5563-20-2

Usage

Uses

Used in Pharmaceutical Industry:
(3beta,5alpha,6beta,10alpha)-5-bromo-3-hydroxy-6,19-epoxypregnan-20-one is used as a potential pharmaceutical compound for its possible biological activities. (3beta,5alpha,6beta,10alpha)-5-bromo-3-hydroxy-6,19-epoxypregnan-20-one's unique structure and stereochemistry may contribute to its potential therapeutic effects, making it a candidate for further research and development in the pharmaceutical field.
Used in Research and Development:
In the scientific community, (3beta,5alpha,6beta,10alpha)-5-bromo-3-hydroxy-6,19-epoxypregnan-20-one serves as a subject of study for understanding its properties, potential applications, and mechanisms of action. Researchers may use (3beta,5alpha,6beta,10alpha)-5-bromo-3-hydroxy-6,19-epoxypregnan-20-one to investigate its interactions with biological systems and to explore its potential as a therapeutic agent.

Upstream product

• 41767-48-0 5-Bromo-20-oxo-6β,19-epoxy-5α-pregnan-3β-yl acetate 
• 1778-02-5 Pregnenolone acetate 
• 2723-07-1 5-Bromo-6β-hydroxy-20-oxo-5α-pregnan-3β-yl acetate 
• 145-13-1 Pregnenolone 

Downstream Products

• 74214-19-0 3β-benzoyloxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one 
• 74214-24-7 3β-benzoyloxy-5-bromo-6β,19-epoxy-5α,14α-card-20(22)-enolide 
• 74214-25-8 3β-benzoyloxy-19-hydroxy-14α-carda-5,20(22)-dienolide 
• 74703-75-6 3β-benzoyloxy-5-hydroxy-6α-bromo-19-acetoxy-5β,14α-card-20(22)-enolide 
• 74703-71-2 3β-benzoyloxy-5-hydroxy-19-acetoxy-5β,14α-card-20(22)-enolide 
• 74703-74-5 3β-benzoyloxy-19-acetoxy-14α-carda-5,20(22)-dienolide 
• 74703-72-3 3β-benzoyloxy-5-bromo-6β,19-epoxy-21-acetoxy-5α-pregnan-20-one 
• 74703-73-4 3β-benzoyloxy-5-bromo-6β,19-epoxy-21-hydroxy-5α-pregnan-20-one 
• 6901-40-2 19,21-dihydroxypregn-4-ene-3,20-dione 21-acetate 
• 2394-23-2 19,21-dihydroxypregn-4-ene-3,20-dione 
• 4682-70-6 19-Nordeoxycorticosterone 
• 88378-35-2 19-oxo-11-deoxycorticosterone acetate 
• 596-63-4 19-Hydroxyprogesterone 
• 2205-86-9 6β,19-epoxypregn-4-en-3,20-dione 

Relevant academic research and scientific papers

Synthesis of 21-hydroxy-6β,19-epoxypregn-4-ene-3,20-dione +

21-Hydroxy-6β,19-epoxypregn-4-ene-3,20-dione was prepared from 20-oxopregn-5-en-3β-yl acetate in seven steps.

Synthesis of 19-hydroxypregn-4-en-20-one and 19-hydroxy-5β-pregn-3-en-20-one that selectively bind to membrane progesterone receptors, and assessment of their immunomodulatory effects

A new approach to the synthesis of isomeric 19-hydroxypregn-4-en-20-one (1) and 19-hydroxy-5β-pregn-3-en-20-one (2), the selective ligands of membrane progesterone receptors, in a ratio of 1.5:1 is presented. The effect of these steroids on the gene expression of several cytokines (TNFα, IL-1β, IL-6, and TGFβ) in K562 cells was studied. Progesterone and compound 1 acted unidirectionally, significantly decreasing the TGFβ mRNA levels in these cells. The highest activity was exhibited by compound 2 which regulated the expression of the three studied genes, increasing the level of TNFα mRNA and IL-1β mRNA and decreasing the level of TGFβ mRNA. The immunomodulatory effect of the synthesized selective ligands of membrane progesterone receptors found in K562 cells is comparable (for 1) or even surpasses (for 2) the effect of a natural hormone.

SYNTHESIS OF 19-HYDROXYSTEROIDS II. NEW SYNTHESIS OF 19-HYDROXYPROGESTERONE

19-Hydroxyprogesterone has been synthesized in seven stages from pregnenolone with an overall yield of 11percent.

New Syntheses of 19,21-Dihydropregn-4-ene-3,20-dione, 21-Hydroxy-19-norpregn-4-ene-3,20-dione, and 11β,19,21-trihydroxypregn-4-ene-3,20-dione

19,21-Dihydroxypregn-4-ene-3,20-dione has been synthesized from 3β-acetoxypregn-5-en-20-one via the "hypoiodite reaction" , and Henbest acetoxylation at C-21; oxidation of the intermediate 21-monoacetate to 19-oxo derivative and alkaline cleavage gave 21-hydroxy-19-norpregn-4-ene-3,20-dione.A similar synthesis of 11β,19,21-trihydroxypregn-4-ene-3,20-dione from 3β-acetoxypregn-5-ene-11,20-dione proceeded through intermediates with the 11β-hydroxy function protected as its acetate.Unusual features mainly of conformational origin were observed in the presence of the 11β-acetoxy substituent; some were helpful to the synthesis, while others led to undesirable side reactions.