ChemicalBook--->CAS DataBase List--->66898-62-2

66898-62-2

66898-62-2 Structure

66898-62-2 Structure
IdentificationBack Directory
[Name]

Talniflumate
[CAS]

66898-62-2
[Synonyms]

somalgen
ba7602-06
TALNIFLUMATE
Talniflumate, >=99%
Talniflumate (BA 7602-06)
TALNIFLUMATE(INTERMEDIATE)
phthalidyl2-(3-trifluoromethylanilino)nicotinate
2-(α,α,α-Trifluoro-m-toluidino)nicotinic acid phthalidyl ester
phthalidyl2-(alpha,alpha,alpha-trifluoro-m-toluidino)nicotinate
2-(alpha,alpha,alpha-trifluoro-m-toluidino)nicotinicacidphthalidylester
2-(alpha,alpha,alpha-trifluoro-m-toluidino)-nicotinicaciphthalidylester
3-ftalidilicodelacido2-((3-(trifluormetil)fenil)amino)-3-piridincarboxilic
3-phthalidylesterof2-((3-(trifluoromethyl)phenyl)amino)-3-pyridinecarboxyl
(3-oxo-1H-2-benzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate
2-[[3-(Trifluoromethyl)phenyl]amino]nicotinic acid 1,3-dihydro-3-oxoisobenzofuran-1-yl ester
2-[3-(trifluoromethyl)anilino]-3-pyridinecarboxylic acid (3-oxo-1H-isobenzofuran-1-yl) ester
2-[[3-(Trifluoromethyl)phenyl]amino]-1,3-dihydro-3-oxo-1-isobenzofuranyl3-pyridinecarboxylicacidester
3-pyridinecarboxylic acid 2-{[(3-trifluoromethyl)phenyl]amino}-1,3-dihydro-3-oxo-1-soenzofuranyl ester
2-[[3-(TRIFLUOROMETHYL)PHENYL]AMINO]-3-PYRIDINECARBOXYLIC ACID 1,3-DIHYDRO-3-OXO-1-ISOBENZOFURANYL ESTER
3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, 1,3-dihydro-3-oxo-1-isobenzofuranyl ester
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C21H13F3N2O4
[MDL Number]

MFCD00866135
[MOL File]

66898-62-2.mol
[Molecular Weight]

414.33
Chemical PropertiesBack Directory
[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
[InChI]

InChI=1S/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)
[InChIKey]

ANMLJLFWUCQGKZ-UHFFFAOYSA-N
[SMILES]

C1(NC2=CC=CC(C(F)(F)F)=C2)=NC=CC=C1C(OC1C2=C(C=CC=C2)C(=O)O1)=O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[RTECS ]

QT2999200
[HS Code ]

2933.39.9200
[Storage Class]

11 - Combustible Solids
[Toxicity]

LD50 orally in rats: 12000 mg/kg (Los)
Hazard InformationBack Directory
[Chemical Properties]

White to pale yellow crystalline powder
[Originator]

Somalgen,Bago,Argentina,1972
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Talniflumate(66898-62-2)1HNMR
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