76043-47-5

Usage

Uses

Used in Pharmaceutical Industry:
(5aS,5bS,7aS,8S,10aS,10bR,12aS)-5a,7a-dimethyl-2-oxohexadecahydro-2H-cyclopenta[5,6]naphtho[1,2-d]oxepin-8-yl acetate is used as a potential pharmaceutical compound for its unique structure and possible pharmacological or biochemical properties. The specific application reason would depend on the results of further research and analysis, which may reveal its potential therapeutic effects or interactions with biological systems.
Used in Chemical Research:
(5aS,5bS,7aS,8S,10aS,10bR,12aS)-5a,7a-dimethyl-2-oxohexadecahydro-2H-cyclopenta[5,6]naphtho[1,2-d]oxepin-8-yl acetate is used as a subject of study in chemical research to understand its properties, reactivity, and potential applications in various fields. (5aS,5bS,7aS,8S,10aS,10bR,12aS)-5a,7a-dimethyl-2-oxohexadecahydro-2H-cyclopenta[5,6]naphtho[1,2-d]oxepin-8-yl acetate's unique structure may provide insights into new chemical reactions or mechanisms, contributing to the advancement of chemical science.

Upstream product

• 1164-91-6 stanolone acetate 
• 566-65-4 dihydroprogesterone 
• 106743-14-0 <3S-(3α,3aα,5aβ,6β,7α,9aα,9bβ)>-3-(acetyloxy)-6-(2-hydroxyethyl)dodecahydro-3a,6-dimethyl-1H-benzindene-7-acetic acid 
• 149970-08-1 methyl <3S-(3α,3aα,5aβ,6β,7α,9aα,9bβ)>-3-(acetyloxy)-6-(2-hydroxyethyl)dodecahydro-3a,6-dimethyl-1H-benzindene-7-acetate 

Relevant academic research and scientific papers

Expedited Baeyer-Villiger oxidation of steroidal ketones by microwave irradiation

Microwave (MW) assisted reactions are currently having considerable importance in the synthesis of organic compounds. Considering the remarkable application of Baeyer-Villiger (BV) reaction in the synthesis of natural products and steroid-peptide conjugates, we report here some of our findings of BV oxidation of carbonyl compounds with special reference to steroidal ketones under MW irradiation justifying its accelerating effect.

Neurosteroid Analogues; Structure-Activity Studies of Benzindene Modulators of GABAA Receptor Function. 1. The effect of 6-Methyl Substitution on the Electrophysiological Activity of 7-Substituted Benzindene-3-carbonitriles

The effect of 6-methyl substitution on the ability of 7-(2-hydroxyethyl)benzindene-3-carbonitriles to potentiate GABA-mediated chloride current and to directly gate a chloride current in the absence of GABA in cultured rat hippocampal neurons was investigated.Structurally analogous steroid 17-carbonitriles that either contained or did not contain a 19-methyl group were also investigated.Compounds were evaluated at 1 μM for their ability to potentiate GABA-mediated currents and at 10 μM for current activation in the absence of GABA.The benzindene 3(R)-carbonitriles and analogous steroid 17α-carbonitriles had no effects in either assay.The benzindene-3(S)-carbonitriles and analogous steroid 17β-carbonitriles were active in both assays.Relative to the 6-unsubstituted benzindene 3(S)-carbonitrile, the following effects of 6-methyl substituents were observed: a 6(a)-methyl group increased both activities; a 6(e)-methyl group decreased both activities; and 6,6-dimethyl substituents had opposing effects so that both activites remained similar to those of the 6-unsubstituted compound.The activities of the steroid 17β-carbonitriles were not affected significantly by the presence or absence of a 19-methyl group.A conformational analysis using molecular modeling methods was also performed for the benzindene 3S-carbonitriles and the steroid 17β-carbonitriles.The ability of the different 6-methyl substituents to differentially effect the conformations of the flexible benzindenes and the inability of the steroid 19-methyl group to alter the conformations of the rigid steroid 17β-carbonitriles are suggested to explain the results.

Resolution of conflicting migratory reports in ring expansion of 3-keto steroids to oxygen and nitrogen

The migration of C-2 and/or C-4 to O or N in the Beckmann, Schmidt, and Baeyer-Villiger reactions of 3-keto steroids has been studied with the aid of (13)Cmr spectroscopy.Authentic specimens of the eight possible lactone and lactam products from both 5α- and 5β-cholestan-3-one have been prepared; their physical properties and 13Cmr assignments are given.Seven ring expansion reactions reported to give only one product have been found to give both possible migration products.The much studied reactions of 5α-cholestan-3,6-dione and its derivatives have been reexamined.The results emphasize again the necessity of using 13C spectra both as an analytical tool and as the best criterion of purity in work with these molecules.