Synthesis and Gastric Antisecretory Activity of N-Cyano-N'-(phenyl-pyridinylmethyl) guanidine Derivatives
N-Alkyl-N'-cyano-N"-(substituted phenyl-pyridinylmethyl) guanidine derivatives were synthesized and tested for inhibitory activity against gastric secretion in rats. Several of the compounds synthesized showed an inhibiting activity as potent as that of cimetidine against basal gastric sec...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1984/12/25, Vol.32(12), pp.4893-4906 |
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creator | SHIMADA, KATSUTOSHI FUJISAKI, HIDEAKI OKETANI, KIYOSHI MURAKAMI, MANABU SHOJI, TADAO WAKABAYASHI, TSUNEO UEDA, KOICHIRO EMA, KIICHI HASHIMOTO, KAZUNORI TANAKA, SATORU |
description | N-Alkyl-N'-cyano-N"-(substituted phenyl-pyridinylmethyl) guanidine derivatives were synthesized and tested for inhibitory activity against gastric secretion in rats. Several of the compounds synthesized showed an inhibiting activity as potent as that of cimetidine against basal gastric secretion but showed less potent activity than cimetidine against histamine-stimulated gastric secretion. Some structure-activity relationships are discussed. |
doi_str_mv | 10.1248/cpb.32.4893 |
format | Article |
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Several of the compounds synthesized showed an inhibiting activity as potent as that of cimetidine against basal gastric secretion but showed less potent activity than cimetidine against histamine-stimulated gastric secretion. Some structure-activity relationships are discussed.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.32.4893</identifier><identifier>PMID: 6534538</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>Animals ; Chemical Phenomena ; Chemistry ; Exact sciences and technology ; Gastric Mucosa - metabolism ; Guanidines - chemical synthesis ; Guanidines - pharmacology ; Heterocyclic compounds ; Heterocyclic compounds with only one n hetero atom and condensed derivatives ; Histamine - pharmacology ; histamine H2 antagonist ; Male ; Nitriles - chemical synthesis ; Nitriles - pharmacology ; Organic chemistry ; Preparations and properties ; Rats ; Rats, Inbred Strains ; Structure-Activity Relationship</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1984/12/25, Vol.32(12), pp.4893-4906</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1985 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1984</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c637t-b9ef21b0d9fa9479bc288cf5e70c5c21b34ba445cf7daf74ac649370a46eceb73</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1876,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=9062639$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/6534538$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>SHIMADA, KATSUTOSHI</creatorcontrib><creatorcontrib>FUJISAKI, HIDEAKI</creatorcontrib><creatorcontrib>OKETANI, KIYOSHI</creatorcontrib><creatorcontrib>MURAKAMI, MANABU</creatorcontrib><creatorcontrib>SHOJI, TADAO</creatorcontrib><creatorcontrib>WAKABAYASHI, TSUNEO</creatorcontrib><creatorcontrib>UEDA, KOICHIRO</creatorcontrib><creatorcontrib>EMA, KIICHI</creatorcontrib><creatorcontrib>HASHIMOTO, KAZUNORI</creatorcontrib><creatorcontrib>TANAKA, SATORU</creatorcontrib><title>Synthesis and Gastric Antisecretory Activity of N-Cyano-N'-(phenyl-pyridinylmethyl) guanidine Derivatives</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>N-Alkyl-N'-cyano-N"-(substituted phenyl-pyridinylmethyl) guanidine derivatives were synthesized and tested for inhibitory activity against gastric secretion in rats. Several of the compounds synthesized showed an inhibiting activity as potent as that of cimetidine against basal gastric secretion but showed less potent activity than cimetidine against histamine-stimulated gastric secretion. Some structure-activity relationships are discussed.