19-Nor-5-androstenediol

Base Information

• Chemical Name: 19-Nor-5-androstenediol
• CAS No.: 25975-59-1
• Molecular Formula: C18H28O2
• Molecular Weight: 276.419
• Hs Code.: 29061990
• UNII: 5N0V272KSA
• DSSTox Substance ID: DTXSID70703096
• Nikkaji Number: J1.680.819I
• Wikipedia: 19-Nor-5-androstenediol
• Wikidata: Q27262582
• Pharos Ligand ID: M3TU2KYU36Q6
• Metabolomics Workbench ID: 35308
• ChEMBL ID: CHEMBL259126
• Mol file: 25975-59-1.mol

Synonyms:19-Nor-5-androstenediol;5N0V272KSA;estr-5-ene-3beta,17beta-diol;25975-59-1;UNII-5N0V272KSA;19-nor-5-androstene-3beta,17beta-diol;CHEMBL259126;(3S,8R,9S,10R,13S,14S,17S)-13-methyl-1,2,3,4,7,8,9,10,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,17-diol;5-NORENDIOL;D5-Estrene-3b,17b-diol;Estr-5-ene-3b,17b-diol;SCHEMBL868665;19-NOR;estr-5-en-3beta,17beta-diol;DTXSID70703096;VVUQRXPUVKXAIO-XFUVECHXSA-N;19-Nor-5-androstene-3b,17b-diol;BDBM50423550;LMST02010050;DB01455;(3b,17b)-Estr-5-ene-3,17-diol;PD060331;ESTR-5-ENE-3.BETA.,17.BETA.-DIOL;J1.680.819I;3.BET.A,17.BETA.-DIHYDROXYESTR-5-ENE;3.ALPHA.,17.BETA.-DIHYDROXYESTR-5-ENE;19-NOR-5-ANDROSTENE-3.BETA.,17.BETA.-DIOL;19-NOR-5-ANDROSTENE-3.BETA.O,17.BETA.-DIOL;Q27262582

Chemical Property of 19-Nor-5-androstenediol

Chemical Property:

• Vapor Pressure: 3.64E-09mmHg at 25°C
• Melting Point: 152-157 °C(Solv: ethanol, 95% (64-17-5))
• Refractive Index: 1.573
• Boiling Point: 429.2 °C at 760 mmHg
• PKA: 15.00±0.60(Predicted)
• Flash Point: 198.3 °C
• PSA: 34.14000
• Density: 1.14 g/cm³
• LogP: 4.08740
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 276.208930132
• Heavy Atom Count: 20
• Complexity: 429

Purity/Quality:

99% ^*data from raw suppliers

19-NOR-5-ANDROSTENEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C4CCC(CC4=CCC3C1CCC2O)O
• Isomeric SMILES: C[C@]12CC[C@@H]3[C@H]4CC[C@@H](CC4=CC[C@H]3[C@@H]1CC[C@@H]2O)O
• Uses: 9-Nor-5-androstene-3β,17β-diol is a synthetic anabolic steroid that interacts with androgen receptors. 9-Nor-5-androstene-3β,17β-diol has been studied as a new C19-steroidal androgen receptor modulato rs for potential treatment of prostate cancer.

Technology Process of 19-Nor-5-androstenediol

There total 9 articles about 19-Nor-5-androstenediol 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: 61.2%

3-acetoxy-19-nor-androsta-3,5-dien-17-one (70286-48-5) → 3β,17β-dihydroxy-19-norandrost-5-ene (25975-59-1)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; In ethanol; 1.) 5 deg C, 2.5 h, 2.) heating to boiling;

DOI:10.1016/S0040-4020(01)88672-5

Reference yield: 53.0%

3β,17β-diacetoxy-19-norandrost-5-ene (31321-37-6) → 3β,17β-dihydroxy-19-norandrost-5-ene (25975-59-1) + 17β-acetoxy-19-nor-androst-5-en-3β-ol

Guidance literature:

3β,17β-diacetoxy-19-norandrost-5-ene; With potassium carbonate; In methanol; water; at 20 ℃; for 4h;

With ammonium chloride; In methanol; water;

Reference yield:

17β-hydroxyestr-5-en-3-one (42028-18-2) → 3β,17β-dihydroxy-19-norandrost-5-ene (25975-59-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2.5h;

DOI:10.1016/j.tet.2006.02.063

upstream raw materials:

3,17β-diacetoxyoestra-3,5-diene

3-acetoxy-19-nor-androsta-3,5-dien-17-one

19-nortestosterone

tetrahydrofuran

Downstream raw materials:

estradiol

6-ketoestradiol