NOVEL AND CHIRAL HANTZSCH-TYPE 1, 4-DIHYDROPYRIDINES HAVING A p-TOLYLSULFINYL GROUP. SYNTHESIS AND BIOLOGICAL ACTIVITIES AS CALCIUM CHANNEL ANTAGONISTS
Both C-4 stereoisomers of novel Hantzch-type 4-aryl- and 4-methyl-1, 4-dihydropyridines 3 having a p-tolylsulfinyl group at C-5 were efficiently synthesized in optically pure forms starting from the α-sulfinyl enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolylsulfinate (4). The ste...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1995/04/15, Vol.43(4), pp.711-713 |
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| container_end_page | 713 |
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| container_issue | 4 |
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| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 43 |
| creator | MIYASHITA, Kazuyuki NISHIMOTO, Masahiro ISHINO, Tetsuya OBIKA, Satoshi IMANISHI, Takeshi |
| description | Both C-4 stereoisomers of novel Hantzch-type 4-aryl- and 4-methyl-1, 4-dihydropyridines 3 having a p-tolylsulfinyl group at C-5 were efficiently synthesized in optically pure forms starting from the α-sulfinyl enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolylsulfinate (4). The stereochemistry at C-4 was found to be largely responsible for the biological activities as calcium channel antagonists of these compounds. |
| doi_str_mv | 10.1248/cpb.43.711 |
| format | Article |
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SYNTHESIS AND BIOLOGICAL ACTIVITIES AS CALCIUM CHANNEL ANTAGONISTS</title><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese</source><source>Free Full-Text Journals in Chemistry</source><creator>MIYASHITA, Kazuyuki ; NISHIMOTO, Masahiro ; ISHINO, Tetsuya ; OBIKA, Satoshi ; IMANISHI, Takeshi</creator><creatorcontrib>MIYASHITA, Kazuyuki ; NISHIMOTO, Masahiro ; ISHINO, Tetsuya ; OBIKA, Satoshi ; IMANISHI, Takeshi</creatorcontrib><description>Both C-4 stereoisomers of novel Hantzch-type 4-aryl- and 4-methyl-1, 4-dihydropyridines 3 having a p-tolylsulfinyl group at C-5 were efficiently synthesized in optically pure forms starting from the α-sulfinyl enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolylsulfinate (4). 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SYNTHESIS AND BIOLOGICAL ACTIVITIES AS CALCIUM CHANNEL ANTAGONISTS</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1995</date><risdate>1995</risdate><volume>43</volume><issue>4</issue><spage>711</spage><epage>713</epage><pages>711-713</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Both C-4 stereoisomers of novel Hantzch-type 4-aryl- and 4-methyl-1, 4-dihydropyridines 3 having a p-tolylsulfinyl group at C-5 were efficiently synthesized in optically pure forms starting from the α-sulfinyl enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolylsulfinate (4). The stereochemistry at C-4 was found to be largely responsible for the biological activities as calcium channel antagonists of these compounds.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.43.711</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 1995/04/15, Vol.43(4), pp.711-713 |
| issn | 0009-2363 1347-5223 |
| language | eng |
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| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Free Full-Text Journals in Chemistry |
| subjects | 1, 4-dihydropyridine calcium channel antagonist Chemistry Exact sciences and technology Hantzsch-ester Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives optically active form Organic chemistry p-tolylsulfinyl group Preparations and properties synthesis |
| title | NOVEL AND CHIRAL HANTZSCH-TYPE 1, 4-DIHYDROPYRIDINES HAVING A p-TOLYLSULFINYL GROUP. SYNTHESIS AND BIOLOGICAL ACTIVITIES AS CALCIUM CHANNEL ANTAGONISTS |
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