7-(Trifluoromethyl)indoline-2,3-dione
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7-(Trifluoromethyl)indoline-2,3-dione
structure -
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CAS No:
391-12-8
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Formula:
C9H4F3NO2
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Chemical Name:
7-(Trifluoromethyl)indoline-2,3-dione
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Synonyms:
7-trifluoromethylisatin;7-(Trifluoromethyl)isatin;7-(Trifluoromethyl)indoline-2,3-dione;7-(Trifluoromethyl)-1H-indole-2,3-dione;7-trifluoromethyl-1h-indole-2,3-dione;7-(trifluoromethyl)-2,3-dihydro-1h-indole-2,3-dione;1H-INDOLE-2,3-DIONE, 7-(TRIFLUOROMETHYL)-;MFCD01248408;7-(trifluoromethyl)-1~{H}-indole-2,3-dione
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CAS No:
7-(Trifluoromethyl)indoline-2,3-dione Basic Attributes
215.13
215.019409
1312995-182-4
DTXSID70345455
2933990090
Safety Information
IRRITANT
22-36-52
26
Xi,Xn
Irritant
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
7-(Trifluoromethyl)indoline-2,3-dione Use and Manufacturing
General procedure: Concentrated sulfuric acid (95 mL) was heated in a flask at 60 C. Intermediates 2 (12 g, 52mmol) were slowly added in portions to maintain the temperature below 70 C. The temperature was then increased to 80 C. After 3 h, the solution was cooled to room temperature, and then poured into crushed ice with vigorous stirring. The precipitate was collected by filtration and dried under vacuum to provide the product 3.General procedure: In a 25 mL round bottom flask, isatins 1 (1 mmol), 3-phenylisoxazol-5(4H)-one 2 (1 mmol) or 3-ethylisoxazol-5(4H)-one 7 (1 mmol), pyrazol-5-amine 3 (1 mmol) or 6-aminopyrimidine-2, 4-(1H, 3H)-dione 5 (1 mmol), and Amberlyst-15 (100 mg) were stirred in CH3OH (5.0 mL) at 80 C. When the reaction was completed (detected by TLC), the spherical catalyst was separated by a sieve at once under hot condition. Then, the reaction mixture was cooled to room temperature, and solid precipitation occurred. After filtration, the crude product was recrystallized from EtOH and DMF to give pure compound.
An 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.
Computed Properties
Molecular Weight:215.13
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Exact Mass:215.01941286
Monoisotopic Mass:215.01941286
Topological Polar Surface Area:46.2
Heavy Atom Count:15
Complexity:313
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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7-(Trifluoromethyl)indoline-2,3-dione
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