Prasterone acetate

Base Information

• Chemical Name: Prasterone acetate
• CAS No.: 853-23-6
• Molecular Formula: C21H30O3
• Molecular Weight: 330.467
• Hs Code.: 2937290090
• European Community (EC) Number: 212-714-1
• UNII: 45751H45MY
• DSSTox Substance ID: DTXSID3020380
• Nikkaji Number: J22.729C
• Wikidata: Q27258813
• ChEMBL ID: CHEMBL1480686
• Mol file: 853-23-6.mol

Synonyms:dehydroepiandrosterone acetate

Chemical Property of Prasterone acetate

Chemical Property:

• Vapor Pressure: 9.24E-08mmHg at 25°C
• Melting Point: 168-170 °C
• Refractive Index: 1.54
• Boiling Point: 434.8 °C at 760 mmHg
• Flash Point: 188.1 °C
• PSA: 43.37000
• Density: 1.12 g/cm³
• LogP: 4.45000
• Storage Temp.: Refrigerator
• Water Solubility.: 11.5mg/L(temperature not stated)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 330.21949481
• Heavy Atom Count: 24
• Complexity: 606

Purity/Quality:

99% ^*data from raw suppliers

Dehydroisoandrosterone 3-acetate 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4=O)C)C
• Isomeric SMILES: CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CCC4=O)C)C
• Uses: Menopausal syndrome A metabolite of Dehydroepiandrosterone. This mammalian pro-hormone promotes brain and immune function

Technology Process of Prasterone acetate

There total 95 articles about Prasterone acetate 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: 100.0%

dehydroepiandrosterone (53-43-0) + acetic anhydride (108-24-7) → prasterone acetate (853-23-6)

Guidance literature:

With toluene-4-sulfonic acid; for 0.0111667h; microwave irradiation;

DOI:10.1016/S0040-4020(03)00207-2

Reference yield: 98.0%

3β,17β-Diacetoxy-androsta-5,16-diene (25256-95-5) → prasterone acetate (853-23-6)

Guidance literature:

With lipase from Candida antarctica; In acetonitrile; at 30 ℃; for 3h;

DOI:10.1002/hlca.19960790408

Reference yield: 98.0%

3β-acetoxy-5-androsten-17-one-17-ethyleneketal (14456-20-3,17921-59-4) → prasterone acetate (853-23-6)

Guidance literature:

With Montmorillonite K 10; water; In acetone; for 9h; Heating;

DOI:10.1080/00397919708003385

upstream raw materials:

dehydroepiandrosterone

acetic anhydride

3β-Acetoxy-5α,6α-epoxy-5α-androstanon-(17)

pyridine

Downstream raw materials:

5-androstenediol

16-benzylidene-17-oxo-5-androsten-3β-ol

3β-acetoxy-androst-5-en-17-one-dibenzyldithioacetal

3β-acetoxy-5α,6α-dichloromethylenandrostan-17-one

Refernces

• 1、 Ruzicka,Hofmann. "". . p. 88,90, 91, 93. Retrieved 1938.
• 2、 Baldessari, Alicia,Bruttomesso, Andrea C.,Gros, Eduardo G.. "86. Lipase-catalysed regioselective deacetylation of androstane derivatives". . p. 999 - 1004. Retrieved 1996.
• 3、 Hong, Dongfeng,Ma, Yiming,Song, Siyao,Li, Na,Wang, Junru. "Design, synthesis, brine shrimp lethality and cytotoxicity of some novel 17a-aza-D-homo-androster-17-one derivatives". supporting information. p. 3985 - 3991. Retrieved 2020/04/27.
• 4、 Cheong, Eleanor Jing Yi,Nair, Pramod C.,Neo, Rebecca Wan Yi,Tu, Ho Thanh,Lin, Fu,Chiong, Edmund,Esuvaranathan, Kesavan,Fan, Hao,Szmulewitz, Russell Z.,Peer, Cody J.,Figg, William D.,Chai, Christina Li Lin,Miners, John O.,Chan, Eric Chun Yong. "Slow-, tight-binding inhibition of CYP17A1 by abiraterone redefines its kinetic selectivity and dosing regimen". supporting information. p. 438 - 451. Retrieved 2020/09/04.