Gestrinone

Base Information

• Chemical Name: Gestrinone
• CAS No.: 16320-04-0
• Deprecated CAS: 40542-65-2
• Molecular Formula: C21H24O2
• Molecular Weight: 308.42
• European Community (EC) Number: 685-143-2
• UNII: 1421533RCM
• DSSTox Substance ID: DTXSID4023094
• Nikkaji Number: J16.136E
• Wikipedia: Gestrinone
• Wikidata: Q3761406
• NCI Thesaurus Code: C87241
• Pharos Ligand ID: DHWGP4PNVXSF
• Metabolomics Workbench ID: 38195
• ChEMBL ID: CHEMBL1868702
• Mol file: 16320-04-0.mol

Synonyms:18,19-Dinorpregna-4,9,11-trien-20-yn-3-one, 13-ethyl-17-hydroxy-, (17alpha)-;Dimetriose;Gestrinone;Nemestran;R 2323;R-2323;R2323

Chemical Property of Gestrinone

Chemical Property:

• Appearance/Colour: Light yellow solid
• Melting Point: 150-152 °C
• Refractive Index: 1.607
• Boiling Point: 507.638 °C at 760mmHg
• PKA: 12.76±0.40(Predicted)
• Flash Point: 214.913 °C
• PSA: 37.30000
• Density: 1.189 g/cm³
• LogP: 3.72280
• Storage Temp.: -20°C Freezer
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 308.177630004
• Heavy Atom Count: 23
• Complexity: 713

Purity/Quality:

98% ^*data from raw suppliers

Gestrinone >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC12C=CC3=C4CCC(=O)C=C4CCC3C1CCC2(C#C)O
• Isomeric SMILES: CC[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(C#C)O
• Recent ClinicalTrials: Subdermal Implant-bioabsorbable Gestrinone Pellet for Endometriosis Pelvic Pain Treatment
• Description: Gestrinone is a synthetic steroid with antiprogesterone and antiestrogenic activities. It is reported to be useful in the treatment of endometriosis and uterine leiom yomas.
• Uses: Steroidal antiestrogen, antiprogestogen, analog of Norgestrienone. Antigonadotropin. Controlled substance.

Technology Process of Gestrinone

There total 4 articles about Gestrinone 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:

→ gestrinone (16320-04-0,40542-65-2)

Guidance literature:

Reference yield:

→ (R)-13-Ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,13,14,15,16,17-decahydro-cyclopenta[a]phenanthren-3-one (16320-04-0,61342-20-9,83648-01-5,40542-65-2)

Guidance literature:

3,5-Dioxo-13β-ethyl-17α-ethinyl-17β-hydroxy-4,5-seco-gona-9,11-dien, KOH;

Reference yield:

→ 18-Methyl-17β-hydroxy-19-nor-4,9,11-pregnatrien-20-yn-3-on (16320-04-0,61342-20-9,83648-01-5,40542-65-2)

Guidance literature:

3-Oximidoverb.;

Downstream raw materials:

tetrahydrogestrinone-d4

Tetrahydrogestrinone

Refernces