Tetradecahydrophenanthrene

Base Information

• Chemical Name: Tetradecahydrophenanthrene
• CAS No.: 5743-97-5
• Molecular Formula: C14H24
• Molecular Weight: 192.345
• European Community (EC) Number: 227-267-8
• NSC Number: 91521
• DSSTox Substance ID: DTXSID10880678
• Nikkaji Number: J8.059D
• Mol file: 5743-97-5.mol

Synonyms:Tetradecahydrophenanthrene;PERHYDROPHENANTHRENE;Phenanthrene, tetradecahydro-;5743-97-5;29966-04-9;1,2,3,4,4a,4b,5,6,7,8,8a,9,10,10a-tetradecahydrophenanthrene;EINECS 227-267-8;NSC 91521;2108-89-6;cis,syn,cis-Perhydrophenanthrene;DTXSID10880678;NSC91521;trans,anti,trans-Perhydrophenanthrene;tricyclo[8.4.0.02,7]tetradecane;NSC-91521;AKOS006275186;Perhydrophenanthrene, (4a.alpha., 4b.alpha., 8a.alpha., 10a.beta.)-;Perhydrophenanthrene, (4a.alpha., 4b.alpha., 8a.beta., 10a.beta)-;Perhydrophenanthrene, (4a.alpha., 4b.beta., 8a.alpha., 10a.alpha)-;Perhydrophenanthrene, (4a.alpha., 4b.beta., 8a.alpha., 10a.beta.)-;Perhydrophenanthrene, (4a.alpha., 4b.beta., 8a.beta., 10a.alpha.)-

Chemical Property of Tetradecahydrophenanthrene

Chemical Property:

• Vapor Pressure: 0.00945mmHg at 25°C
• Melting Point: -3°C
• Refractive Index: 1.5011
• Boiling Point: 273.7°Cat760mmHg
• Flash Point: 105.1°C
• PSA: 0.00000
• Density: 0.914g/cm³
• LogP: 4.39300
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 192.187800766
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)CCC3C2CCCC3

Technology Process of Tetradecahydrophenanthrene

There total 32 articles about Tetradecahydrophenanthrene 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: 89.0%

9,10-phenanthrenequinone (84-11-7) → dihydrophenanthrene (5743-97-5)

Guidance literature:

With rhodium(III) chloride; hydrogen; In 2,2,2-trifluoroethanol; at 100 ℃; for 10h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1039/d1cy01504d

Reference yield:

phenanthrene (85-01-8) → dihydrophenanthrene (5743-97-5)

Guidance literature:

With kieselguhr; nickel; at 225 ℃;

Reference yield:

3,5,4'-trimethoxystilbene (22255-22-7,94608-23-8,63844-75-7) → dihydrophenanthrene (5743-97-5) + 1,2-dicyclohexylethane (3321-50-4)

Guidance literature:

With hydrogen; platinum(II) chloride; In ethanol; at 60 ℃; for 6h; under 750.075 - 1500.15 Torr;

upstream raw materials:

phenanthrene

1,2,3,4,5,6,7,8-Octahydrophenanthrene

(4aR,8aS,9aR,10aS)-tetradecahydroanthracene

sulfuric acid

Downstream raw materials:

phenanthrene

Refernces

Octahydrophenanthrene-2,7-diol Analogues as dissociated glucocorticoid receptor agonists: Discovery and lead exploration

10.1021/jm801512v

The study focuses on the discovery and exploration of octahydrophenanthrene-2,7-diol analogues as dissociated glucocorticoid receptor (GR) agonists. These compounds are designed to selectively activate the GR, retaining potent anti-inflammatory activity through transrepression while reducing side effects associated with transactivation. The research involves the synthesis and evaluation of various chemical analogues, with the aim of improving chemical stability, reducing the likelihood of toxic metabolites, and enhancing the drugs' therapeutic index. Key chemicals used in the study include octahydrophenanthrene-2,7-diol analogues, their derivatives, and organometallic reagents for chemical modifications. These chemicals serve to modulate the GR pathway, potentially leading to the development of new anti-inflammatory drugs with reduced side effects.