Alclofenac

Base Information

• Chemical Name: Alclofenac
• CAS No.: 22131-79-9
• Molecular Formula: C11H11 Cl O3
• Molecular Weight: 226.66
• Hs Code.: 2918990090
• European Community (EC) Number: 244-795-4
• UNII: M9CP5H21N8
• DSSTox Substance ID: DTXSID4020038
• Nikkaji Number: J3.154B
• Wikipedia: Alclofenac
• Wikidata: Q965999
• NCI Thesaurus Code: C174701
• Pharos Ligand ID: 56UU677KJ2QT
• Metabolomics Workbench ID: 54351
• ChEMBL ID: CHEMBL94081
• Mol file: 22131-79-9.mol

Synonyms:4-allyloxy-3-chlorophenylacetic acid;alclofenac;Mervan;Prinalgin

Chemical Property of Alclofenac

Chemical Property:

• Vapor Pressure: 4.49E-06mmHg at 25°C
• Melting Point: 90-91°C
• Refractive Index: 1.4530 (estimate)
• Boiling Point: 368.3°Cat760mmHg
• PKA: pKa 10.3 (Uncertain)
• Flash Point: 176.6°C
• PSA: 46.53000
• Density: 1.252g/cm³
• LogP: 2.53190
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 13.1mg/L(25 oC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 226.0396719
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

98%Min ^*data from raw suppliers

Alclofenac ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=C(C=C(C=C1)CC(=O)O)Cl
• Uses: Analgesic; antipyretic; anti-inflammatory.
• Therapeutic Function: Antiinflammatory

Technology Process of Alclofenac

There total 5 articles about Alclofenac 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: 100.0%

ethyl 4-allyloxy-3-chlorophenylacetate (20788-45-8) → aclofenac (22131-79-9)

Guidance literature:

With potassium hydroxide; In methanol; water; at 60 ℃; for 3h;

Reference yield:

allyl 2-chlorophenyl ether (20788-42-5) → aclofenac (22131-79-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / ytterbium triflate / nitromethane / 5 h / 20 °C

2: Zn / acetic acid

3: OH^(1-)

With ytterbium trifluoromethanesulfonate; hydroxide; zinc; In nitromethane; acetic acid; 1: Friedel-Crafts reaction / 2: desulfurization / 3: saponification;

DOI:10.1016/S0040-4039(00)01626-9

Reference yield:

(4-allyloxy-3-chloro-phenyl)-ethylsulfanyl-acetic acid ethyl ester (324520-53-8) → aclofenac (22131-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn / acetic acid

2: OH^(1-)

With hydroxide; zinc; In acetic acid; 1: desulfurization / 2: saponification;

DOI:10.1016/S0040-4039(00)01626-9

upstream raw materials:

ethyl 4-allyloxy-3-chlorophenylacetate

allyl 2-chlorophenyl ether

(4-allyloxy-3-chloro-phenyl)-ethylsulfanyl-acetic acid ethyl ester

ethyl α-methylthio-4-allyloxy-3-chlorophenylacetate

Downstream raw materials:

2-(4-Allyloxy-3-chloro-phenyl)-N-phenyl-acetamide

2-(4-Allyloxy-3-chloro-phenyl)-N-o-tolyl-acetamide

4-allyloxy-3-chloro-benzaldehyde

4-(allyloxy)-3-chlorobenzoic acid

Refernces

• 1、 Tamura, Yasumitsu,Choi, Hong Dae,Shindo, Hirohisa,Ishibashi, Hiroyuki. "Synthesis of Ethyl Arylacetates by Means of Friedel-Crafts Reaction of Aromatic Compounds with Ethyl α-Chloro-α-(methylthio)acetate". . p. 915 - 921. Retrieved 2007/10/02.