548-97-0

Basic information

• Product Name: 6,17,21-trihydroxypregn-4-ene-3,20-dione
• CAS NO: 548-97-0
• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.4599
• Mol File: 548-97-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 570.1°C at 760 mmHg
• Flash Point: 312.6°C
• Density: 1.28g/cm³
• Vapor Pressure: 2.27E-15mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 6,17,21-trihydroxypregn-4-ene-3,20-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6,17,21-trihydroxypregn-4-ene-3,20-dione(548-97-0)
• EPA Substance Registry System: 6,17,21-trihydroxypregn-4-ene-3,20-dione(548-97-0)

Safety Data

• Hazardous Substances Data: 548-97-0(Hazardous Substances Data)

Usage

General Description

The chemical compound 6,17,21-trihydroxypregn-4-ene-3,20-dione, also known as 6-THP, is a steroid hormone derivative and a metabolite of the hormone progesterone. It is a potent inhibitor of 11β-hydroxysteroid dehydrogenase type 2, which is involved in the regulation of cortisol and aldosterone levels in the body. 6-THP has been studied for its potential as a treatment for conditions such as hypertension, metabolic syndrome, and other disorders related to dysregulated cortisol and aldosterone levels. Its activity and potential therapeutic uses make it an important chemical compound in the field of endocrinology and pharmacology.

Upstream product

• 7444-96-4 6β,21-diacetoxy-17-hydroxy-pregn-4-ene-3,20-dione 
• 152-58-9 Cortexolone 
• 55388-56-2 6β,17,21-trihydroxypregn-4-ene-3,20-dione 17,21-acetonide 
• 55388-55-1 17,21-dihydroxy-3-methoxypregna-3,5-dien-20-one 17,21-acetonide 
• 1474-10-8 3β,17α,21-trihydroxypregn-5-en-20-one 21-acetate 
• 897047-90-4 6β,21-diacetoxy-5,17-dihydroxy-5α-pregnane-3,20-dione 
• 1167-48-2 3β,17α,21-trihydroxypregn-5-en-20-one 
• 3517-42-8 17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one 
• 32603-90-0 21-acetoxy-5,6α-epoxy-3β,17-dihydroxy-5α-pregnan-20-one 
• 640-87-9 cortexolone 21-acetate 
• 913-44-0 21-acetoxy-17α-hydroxy-3,3-ethylenedioxypregn-5-ene-20-one 
• 145013-91-8 21-acetoxy-3,3-ethanediyldioxy-5,6ξ-epoxy-17-hydroxy-5ξ-pregnan-20-one 

Downstream Products

• 2243-06-3 androst-4-ene-3,6,17-trione 

Relevant articles and documents

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Synthesis and characterization of the 6α- and 6β-hydroxylated derivatives of corticosterone, 11-dehydrocorticosterone, and 11-deoxycortisol

This report describes the synthesis of 6α,17,21- and 6β,17,21-trihydroxypregn-4-ene-3,20-dione, 6α,7,21- and 6β,11β,21-trihydroxypregn-4-ene-3,20-dione, and - for the first time - that of 6α,21- and 6β,21-dihydroxypregn-4-ene-3,11,20-trione. The former four compounds were prepared by 6-hydroxylation of 17,21-dihydroxypregn-4-ene-3,20-dione and 11β,21-dihydroxypregn-4-ene-3,20-dione, respectively. This was achieved by autoxidation or by oxidation with 3-chloroperbenzoic acid, of the 3-methoxypregna-3,5-dienes of the latter two steroids. The yield of the 6β-hydroxylated steroids, but not of their corresponding 6α-epimers, was higher using autoxidation than the peracid. The two 6-hydroxylated pregnenetriones were prepared from 6α,21-diacetoxy-11β-hydroxypregn-4-ene-3,20-dione and 6β,21-diacetoxy-11β-hydroxypregn-4-ene-3,20-dione, respectively, by oxidation with pyridinium chlorochromate. The above-mentioned six steroids were identified and characterized by nuclear magnetic resonance, infrared, ultraviolet, high performance liquid chromatography, gas chromatography, and mass spectrometry. Keywords: synthesis; corticosteroids; 6-hydroxylation; NMR; HPLC; GC/MS.