Oxendolone

Base Information

• Chemical Name: Oxendolone
• CAS No.: 33765-68-3
• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.457
• UNII: MN4I850D4P
• DSSTox Substance ID: DTXSID8048814
• Nikkaji Number: J3.493B
• Wikipedia: Oxendolone
• Wikidata: Q15633970
• NCI Thesaurus Code: C174717
• Metabolomics Workbench ID: 144769
• ChEMBL ID: CHEMBL513856
• Mol file: 33765-68-3.mol

Synonyms:16 beta-ethyl-17 beta-hydroxyestr-4-en-3-one;16 beta-ethyl-19-nortestosterone;16 ethyl-17-hydroxy-4-estren-3-one;EHOO;oxendolone;TSAA 291;TSAA-291;TSAA291

Chemical Property of Oxendolone

Chemical Property:

• Vapor Pressure: 4.66E-10mmHg at 25°C
• Melting Point: 152-153℃
• Refractive Index: 1.4980 (estimate)
• Boiling Point: 451.7°Cat760mmHg
• Flash Point: 192.4°C
• PSA: 37.30000
• Density: 1.1g/cm³
• LogP: 4.12520
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 508

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxendolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CC2C3CCC4=CC(=O)CCC4C3CCC2(C1O)C
• Isomeric SMILES: CC[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@@]2([C@H]1O)C
• Description: Oxendolone can be used as an anti-androgen drug and has an anti-androgen effect. Competitive antagonism occurs directly with male hormones in the prostate, inhibiting the weight of the prostate and seminal vesicles. The specificity of its anti-androgen effect is high, and it directly competes with androgens in the prostate and hardly shows other hormonal effects.
• Uses: Oxendolone is used as an anti-androgen (benign prostatic hypertrophy).
• Therapeutic Function: Antiandrogen

Technology Process of Oxendolone

There total 6 articles about Oxendolone 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:

3-methoxy-16β-ethyl-1,3,5(10)-estratrien-17β-ol (33765-85-4) + tert-butyl alcohol (75-65-0) → Oxendolone (33765-68-3)

Guidance literature:

With hydrogenchloride; ammonia; lithium; In tetrahydrofuran; methanol; water; ethyl acetate;

Reference yield:

3-methoxy-16β-ethyl-1,3,5(10)-estratrien-17β-ol (33765-85-4) → Oxendolone (33765-68-3)

Guidance literature:

Multistep reaction; (i) Li, liq. NH₃, EtOH, THF, (ii) aq. HCl, MeOH;

DOI:10.1248/cpb.25.1295

Reference yield:

3-methoxy-16β-ethyl-1,3,5(10)-estratrien-17-one (33765-70-7) → Oxendolone (33765-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol

2: (i) Li, liq. NH₃, EtOH, THF, (ii) aq. HCl, MeOH

With sodium tetrahydroborate; In methanol;

DOI:10.1248/cpb.25.1295

upstream raw materials:

3-methoxy-16β-ethyl-1,3,5(10)-estratrien-17β-ol

3-methoxy-16β-ethyl-1,3,5(10)-estratrien-17-one

tert-butyl alcohol

Refernces

• 1、 -. "By reducing the black [...] retinoblastoma treatment". . . Retrieved 2007/10/13.
• 2、 Goto,Yoshioka,Hiraga,Masuoka,Nakayama,Miki. "Synthesis and antiandrogenic activity of 16 β-substituted-17 β-hydroxysteroids". . p. 1718 - 1728. Retrieved 2007/10/17.