Amafolone

Base Information

• Chemical Name: Amafolone
• CAS No.: 50588-47-1
• Molecular Formula: C₁₉H₃₁NO₂
• Molecular Weight: 305.461
• UNII: N8Y78OKP8D
• DSSTox Substance ID: DTXSID90198607
• Nikkaji Number: J10.487F
• Wikidata: Q27284718
• NCI Thesaurus Code: C74124
• Metabolomics Workbench ID: 155824
• ChEMBL ID: CHEMBL2106671
• Mol file: 50588-47-1.mol

Synonyms:3 alpha-amino-5 alpha-androstan-2 beta-ol-17-one.HCl;amafalone;amafolone;amafolone hydrochloride;Org 6001;Org-6001

Chemical Property of Amafolone

Chemical Property:

• Refractive Index: 1.545
• Boiling Point: 440.9 °C at 760 mmHg
• Flash Point: 220.5 °C
• PSA: 63.32000
• Density: 1.109 g/cm³
• LogP: 3.59660
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 305.235479232
• Heavy Atom Count: 22
• Complexity: 492

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)CCC4C3(CC(C(C4)N)O)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC[C@@H]4[C@@]3(C[C@@H]([C@H](C4)N)O)C
• Therapeutic Function: Antiarrhythmic

Technology Process of Amafolone

There total 8 articles about Amafolone 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: 66.07%

3α-Azido-5α-androstan-2β-ol-17-one (27489-84-5) → 3α-Amino-5α-androstan-2β-ol-17-one (50588-47-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1007/BF00758562

Reference yield: 43.91%

2β,3-Oxido-5α-androstan-17-one (965-67-3,7676-05-3,13094-19-4) → 3α-Amino-5α-androstan-2β-ol-17-one (50588-47-1)

Guidance literature:

With ammonia; In methanol; at 150 ℃; for 5h;

DOI:10.1007/BF00758562

Reference yield:

5α-androst-2-en-17-one (14639-79-3,24174-20-7,82467-84-3,963-75-7) → 3α-Amino-5α-androstan-2β-ol-17-one (50588-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 64.05 percent / 12percent aq. perchloric acid, 1,3-dibromo-5,5-dimethylhydantoin / diethyl ether / 3 h / 20 °C

2: 86.44 percent / potassium hydroxide / methanol / 3 h / 20 °C

3: 43.91 percent / NH₃ / methanol / 5 h / 150 °C

With potassium hydroxide; perchloric acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; ammonia; In methanol; diethyl ether;

DOI:10.1007/BF00758562

upstream raw materials:

2β,3-Oxido-5α-androstan-17-one

3α-Azido-5α-androstan-2β-ol-17-one

5α-androst-2-en-17-one

3α-Bromo-5α-androstan-2β-ol-one

Refernces