Estradiol dipropionate

Base Information

• Chemical Name: Estradiol dipropionate
• CAS No.: 113-38-2
• Molecular Formula: C24H32O4
• Molecular Weight: 384.516
• European Community (EC) Number: 204-026-5
• UNII: NIG5418BXB
• DSSTox Substance ID: DTXSID8023000
• Nikkaji Number: J5.131D
• Wikipedia: Estradiol_dipropionate
• Wikidata: Q5401761
• NCI Thesaurus Code: C29770
• Metabolomics Workbench ID: 35298
• ChEMBL ID: CHEMBL1697791
• Mol file: 113-38-2.mol

Synonyms:estradiol dipropionate;estradiol dipropionate, (17alpha)-isomer

Chemical Property of Estradiol dipropionate

Chemical Property:

• Vapor Pressure: 3.58E-09mmHg at 25°C
• Melting Point: 104-106℃ (ethanol )
• Refractive Index: 1.577
• Boiling Point: 487.8°Cat760mmHg
• Flash Point: 238.5°C
• PSA: 52.60000
• Density: 1.14g/cm³
• LogP: 5.17990
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 384.23005950
• Heavy Atom Count: 28
• Complexity: 601

Purity/Quality:

99% ^*data from raw suppliers

β-Estradiol3,17-dipropionate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40-48
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)OC1CCC2C1(CCC3C2CCC4=C3C=CC(=C4)OC(=O)CC)C
• Isomeric SMILES: CCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)OC(=O)CC)C
• Uses: estrogen beta-Estradiol 3,17-dipropionate is used in the study of nutrient-sensitized screening for drugs that shift energy metabolism from mitochondrial respiration to glycolysis.

Technology Process of Estradiol dipropionate

There total 6 articles about Estradiol dipropionate 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: 96.0%

estradiol (50-28-2) + propionic acid anhydride (123-62-6) → estradiol dipropionate (113-38-2)

Guidance literature:

With pyridine; at 20 ℃;

Reference yield:

Estrone (53-16-7) → estradiol dipropionate (113-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 18.8percent aq. NaOH, 2.) NaBH₄ / 1.) MeOH

2: 80.03 percent / pyridine / 1 h / 105 - 110 °C

With pyridine; sodium hydroxide; sodium tetrahydroborate;

DOI:10.1007/BF00764184

Reference yield:

estradiol (50-28-2) + ethylmagnesium bromide (925-90-6) → estradiol dipropionate (113-38-2)

Guidance literature:

With diethyl ether; anschliessendes Kochen mit Propionsaeure-anhydrid;

upstream raw materials:

pyridine

estradiol

propionic acid anhydride

ethylmagnesium bromide

Downstream raw materials:

propionic acid 3-benzyloxy-2-propyl-estra-1,3,5⁽¹⁰⁾-triene-17-yl ester

3-benzyloxy-2-propyl-estra-1,3,5(10)-triene-17β-ol

3-benzyloxy-17β-hydroxy-1,3,5(10)-estratriene-6-one

6-ketoestradiol

Refernces

• 1、 Shuvalova, S. D.,Men'shova, N. I.,Grinenko, G. S.. "SYNTHESIS OF ESTRADIOL ESTERS FROM ESTRONE". . p. 663 - 664. Retrieved 1983.
• 2、 -. "17β-HSD1 AND STS INHIBITORS". Page/Page column 88-89. . Retrieved 2010/11/25.