963-74-6

Basic information

• Product Name: 5ALPHA-ANDROSTAN-17-ONE
• Synonyms: 17-KETO-5-ALPHA-ANDROSTANE;5ALPHA-ANDROSTAN-17-ONE;5A-ANDROSTAN-17-ONE;5A-ANDROSTANONE;ANDROSTAN-17-ONE, 5A-;17-Oxo-5alpha-androstane;Androstan-17-one;5α-Androstan-17-one
• CAS NO: 963-74-6
• Molecular Formula: C₁₉H₃₀O
• Molecular Weight: 274.44
• EINECS: 213-516-8
• Product Categories: Steroids
• Mol File: 963-74-6.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 368.5 °C at 760 mmHg
• Flash Point: 168.7 °C
• Appearance: /
• Density: 1.014 g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 5ALPHA-ANDROSTAN-17-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5ALPHA-ANDROSTAN-17-ONE(963-74-6)
• EPA Substance Registry System: 5ALPHA-ANDROSTAN-17-ONE(963-74-6)

Safety Data

• Hazardous Substances Data: 963-74-6(Hazardous Substances Data)

Usage

Description

5ALPHA-ANDROSTAN-17-ONE, also known as 5α-androst-17-one or etiocholanolone, is a steroid hormone and a metabolite of testosterone and dihydrotestosterone. It is produced in the adrenal glands, as well as in the brain and gonads, and plays a role in the regulation of stress response and mood. As a precursor to androgen and estrogen hormones, 5ALPHA-ANDROSTAN-17-ONE has been studied for its potential involvement in various physiological processes and conditions, such as stress, anxiety, and mood disorders. Furthermore, it has been considered as a potential biomarker for certain neurological and psychiatric disorders and has been investigated for its potential use as a dietary supplement to improve performance and muscle strength.

Uses

Used in Pharmaceutical Industry:
5ALPHA-ANDROSTAN-17-ONE is used as a research compound for studying its potential role in the regulation of stress response, mood, and various physiological processes. It aids in understanding the underlying mechanisms of stress, anxiety, and mood disorders, as well as its potential as a biomarker for neurological and psychiatric conditions.
Used in Sports Nutrition Industry:
5ALPHA-ANDROSTAN-17-ONE is used as a dietary supplement for improving performance and muscle strength. It is believed to enhance athletic performance by increasing muscle mass and strength, although further research is needed to confirm its efficacy and safety.
Used in Research and Development:
5ALPHA-ANDROSTAN-17-ONE is used as a key compound in research and development for the discovery of new therapeutic agents targeting stress, anxiety, and mood disorders. Its role as a precursor to androgen and estrogen hormones makes it a valuable tool for investigating the interplay between hormonal balance and mental health.
Used in Diagnostics:
5ALPHA-ANDROSTAN-17-ONE has potential applications in diagnostics as a biomarker for certain neurological and psychiatric disorders. Its measurement in biological samples can provide insights into the presence and severity of specific conditions, guiding diagnosis and treatment strategies.
Used in Hormone Replacement Therapy:
Although not explicitly mentioned in the provided materials, 5ALPHA-ANDROSTAN-17-ONE, being a metabolite of testosterone and dihydrotestosterone, could potentially be used in hormone replacement therapy to address hormonal imbalances and related health issues. Further research would be required to explore its suitability and effectiveness in this context.

InChI:InChI=1/C19H30O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h13-16H,3-12H2,1-2H3/t13-,14+,15+,16+,18+,19+/m1/s1

Upstream product

• 50633-62-0 3β,4β-diacetoxyandrost-5-en-17-one 
• 112925-02-7 16β-hydroxy-5α-androstan-17-one 
• 1225-43-0 (5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol 
• 64-19-7 acetic acid 
• 848-62-4 allopregnan-20-one 
• 481-21-0 cholestane 
• 1225-43-0 10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol 
• 57904-90-2 Δ^1,17-5β,13α,20-chloropregnadiene 
• 74712-42-8 (5R,8S,9R,10R,13S,14R)-17-[1-Chloro-eth-(E)-ylidene]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene 
• 963-74-6 5β-androstan-17-one 
• 42723-49-9 7-methyl-13-(2-methyl-4-hydroxy-2-cyclohexenyl)-trans,trans-6,10-tridecadien-2-yne 
• 75-18-3 dimethylsulfide 
• 42722-78-1 7-methyl-13-(2-methyl-4-oxo-2-cyclohexenyl)-trans,trans-6,10-tridecadien-2-yne ethylene thioketal 
• 53512-66-6 (3R,5S,8R,9S,10S,13S,14S)-3-bromo-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one 

Downstream Products

• 1225-43-0 (5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol 
• 181270-82-6 [16,16,17-2H3]5α-androstan-17β-ol tosylate 
• 963-74-6 5β,13α-androstan-17-one 
• 112859-74-2 16α-fluoro-5α-androstan-17-one 
• 13482-30-9 5α-Androstan-1,6-dion 
• 35493-99-3 4-Nitro-benzoic acid (5R,8R,9S,10S,13S,14S,16S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-16-yl ester 
• 25831-00-9 16-Benzyliden-5α-androstan 
• 25831-02-1 16β-Benzyl-5α-androstan-17-on 
• 25831-03-2 17β-Hydroxy-16-benzyliden-5α-androstan 
• 19037-37-7 (5α)androstanol-17α 
• 127995-38-4 5α,17βH-pregnan-17-ol 
• 17291-32-6 5α-androstan-17β-yl-4-toluenesulfonate 
• 438-22-2 (5α)-androstane 
• 112344-75-9 methyl 17-nor-5α,13α-androstane-16β-carboxylate 

Relevant articles and documents

Defunctionalization of sp3 C–Heteroatom and sp3 C–C Bonds Enabled by Photoexcited Triplet Ketone Catalysts

A general strategy for enabling a light-induced defunctionalization of sp3 C–heteroatom and sp3 C–C bonds with triplet ketone catalysts and bipyridine additives is disclosed. This protocol is characterized by its broad scope without recourse to transition metal catalysts or stoichiometric exogeneous reductants, thus offering a complementary technique for activating σ sp3 C–C(heteroatom) bonds. Preliminary mechanistic studies suggest that the presence of 2,2′-bipyridines improves the lifetime of ketyl radical intermediates.

Method for hydrogenolysis of halides

The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.

Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source

The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.