• Title/Summary/Keyword: Dihydropyridines

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A Novel Route to New Bis(benzopyrano) Fused Dihydropyridines Using Dry Media

  • Kidwai, Mazaahir;Rastogi, Shweta;Mohan, Richa
    • Bulletin of the Korean Chemical Society
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    • v.25 no.1
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    • pp.119-121
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    • 2004
  • A new and efficient synthesis of the novel bioactive bis(benzopyrano) fused dihydropyridines is described. The conventionally developed route is a two step multicomponent condensation reaction. This is latter modified by a one pot microwave (MW) assisted reaction using inorganic solid support via the arylidene derivative intermediate. With this environmentally benign approach, the reaction time is brought down from hours to minutes along with a yield enhancement. Furthermore, the role of different solid supports is studied and it is concluded that the acidic alumina is the best solid support for the present investigation.

Synthesis and Cardiovascular Activities of 1,4-Dihydropyridine Derivatives (1,4-Dihydropyridine 유도체들의 합성 및 혈압강하 효과)

  • Shim, Young-Key;Chun, Jae-Sang;Kim, Wan-Joo
    • YAKHAK HOEJI
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    • v.32 no.3
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    • pp.157-163
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    • 1988
  • 4-Aryl-1, 4-dihydropyridines(DHP) derived from Hantsch type condensation of aromatic aldehydes with aminocrotonates and acetoacetic esters are studied as calcium channel blocking drugs. New DHP derivatives containing alkenyl ester show fairly good cardiovascular activity in mice. Preparation of the DHP derivatives and their major biological activity are presented along with their physical data.

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Synthesis of 4-(2, 4 dioxo-5-pyrimidyl)-1, 4-dihydropyridine Derivatives

  • Suh, Jung-Jin;Hong, You-Hwa;Bae, Myn
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.310-313
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    • 1990
  • Hantzsch synthesis of 5-formyluracil (1) methyl acetoacetate (2) and methyl 3-aminocrotonate (3) gave 2, 6-dimethyl-4-(2, 4-dioxo-5-pyrimidy)-1, 4-dihydropyridine-3, 5-dicarboxylic acid dimethylester (4a) in 54.6 yield. As the same procedure, 1, 3-dimethyl-5-formyl-uracil (6) gave 2, 6-dimethyl-4-(1, 3-dimethyl-2, 4-dioxo-5-pyrimidyl)-1, 4-dihydropyridine-3, 5-dicarboxylic acid dimethyl easter (7a) IN 52.2% yield. 4a was methylated to afford 7a also in 52% yield.

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Synthesis of Methyl 2, 6-Dimethyl-5-(1', 2'-Dioxo-2'-Ethoxyethyl)-4-(3'-Nitrophenyl)-1, 4 Dihydropyridine -3-Carboxylate

  • Suh, Jung-Jin;Hong, You-Hwa
    • Archives of Pharmacal Research
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    • v.13 no.3
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    • pp.257-260
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    • 1990
  • Hantzch's type reaction of methyl acetopyruvate (2a), methyl 3-aminocrotonate (3) and 3-nitrobenzaldehyde (4) led to dimethyl 3-acetyl-6-methyl-4-(3'-nitrophenyl)-2, 5-dicarboxylate (5a) and methyl 2, 6-dimethyl-5-(1', 2'-dioxo-2'-methoxyethyl)-4-(3' nitrophenyl)- 2, 5-dicarboxylate (5a) and methyl 2, 6-dimethyl-5-(1', 2'-dioxo-2'methoxyethyl_4-(3' nitrophenyl)1, 4-dihydropyridine-3-carboxylate (6a) in 26.7 and 9.2% yield, respectively. On the other hand, methyl 2, 60dimethyl-4-(3'-nitrophenyl)-1, 4-dihydropyridine 3-carboxylate (9) was acylated by ethyl oxaly chloride to give methyl 2, 6-dimethyl-5-(1', 2'-dioxo-2'-ethoxyethyl)-4-(3'-nitrophenyl)-a, 4-dihydropyridine-3-carboxylate (6b) in 76.8% yield.

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Synthesis of 1, 4-dihydropyridine derivatives with vasodilating activities (l)

  • Suh, Jung-Jin;Lee, Bong-Yong;Kim, Chang-Seop;Lee, Jong-Wook;Kim, Byung-Chae;Han, Byung-Hee;Kim, Choong-Sup
    • Archives of Pharmacal Research
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    • v.13 no.3
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    • pp.240-245
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    • 1990
  • Asymmetric 2, 6-dimethyl-4-aryl-1, 4-dihydropyridine-3, 5-dicarboxylate with [N-(3, 4-methylenedioxybenzyl)-N-methyl] aminoethyl group as the ester moiety and related 1, 4-dihydropyridine derivatives were prepared and tested for the effects on vascular smooth muscles. 2-6-dimethyl-4-(3'-nitrophenyl)1-4-dihydropyridine-3, 5-dicarboxylic acid 3-[N-(3', 4-methylenedioxybenzyl-N-methyl] aminoethyl ester 5-methyl ester (11) and 2, 6-dimethyl-4-(3'-nitrophenyl)-1, 4-dihydropyridine-3, 5-icarboxylic acid 3-[N-2', 3'-methylenedioxybenzyl)-N-methyl] aminoethyl ester 5-ethyl ester (150 showed potent vasodilating activities $IC_{50}$($10_{-8}M$) was 2, 6 and 2.7 for 11 and 15, compared with 3.5 for nicardipine.

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