Pregn-4-ene-3,20-dione, 17-(acetyloxy)-

Base Information

• Chemical Name: Pregn-4-ene-3,20-dione, 17-(acetyloxy)-
• CAS No.: 302-23-8
• Deprecated CAS: 89202-93-7
• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.505
• Hs Code.: 29372390
• European Community (EC) Number: 206-119-6,241-337-5
• UNII: L124O66YSI
• DSSTox Substance ID: DTXSID90894096
• Nikkaji Number: J20.930I
• Wikipedia: Hydroxyprogesterone_acetate
• Wikidata: Q19597551
• ChEMBL ID: CHEMBL3273984
• Mol file: 302-23-8.mol

Synonyms:302-23-8;Pregn-4-ene-3,20-dione, 17-(acetyloxy)-;17alpha-Acetoxyprogesterone;17308-02-0;17-(Acetyloxy)progesterone;17-Hydroxypregn-4-ene-3,20-dione acetate;17alpha-acetoxy-progesterone;L124O66YSI;17|A-Hydroxyprogesterone acetate;17alpha-Hydroxyprogesterone acetate;[(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;Prokan;17-Hydroxyprogesterone acetate;17.alpha.-Acetoxyprogesterone;Prodox acetate;Acetoxyprogesterone;3,20-Dioxopregn-4-en-17-yl acetate;17-Acetoxyprogesterone;[(8S,9R,10S,13R,14R,17S)-17-Acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;U 5533;17-AP;EINECS 206-119-6;NSC 12191;NSC-12191;17-Hydroxyprogesterone 17alpha-acetate;17alpha-Acetoxypregnen-4-en-3,20-dion;17-(Acetyloxy)pregn-4-ene-3,20-dione;3,20-Dioxo-4-pregnen-17alpha-yl acetate;Pregn-4-ene-3,20-dione, 17-hydroxy-, acetate;hydroxyprogesterone-acetate;UNII-L124O66YSI;SCHEMBL260023;CHEMBL3273984;DTXSID90894096;BCPP000210;HY-N0347;MFCD00021156;AKOS015955630;AC-6840;BCP9000766;17alpha-Acetoxy-4-pregnene-3,20-dione;17alpha-acetoxypregn-4-ene-3,20-dione;DS-11426;PD062692;17-Hydroxypregn-4-ene-3,20-dioneacetate;17.alpha.-Acetoxy-4-pregnene-3,20-dione;HYDROXYPROGESTERONE ACETATE [WHO-DD];HYDROXYPROGESTERONE ACETATE [WHO-IP];CS-0015252;H1527;U5533;4-Pregnen-17.alpha.-ol-3,20-dione acetate;D97614;EC 206-119-6;U-5533;17alpha-Hydroxypregn-4-ene-3,20-diene Acetate;17alpha-Hydroxyprogesterone 17-acetate, >=98%;MEGESTROL ACETATE IMPURITY K [EP IMPURITY];17.alpha.-Hydroxy-4-pregnene-3,20-dione 17-acetate;MEDROXYPROGESTERONE ACETATE IMPURITY H [WHO-IP];Q19597551;3,20-DIOXOPREGN-4-EN-17-YL ACETATE [WHO-IP];17.ALPHA.-HYDROXY-4-PREGNENE-3,20-DIONE ACETATE;MEDROXYPROGESTERONE ACETATE IMPURITY H [EP IMPURITY];Chlormadinone acetate impurity G, European Pharmacopoeia (EP) Reference Standard;Medroxyprogesterone Acetate Imp. H (EP): 3,20-Dioxopregn-4-en-17-yl Acetate (Hydroxyprogesterone Acetate)

Chemical Property of Pregn-4-ene-3,20-dione, 17-(acetyloxy)-

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 249-250 °C
• Refractive Index: 1.542
• Boiling Point: 490.2 °C at 760 mmHg
• Flash Point: 211.6 °C
• PSA: 60.44000
• Density: 1.14 g/cm³
• LogP: 4.26510
• Storage Temp.: Refrigerator
• Water Solubility.: 1.01mg/L at 20℃
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 372.23005950
• Heavy Atom Count: 27
• Complexity: 737

Purity/Quality:

99.00% ^*data from raw suppliers

ProgesteroneAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40-48
• Safety Statements: 22-24/25-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)OC(=O)C
• Uses: Progesterone Acetate (Megestrol Acetate EP Impurity K) is an impurity in steroid drug Megestrol acetate (M208050). An impurity in steroid drug Megestrol acetate (M208050).

Technology Process of Pregn-4-ene-3,20-dione, 17-(acetyloxy)-

There total 24 articles about Pregn-4-ene-3,20-dione, 17-(acetyloxy)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.1%

21-iodo-17α-hydroxypregn-4-ene-3,20-dione 17-acetate (102752-45-4) → hydroxyprogesterone acetate (4134-58-1,17308-02-0,41460-93-9,41460-97-3,630-56-8,302-23-8)

Guidance literature:

With hydrogen sulfide; In N,N-dimethyl-formamide; for 0.166667h; Ambient temperature;

Reference yield: 88.0%

pregna-3,5-dien-20-one, 3,17-dihydroxy-, diacetate (4954-07-8) → hydroxyprogesterone acetate (4134-58-1,17308-02-0,41460-93-9,41460-97-3,630-56-8,302-23-8)

Guidance literature:

With potassium hydrogencarbonate; In methanol; for 2h; Ambient temperature;

DOI:10.1016/0039-128X(95)00170-U

Reference yield: 78.95%

17-acetoxy-3β-formyloxy-pregn-5-en-20-one (83984-86-5) → hydroxyprogesterone acetate (4134-58-1,17308-02-0,41460-93-9,41460-97-3,630-56-8,302-23-8)

Guidance literature:

17-acetoxy-3β-formyloxy-pregn-5-en-20-one; With aluminum isopropoxide; In cyclohexanone; xylene; for 0.833333h; distillation;

With water; at 0 ℃;

upstream raw materials:

17-acetoxy-3β-formyloxy-pregn-5-en-20-one

17-hydroxyprogesterone

acetic anhydride

21-iodo-17α-hydroxypregn-4-ene-3,20-dione 17-acetate

Downstream raw materials:

Megestrol acetate

17-acetoxy-pregna-4,6-diene-3,20-dione

17-acetoxy-3-ethoxy-pregna-3,5-dien-20-one

17α-acetoxy-3-methoxypregna-3,5-dien-20-one

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