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7-(Trifluoromethyl)indoline-2,3-dione

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7-(Trifluoromethyl)indoline-2,3-dione Basic information
Product Name:7-(Trifluoromethyl)indoline-2,3-dione
Synonyms:7-TRIFLUOROMETHYLINDOLE;7-(TRIFLUOROMETHYL)INDOLINE-2,3-DIONE;7-(TRIFLUOROMETHYL)ISATIN;7-(TRIFLUOROMETHYL)-1H-INDOLE-2,3-DIONE;7-(trifluoromethyl)indole-2,3-dione;7-(Trifluoromethyl)indoline-2,3-dione 98%;7-(Trifluoromethyl)indoline-2,3-dione98%;BUTTPARK 24\07-40
CAS:391-12-8
MF:C9H4F3NO2
MW:215.13
EINECS:672-653-5
Product Categories:Heterocyclic Compounds;blocks;IndolesOxindoles;All Inhibitors;Indoles;Simple Indoles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:391-12-8.mol
7-(Trifluoromethyl)indoline-2,3-dione Structure
7-(Trifluoromethyl)indoline-2,3-dione Chemical Properties
Melting point 192-193
density 1.525±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka9.43±0.20(Predicted)
color Very Dark Yellow to Brown
InChIInChI=1S/C9H4F3NO2/c10-9(11,12)5-3-1-2-4-6(5)13-8(15)7(4)14/h1-3H,(H,13,14,15)
InChIKeyMXLDJTXXAYVWDF-UHFFFAOYSA-N
SMILESN1C2=C(C=CC=C2C(F)(F)F)C(=O)C1=O
CAS DataBase Reference391-12-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22-36-52
Safety Statements 26
HazardClass IRRITANT
HS Code 2933790090
MSDS Information
7-(Trifluoromethyl)indoline-2,3-dione Usage And Synthesis
Chemical Properties7-(Trifluoromethyl)indoline-2,3-dione is Brown Solid
UsesAn indole derivative as inhibitor of COX-1, COX-2, and β-catenin. Useful in the treatment of diseases such as: lung cancer, diabetes and Alzheimer''s disease.
Uses7-(Trifluoromethyl)indoline-2,3-dione is an indole derivative as inhibitor of COX-1, COX-2, and catenin.Useful in the treatment of diseases such as: lung cancer, diabetes and Alzheimer disease.
Synthesis
N-(2-trifluoromethylphenyl)-2-oxyiminoacetamide

444-93-9

7-(Trifluoromethyl)indoline-2,3-dione

391-12-8

General procedure: Concentrated sulfuric acid (95 mL) was preheated in a thermostatic flask at 60 °C. Intermediate 2 ((2E)-2-(hydroxyimino)-N-[2-(trifluoromethyl)phenyl]acetamide, 12 g, 52 mmol) was added slowly in batches while keeping the reaction temperature below 70 °C. Subsequently, the temperature of the reaction system was raised to 80°C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and quenched by slow pouring into crushed ice under vigorous stirring. The precipitated solid precipitate was collected by filtration and dried in a vacuum drying oven to give the final product 3 (7-(trifluoromethyl)dihydroindole-2,3-dione).

References[1] Chinese Chemical Letters, 2017, vol. 28, # 6, p. 1248 - 1251
[2] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 1, p. 22 - 26
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 16, p. 6003 - 6017
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