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HomeProduct name listTalniflumate

Talniflumate

Synonym(s):2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic acid 1,3-dihydro-3-oxo-1-isobenzofuranyl ester

  • CAS NO.:66898-62-2
  • Empirical Formula: C21H13F3N2O4
  • Molecular Weight: 414.33
  • MDL number: MFCD00866135
  • EINECS: 1533716-785-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-09-20 16:43:00
Talniflumate Structural

What is Talniflumate?

Chemical properties

White to pale yellow crystalline powder

Originator

Somalgen,Bago,Argentina,1972

The Uses of Talniflumate

Talniflumate is a nonaspirin and nonsteroidal anti-inflammatory drug.

The Uses of Talniflumate

Anti-inflammatory; analgesic.

What are the applications of Application

Talniflumate is an inhibitor of Cox and Cl-/HCO3- exchange

Definition

ChEBI: 2-[3-(trifluoromethyl)anilino]-3-pyridinecarboxylic acid (3-oxo-1H-isobenzofuran-1-yl) ester is a member of benzofurans.

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.

Properties of Talniflumate

Melting point: 165-167°C
Boiling point: 534.6±50.0 °C(Predicted)
Density  1.49±0.1 g/cm3(Predicted)
storage temp.  Store at +4°C
solubility  Chlorform (Slightly), DMSO (Slightly), Methanol (Slightly)
form  Solid
pka 2.72±0.10(Predicted)
color  Off-White to Pale Yellow
λmax 287nm(CHCl3)(lit.)
Merck  14,9044
Stability: Acid Sensitive, Moisture Sensitive

Safety information for Talniflumate

Computed Descriptors for Talniflumate

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