Basic information Safety Supplier Related

Talniflumate

Basic information Safety Supplier Related

Talniflumate Basic information

Product Name:
Talniflumate
Synonyms:
  • 2-(alpha,alpha,alpha-trifluoro-m-toluidino)-nicotinicaciphthalidylester
  • 3-ftalidilicodelacido2-((3-(trifluormetil)fenil)amino)-3-piridincarboxilic
  • 3-phthalidylesterof2-((3-(trifluoromethyl)phenyl)amino)-3-pyridinecarboxyl
  • Talniflumate, >=99%
  • 2-(alpha,alpha,alpha-trifluoro-m-toluidino)nicotinicacidphthalidylester
  • 2-[3-(trifluoromethyl)anilino]-3-pyridinecarboxylic acid (3-oxo-1H-isobenzofuran-1-yl) ester
  • (3-oxo-1H-2-benzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate
  • ba7602-06
CAS:
66898-62-2
MF:
C21H13F3N2O4
MW:
414.33
EINECS:
1533716-785-6
Mol File:
66898-62-2.mol
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Talniflumate Chemical Properties

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)
pka
2.72±0.10(Predicted)
form 
Solid
color 
Off-White to Pale Yellow
λmax
287nm(CHCl3)(lit.)
Merck 
14,9044
Stability:
Acid Sensitive, Moisture Sensitive
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Safety Information

RTECS 
QT2999200
HS Code 
2933.39.9200
Toxicity
LD50 orally in rats: 12000 mg/kg (Los)
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Talniflumate Usage And Synthesis

Chemical Properties

White to pale yellow crystalline powder

Originator

Somalgen,Bago,Argentina,1972

Uses

Talniflumate is a nonaspirin and nonsteroidal anti-inflammatory drug.

Uses

Anti-inflammatory; analgesic.

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.

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