66898-62-2 Usage
Chemical Properties
White to pale yellow crystalline powder
Originator
Somalgen,Bago,Argentina,1972
Uses
Talniflumate is a nonaspirin and nonsteroidal anti-inflammatory drug.
Manufacturing Process
49 ml of triethylamine were added to a suspension of 2-(3'-
trifluoromethylanilino)nicotinic acid (70.6 g in 250 ml of dimethylformamide).
After stirring for 30 minutes 53.3 g of 3-bromophthalide were added. The
reaction mixture was maintained at 25°C to 30°C during 4 hours. Ethyl
acetate (750 ml) was poured into the reaction mixture. This solution was
filtered and extracted with water (4 x 250 ml), discarding the water layer.The organic layer was dried with anhydrous magnesium sulfate and then
filtered. The solution was concentrated under vacuum at 30°C to 35°C until
reduced to half of its original volume and then cooled to 5°C to allow the
crystallization of the compound. Thus, the cake was filtered, washed with cool
ethyl acetate, and dried under vacuum. Yield: 74% (76.7 g) of phthalidyl
ester of 2-(3'-trifluoromethylanilino)-pyridin-3-carboxylic acid, melting point:
165°C to 167°C.
Brand name
Somalgen (Laboratorio Bago, S.A., Argentina).
Therapeutic Function
Antiinflammatory, Analgesic
Biological Activity
Calcium-activated chloride channel (hCLCA1/mCLCA3) blocker; reduces mucin synthesis and release in cell culture and animal models. Possesses anti-inflammatory actions via inhibition of cyclooxygenases and inhibits Cl - /HCO 3 - exchanger activity. Increases survival in a cystic fibrosis mouse model of distal intestinal obstructive syndrome.
Check Digit Verification of cas no
The CAS Registry Mumber 66898-62-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,8,9 and 8 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 66898-62:
(7*6)+(6*6)+(5*8)+(4*9)+(3*8)+(2*6)+(1*2)=192
192 % 10 = 2
So 66898-62-2 is a valid CAS Registry Number.
InChI:InChI=1/C21H13F3N2O4/c22-21(23,24)12-5-3-6-13(11-12)26-17-16(9-4-10-25-17)19(28)30-20-15-8-2-1-7-14(15)18(27)29-20/h1-11,20H,(H,25,26)
66898-62-2Relevant articles and documents
[New esters of substituted anilinonicotinic and phenylanthranilic acids]
Los, M.,Boned, J. E.,Piccinali, C.
, p. 372 - 385 (2007/10/02)
In the search for new non-steroidal antiinflammatory drugs with low ulcerogenic activity, phthalidyl and pivaloyloxymethyl esters of anilinonicotinic and N-phenylanthranilic acids were synthesized. One of them, the 3-phthalidyl ester of 2-([3-(trifluoromethyl)phenyl]amino)-3-pyridinecarboxylic acid, also named talniflumate, showed lower ulcerogenic activity and toxicity and greater antiinflammatory activity than the niflumic acid.
Phthalidyl 2-(3'-trifluoromethyl-anilino)-pyridine-3-carboxylate and its salts
-
, (2008/06/13)
A new phthalidylic eater of 2-(3'trifluoromethyl-anilino)-pyridine-3-carboxylic acid is prepared by reacting 2-(3'-trifluoromethylanilino)-pyridine-3-carboxylic acid with 3-bromophthalide and an organic base in a reaction medium comprising a solvent selec
