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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical & pharmaceutical bulletin 1984/12/25, Vol.32(12), pp.4893-4906
Hauptverfasser: SHIMADA, KATSUTOSHI, FUJISAKI, HIDEAKI, OKETANI, KIYOSHI, MURAKAMI, MANABU, SHOJI, TADAO, WAKABAYASHI, TSUNEO, UEDA, KOICHIRO, EMA, KIICHI, HASHIMOTO, KAZUNORI, TANAKA, SATORU
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 4906
container_issue 12
container_start_page 4893
container_title Chemical & pharmaceutical bulletin
container_volume 32
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
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_75897241</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>75897241</sourcerecordid><originalsourceid>FETCH-LOGICAL-c637t-b9ef21b0d9fa9479bc288cf5e70c5c21b34ba445cf7daf74ac649370a46eceb73</originalsourceid><addsrcrecordid>eNpdkM1r3DAQxUVpSLdpTz0XDC1NQ_FW1odlHZdN8wEhPbQ9C1keZ7V4ZUeSA_7vK7NmC71oxLzfzBseQh8KvC4Iq76boV5TsmaVpK_QqqBM5JwQ-hqtMMYyJ7Skb9DbEPYYE44FPUfnJaeM02qF7K_JxR0EGzLtmuxWh-ityTYu2gDGQ-z9lG1MtC82TlnfZo_5dtKuzx8v86_DDtzU5cPkbWPT7wBxN3VX2dOo3dyB7Bq8fdFpGsI7dNbqLsD7pV6gPzc_fm_v8oeft_fbzUNuSipiXktoSVHjRrZaMiFrQ6rKtBwENtwkhbJaM8ZNKxrdCqZNySQVWLMSDNSCXqAvx72D759HCFEdbDDQddpBPwYleCUFYUUCP_0H7vvRu3SbKhiXkldVRRL17UgZ34fgoVWDtwftJ1VgNcevUvyKEjXHn-iPy86xPkBzYpe8k_550XUwumu9dsaGEyZxSUoqE3ZzxPYh6ic46dpHazqYLYt032xbkOWd_f8BO-0VOPoXxu2mvA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1459958882</pqid></control><display><type>article</type><title>Synthesis and Gastric Antisecretory Activity of N-Cyano-N'-(phenyl-pyridinylmethyl) guanidine Derivatives</title><source>J-STAGE Free</source><source>MEDLINE</source><source>EZB-FREE-00999 freely available EZB journals</source><source>Free Full-Text Journals in Chemistry</source><creator>SHIMADA, KATSUTOSHI ; FUJISAKI, HIDEAKI ; OKETANI, KIYOSHI ; MURAKAMI, MANABU ; SHOJI, TADAO ; WAKABAYASHI, TSUNEO ; UEDA, KOICHIRO ; EMA, KIICHI ; HASHIMOTO, KAZUNORI ; TANAKA, SATORU</creator><creatorcontrib>SHIMADA, KATSUTOSHI ; FUJISAKI, HIDEAKI ; OKETANI, KIYOSHI ; MURAKAMI, MANABU ; SHOJI, TADAO ; WAKABAYASHI, TSUNEO ; UEDA, KOICHIRO ; EMA, KIICHI ; HASHIMOTO, KAZUNORI ; TANAKA, SATORU</creatorcontrib><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><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&amp;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 &amp; 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 &amp; 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 &amp; 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>
fulltext fulltext
identifier ISSN: 0009-2363
ispartof Chemical and Pharmaceutical Bulletin, 1984/12/25, Vol.32(12), pp.4893-4906
issn 0009-2363
1347-5223
language eng
recordid cdi_proquest_miscellaneous_75897241
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
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-21T18%3A56%3A53IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20Gastric%20Antisecretory%20Activity%20of%20N-Cyano-N'-(phenyl-pyridinylmethyl)%20guanidine%20Derivatives&rft.jtitle=Chemical%20&%20pharmaceutical%20bulletin&rft.au=SHIMADA,%20KATSUTOSHI&rft.date=1984-01-01&rft.volume=32&rft.issue=12&rft.spage=4893&rft.epage=4906&rft.pages=4893-4906&rft.issn=0009-2363&rft.eissn=1347-5223&rft.coden=CPBTAL&rft_id=info:doi/10.1248/cpb.32.4893&rft_dat=%3Cproquest_cross%3E75897241%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1459958882&rft_id=info:pmid/6534538&rfr_iscdi=true