Norclostebol

Base Information

• Chemical Name: Norclostebol
• CAS No.: 13583-21-6
• Molecular Formula: C18H25 Cl O2
• Molecular Weight: 308.848
• UNII: VI1001O2DI
• DSSTox Substance ID: DTXSID401016377
• Nikkaji Number: J8.127B
• Wikipedia: Norclostebol
• Wikidata: Q7050483
• NCI Thesaurus Code: C77307
• ChEMBL ID: CHEMBL2105170
• Mol file: 13583-21-6.mol

Synonyms:Norclostebol;Lentabol;Anabol-4-19;13583-21-6;Norclostebol [INN];Norclostebolum;UNII-VI1001O2DI;4-Chloro-17beta-hydroxyestr-4-en-3-one;VI1001O2DI;(8R,9S,10R,13S,14S,17S)-4-chloro-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one;19-Norclostebol;SCHEMBL929829;CHEMBL2105170;DTXSID401016377;Estr-4-en-3-one, 4-chloro-17.beta.-hydroxy-;4-CHLORO-17.BETA.-HYDROXYESTR-4-EN-3-ONE;Q7050483;Estr-4-en-3-one, 4-chloro-17-hydroxy-, (17.beta.)-

Chemical Property of Norclostebol

Chemical Property:

• Vapor Pressure: 5.54E-10mmHg at 25°C
• Boiling Point: 449.8°Cat760mmHg
• Flash Point: 225.9°C
• PSA: 37.30000
• Density: 1.22g/cm³
• LogP: 4.05560
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 308.1543077
• Heavy Atom Count: 21
• Complexity: 511

Purity/Quality:

99% ^*data from raw suppliers

19-NORCLOSTEBOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=C(C(=O)CCC34)Cl
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@H]34)Cl
• Uses: A 4-substituted Testosterone (T155000) analog. An anabolic steroid.

Technology Process of Norclostebol

There total 5 articles about Norclostebol 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:

19-nortestosterone (434-22-0) → norclostebol (13583-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Ac₂O, Py, (ii) SO₂Cl₂, Py, (iii) aq. HCl, MeOH, THF

2: Et₃N / tetrahydrofuran

With triethylamine; In tetrahydrofuran;

DOI:10.1021/jm00249a018

Reference yield:

17β-acetoxy-4-chloro-estr-4-en-3-one (1164-99-4) → norclostebol (13583-21-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm00249a018

Reference yield:

4β,5α-Dichlor-17β-hydroxy-oestr-3-on → norclostebol (13583-21-6)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1021/jm00249a018

upstream raw materials:

17β-acetoxy-4-chloro-estr-4-en-3-one

19-nortestosterone

Downstream raw materials:

4-Hydroxy-19-nortestosterone

4-Chlor-17β-(4-chlor-phenoxyacetoxy)-19-nor-androsten-(4)-on-(3)