Clinofibrate

Base Information

• Chemical Name: Clinofibrate
• CAS No.: 30299-08-2
• Molecular Formula: C28H36O6
• Molecular Weight: 468.59
• UNII: 0374EZJ8CU
• DSSTox Substance ID: DTXSID6046638
• Nikkaji Number: J3.174G
• Wikipedia: Clinofibrate
• Wikidata: Q4116993
• NCI Thesaurus Code: C78052
• Metabolomics Workbench ID: 152079
• ChEMBL ID: CHEMBL1897738
• Mol file: 30299-08-2.mol

Synonyms:1,1-bis(4'-(1''-carboxy-1''-methylpropoxy)phenyl)cyclohexane;clinofibrate;clinofibrate, (R*,R*)-(+)-isomer;clinofibrate, (R*,R*)-(+-)-isomer;clinofibrate, (R*,R*)-(-)-isomer;clinofibrate, (R*,S*)-isomer;S 8527

Chemical Property of Clinofibrate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 6.38E-16mmHg at 25°C
• Melting Point: 143-145°C
• Refractive Index: 1.558
• Boiling Point: 619.2 °C at 760 mmHg
• PKA: 3.00±0.10(Predicted)
• Flash Point: 200.3 °C
• PSA: 93.06000
• Density: 1.163 g/cm³
• LogP: 6.20100
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Sligthly)
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 468.25118886
• Heavy Atom Count: 34
• Complexity: 633

Purity/Quality:

99% ^*data from raw suppliers

Clinofibrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)(C(=O)O)OC1=CC=C(C=C1)C2(CCCCC2)C3=CC=C(C=C3)OC(C)(CC)C(=O)O
• Uses: Clinofibrate is an antilipemic, used as an anti-atherosclerosis agent.

Technology Process of Clinofibrate

There total 5 articles about Clinofibrate 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:

2-(4-{1-[4-(1-Ethoxycarbonyl-1-methyl-propoxy)-phenyl]-cyclohexyl}-phenoxy)-2-methyl-butyric acid ethyl ester (30299-28-6) → clinofibrate (30299-08-2,71603-12-8,71603-11-7,76149-23-0,71603-13-9)

Guidance literature:

With sodium hydroxide; In methanol; water; for 0.5h; Reflux;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → clinofibrate (30299-08-2,71603-12-8,71603-11-7,76149-23-0,71603-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; acetic acid / water / Heating; Large scale

2: potassium carbonate / neat (no solvent) / 6 h / Reflux; Large scale

3: sodium hydroxide / water; methanol / 0.5 h / Reflux

With hydrogenchloride; potassium carbonate; acetic acid; sodium hydroxide; In methanol; water;

Reference yield:

phenol (108-95-2,27073-41-2) → clinofibrate (30299-08-2,71603-12-8,71603-11-7,76149-23-0,71603-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; acetic acid / water / Heating; Large scale

2: potassium carbonate / neat (no solvent) / 6 h / Reflux; Large scale

3: sodium hydroxide / water; methanol / 0.5 h / Reflux

With hydrogenchloride; potassium carbonate; acetic acid; sodium hydroxide; In methanol; water;

upstream raw materials:

2-(4-{1-[4-(1-Ethoxycarbonyl-1-methyl-propoxy)-phenyl]-cyclohexyl}-phenoxy)-2-methyl-butyric acid ethyl ester

cyclohexanone

phenol

2-Methylbutanoic acid

Downstream raw materials:

C₄₄H₅₀N₂O₈

C₃₆H₄₃NO₇

Refernces

• 1、 Yoshitake,Makari,Kawahara,Doi. "Labelling of a new hypolipaemic agent with carbon 14, preparation of 1,1 bis[4 (1 carboxy 1 methylpropoxy)phenyl]cyclohexane 2 14C". . p. 247 - 257. Retrieved 2007/10/05.