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
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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