Estradiol acetate

Base Information

• Chemical Name: Estradiol acetate
• CAS No.: 4245-41-4
• Deprecated CAS: 25975-62-6
• Molecular Formula: C20H26O3
• Molecular Weight: 314.425
• European Community (EC) Number: 639-449-8
• UNII: 5R97F5H93P
• DSSTox Substance ID: DTXSID7045867
• Nikkaji Number: J494.628F
• Wikipedia: Estradiol_acetate
• Wikidata: Q27262772
• NCI Thesaurus Code: C47990
• RXCUI: 405416
• Pharos Ligand ID: 829XA4NUJX6R
• Metabolomics Workbench ID: 154690
• ChEMBL ID: CHEMBL1200430
• Mol file: 4245-41-4.mol

Synonyms:Estradiol acetate;Femring;Femtrace;Estradiol 3-acetate;Estradiol-3-acetate;4245-41-4;Menoring;Estradiol acetate [USAN];3-O-Acetylestradiol;Estradiol, 3-acetate;17beta-Estradiol 3-acetate;UNII-5R97F5H93P;E 3A;E3A;DTXSID7045867;5R97F5H93P;beta-Estradiol 3-acetate;Estradiol acetate (USAN);3-Acetoxyestra-1,3,5(10)-trien-17beta-ol;[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] acetate;17beta-Hydroxy-3-acetoxyestra-1,3,5(10)-triene;17beta-Hydroxyestra-1,3,5(10)-trien-3-yl acetate;Estra-1,3,5(10)-triene-3,17beta-diyl 3-acetate;DTXCID5025867;Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 3-acetate;CAS-4245-41-4;estradiol-acetate;-Estradiol 3-acetate;17-beta-Estradiol-acetate;D0T7ZQ;Estra-1,3,5(10)-triene-3,17-diol, (17beta)-, 3-acetate;SCHEMBL148561;CHEMBL1200430;ESTRADIOL ACETATE [VANDF];CHEBI:135981;ESTRADIOL 3-ACETATE [MI];ESTRADIOL ACETATE [MART.];ESTRADIOL ACETATE [WHO-DD];Tox21_111359;Tox21_113661;DB13952;ESTRADIOL ACETATE [ORANGE BOOK];NCGC00249885-01;D04061;3-Acetoxy-oestra-1,3,5(10)-trien-17beta-ol;EN300-24433021;3-(Acetyloxy)estra-1,3,5(10)-trien-17.beta.-ol;Q27262772;Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 3-acetate;Estra-1,3,5(10)-triene-3,17-diol, (17 beta)-, 3-acetate;ESTRA-1,3,5(10)-TRIENE-3,17-DIOL, (17.BETA.)-, 3-ACETATE;(1S,3aS,3bR,9bS,11aS)-1-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl acetate

Chemical Property of Estradiol acetate

Chemical Property:

• Vapor Pressure: 4.32E-09mmHg at 25°C
• Boiling Point: 455.5°C at 760 mmHg
• Flash Point: 184.4°C
• Density: 1.156g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 314.18819469
• Heavy Atom Count: 23
• Complexity: 476

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC2=C(C=C1)C3CCC4(C(C3CC2)CCC4O)C
• Isomeric SMILES: CC(=O)OC1=CC2=C(C=C1)[C@H]3CC[C@]4([C@H]([C@@H]3CC2)CC[C@@H]4O)C
• Recent ClinicalTrials: Hormone Replacement Therapy for Use in Postmenopausal Women for Relief of Hot Flushes and Urogenital Symptoms.

Technology Process of Estradiol acetate

There total 1 articles about Estradiol 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: 3.4%

estradiol (50-28-2) + acetic anhydride (108-24-7) → estradiol 3-acetate (4245-41-4) + estradiol-3,17-diacetate (1474-52-8,3434-88-6,21610-94-6,99946-40-4)

Guidance literature:

With pyridine; at 0 ℃; for 1h;

DOI:10.1248/cpb.29.3202

Reference yield: 100.0%

estradiol 3-acetate (4245-41-4) + benzoyl chloride (98-88-4) → 3-acetoxy-17β-benzoyloxy-estra-1,3,5(10)-triene (63077-03-2)

Guidance literature:

In pyridine; methanol;

Reference yield: 85.0%

estradiol 3-acetate (4245-41-4) → estrone acetate (901-93-9)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; for 0.5h;

DOI:10.1016/0039-128X(93)90019-J

upstream raw materials:

estradiol

acetic anhydride

Downstream raw materials:

17β-toluenesulfonyloxy-estra-1,3,5(10)-trien-3-ol

3-Acetoxy-17β-sulfooxyestra-1,3,5(10)-triene triethylammonium salt

estrone acetate

Acetic acid (8R,9S,13S,14S,17S)-17-(cyclohex-1-enyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester

Refernces