6901-40-2

Usage

Chemical compound

A derivative of deoxycorticosterone, a hormone produced by the adrenal glands.

Steroid hormone

Belongs to the class of steroid hormones.

Structural features

Contains a 21-acetate group and a hydroxy group at the 19th carbon position.

Medical applications

Studied for potential use in treating various conditions such as inflammation, hormonal imbalances, and autoimmune diseases.

Diagnostic potential

Being researched as a diagnostic tool for adrenal disorders.

Ongoing research

The precise mechanisms of action and potential therapeutic uses are still under investigation.

Fields of relevance

Shows promise as a valuable tool in the fields of endocrinology and pharmacology.

Upstream product

• 64-19-7 acetic acid 
• 546-67-8 lead(IV) tetraacetate 
• 104494-66-8 19-t-butyldimethylsilyloxy-3-(N-pyrrolidinyl)-pregna-3,5-dien-20-one 
• 7090-07-5 3,20-Dioxo-6β,19-epoxypregn-4-en-21-yl acetate 
• 104494-67-9 19-t-butyldimethylsilyloxydeoxycorticosterone 21-acetate 
• 104494-77-1 Acetic acid 2-methoxy-2-[(8S,9S,10S,13S,14S)-13-methyl-3-oxo-10-(tetrahydro-pyran-2-yloxymethyl)-1,2,3,6,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-ethyl ester 
• 566-78-9 21-acetoxypregnenolone 
• 1778-02-5 Pregnenolone acetate 
• 2723-07-1 5-Bromo-6β-hydroxy-20-oxo-5α-pregnan-3β-yl acetate 
• 41767-48-0 5-Bromo-20-oxo-6β,19-epoxy-5α-pregnan-3β-yl acetate 
• 90075-56-2 5-bromo-3β,21-dihydroxy-6β,19-epoxy-5α-pregnan-20-one 21-acetate 
• 90095-34-4 5-Bromo-3,20-dioxo-6β,19-epoxy-5α-pregnan-21-yl acetate 
• 5563-20-2 3β-hydroxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one 
• 26360-40-7 3β-acetoxy-19-hydroxy-Δ5-pregnen-20-one 

Downstream Products

• 88378-35-2 19-oxo-11-deoxycorticosterone acetate 
• 2394-23-2 19,21-dihydroxypregn-4-ene-3,20-dione 
• 4682-70-6 19-Nordeoxycorticosterone 
• 75220-37-0 19-oxo-deoxycorticosterone 

Relevant academic research and scientific papers

Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones

A procedure for the synthesis of 6,19-cyclopregnanes is described involving an intramolecular alkylation reaction of Δ4-3-keto steroids with a 19-mesylate in the presence of KOH in isopropanol. Three 6,19-cyclopregnanes were prepared (4, 5, 9); in the rat, 6,19-cycloprogesterone (4) and its 21-hydroxy derivative 5 displaced [3H]-dexamethasone from glucocorticoid receptors, the former compound being more active. Both compounds did not compete with [3H]-aldosterone for kidney mineralocorticoid receptors nor with [3H]-R5020 for uterus progesterone receptors. This journal is The Royal Society of Chemistry.

Sulphur analogues of 21-hydroxy-6,19-oxidoprogesterone (21oh-6op) for treating excess of glucocorticoids

The present invention is related to novel 21-hydroxy-6,19-oxidoprogesterone (21OH-6OP) analogues, their use as antiglucocorticoids for the treatment and/or prophylaxis of diseases associated to an excess of glucocorticoids. In particular, the invention relates to the use of novel 21-hydroxy-6,19-oxidoprogesterone (21OH-6OP) analogues having the formula FORMULAwherein X is S, SO and SO2, and R is either M or OH, for treating Cushing's syndrome, iatrogenic hypercortisolism or depression. Also the present invention is related to methods of preparing the novel 21-hydroxy-6,19-oxidoprogesterone (21OH-6OP) analogues.

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.