CLIDANAC

Base Information

• Chemical Name: CLIDANAC
• CAS No.: 28968-07-2
• Molecular Formula: C₁₆H₁₉ClO₂
• Molecular Weight: 278.779
• Mol file: 28968-07-2.mol

Synonyms:Clidanac

Chemical Property of CLIDANAC

Chemical Property:

• Melting Point: 150.5-152.5°
• Refractive Index: 1.5330 (estimate)
• Boiling Point: 389.8°C (rough estimate)
• PSA: 37.30000
• Density: 1.0855 (rough estimate)
• LogP: 4.50210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Clidanac can be used as a replacement for retinol for skin treatment, to treat anal fissures, and as a preparation of ester prodrugs of NSAIDs.

Technology Process of CLIDANAC

There total 23 articles about CLIDANAC 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: 58.0%

5-Cyclohexyl-1-indancarboxylic acid (31962-05-7,28968-05-0) → clidanac (34148-01-1,28968-07-2)

Guidance literature:

With N-chloro-succinimide;

Reference yield:

(+/-)-5-Cyclohexyl-3-oxo-1-indancarbonsaeure (28968-04-9) → clidanac (34148-01-1,28968-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn-Hg, aq. HCl / acetic acid

2: Cl₂, FeCl₃ / acetonitrile

With hydrogenchloride; chlorine; iron(III) chloride; mercury; zinc; In acetic acid; acetonitrile;

DOI:10.1021/jm00279a014

Reference yield:

(4-cyclohexyl-phenyl)-succinic acid anhydride (36414-05-8) → (S)-(+)-clidanac (28968-09-4,28968-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃ / CH₂Cl₂

2: H₂, aq. HClO₄ / Pd-C / acetic acid

3: N-chloro-succinimide / dimethylformamide

With N-chloro-succinimide; aluminium trichloride; perchloric acid; hydrogen; palladium on activated charcoal; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00282a024

upstream raw materials:

5-Cyclohexyl-1-indancarboxylic acid

3-Oxo-5-cyclohexyl-6-chlorindan-1-carbonsaeure

5-Cyclohexyl-1-indanone

5-Cyclohexyl-1-indancarbonitrile

Downstream raw materials:

6-Chlor-5-cyclohexylindan-1-carbonsaeureamid

Acetic acid 2-(6-chloro-5-cyclohexyl-indan-1-yl)-2-oxo-ethyl ester

6-Chloro-5-cyclohexyl-1-indancarbonitrile

1-Methyl-5-cyclohexyl-6-chlorindan-1-carbonsaeure

Refernces

• 1、 -. "Derivatives of antiphlogistically effective carboxylic acids, their preparation and medicinal use". . . Retrieved 2008/06/13.
• 2、 Noguchi,Kishimoto,Minamida,Obayashi. "Potential antiinflammatory agents. II. Synthesis and structure activity relationships of 6 chloro 5 cyclohexylindan 1 carboxylic acid (TAI 284) and related 5 substituted indan 1 carboxylic acids". . p. 529 - 536. Retrieved 2007/10/11.