Similarly to nandrolone, dimethandrolone, and other 19-nortestosterone derivatives, 11β-MNT has been found to possess progestogenic activity.[4] Because of its dual activity as an AAS and progestogen, 11β-MNT may have greater efficacy in suppression of spermatogenesis and hence male fertility than pure AAS like testosterone.[4]
Oral 11β-MNT has shown little to no potential for hepatotoxicity in animals, similarly to testosterone but unlike 17α-alkylated AAS like methyltestosterone.[5] The drug notably shows a much lower hepatotoxic potential than dimethandrolone and trestolone (7α-methyl-19-nortestosterone; MENT), which may have an increased risk due to their shared C7α methyl group (although a risk that is still significantly lower than that of 17α-alkylated AAS).[5]
11β-MNT, or 11β-methyl-19-nortestosterone, also known as 11β-methylestr-4-en-17β-ol-3-one, is a syntheticestranesteroid and a non-17α-alkylated derivative of nandrolone (19-nortestosterone).[4]
Referencesedit
^ abcAttardi BJ, Marck BT, Matsumoto AM, Koduri S, Hild SA (2011). "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". J. Androl. 32 (2): 183–92. doi:10.2164/jandrol.110.010371. PMID 20798389.
^ abcdAttardi BJ, Pham TC, Radler LC, Burgenson J, Hild SA, Reel JR (2008). "Dimethandrolone (7alpha,11beta-dimethyl-19-nortestosterone) and 11beta-methyl-19-nortestosterone are not converted to aromatic A-ring products in the presence of recombinant human aromatase". J. Steroid Biochem. Mol. Biol. 110 (3–5): 214–22. doi:10.1016/j.jsbmb.2007.11.009. PMC2575079. PMID 18555683.
^ abcdefAttardi BJ, Hild SA, Koduri S, Pham T, Pessaint L, Engbring J, Till B, Gropp D, Semon A, Reel JR (2010). "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". J. Steroid Biochem. Mol. Biol. 122 (4): 212–8. doi:10.1016/j.jsbmb.2010.06.009. PMC2949447. PMID 20599615.
^ abcAttardi BJ, Hild SA, Reel JR (2006). "Dimethandrolone undecanoate: a new potent orally active androgen with progestational activity". Endocrinology. 147 (6): 3016–26. doi:10.1210/en.2005-1524. PMID 16497801.
^ abHild SA, Attardi BJ, Koduri S, Till BA, Reel JR (2010). "Effects of synthetic androgens on liver function using the rabbit as a model". J. Androl. 31 (5): 472–81. doi:10.2164/jandrol.109.009365. PMC2943539. PMID 20378929.
April 12, 2024
11β, methyl, nortestosterone, 11β, synthetic, orally, active, anabolic, androgenic, steroid, derivative, nandrolone, nortestosterone, which, developed, contraceptive, development, branch, national, institute, child, health, human, development, nichd, been, mar. 11b Methyl 19 nortestosterone 11b MNT 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 at this time 1 2 3 11b Methyl 19 nortestosteroneClinical dataOther names11b MNT 11b Methylestr 4 en 17b ol 3 oneRoutes ofadministrationBy mouthDrug classAndrogen Anabolic steroid ProgestogenIdentifiersIUPAC name 8R 9S 10R 11S 13S 14S 17S 17 hydroxy 11 13 dimethyl 2 6 7 8 9 10 11 12 14 15 16 17 dodecahydro 1H cyclopenta a phenanthren 3 oneCAS Number18046 77 0 904901 01 5 dodecylcarbonate PubChem CID68648057ChemSpider52085460UNII7HK4M3941FChemical and physical dataFormulaC 19H 28O 2Molar mass288 431 g mol 13D model JSmol Interactive imageSMILES C C H 1C C 2 C C H O CC C H 2 C H 3CCC4 CC O CC C H 4 C H 13InChI InChI 1S C19H28O2 c1 11 10 19 2 16 7 8 17 19 21 15 5 3 12 9 13 20 4 6 14 12 18 11 15 h9 11 14 18 21H 3 8 10H2 1 2H3 t11 14 15 16 17 18 19 m0 s1Key QCNNHARIRLYUAB CTPXPINYSA NThe C17b dodecylcarbonate ester of 11b MNT 11b methyl 19 nortestosterone 17b dodecylcarbonate 11b MNTDC CDB 4754 is a prodrug of 11b MNT 1 2 3 Along with the closely related AAS dimethandrolone 7a 11b dimethyl 19 nortestosterone CDB 1321 and its ester prodrug dimethandrolone undecanoate CDB 4521 11b MNT and 11b MNTDC are under investigation as potential male contraceptives and to treat male hypogonadism 1 2 3 Contents 