596-63-4

Basic information

• Product Name: 19-HYDROXYPROGESTERONE
• Synonyms: 4-PREGNEN-19-OL-3,20-DIONE;19-HYDROXYPROGESTERONE;19-HYDROXY-4-PREGNENE-3,20-DIONE;19-hydroxydeoxycorticosterone;19-Hydroxypregn-4-ene-3,20-dione;(8S,9S,10S,13S,14S,17S)-17-acetyl-10-(hydroxymethyl)-13-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;(8S,9S,10S,13S,14S,17S)-17-acetyl-13-methyl-10-methylol-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;(8S,9S,10S,13S,14S,17S)-17-ethanoyl-10-(hydroxymethyl)-13-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS NO: 596-63-4
• Molecular Formula: C21H30O3
• Molecular Weight: 330.46
• Mol File: 596-63-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 496.5°Cat760mmHg
• Flash Point: 268.2°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 6.12E-12mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 19-HYDROXYPROGESTERONE(CAS DataBase Reference)
• NIST Chemistry Reference: 19-HYDROXYPROGESTERONE(596-63-4)
• EPA Substance Registry System: 19-HYDROXYPROGESTERONE(596-63-4)

Safety Data

• Hazardous Substances Data: 596-63-4(Hazardous Substances Data)

Usage

General Description

19-Hydroxyprogesterone is a natural steroid hormone that is produced in the adrenal glands and plays a key role in the synthesis of other hormones such as cortisol and the sex hormones. It is a precursor to the hormone progesterone and is also a biomarker for congenital adrenal hyperplasia, a genetic disorder that affects the adrenal glands. 19-Hydroxyprogesterone levels are often measured in newborns to screen for this condition. Additionally, 19-hydroxyprogesterone has been studied for its potential therapeutic applications in conditions such as preterm labor, infertility, and certain types of cancer. Overall, 19-hydroxyprogesterone is an important hormone with diverse biological functions and potential medical implications.

InChI:InChI=1/C21H30O3/c1-13(23)17-5-6-18-16-4-3-14-11-15(24)7-10-21(14,12-22)19(16)8-9-20(17,18)2/h11,16-19,22H,3-10,12H2,1-2H3/t16-,17+,18-,19-,20+,21+/m0/s1

Upstream product

• 26360-40-7 3β-acetoxy-19-hydroxy-Δ5-pregnen-20-one 
• 53286-90-1 Acetic acid (4S,5R,8S,9S,10S,13S,14S,17S)-4-acetoxy-17-acetyl-13-methyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-10-ylmethyl ester 
• 41767-48-0 3β-acetoxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one 
• 88204-48-2 3β-hydroxy-19-(tetrahydropyran-2-yloxy)pregn-5-en-20-one 
• 5490-69-7 5α-bromo-6β,19-epoxypregnan-3,20-dione 
• 5563-20-2 3β-hydroxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one 
• 41767-48-0 5-Bromo-20-oxo-6β,19-epoxy-5α-pregnan-3β-yl acetate 
• 2723-07-1 5-Bromo-6β-hydroxy-20-oxo-5α-pregnan-3β-yl acetate 
• 145-13-1 Pregnenolone 
• 1778-02-5 Pregnenolone acetate 
• 2205-86-9 6β,19-epoxypregn-4-en-3,20-dione 
• 102290-89-1 3,20-Diethylendioxy-6β,19-oxido-5α-pregnan 
• 88204-49-3 19-(tetrahydropyran-2-yloxy)pregn-4-en-3,20-dione 
• 114127-09-2 19-hydroxyprogesterone acetate 

Downstream Products

• 2394-23-2 19,21-dihydroxypregn-4-ene-3,20-dione 
• 974-38-9 19-Oxo-progesteron 

Relevant articles and documents

19-Nor and aromatic steroids. II. Cleavage of 3-oxygenated 4beta,19-ethers in the pregnane series leading to 19-norprogesterone.

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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.

An Improved Route to 19-Hydroxypregn-4-ene-3,20-dione and Synthesis of its Analogue

3β-Acetoxy-5-bromo-6β,19-epoxy-5α-pregnane-20-one is more reliably converted into 19-hydroxyprogesterone via reductive opening of the epoxide to give 3β-acetoxy-19-hydroxypregn-5-en-20-one than by a previously published procedure. 19-Hydroxyprogesterone has been converted into its analogue in good yield.