183720-17-4

Basic information

• Product Name: 3-(5-Chloro-2-hydroxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-one
• Synonyms: 3-(5-Chloro-2-hydroxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-one
• CAS NO: 183720-17-4
• Molecular Weight: 343.69
• Mol File: 183720-17-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-(5-Chloro-2-hydroxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(5-Chloro-2-hydroxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-one(183720-17-4)
• EPA Substance Registry System: 3-(5-Chloro-2-hydroxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-one(183720-17-4)

Safety Data

• Hazardous Substances Data: 183720-17-4(Hazardous Substances Data)

Upstream product

• 183720-15-2 3-(5-Chloro-2-methoxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-one 
• 343-69-1 6-(Trifluoromethyl)-1H-indol-2,3-dione 
• 106-48-9 4-chloro-phenol 

Relevant articles and documents

Reactivity and regioselectivity of magnesium phenolates towards isatins: One-step synthesis of 3-(2-hydroxyaryl)-3-hydroxyindolones

A variety of aryloxymagnesium bromides react with isatins under extremely mild conditions to provide 3-(2-hydroxyaryl)-3-hydroxyindolones in good yield. The main features of this protocol consist of exceptionally selective ortho-C-alkylation of the ambident phenolate anion and the lack of diarylated products. Moreover, aryloxymagnesium bromides derived from meta- substituted phenols react with isatins exclusively at the sterically less hindered ortho-position of the phenol.

Synthesis and structure-activity relationships of 3-aryloxindoles: A new class of calcium-dependent, large conductance potassium (maxi-K) channel openers with neuroprotective properties

A series of 3-aryloxindole derivatives were synthesized and evaluated as activators of the cloned maxi-K channel mSlo expressed in Xenopus laevis oocytes using electrophysiological methods. The most promising maxi-K openers to emerge from this study were

Methods for modulating bladder function

This invention provides methods and pharmaceutical compositions for maintaining bladder control or treating urinary incontinence in a mammal utilizing agonists of KCNQ potassium channels, including KCNQ2, KCNQ3, KCNQ4 and KCNQ5 potassium channels, alone or in combination. Compounds useful in these methods include the 1,2,4-triamino-benzene derivatives described in U.S. Pat. No. 5,384,330 (Dieter et al.) and the substituted 3-phenyl oxindole compounds described in U.S. Pat. No. 5,565,483 (Hewawasam et al.). Among the preferred compounds of this invention is N-[2-amino-4-(4-fluorobenzylamino)-phenyl]carbamic acid ethyl ester, also referred to as retigabine.