1 Side effects 2 Pharmacology 2 1 Pharmacodynamics 3 Chemistry 4 ReferencesSide effects editSee also Anabolic steroid Adverse effectsPharmacology editPharmacodynamics edit 11b MNT does not undergo aromatization into the corresponding estrogenic metabolite 11b methylestradiol and for this reason has no potential for estrogenic side effects such as gynecomastia 2 In addition unlike testosterone 11b MNT does not appear to undergo 5a reduction into the corresponding 5a dihydrogenated metabolite 5a dihydro 11b MNT 5a DHMNT 3 This conclusion is based on the fact that 5a DHMNT is 4 to 8 times as potent as 11b MNT in terms of androgenicity in animal bioassays yet the co administration of the 5a reductase inhibitor dutasteride with 11b MNT had no influence on its potency in assays using tissues that express 5a reductase like the ventral prostate and seminal vesicles 3 Due to lack of potentiation by 5a reductase in androgenic tissues like the skin hair follicles and prostate gland 11b MNT may have a lower risk of certain side effects such as oily skin acne androgenic alopecia pattern hair loss prostate enlargement and prostate cancer than testosterone and certain other AAS 3 Similarly to nandrolone dimethandrolone and other 19 nortestosterone derivatives 11b MNT has been found to possess progestogenic activity 4 Because of its dual activity as an AAS and progestogen 11b MNT may have greater efficacy in suppression of spermatogenesis and hence male fertility than pure AAS like testosterone 4 Oral 11b MNT has shown little to no potential for hepatotoxicity in animals similarly to testosterone but unlike 17a alkylated AAS like methyltestosterone 5 The drug notably shows a much lower hepatotoxic potential than dimethandrolone and trestolone 7a methyl 19 nortestosterone MENT which may have an increased risk due to their shared C7a methyl group although a risk that is still significantly lower than that of 17a alkylated AAS 5 Chemistry editSee also List of androgens anabolic steroids 11b MNT or 11b methyl 19 nortestosterone also known as 11b methylestr 4 en 17b ol 3 one is a synthetic estrane steroid and a non 17a alkylated derivative of nandrolone 19 nortestosterone 4 References edit a b c Attardi BJ Marck BT Matsumoto AM Koduri S Hild SA 2011 Long term effects of dimethandrolone 17b undecanoate and 11b methyl 19 nortestosterone 17b dodecylcarbonate on body composition bone mineral density serum gonadotropins and androgenic anabolic activity in castrated male rats J Androl 32 2 183 92 doi 10 2164 jandrol 110 010371 PMID 20798389 a b c d Attardi BJ Pham TC Radler LC Burgenson J Hild SA Reel JR 2008 Dimethandrolone 7alpha 11beta dimethyl 19 nortestosterone and 11beta methyl 19 nortestosterone are not converted to aromatic A ring products in the presence of recombinant human aromatase J Steroid Biochem Mol Biol 110 3 5 214 22 doi 10 1016 j jsbmb 2007 11 009 PMC 2575079 PMID 18555683 a b c d e f Attardi BJ Hild SA Koduri S Pham T Pessaint L Engbring J Till B Gropp D Semon A Reel JR 2010 The potent synthetic androgens dimethandrolone 7a 11b dimethyl 19 nortestosterone and 11b methyl 19 nortestosterone do not require 5a reduction to exert their maximal androgenic effects J Steroid Biochem Mol Biol 122 4 212 8 doi 10 1016 j jsbmb 2010 06 009 PMC 2949447 PMID 20599615 a b c Attardi BJ Hild SA Reel JR 2006 Dimethandrolone undecanoate a new potent orally active androgen with progestational activity Endocrinology 147 6 3016 26 doi 10 1210 en 2005 1524 PMID 16497801 a b Hild SA Attardi BJ Koduri S Till BA Reel JR 2010 Effects of synthetic androgens on liver function using the rabbit as a model J Androl 31 5 472 81 doi 10 2164 jandrol 109 009365 PMC 2943539 PMID 20378929 Retrieved from https en wikipedia org w index php title 11b Methyl 19 nortestosterone amp oldid 1184633934, wikipedia, wiki, book, books, library,
