2-METHOXYESTRONE

Base Information

• Chemical Name: 2-METHOXYESTRONE
• CAS No.: 362-08-3
• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.398
• European Community (EC) Number: 206-645-6
• UNII: SJ5857RRL3
• Nikkaji Number: J101.999F
• Wikipedia: 2-Methoxyestrone
• Wikidata: Q27105423
• NCI Thesaurus Code: C120472
• Pharos Ligand ID: 2411793UHVLZ
• Metabolomics Workbench ID: 35292
• ChEMBL ID: CHEMBL425194
• Mol file: 362-08-3.mol

Synonyms:Estrone,2-methoxy- (6CI); 2-Hydroxyestrone 2-methyl ether;2-Methoxy-17-oxoestra-1,3,5(10)-trien-3-ol; 2-Methoxy-3-hydroxyestra-1,3,5(10)-trien-17-one;2-Methoxyestrone; 3-Hydroxy-2-methoxyestra-1,3,5(10)-trien-17-one; GSS 33

Chemical Property of 2-METHOXYESTRONE

Chemical Property:

• Vapor Pressure: 3.27E-09mmHg at 25°C
• Melting Point: 187.0-189.5 °C
• Boiling Point: 463.5°Cat760mmHg
• PKA: 10.27±0.40(Predicted)
• Flash Point: 165.9°C
• PSA: 46.53000
• Density: 1.172g/cm³
• LogP: 3.82600
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 300.17254462
• Heavy Atom Count: 22
• Complexity: 462

Purity/Quality:

98%min ^*data from raw suppliers

2-Methoxy estrone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 40-50/53
• Safety Statements: 22-36-61-60

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Other Biomolecules
• Canonical SMILES: CC12CCC3C(C1CCC2=O)CCC4=CC(=C(C=C34)OC)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=CC(=C(C=C34)OC)O
• Uses: 2-Methoxyestrone is a endogenous estrogen metabolite. 2-Methoxyestrone detection can be used as a breast cancer biomarker and help assess the risk-factors for development of breast cancer.

Technology Process of 2-METHOXYESTRONE

There total 30 articles about 2-METHOXYESTRONE 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%

2-methoxy-3-acetoxyestra-1,3,5(10)-trien-17-one (83649-26-7) → 2-methoxyestrone (362-08-3,7683-30-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.steroids.2007.10.016

Reference yield: 89.0%

2-Methoxyestradiol (362-07-2) → 2-methoxyestrone (362-08-3,7683-30-9)

Guidance literature:

With aluminum isopropoxide; In cyclohexane; toluene; at 145 - 150 ℃; for 20h;

DOI:10.1021/jm049647a

Reference yield: 65.0%

3-hydroxy-2-iodo-estra-1,3,5(10)-trien-17-one (42979-88-4) + sodium methylate (124-41-4) → 2-methoxyestrone (362-08-3,7683-30-9)

Guidance literature:

With methanol; copper dichloride; In pyridine; for 0.5h; Heating;

DOI:10.1039/c39830000533

upstream raw materials:

3-(2-benzoyl-4-nitro-phenoxy)-2-methoxy-estra-1,3,5⁽¹⁰⁾-trien-17-one

diazomethane

2-hydroxyestrone

Estrone 2,3-dimethyl ether

Downstream raw materials:

3-(benzyloxy)-2-methoxyestra-1,3,5⁽¹⁰⁾-trien-17-one

Refernces

• 1、 Solum, Eirik Johansson,Cheng, Jing-Jy,S?rvik, Irene B.,Paulsen, Ragnhild E.,Vik, Anders,Hansen, Trond Vidar. "Synthesis and biological evaluations of new analogs of 2-methoxyestradiol: Inhibitors of tubulin and angiogenesis". . p. 391 - 398. Retrieved 2014.
• 2、 Suwandi, Lita S.,Agoston, Gregory E.,Shah, Jamshed H.,Hanson, Arthur D.,Zhan, Xiaoguo H.,LaVallee, Theresa M.,Treston, Anthony M.. "Synthesis and antitumor activities of 3-modified 2-methoxyestradiol analogs". . p. 6459 - 6462. Retrieved 2009.
• 3、 al-Kazaale, Nora,Tran, Phuong T.,Haidari, Farhad,Solum, Eirik Johansson,Liekens, Sandra,Vervaeke, Peter,Sylte, Ingebrigt,Cheng, Jing-Jy,Vik, Anders,Hansen, Trond Vidar. "Synthesis, molecular modeling and biological evaluation of potent analogs of 2-methoxyestradiol". . p. 47 - 55. Retrieved 2018/05/24.
• 4、 Yakabi, Keiko,Mathieux, Thibault,Milne, Kirstie,López-Vidal, Eva M.,Buchard, Antoine,Hammond, Ceri. "Continuous Production of Biorenewable, Polymer-Grade Lactone Monomers through Sn-Β-Catalyzed Baeyer–Villiger Oxidation with H2O2". . p. 3652 - 3659. Retrieved 2017/09/13.