57072-90-9

Basic information

• Product Name: 3-oxoandrost-4-ene-17β-carboxylic acid chloride
• Synonyms: 3-oxoandrost-4-ene-17β-carboxylic acid chloride
• CAS NO: 57072-90-9
• Molecular Weight: 334.886
• Mol File: 57072-90-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3-oxoandrost-4-ene-17β-carboxylic acid chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxoandrost-4-ene-17β-carboxylic acid chloride(57072-90-9)
• EPA Substance Registry System: 3-oxoandrost-4-ene-17β-carboxylic acid chloride(57072-90-9)

Safety Data

• Hazardous Substances Data: 57072-90-9(Hazardous Substances Data)

Upstream product

• 302-97-6 androst-4-en-3-one-17β-carboxylic acid 

Downstream Products

• 206351-44-2 N-(3'-trifluoromethyl-4'-nitrophenyl)-3-oxo-4-aza-5α-androstane-17β-carboxamide 
• 166896-74-8 N-tert-butyl-3-oxo-4-aza-5-androsten-17β-formamide 
• 98319-24-5 dihydro-finasteride 
• 98319-26-7 finasteride 
• 131267-80-6 N-(1,1-dimethylethyl)-3-oxoandrost-4-ene-17β-carboxamide 
• 206351-41-9 N-(3'-trifluoromethyl-4'-nitrophenyl)-3-oxoandrost-4-ene-17β-carboxamide 
• 53892-00-5 21-Diazoprogesterone 
• 206351-42-0 17β-[N-(3'-trifluoromethyl-4'-nitrophenyl)aminocarbonyl]-5-oxo-A-nor-3,5-secoandrostan-3-oic acid 
• 206351-43-1 N-(3'-trifluoromethyl-4'-nitrophenyl)-3-oxo-4-azaandrost-5-ene-17β-carboxamide 

Relevant articles and documents

Iridium-Catalyzed Three-component Coupling Reaction of Carbon Dioxide, Amines, and Sulfoxonium Ylides

The first iridium-catalyzed three-component coupling reaction of carbon dioxide, amines, and sulfoxonium ylides has been developed, providing an efficient and straightforward method for the construction of a range of structurally diverse O-β-oxoalkyl carbamates in moderate to excellent yields. This novel protocol features the use of readily available substrates, wide substrate scope, and good functional group tolerance. Moreover, the phosgene-free strategy was successfully applied to the synthesis of a potential antitumor agent.

Substrate interaction with 5alpha-reductase enzyme: influence of the 17beta-chain chirality in the mechanism of action of 4-azasteroid inhibitors.

A series of steroidal compounds were synthesized in order to evaluate the possible influence of the configuration of a stereocenter in the 17beta-side chain on the inhibitory activity on the enzyme 5alpha-reductase (5AR). For this purpose diastereomerically pure 4-azasteroids epimers at C-22 were prepared (compounds 1-11) and tested as inhibitors of 5AR in "in vitro" tests. The obtained data showed that in most cases the couples of epimers possess a significant difference in their biological activity. We also considered, for the tested molecules, a series of chemico-physical parameters in order to find a possible correlation with their biological activity. The findings allowed us to propose a model of the binding site of 5AR which comprises also, for 4-azasteroid inhibitors, the configurational aspect of the 17beta-side chain.

Synthesis of N-substituted 3-oxo-17β -carboxamide-4-aza-5α-androstanes and the tautomerism of 3-oxo-4-aza-5-androstenes

An N-aryl-3-oxo-4-aza-5α -androst-1-ene-17β carboxamide and three N-aryl or alkyl substituted 17α -hydroxy-3-oxo-4-aza-5α -androstane-17β -carboxamides were synthesized as antiandrogen candidates from 3-oxoandrost-4-ene-17β - carboxylic acid and androst-4-ene-3,17-dione respectively. The chemo- and stereoselective reduction of 3-oxo-4-aza-5-ene intermediates with formic acid and their tautomerism in a solution of chloroform and methanol were described.