192704-58-8

Basic information

• Product Name: 5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester cas:(intermediate of eplerenone)
• Synonyms: 5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester cas:(intermediate of eplerenone);5,PREGNANE-7 ALPHA,21-DICARBOXYLIC ACID,17-YDROXY-11-METHYLSULFONIC ACID-3-KETONE,-BUTYROLECTONE,METHYL ESTER;Eplerenone intermediate A2-2;methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone
• CAS NO: 192704-58-8
• Molecular Formula: C₂₅H₃₄O₈S
• Molecular Weight: 494.6
• Product Categories: (intermediate of eplerenone)
• Mol File: 192704-58-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester cas:(intermediate of eplerenone)(CAS DataBase Reference)
• NIST Chemistry Reference: 5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester cas:(intermediate of eplerenone)(192704-58-8)
• EPA Substance Registry System: 5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester cas:(intermediate of eplerenone)(192704-58-8)

Safety Data

• Hazardous Substances Data: 192704-58-8(Hazardous Substances Data)

Usage

General Description

The chemical "5,pregnane-7 alpha,21-dicarboxylic acid,17-hydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester" is an intermediate substance in the synthesis of eplerenone, a medication used to treat high blood pressure and heart failure. This chemical is a derivative of pregnane, a type of steroid hormone, and contains carboxylic acid, hydroxyl, methylsulfonic acid, and ketone functional groups. It is commonly used in pharmaceutical research and development to produce eplerenone, which works by blocking the effects of aldosterone, a hormone that regulates fluid and electrolyte balance in the body.

Upstream product

• 192704-56-6 11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone 
• 192569-17-8 11α-hydroxyl canrenone 
• 209253-72-5 9α,11α-epoxy-17β-hydroxypregn-4-en-3-one-7α,21-dicarboxylic acid γ-lactone 
• 1398078-09-5 11β,17β-dihydroxy-7β-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone 
• 1398078-03-9 11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 107724-20-9 eplerenone 
• 192704-70-4 7-methyl hydrogen 17α-hydroxy-3-oxopregna-4,11-diene-7α,21-dicarboxylate, γ-lactone 
• 95716-70-4 17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester 

Relevant articles and documents

Preparation method of eplerenone intermediate delta 9, 11 alkenyl ester

The invention provides a preparation method of eplerenone intermediate delta 9, 11 alkenyl ester, and the method comprises the following steps: carrying out esterification reaction on raw materials and methanesulfonyl chloride to generate methanesulfonate; and carrying out elimination reaction on the methanesulfonate to obtain an eplerenone intermediate; the method has the advantages that the process yield is about 90%, and the product purity is obviously higher than that reported in the existing literature. The delta 11, 12-alkenyl ester generated in the method has the advantages of fewer lactone impurities and high yield, and the method is an economic and environment-friendly synthetic route, greatly improves the prior art, and is suitable for industrial production.

A steroid compound derivative having, its preparation process and its use in the preparation of Eplerenone

The invention relates to a canrenone derivative steroid compound, a preparation method and an application in the medicine field, and particularly relates to 7alpha-nitro methyl-11alpha,17beta-dihydroxy-3-oxo-17alpha-pregna-4-ene-21-carboxylic acid-gamma-lactone (a compound shown in formula 2), a preparation method and an application in eplerenone preparation. The key steps of the invention are that nitromethane is used as a nucleophilic reagent; the alpha-nitro methyl group is introduced to the C-7 position stereoselectively so as to further construct a carboxylic acid methyl ester structure with a C-7alpha position configuration of eplerenone; the method of the invention has the characteristics of short steps, mild conditions, and low cost.

A chemobiological synthesis of eplerenone

This paper will describe an approach to the synthesis of eplerenone, which is being marketed for the treatment of hypertension. The synthesis begins with DHEA available from wild yams and uses a combination of microbiological and chemical transformations to build eplerenone. Georg Thieme Verlag Stuttgart.