Oral Administration of the Novel Androgen 11β-MNTDC Markedly Suppresses Serum Gonadotropins in Healthy Men The Journal of Clinical Endocrinology and Metabolism 105 3 e835–e847 March 2020 31976519 7049261 10.1210/clinem/dgaa032 It has been described as the "sister compound" of dimethandrolone undecanoate, which is also under development as a birth control pill for men. Because 11β-MNTDC is not 5α-reduced, in contrast to testosterone, it may have less risk of scalp hair loss. Shapiro LJ, Shapiro DB Low Anabolic Profile in Assessing a Patient's Overall Hair Loss 2018 687–698 10.1007/978-4-431-56547-5_72 978-4-431-56545-1 See also List of androgen esters § Esters of other synthetic AAS List of investigational sex-hormonal agents § Androgenics References Category:Androgen esters Category:Androgens Category:Contraception for males Category:Dodecylcarbonate esters Category:Estranes Category:Enones Category:Progestogens