3684-83-1

Basic information

• Product Name: 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione
• Synonyms: XPOFTPYDSZJRKX-DOKHZPOLSA-N
• CAS NO: 3684-83-1
• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.45
• Product Categories: Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 3684-83-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione(3684-83-1)
• EPA Substance Registry System: 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione(3684-83-1)

Safety Data

• Hazardous Substances Data: 3684-83-1(Hazardous Substances Data)

Usage

Description

16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione is a steroidal compound derived from the modification of the corticosterone molecule, which is a naturally occurring hormone in the adrenal cortex. 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione is characterized by the presence of an epoxy group at the 16α,17-positions and a hydroxyl group at the 11β-position, along with a ketone group at both the 3 and 20 positions. Its unique structural features make it a valuable intermediate in the synthesis of various steroidal drugs.

Uses

Used in Pharmaceutical Industry:
16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione is used as an intermediate in the synthesis of steroidal drugs for various therapeutic applications. Its role in the synthesis of 16-Hydroxycorticosterone 20-Hydroxy-21-Acid (H918430), an oxidized derivative of corticosterone (C695700), highlights its importance in the development of novel steroidal compounds with potential medicinal properties.
In the synthesis of 16-Hydroxycorticosterone 20-Hydroxy-21-Acid (H918430), 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione serves as a key precursor, allowing for the creation of a new class of corticosteroids with enhanced pharmacological properties. These synthesized compounds may exhibit improved anti-inflammatory, immunosuppressive, or other therapeutic effects, making them valuable in the treatment of various medical conditions, such as autoimmune diseases, inflammatory disorders, and certain cancers.
Furthermore, the unique structural features of 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione may also allow for its use in the development of other steroidal drugs with diverse applications, including hormonal therapies, contraceptives, and treatments for various endocrine disorders. Its versatility as a synthetic intermediate makes it a valuable asset in the pharmaceutical industry, contributing to the ongoing research and development of new and improved medications.

Upstream product

• 69065-06-1 (8S,10R,11S,13S,14S,17R)-17-Ethynyl-11,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one 
• 382-44-5 11β-hydroxyandrostenedione 
• 79884-52-9 9-bromo-11β-hydroxy-androst-4-ene-3,17-dione 
• 142409-93-6 (8S,10R,11S,13S,14S)-17-Ethynyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15-dodecahydro-cyclopenta[a]phenanthren-3-one 
• 38521-84-5 3-acetyloxypregna-5,16-diene-20-one 
• 974-23-2 3β-hydroxy-16α,17α-epoxypregn-5-en-20-one 
• 979-02-2 16-dehydropregnenolone acetate 
• 21803-97-4 (25R)-3β-acetoxy-spirost-5-en-11-one 
• 530088-78-9 3β-hydroxy-pregna-5,16-diene-11,20-dione 
• 53052-93-0 3β,11α-dihydroxy-5,16-dien-pregnane-20-one 
• 1097-51-4 16α,17α-epoxyprogesterone 
• 19427-37-3 16α,17-epoxy-3β,11α-dihydroxy-pregn-5-en-20-one 

Downstream Products

• 50-04-4 Cortisone acetate 
• 1250-97-1 11α,17α-dihydroxyprogesterone-21-acetate 
• 10455-93-3 17-hydroxy-5β-pregnane-3,11,20-trione 
• 641-78-1 3α,17-dihydroxy-5β-pregnane-11,20-dione 
• 2503-07-3 9-bromo-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione 
• 25394-47-2 9α-Chlor-11β-hydroxy-16α,17α-isopropylidendioxy-3,20-dioxo-pregnadien-(1,4) 
• 2135-14-0 9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione 
• 124113-78-6 11α-hydroxy-16α,17-isopropylidenedioxy-pregn-4-ene-3,20-dione 
• 94088-90-1 16α,17α-epoxypregna-4,9(11)-dien-3,20-dione 
• 3834-28-4 9-fluoro-11β,16α,17α-trihydroxy-17β-methyl-D-homo-androsta-1,4-diene-3,17a-dione 
• 595-52-8 9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione 
• 3684-84-2 16α,17-epoxypregn-4-ene-3,11,20-trione 
• 114327-30-9 16α,17-epoxy-11α-methanesulfonyloxy-pregn-4-ene-3,20-dione 

Relevant articles and documents

Preparation method of betamethasone intermediate

The invention relates to a preparation method of a steroid drug intermediate, and concretely relates to a preparation method of a betamethasone intermediate which is 16beta-methyl-17alpha-hydroxypregna-4,9-diene-3,20-dione. The method comprises the following steps: carrying out a cyanidation reaction on 9alpha-hydroxy-4-ene-pregna-3,17-dione, carrying out a ketal protection reaction, carrying out a double elimination reaction, carrying out an epoxy reaction, and carrying out a Grignard addition hydrolysis reaction to prepare the target product. The method is a brand preparation technology for producing the betamethasone intermediate, and has the characteristics of cheap and easily available initial raw material, simple operations of all above reactions, high yield, suitableness for industrial massive production, and realization of the yield and the quality reaching satisfactory levels.