77702-25-1

Usage

Uses

Used in Pharmaceutical Industry:
17,17-Dimethyl-18-norandrosta-1,4,13-trien-3-one is used as an anabolic-androgenic steroid for the treatment of conditions that require enhanced muscle growth and strength, such as muscle wasting diseases, osteoporosis, and other conditions that result in muscle atrophy.
Used in Sports and Fitness Industry:
17,17-Dimethyl-18-norandrosta-1,4,13-trien-3-one is used as a performance-enhancing drug by athletes and bodybuilders to improve their physical performance, increase muscle mass, and promote faster recovery from intense training sessions.
Used in Research and Development:
17,17-Dimethyl-18-norandrosta-1,4,13-trien-3-one is used as a research compound in the development of new drugs and therapies targeting muscle growth, strength, and overall athletic performance. Its anabolic and androgenic properties make it a valuable tool for understanding the mechanisms of muscle development and potential therapeutic applications.

Upstream product

• 72-63-9 metandienone 
• 67-56-1 methanol 
• 143579-41-3 methandienone 17β-sulfate pyridinium salt 

Downstream Products

• 912291-78-2 18-nor-17β-hydroxymethyl-17α-methylandrost-1,4,13-triene-3-one 
• 1217891-77-4 16β-hydroxy-17,17-dimethyl-18-norandrosta-1,4,13-trien-3-one 

Relevant academic research and scientific papers

CYP21-catalyzed production of the long-term urinary metandienone metabolite 17β-hydroxymethyl-17α-methyl-18-norandrosta-1,4,13-trien-3-one: A contribution to the fight against doping

Anabolic-androgenic steroids are some of the most frequently misused drugs in human sports. Recently, a previously unknown urinary metabolite of metandienone, 17β-hydroxymethyl-17α-methyl-18-norandrosta-1,4,13- trien-3-one (20OH-NorMD), was discovered via LC-MS/MS and GC-MS. This metabolite was reported to be detected in urine samples up to 19 days after administration of metandienone. However, so far it was not possible to obtain purified reference material of this metabolite and to confirm its structure via NMR. Eleven recombinant strains of the fission yeast Schizosaccharomyces pombe that express different human hepatic or steroidogenic cytochrome P450 enzymes were screened for production of this metabolite in a whole-cell biotransformation reaction. 17,17-Dimethyl-18-norandrosta-1,4,13-trien-3-one, chemically derived from metandienone, was used as substrate for the bioconversion, because it could be converted to the final product in a single hydroxylation step. The obtained results demonstrate that CYP21 and to a lesser extent also CYP3A4 expressing strains can catalyze this steroid hydroxylation. Subsequent 5 l-scale fermentation resulted in the production and purification of 10 mg of metabolite and its unequivocal structure determination via NMR. The synthesis of this urinary metandienone metabolite via S. pombe-based whole-cell biotransformation now allows its use as a reference substance in doping control assays. by Walter de Gruyter.

Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement

A simple and convenient method has been developed to prepare sulfates of anabolic 17β-hydroxy-17α-methyl steroids.The sulfates of methandienone, 17α-methyltestosterone, mestanolone, oxandrolone, and stanozolol were prepared.Different A-ring functions were not affected under the sulfation condition.The buffered hydrolyses of these sulfates provided the 17-epimers of the original steroids and 17,17-dimethyl-18-nor-13(14)-ene steroids, presumably via the 17-carbocations. Keywords: steroids, tertiary sulfates; 17α-methyl steroids; 17β-methyl steroids; 17,17-dimethyl-18-norandrost-13(14)-enes; NMR