302-23-8

Basic information

• Product Name: Hydroxyprogesterone acetate
• Synonyms: 17A-HYDROXYPROGESTERONE 17-ACETATE;17-(acetyloxy)-pregn-4-ene-20-dione;17-ap;20-dione,17-hydroxy-pregn-4-ene-acetate;acetoxyprogesterone;prodoxacetate;u5533;17A-HYDROXYPROGESTERONE 17-ACETATE VETRA
• CAS NO: 302-23-8
• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.5
• EINECS: 206-119-6
• Product Categories: Steroids;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;API
• Mol File: 302-23-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 249-250°C
• Boiling Point: 421.94°C (rough estimate)
• Flash Point: 211.6 °C
• Appearance: white powder
• Density: 1.0415 (rough estimate)
• Refractive Index: 1.4433 (estimate)
• Storage Temp.: Refrigerator
• Water Solubility: 1.01mg/L at 20℃
• BRN: 2227870
• CAS DataBase Reference: Hydroxyprogesterone acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Hydroxyprogesterone acetate(302-23-8)
• EPA Substance Registry System: Hydroxyprogesterone acetate(302-23-8)

Safety Data

• Hazard Codes: Xn
• Statements: 40-48
• Safety Statements: 22-24/25-45
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• RTECS: TU5074000
• Hazardous Substances Data: 302-23-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 302-23-8 differently. You can refer to the following data:
1. Progesterone Acetate (Megestrol Acetate EP Impurity K) is an impurity in steroid drug Megestrol acetate (M208050).
2. An impurity in steroid drug Megestrol acetate (M208050).

InChI:InChI=1/C23H32O4/c1-14(24)23(27-15(2)25)12-9-20-18-6-5-16-13-17(26)7-10-21(16,3)19(18)8-11-22(20,23)4/h13,18-20H,5-12H2,1-4H3/t18-,19+,20+,21-,22-,23+/m1/s1

Upstream product

• 1600-27-7 mercury(II) diacetate 
• 65851-76-5 17α-ethynyl-17β-nitro-oxy-4-androsten-3-one 
• 974-23-2 3β-hydroxy-16α,17α-epoxypregn-5-en-20-one 
• 14072-39-0 16β-bromo-3β,17α-dihydroxypregn-5-ene-20-one 
• 20867-15-6 3β-formyloxy-17-hydroxy-pregn-5-en-20-one 
• 387-79-1 17-Hydroxypregnenolone 
• 570-58-1 5β-17α-hydroxy-preganene-3,20-dione 
• 68-96-2 17-hydroxyprogesterone 
• 108-24-7 acetic anhydride 
• 4954-07-8 pregna-3,5-dien-20-one, 3,17-dihydroxy-, diacetate 
• 102752-45-4 21-iodo-17α-hydroxypregn-4-ene-3,20-dione 17-acetate 
• 83984-86-5 17-acetoxy-3β-formyloxy-pregn-5-en-20-one 

Downstream Products

• 1616932-89-8 17α-p-iodophenylcarbamoiloxypregn-4,6-dien-3,20-dione 
• 1616932-88-7 17α-p-bromophenylcarbamoiloxypregn-4,6-dien-3,20-dione 
• 1616932-87-6 17α-p-chlorophenylcarbamoiloxypregn-4,6-dien-3,20-dione 
• 1616932-86-5 17α-p-fluorophenylcarbamoiloxypregn-4,6-dien-3,20-dione 
• 1616932-85-4 17α-phenylcarbamoiloxypregn-4,6-dien-3,20-dione 
• 1616932-84-3 17α-p-iodobenzoiloxy-4,6-pregnadien-3,20-dione 
• 1190878-48-8 17α-p-bromobenzoyloxy-4,6-pregnadiene-3,20-dione 
• 1190878-47-7 17α-p-chlorobenzoyloxy-4,6-pregnadiene-3,20-dione 
• 1190878-46-6 17α-p-fluorobenzoyloxy-4,6-pregnadiene-3,20-dione 
• 81480-72-0 17α-benzoyloxy-4,6-pregnadiene-3,20-dione 
• 2477-60-3 17α-hydroxypregna-4,6-diene-3,20-dione 
• 32634-95-0 17α-Acetoxy-6-methylene-pregn-4-ene-3,20-dione 
• 302-22-7 chlormadinone acetate 
• 89202-94-8 3β,17α-Dihydroxypregna-4,6-dien-20-one 17-acetate 3-caproate 

Relevant articles and documents

Preparation process of 17a-hydroxyprogesterone acetate

The invention discloses a preparation process of 17a-hydroxyprogesterone acetate. According to the invention, high-purity 17a-hydroxyprogesterone acetate is obtained sequentially through an acylation reaction, a hydrolysis reaction, a neutralization reaction, centrifugation and refining. Therefore, a process procedure is shortened, raw material input is reduced, and cost is saved.

Further syntheses of cyproterone acetate

The present invention relates to improved methods for synthesising cyproterone acetate (17α-Acetoxy-6-chloro-1α, 2α-methylene-4,6-pregnadiene-3,20-dione) from solasodine. The methods of the invention are shorter as those of the prior art and therefore more economic.

15β-Hydroxysteroids (part V). Steroids of the human perinatal period: The synthesis of 3β, 15β, 17α-trihydroxy-5-pregnen-20- one from 15β, 17α-dihydroxy-4-pregnen-3,20-dione

A simple three-step synthetic method is reported on the conversion of Δ4-3-ketosteroids to the corresponding 3β- hydroxy-Δ5-steroid analogues. 17α-Hydroxy-4-pregnen-3,20-dione (10a) was used as a model to develop a method for the synthesis of 3β,17α-dihydroxy-5-pregnen-20-one (16). The major problem being the synthesis of 3,17α-diacetoxy-3,5-pregnadien-20-one (14) was solved by acetylating using a mixture of acetic anhydride and perchloric acid. The conversion of 15β,17α-dihydroxy-4-pregnen- 3,20-dione (8), product of Penicillium citrinum fermentation, to the desired 3β, 15β, 17α-trihydroxy-5-pregnen-20-one (1), is described using a modification of this method. Reaction of 8 with acetic anhydride and perchloric acid in ethyl acetate gave 3,15β,17α-triacetoxy-3,5-pregnadien-20-one (17) which on reduction with sodium borohydrice gave 5-pregnen-3β,15β,17α, 20(S + R)-tetrols (18a and 18b); however, reduction of 17 with a mixture of sodium borohydride and potassium bicarbonate gave after basic hydrolysis with metanolic sodium hydroxide the desired product 3β,15β,17α-trihydroxy-5-pregnen-20-one (1) in good yield (54%).