10062-39-2

Basic information

• Product Name: 3-Aza-A-homocholest-4a-en-4-one
• Synonyms: 3-Aza-A-homocholest-4a-en-4-one
• CAS NO: 10062-39-2
• Molecular Formula: C₂₇H₄₅NO
• Molecular Weight: 399.6523
• Mol File: 10062-39-2.mol

Chemical Properties

• Boiling Point: 534°Cat760mmHg
• Flash Point: 331.4°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 1.76E-11mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: 3-Aza-A-homocholest-4a-en-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Aza-A-homocholest-4a-en-4-one(10062-39-2)
• EPA Substance Registry System: 3-Aza-A-homocholest-4a-en-4-one(10062-39-2)

Safety Data

• Hazardous Substances Data: 10062-39-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Aza-A-homocholest-4a-en-4-one is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Chemical Research:
In the field of chemical research, 3-Aza-A-homocholest-4a-en-4-one serves as a valuable compound for studying the properties and reactions of caprolactams and their derivatives. This can lead to a better understanding of their potential applications and the development of new chemical processes or products.
Used in Material Science:
3-Aza-A-homocholest-4a-en-4-one may also find applications in material science, where its unique structure could be utilized to create new materials with specific properties. These materials could have potential uses in various industries, such as electronics, aerospace, or automotive.

InChI:InChI=1/C27H45NO/c1-18(2)7-6-8-19(3)22-11-12-23-21-10-9-20-17-25(29)28-16-15-26(20,4)24(21)13-14-27(22,23)5/h17-19,21-24H,6-16H2,1-5H3,(H,28,29)/t19-,21+,22-,23+,24+,26+,27-/m1/s1

Upstream product

• 601-57-0 Cholest-4-en-3-one 
• 22033-87-0 cholest-4-en-3-one oxime 

Downstream Products

• 76251-40-6 3-aza-A-homo-4a-cholestene-2,4-dione 
• 76251-41-7 1-(phenylseleno)-3-aza-A-homo-4a-cholestene-2,4-dione 

Relevant articles and documents

A hybrid molecule of a GFP chromophore analogue and cholestene as a viscosity-dependent and cholesterol-responsive fluorescent sensor

Diarylmethylenated and cholestene (or -tane)-hybrid analogues of the GFP chromophore, namely, Ch-DAINs were successfully synthesised by a condensation reaction between methyl imidates and N-(diarylmethylene)glycinates. Among the Ch-DAINs synthesised, a diphenyl-type analogue showed viscosity-dependent and cholesterol-responsive fluorescent properties. It showed a nearly linear increase of the fluorescence emission in triglycerides and vesicles as the amount of cholesterol was increased.

PHOTO-INDUCED MOLECULAR TRANSFORMATIONS.PART 87. REGIOSPECIFIC PHOTO-BECKMANN REARRANGEMENT OF STEROIDAL α,β-UNSATURATED KETONE OXIMES: SYNTHESIS OF SOME STEROIDAL ENAMINO LACTAMS

While it is well known that the Beckmann rearrangement of steroidal cyclic α,β-unsaturated ketone oximes lead to the exclusive formation of enone-type lactams regardless of the initial geometry of their hydroxyimino group, the photolysis of three isomeric cholestenone oximes, (E)- and (Z)-cholest-4-en-3-one oximes, (E)-2,2-dimethylcholest-4-en-3-one oxime, and (E)-cholest-5-en-7-one oxime in protic solvents has shown that in each case an enamine-type lactam is the sole product (yield/=33 percent), no enone-type lactam being formed.This regiospecific photo-rearrangement may be of value for the preparation of these enamine-type lactams which cannot be achieved by the Beckmann rearrangement.

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.