Lynestrenol

Base Information

• Chemical Name: Lynestrenol
• CAS No.: 52-76-6
• Molecular Formula: C20H28O
• Molecular Weight: 284.442
• Hs Code.: 2937230000
• European Community (EC) Number: 200-151-4
• NSC Number: 73879,37725
• UNII: N2Z8ALG4U5
• DSSTox Substance ID: DTXSID4021478
• Nikkaji Number: J4.134C
• Wikipedia: Lynestrenol
• Wikidata: Q2071071
• NCI Thesaurus Code: C90969
• Metabolomics Workbench ID: 35413
• ChEMBL ID: CHEMBL2107431
• Mol file: 52-76-6.mol

Synonyms:19-Norpregn-4-en-20-yn-17-ol, (17alpha)-;Ethinylestrenol;Exluton;Linesterol;Linestrenol;Lynestrenol;Lynestrenol, (9 beta, 10 alpha,17 alpha)-Isomer;Lynoestrenol

Chemical Property of Lynestrenol

Chemical Property:

• Vapor Pressure: 4.77E-08mmHg at 25°C
• Melting Point: 158 °C
• Refractive Index: 1.567
• Boiling Point: 399.6 °C at 760 mmHg
• PKA: 13.12±0.40(Predicted)
• Flash Point: 176.9 °C
• PSA: 20.23000
• Density: 1.08 g/cm³
• LogP: 4.31350
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, soluble in acetone and in ethanol (96 per cent).
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 284.214015512
• Heavy Atom Count: 21
• Complexity: 523

Purity/Quality:

99% ^*data from raw suppliers

Lynestrenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2(C#C)O)CCC4=CCCCC34
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CCCC[C@H]34
• Recent ClinicalTrials: Effects of Sex Steroids on the Serotonin System
• Recent EU Clinical Trials: Effects of sex steroid hormones on serotonin synthesis and degradation measured with PET
• Uses: Progestogen;Antioestrogen Lynestrenol is an orally available progestogen hormone used in contraception to avoid hereditary angiodema as well as in treatment of ischemic stroke.

Technology Process of Lynestrenol

There total 5 articles about Lynestrenol 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:

norethisterone (68-22-4) + pyrographite (7440-44-0) → lynestrenol (52-76-6)

Guidance literature:

In acetone;

Reference yield:

4-Estren-17-one (3646-28-4) → lynestrenol (52-76-6)

Guidance literature:

With isopropyl alcohol;

Reference yield:

(+)-17β-hydroxyester-4-ene (3646-30-8) → lynestrenol (52-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone; CrO₃; aqueous H₂SO₄

2: isopropyl alcohol

With chromium(VI) oxide; sulfuric acid; isopropyl alcohol; acetone;

upstream raw materials:

4-Estren-17-one

(+)-17β-hydroxyester-4-ene

norethisterone

pyrographite

Downstream raw materials:

19-nor-17α-pregn-4-en-20-yn-3β,6β,17β-triol

19-nor-17α-pregn-4-en-20-yn-3-one-6β,17β-diol

19-nor-17α-pregn-4-en-20-yn-3-one-10β,17β-diol

Refernces