Antihypoxic action of dioxindole derivatives

Mazhilis, L. I.; Garalene, V. N.; Stankyavichyus, A. P.; Risyalis, S. P.

doi:10.1007/bf00767830

Pharm Chem J

1985

DOI: 10.1007/bf00767830

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Antihypoxic action of dioxindole derivatives

L. I. Mazhilis¹,

V. N. Garalene²,

A. P. Stankyavichyus³

et al.

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2003

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“…Dioxindoles are recognized antihypoxic compounds but their biological activity has been evaluated only as racemates . Dioxindol derivatives are encountered in nature and were isolated from the culture of a marine Streptomyces species .…”

mentioning

confidence: 99%

Electrosynthesis of 3-Chloro-1,4-disubstituted-2(1H)- quinolinones and 3,3-Dichloro-4-hydroxy-1,4-disubstituted- 3,4-dihydro-2(1H)-quinolinones, as Well as a New Convenient Process to Dioxindoles

Batanero

Barba

2003

J. Org. Chem.

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Cathodic reduction of N-(2-acyl(or aroyl)phenyl)-2,2,2,-trichloro-N-alkylacetamide at -1.2 V (vs SCE) under aprotic conditions yields 3-chloro-1,4-disubstituted-2(1H)-quinolinones (1) as the major product. When the reaction is carried out at -0.8 V (vs SCE), 3,3-dichloro-4-hydroxy-1,4-disubstituted-3,4-dihydro-2(1H)-quinolinones (2) and 1,4-disubstituted-1,4-dihydro-quinoline-2,3-dione (3) are formed. Ring contraction of 2 and 3 in aqueous sodium hydroxide resulted in the formation of 3-hydroxy-1,3-dihydroindol-2-ones (5). The most plausible reaction mechanisms are proposed.

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mentioning

confidence: 99%

Electrosynthesis of 3-Chloro-1,4-disubstituted-2(1H)- quinolinones and 3,3-Dichloro-4-hydroxy-1,4-disubstituted- 3,4-dihydro-2(1H)-quinolinones, as Well as a New Convenient Process to Dioxindoles

Batanero

Barba

2003

J. Org. Chem.

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Thermal Rearrangement of 3-Hydroxy-1H,3H-quinoline-2,4-diones to 3-Acyloxy-2,3-dihydro-1H-indol-2-ones

Klásek¹,

Kořistek²,

Kafka³

et al. 2003

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Antihypoxic action of dioxindole derivatives

Cited by 2 publications

References 1 publication

Electrosynthesis of 3-Chloro-1,4-disubstituted-2(1H)- quinolinones and 3,3-Dichloro-4-hydroxy-1,4-disubstituted- 3,4-dihydro-2(1H)-quinolinones, as Well as a New Convenient Process to Dioxindoles

Electrosynthesis of 3-Chloro-1,4-disubstituted-2(1H)- quinolinones and 3,3-Dichloro-4-hydroxy-1,4-disubstituted- 3,4-dihydro-2(1H)-quinolinones, as Well as a New Convenient Process to Dioxindoles

Thermal Rearrangement of 3-Hydroxy-1H,3H-quinoline-2,4-diones to 3-Acyloxy-2,3-dihydro-1H-indol-2-ones

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