Central and peripheral antinociceptive activity of 3-(2-oxopropyl)-3-hydroxy-2-oxindoles

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Central and peripheral antinociceptive activity of 3-(2-oxopropyl)-3-hydroxy-2-oxindoles

Convolutamydine A has been shown to develop a significant antinociceptive effect. Here we demonstrated that new analogues (5-iodo-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Iisa), 5-fluoro-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Fisa), 5-chloro-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Clisa) and 5-methyl-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Meisa)), at 0.1-10mg/kg doses, have significant periphe...

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Highly chemoselective synthesis of dimeric 2-oxindoles with a C-3/C-5' linkage via Friedel-Crafts alkylations of 2-oxindoles with 3-hydroxy-2-oxindoles.

Simple and convenient Lewis acid-catalyzed Friedel-Crafts alkylations of 2-oxindoles as electron rich aromatics with 3-hydroxy-2-oxindoles as electron deficient partners have been developed. The reaction afforded a variety of dimeric 2-oxindoles with a C-3/C-5' linkage having an all-carbon quaternary center at the pseudobenzylic position in high yields.

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Friedel-Crafts alkylations of electron-rich aromatics with 3-hydroxy-2-oxindoles: scope and limitations.

A Lewis acid-catalyzed nucleophilic addition of electron rich aromatics with 3-hydroxy-2-oxindoles 5 was developed. The reaction is believed to proceed through the 2H-indol-2-one ring system 9, which eventually reacts with various electron-rich aromatics to afford a variety of 2-oxindoles with an all-carbon quaternary center at the pseudobenzylic position (4, 8, 13, and 16) in high yields. The ...

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Selective and efficient synthesis of 3-indolyl-2-oxindoles under catalysis of LiClO4

An efficient and convenient protocol for synthesis of 3-hydroxy-3-indolyl-2-oxindoles and 3,3-diindolyl-2-oxindoles is presented here. The syntheses were achieved selectively under catalysis of LiClO4 whereby the products were obtained purely.

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Selective and efficient synthesis of 3-indolyl-2-oxindoles under catalysis of LiClO4

An efficient and convenient protocol for synthesis of 3-hydroxy-3-indolyl-2-oxindoles and 3,3-diindolyl-2-oxindoles is presented here. The syntheses were achieved selectively under catalysis of LiClO4 whereby the products were obtained purely.

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ژورنال

عنوان ژورنال: Pharmacology Biochemistry and Behavior

سال: 2015

ISSN: 0091-3057

DOI: 10.1016/j.pbb.2015.05.004