• Title/Summary/Keyword: 3-Substituted indoles

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The Syntheses of 3-Substituted 4-(Pyridin-2-ylthio)indoles via Leimgruber-Batcho Indole Synthesis

  • Srisook, Ekaruth;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.895-899
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    • 2004
  • We have designed a new family of radioligands, 3-(amino- and hydroxymethyl)-4-(5-iodopyridin-2-ylthio)indoles, combining characteristically distinct moieties proven to impart successful binding ability in a variety of structurally diverse selective serotonin reuptake inhibitors recently published. Described in this article are the syntheses of 3-substituted 4-(5-iodopyridin-2-ylthio)-indoles, featuring successful adaptation of the modified Leimgruber-Batcho indole synthesis onto the key intermediate 1-(5-iodopyridin-2-ylthio)-2-methyl-3-nitrobenzene (6) prepared from the nucleophilic aromatic substitution of chloropyridine 7 with thiophenol 8.

Photosensitive Effect of Poly(vinyl cinnamoyl acetate) by New Squarylium Dyes(I) (신규 Squarylium Dyes 증감제에 의한 Poly(vinyl cinnamoyl acetate)의 고감도화(I))

  • 손세모;박진화
    • Journal of the Korean Graphic Arts Communication Society
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    • v.16 no.3
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    • pp.1-13
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    • 1998
  • Some photopolymer, poly(vinyl cinnamoyl acetate)(PVCiA) was synthesized by esterification of polymer(vinyl alcohol(PVA) with monochloroacetic acid, followed by reaction poly(vinyl monochloroacetate)(PVChA) and potassium cinnamate. When esterification of PVA with monochloroacetic acid was reacted in the dimethyl sulfoxide(DMSO), in the synthesis of PVChA, it is very good yield and the successive cinnamoyl acetoxyl esterification of PVCiA can be successfully synthesized. But PVCiA is low photosensitive polymer if not added photosensitizing dyes. Here, we synthesized photosensitizing dyes. trifluoromethylindol squarylium dye derivatives(TFSQ). Indolization of 3-trifluoromethylphenyl-hydrazine formed 4- and 6-substituted indoles, the rate of 4- and 6-substituted indoles is close to unity. Absorption's coefficient of 1,3-bis(4-trifluoromethyl-1,3,3-trimethylindol) squarylium dye(TFSQ) is 7.57$\times$10\ulcorner, PVCiA added with TFSQ(3%) was highly sensitized six times than not added.

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Synthesis and Biological Activities of New Substituted Indoles

  • Hishmat, Orchidee H.;Nakkady, Sally S.;El Shabrawy, Osama A.;Mahmoud, Sawsan S.
    • Archives of Pharmacal Research
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    • v.15 no.1
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    • pp.104-108
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    • 1992
  • 2, 3-Diphenyl-6-formyl-5-methoxyindole reacts with ethyl cyano acetate to yield the arylidene derivative which forms with urea and thiourea the corresponding pyrimidine derivatives. The arylidene derivatives react with hydrazines and with active methylenes to form the respective pyrazole derivatives and the $\alpha, \;\beta$-disubstituted acrylonitriles. Seven new compounds were tested for their effects on the arterial blood pressure of rats and analgesic activity.

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