22131-79-9 Usage
Uses
Used in Pharmaceutical Industry:
ALCLOFENAC is used as an analgesic for the relief of pain, as an antipyretic to reduce fever, and as an anti-inflammatory to alleviate inflammation and swelling. Its NSAID properties make it a potential candidate for treating various conditions characterized by pain, fever, and inflammation.
Originator
Allopydin ,Chugai ,Japan ,1976
Manufacturing Process
103.7 grams of 3-chloro-4-allyloxyphenylacetonitrile in 500 cc of ethanol, 100
grams of potassium hydroxide and 100 cc of water are refluxed for 4 hours.
Maximum of alcohol is evaporated, the residue is diluted with water and ice,
and acidified with 20% HCl. The solid is filtered and washed with petroleum
ether. 91.5 grams of acid are obtained (Yield: 81%) which is recrystallized
from aqueous methanol; MP 92-93°C.
Therapeutic Function
Antiinflammatory
World Health Organization (WHO)
Alclofenac, a phenylacetic acid derivative with analgesic,
antipyretic and antiinflammatory activity, was introduced in 1972 for the treatment
of rheumatic disorders. In the late 1970s its use was associated with a high
incidence of adverse effects, mainly skin rashes, and a urinary metabolite was reported to have mutagenic activity (positive Ames test). This resulted in the
withdrawal of the drug, in some cases voluntarily, from several countries. In others
registration has been refused. The reported mutagenic potential has been
questioned by some investigators and the drug remains on the market in at least
three countries with highly evolved regulatory authorities.
Check Digit Verification of cas no
The CAS Registry Mumber 22131-79-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,3 and 1 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 22131-79:
(7*2)+(6*2)+(5*1)+(4*3)+(3*1)+(2*7)+(1*9)=69
69 % 10 = 9
So 22131-79-9 is a valid CAS Registry Number.
InChI:InChI=1/C11H11ClO3/c1-2-5-15-10-4-3-8(6-9(10)12)7-11(13)14/h2-4,6H,1,5,7H2,(H,13,14)
22131-79-9Relevant academic research and scientific papers
Synthesis of ethyl arylacetates by means of Friedel-Crafts reactions of aromatic compounds with ethyl α-chloro-α-(ethylthio)acetate catalysed by ytterbium triflate
Sinha,Mandal,Chandrasekaran
, p. 9109 - 9112 (2007/10/03)
An efficient Friedel-Crafts alkylation of aromatic compounds with ethyl α-chloro-α-(ethylthio)acetate catalysed by ytterbium triflate, followed by desulfurisation of the product provides a convenient methodology for the synthesis of ethyl arylacetates of aromatic and heteroaromatic compounds. (C) 2000 Elsevier Science Ltd.
Synthesis of Ethyl Arylacetates by Means of Friedel-Crafts Reaction of Aromatic Compounds with Ethyl α-Chloro-α-(methylthio)acetate
Tamura, Yasumitsu,Choi, Hong Dae,Shindo, Hirohisa,Ishibashi, Hiroyuki
, p. 915 - 921 (2007/10/02)
Friedel-Crafts reaction of aromatic compounds with ethyl α-chloro-α-(methylthio)acetate (1) gave ethyl α-(methylthio)arylacetates (2), which were readily converted into ethyl arylacetates (3) by reductive desulfurization with Raney nickel or zinc dust-acetic acid.The reactions were applied to the syntheses of ibufenac (5) and alclofenac (6), which are anti-inflammatory agents.
