604-09-1

Basic information

• Product Name: 17alpha-Hydroxyprogesterone
• Synonyms: 17alpha-Hydoxyprogesterone;Pregn-4-ene-3,20-dione, 17-hydroxy-, (17alpha)-;HYDROXYPROGESTERONE, 17A-;17ALPHA-HYDROXY-4-PREGNENE-3,20-DIONE;17-ALPHA-HYDROXYPREGN-4-ENE-3,20-DIONE;17-HYDROXYPROGESTERONE;17A-HYDROXY-4-PREGNENE-3,20-DIONE;4-PREGNEN-17ALPHA-OL-3,20-DIONE
• CAS NO: 604-09-1
• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.46
• EINECS: 200-699-4
• Product Categories: steroids
• Mol File: 604-09-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 212-215 °C
• Boiling Point: 482.891 °C at 760 mmHg
• Flash Point: 259.95 °C
• Appearance: /
• Density: 1.155 g/cm³
• Vapor Pressure: 2.37E-11mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly)
• PKA: 13.03±0.60(Predicted)
• CAS DataBase Reference: 17alpha-Hydroxyprogesterone(CAS DataBase Reference)
• NIST Chemistry Reference: 17alpha-Hydroxyprogesterone(604-09-1)
• EPA Substance Registry System: 17alpha-Hydroxyprogesterone(604-09-1)

Safety Data

• Hazard Codes: T
• Statements: 61
• Safety Statements: 53-22-36/37/39-45
• WGK Germany: 3
• RTECS: TU5060000
• Hazardous Substances Data: 604-09-1(Hazardous Substances Data)

Usage

Description

17alpha-Hydroxyprogesterone, also known as 17-OH-progesterone, is a naturally occurring hormone and a metabolite of progesterone. It is primarily synthesized in the adrenal glands and plays a crucial role in the human body's hormonal balance.
Used in Pharmaceutical Industry:
17alpha-Hydroxyprogesterone is used as a hormone replacement therapy for conditions such as congenital adrenal hyperplasia (CAH) and primary adrenal insufficiency. It helps regulate the body's hormonal balance and alleviates symptoms associated with these conditions.
Used in Fertility Treatments:
In the field of reproductive medicine, 17alpha-Hydroxyprogesterone is used to support fertility treatments, particularly in cases of luteal phase deficiency. It helps maintain the uterine lining and supports the implantation of a fertilized egg, increasing the chances of a successful pregnancy.
Used in Hormone Research:
17alpha-Hydroxyprogesterone is also utilized in scientific research to study the effects of hormones on various physiological processes. It aids in understanding the role of progesterone and its metabolites in the body and contributes to the development of new treatments for hormonal imbalances and related disorders.

InChI:InChI=1/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 434-03-7 levonorgestrel 
• 888039-75-6 (8R,9S,10R,13S,14S)-17-Ethynyl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one 
• 124-38-9 carbon dioxide 
• 104-63-2 N-Benzylethanolamine 

Downstream Products

• 652-69-7 17α,20α-dihydroxy-4-pregnen-3-one 
• 652-69-7 17α,20β-dihydroxy-4-pregnen-3-one 

Relevant articles and documents

Synthesis of Α-hydroxy ketones by copper(I)-catalyzed hydration of propargylic alcohols: CO2 as a cocatalyst under atmospheric pressure

Inexpensive and efficient Cu(I) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcohols can be carried out smoothly under atmospheric CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.

Thermodynamically favorable synthesis of 2-oxazolidinones through silver-catalyzed reaction of propargylic alcohols, CO2, and 2-aminoethanols

Development of catalytic routes to incorporate CO2 into carbonyl compounds at mild conditions remains attractive and challenging. Herein, a one-pot three-component cascade reaction of terminal propargylic alcohols, CO2, and 2-aminoethanols through AgI-based catalysis is reported for the synthesis of carbonyl compounds through C—O/C—N bond formation. This thermodynamically favorable route can be ingeniously regulated to afford a wide range of 2-oxazolidinones along with concurrent production of α-hydroxyl ketone derivatives in excellent yields and selectivity. Preliminary mechanistic studies indicate that such a process proceeds through successive formation of α-alkylidene cyclic carbonate, β-oxopropylcarbamate, and 2-oxazolidinones.

NOVEL OXIDIZING PROPERTIES OF p-METHOXYBENZENETELLURINIC ACID ANHYDRIDE

The title compound has proved to be a mild oxidizing agent like the corresponding telluroxide or tellurone towards thiol, phosphine, thioamide, thiourea, thionoester, and benzylic alcohol.In addition, it serves as a selective catalyst for the hydration of terminal alkyne.