66898-62-2 Usage
Uses
Used in Pharmaceutical Industry:
Talniflumate is used as an anti-inflammatory agent for the treatment of various conditions characterized by inflammation, such as arthritis and other musculoskeletal disorders. It helps to reduce pain, swelling, and stiffness associated with these conditions.
Used in Pain Management:
Talniflumate is also used as an analgesic to alleviate mild to moderate pain. Its anti-inflammatory action contributes to the reduction of pain and discomfort in various situations, such as headaches, dental pain, and postoperative pain.
Originator
Somalgen,Bago,Argentina,1972
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.
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 academic research and scientific papers
[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.
Process for the preparation of alkyl and aryl esters of 3'-substituted and 2', 3'-disubstituted 2-anilino-3-pyridinecarboxylic acids
-
, (2008/06/13)
In this disclosure, the synthesis of alkyl and aryl esters of substituted 2-anilino-3-pyridinecarboxylic acids is described. This preparation is performed reacting a previously obtained alkyl or aryl ester of 2-chloro-3-pyridinecarboxylic acid, with 3,2 or 3-substituted aniline.
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