</description><subject>Animals</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Gastric Mucosa - metabolism</subject><subject>Guanidines - chemical synthesis</subject><subject>Guanidines - pharmacology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Histamine - pharmacology</subject><subject>histamine H2 antagonist</subject><subject>Male</subject><subject>Nitriles - chemical synthesis</subject><subject>Nitriles - pharmacology</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Rats</subject><subject>Rats, Inbred Strains</subject><subject>Structure-Activity Relationship</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1984</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkM1r3DAQxUVpSLdpTz0XDC1NQ_FW1odlHZdN8wEhPbQ9C1keZ7V4ZUeSA_7vK7NmC71oxLzfzBseQh8KvC4Iq76boV5TsmaVpK_QqqBM5JwQ-hqtMMYyJ7Skb9DbEPYYE44FPUfnJaeM02qF7K_JxR0EGzLtmuxWh-ityTYu2gDGQ-z9lG1MtC82TlnfZo_5dtKuzx8v86_DDtzU5cPkbWPT7wBxN3VX2dOo3dyB7Bq8fdFpGsI7dNbqLsD7pV6gPzc_fm_v8oeft_fbzUNuSipiXktoSVHjRrZaMiFrQ6rKtBwENtwkhbJaM8ZNKxrdCqZNySQVWLMSDNSCXqAvx72D759HCFEdbDDQddpBPwYleCUFYUUCP_0H7vvRu3SbKhiXkldVRRL17UgZ34fgoVWDtwftJ1VgNcevUvyKEjXHn-iPy86xPkBzYpe8k_550XUwumu9dsaGEyZxSUoqE3ZzxPYh6ic46dpHazqYLYt032xbkOWd_f8BO-0VOPoXxu2mvA</recordid><startdate>19840101</startdate><enddate>19840101</enddate><creator>SHIMADA, KATSUTOSHI</creator><creator>FUJISAKI, HIDEAKI</creator><creator>OKETANI, KIYOSHI</creator><creator>MURAKAMI, MANABU</creator><creator>SHOJI, TADAO</creator><creator>WAKABAYASHI, TSUNEO</creator><creator>UEDA, KOICHIRO</creator><creator>EMA, KIICHI</creator><creator>HASHIMOTO, KAZUNORI</creator><creator>TANAKA, SATORU</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>19840101</creationdate><title>Synthesis and Gastric Antisecretory Activity of N-Cyano-N'-(phenyl-pyridinylmethyl) guanidine Derivatives</title><author>SHIMADA, KATSUTOSHI ; FUJISAKI, HIDEAKI ; OKETANI, KIYOSHI ; MURAKAMI, MANABU ; SHOJI, TADAO ; WAKABAYASHI, TSUNEO ; UEDA, KOICHIRO ; EMA, KIICHI ; HASHIMOTO, KAZUNORI ; TANAKA, SATORU</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c637t-b9ef21b0d9fa9479bc288cf5e70c5c21b34ba445cf7daf74ac649370a46eceb73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1984</creationdate><topic>Animals</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Gastric Mucosa - metabolism</topic><topic>Guanidines - chemical synthesis</topic><topic>Guanidines - pharmacology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Histamine - pharmacology</topic><topic>histamine H2 antagonist</topic><topic>Male</topic><topic>Nitriles - chemical synthesis</topic><topic>Nitriles - pharmacology</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Rats</topic><topic>Rats, Inbred Strains</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SHIMADA, KATSUTOSHI</creatorcontrib><creatorcontrib>FUJISAKI, HIDEAKI</creatorcontrib><creatorcontrib>OKETANI, KIYOSHI</creatorcontrib><creatorcontrib>MURAKAMI, MANABU</creatorcontrib><creatorcontrib>SHOJI, TADAO</creatorcontrib><creatorcontrib>WAKABAYASHI, TSUNEO</creatorcontrib><creatorcontrib>UEDA, KOICHIRO</creatorcontrib><creatorcontrib>EMA, KIICHI</creatorcontrib><creatorcontrib>HASHIMOTO, KAZUNORI</creatorcontrib><creatorcontrib>TANAKA, SATORU</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SHIMADA, KATSUTOSHI</au><au>FUJISAKI, HIDEAKI</au><au>OKETANI, KIYOSHI</au><au>MURAKAMI, MANABU</au><au>SHOJI, TADAO</au><au>WAKABAYASHI, TSUNEO</au><au>UEDA, KOICHIRO</au><au>EMA, KIICHI</au><au>HASHIMOTO, KAZUNORI</au><au>TANAKA, SATORU</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Gastric Antisecretory Activity of N-Cyano-N'-(phenyl-pyridinylmethyl) guanidine Derivatives</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1984-01-01</date><risdate>1984</risdate><volume>32</volume><issue>12</issue><spage>4893</spage><epage>4906</epage><pages>4893-4906</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>N-Alkyl-N'-cyano-N"-(substituted phenyl-pyridinylmethyl) guanidine derivatives were synthesized and tested for inhibitory activity against gastric secretion in rats. Several of the compounds synthesized showed an inhibiting activity as potent as that of cimetidine against basal gastric secretion but showed less potent activity than cimetidine against histamine-stimulated gastric secretion. Some structure-activity relationships are discussed.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>6534538</pmid><doi>10.1248/cpb.32.4893</doi><tpages>14</tpages><oa>free_for_read</oa></addata></record> |
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source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
subjects | Animals Chemical Phenomena Chemistry Exact sciences and technology Gastric Mucosa - metabolism Guanidines - chemical synthesis Guanidines - pharmacology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Histamine - pharmacology histamine H2 antagonist Male Nitriles - chemical synthesis Nitriles - pharmacology Organic chemistry Preparations and properties Rats Rats, Inbred Strains Structure-Activity Relationship |
title | Synthesis and Gastric Antisecretory Activity of N-Cyano-N'-(phenyl-pyridinylmethyl) guanidine Derivatives |
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