ChemicalBook--->CAS DataBase List--->22131-79-9

22131-79-9

22131-79-9 Structure

22131-79-9 Structure
IdentificationBack Directory
[Name]

ALCLOFENAC
[CAS]

22131-79-9
[Synonyms]

Argun
w7320
W 7320
MY 101
Epinal
Mervan
Neosten
Neoston
Zumaril
Reufenac
Medifenac
Aclofenac
Prinalgin
Alcorenac
Allopydin
ALCLOFENAC
BRN 2116510
Alclophenac
4-allyloxy-3-chlorophenyl-aceticaci
kyselina4-allyloxy-3-chlorfenyloctova
Kyselina 4-allyloxy-3-chlorfenyloctova
4-(Allyloxy)-3-chlorobenzeneacetic acid
(4-ALLYLOXY-3-CHLORO-PHENYL)-ACETIC ACID
[3-Chloro-4-(allyloxy)phenyl]acetic acid
2-(4-allyloxy-3-chloro-phenyl)acetic acid
3-chloro-4-(2-propenyloxy)-benzeneaceticaci
3-chloro-4-(2-propenyloxy)benzeneaceticacid
Acetic acid, [4-(allyloxy)-3-chlorophenyl]-
2-(3-chloro-4-prop-2-enoxyphenyl)acetic acid
3-Chloro-4-(2-propenyloxy)benzeneacetic acid
3-Chloro-4-(2-propen-1-yloxy)benzeneacetic Acid
2-(3-chloro-4-prop-2-enoxy-phenyl)ethanoic acid
Benzeneacetic acid, 3-chloro-4-(2-propenyloxy)-
Benzeneacetic acid, 3-chloro-4-(2-propen-1-yloxy)-
[EINECS(EC#)]

244-795-4
[Molecular Formula]

C11H11ClO3
[MDL Number]

MFCD00071612
[MOL File]

22131-79-9.mol
[Molecular Weight]

226.66
Chemical PropertiesBack Directory
[Melting point ]

90-91°C
[Boiling point ]

324.6°C (rough estimate)
[density ]

1.2401 (rough estimate)
[refractive index ]

1.4530 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

pKa 10.3 (Uncertain)
[color ]

Off-White to Pale Yellow
[Water Solubility ]

13.1mg/L(25 ºC)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Potassium hydroxide
Hazard InformationBack Directory
[Chemical Properties]

Off-White to Pale Yellow Solid
[Originator]

Allopydin ,Chugai ,Japan ,1976
[Uses]

Analgesic; antipyretic; anti-inflammatory.
[Definition]

ChEBI: An aromatic ether in which the ether oxygen links an allyl group to the 4-position of (3-chlorophenyl)acetic acid.A non-steroidal anti-inflammatory drug, it was withdrawn from the UK market in 1979 due to concerns with its association with vasculitis and r sh.
[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.
[Brand name]

Mervan (Continental Pharma, Belgium);Allopydinac;Alopidin;Alopydin;Argan;Darkeyfenac;Desinflam;Medifenac;Mevan;Mirvan a;Prinalgin;Vanadian;W-7320;Zubirol.
[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.
Safety DataBack Directory
[Toxicity]

LD50 in mice, rats (mg/kg): 1100, 1050 orally; 600, 630 s.c.; 555, 530 i.p. (Lambelin)
Spectrum DetailBack Directory
[Spectrum Detail]

ALCLOFENAC(22131-79-9)1HNMR
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