Studies on Antiatherosclerotic Agents. Synthesis of 7-Ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone Derivatives and Related Compounds
Derivatives of 7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone and closely related compounds were synthesized using Wittig and epoxidation reactions. Ring opening amination of the epoxides were carried out using dimethylaluminum amide reagents under mild reaction conditions. β-Keto ester...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1991/03/25, Vol.39(3), pp.795-797 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | EGUCHI, Yukuo SASAKI, Fujinori TAKASHIMA, Yoshimi NAKAJIMA, Masako ISHIKAWA, Masayuki |
| description | Derivatives of 7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone and closely related compounds were synthesized using Wittig and epoxidation reactions. Ring opening amination of the epoxides were carried out using dimethylaluminum amide reagents under mild reaction conditions. β-Keto ester and β-diketone moieties were introduced through diazo derivatives. These moieties were reacted with hydrazine hydrate to produce 4-pyrazolyl derivatives.The derivatives were tested for their inhibitory effect on platelet aggregation, and their relaxing effect on blood vessels. |
| doi_str_mv | 10.1248/cpb.39.795 |
| format | Article |
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These moieties were reacted with hydrazine hydrate to produce 4-pyrazolyl derivatives.The derivatives were tested for their inhibitory effect on platelet aggregation, and their relaxing effect on blood vessels.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.39.795</identifier><identifier>PMID: 2070467</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone ; Animals ; Arteriosclerosis - drug therapy ; Chemistry ; dimethylaluminum amide reagent ; epoxidation ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; inhibitory effect ; Organic chemistry ; Phthalazines - chemical synthesis ; Phthalazines - pharmacology ; platelet aggregation ; Platelet Aggregation Inhibitors - chemical synthesis ; Preparations and properties ; Rats ; rhodium(II) acetate ; synthesis ; Wittig reaction</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1991/03/25, Vol.39(3), pp.795-797</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c604t-5cf6cc84e330953db45c2ad618a79a86af955f4879a438239009bd396f751bd53</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19831168$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2070467$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>EGUCHI, Yukuo</creatorcontrib><creatorcontrib>SASAKI, Fujinori</creatorcontrib><creatorcontrib>TAKASHIMA, Yoshimi</creatorcontrib><creatorcontrib>NAKAJIMA, Masako</creatorcontrib><creatorcontrib>ISHIKAWA, Masayuki</creatorcontrib><title>Studies on Antiatherosclerotic Agents. Synthesis of 7-Ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone Derivatives and Related Compounds</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Derivatives of 7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone and closely related compounds were synthesized using Wittig and epoxidation reactions. Ring opening amination of the epoxides were carried out using dimethylaluminum amide reagents under mild reaction conditions. β-Keto ester and β-diketone moieties were introduced through diazo derivatives. These moieties were reacted with hydrazine hydrate to produce 4-pyrazolyl derivatives.The derivatives were tested for their inhibitory effect on platelet aggregation, and their relaxing effect on blood vessels.</description><subject>7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone</subject><subject>Animals</subject><subject>Arteriosclerosis - drug therapy</subject><subject>Chemistry</subject><subject>dimethylaluminum amide reagent</subject><subject>epoxidation</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>inhibitory effect</subject><subject>Organic chemistry</subject><subject>Phthalazines - chemical synthesis</subject><subject>Phthalazines - pharmacology</subject><subject>platelet aggregation</subject><subject>Platelet Aggregation Inhibitors - chemical synthesis</subject><subject>Preparations and properties</subject><subject>Rats</subject><subject>rhodium(II) acetate</subject><subject>synthesis</subject><subject>Wittig reaction</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkVFrFDEUhYModa2--C7Mi6Ji1mSSzCSPy1qtUBCsPg93kkwnZSbZJpni-i_8x2bZpX25yeV8nAPnIvSakjWtufysd_2aqXWrxBO0ooy3WNQ1e4pWhBCFa9aw5-hFSreE1IK07Ayd1aQlvGlX6N91XoyzqQq-2vjsII82hqSnMrPT1ebG-pzW1fXeFyW5Ag5Viy_yGP7sNcQ--P2EOR5CnMun-VRJbNxs81g2-r6-_IB3Yx5hgr_OB2-rLza6e8juvmSCN9VPO0G2ptqGeRcWb9JL9GyAKdlXp_cc_f568Wt7ia9-fPu-3Vxh3RCesdBDo7XkljGiBDM9F7oG01AJrQLZwKCEGLgsC2eyZqpU0RummqEVtDeCnaN3R99dDHeLTbmbXdJ2msDbsKROkqaVnBzAj0dQl2JStEO3i26GuO8o6Q79d6X_jqmu9F_gNyfXpZ-teUBPhRf97UmHpGEaInjt0qOjkozSRhZue-RuU4Yb-wBALFeZ7CGSKiEPsew4SvqjOkLsrGf_AWTwpm8</recordid><startdate>1991</startdate><enddate>1991</enddate><creator>EGUCHI, Yukuo</creator><creator>SASAKI, Fujinori</creator><creator>TAKASHIMA, Yoshimi</creator><creator>NAKAJIMA, Masako</creator><creator>ISHIKAWA, Masayuki</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</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>7X8</scope></search><sort><creationdate>1991</creationdate><title>Studies on Antiatherosclerotic Agents. Synthesis of 7-Ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone Derivatives and Related Compounds</title><author>EGUCHI, Yukuo ; SASAKI, Fujinori ; TAKASHIMA, Yoshimi ; NAKAJIMA, Masako ; ISHIKAWA, Masayuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c604t-5cf6cc84e330953db45c2ad618a79a86af955f4879a438239009bd396f751bd53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone</topic><topic>Animals</topic><topic>Arteriosclerosis - drug therapy</topic><topic>Chemistry</topic><topic>dimethylaluminum amide reagent</topic><topic>epoxidation</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>inhibitory effect</topic><topic>Organic chemistry</topic><topic>Phthalazines - chemical synthesis</topic><topic>Phthalazines - pharmacology</topic><topic>platelet aggregation</topic><topic>Platelet Aggregation Inhibitors - chemical synthesis</topic><topic>Preparations and properties</topic><topic>Rats</topic><topic>rhodium(II) acetate</topic><topic>synthesis</topic><topic>Wittig reaction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>EGUCHI, Yukuo</creatorcontrib><creatorcontrib>SASAKI, Fujinori</creatorcontrib><creatorcontrib>TAKASHIMA, Yoshimi</creatorcontrib><creatorcontrib>NAKAJIMA, Masako</creatorcontrib><creatorcontrib>ISHIKAWA, Masayuki</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>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>EGUCHI, Yukuo</au><au>SASAKI, Fujinori</au><au>TAKASHIMA, Yoshimi</au><au>NAKAJIMA, Masako</au><au>ISHIKAWA, Masayuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Studies on Antiatherosclerotic Agents. Synthesis of 7-Ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone Derivatives and Related Compounds</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1991</date><risdate>1991</risdate><volume>39</volume><issue>3</issue><spage>795</spage><epage>797</epage><pages>795-797</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Derivatives of 7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone and closely related compounds were synthesized using Wittig and epoxidation reactions. Ring opening amination of the epoxides were carried out using dimethylaluminum amide reagents under mild reaction conditions. β-Keto ester and β-diketone moieties were introduced through diazo derivatives. These moieties were reacted with hydrazine hydrate to produce 4-pyrazolyl derivatives.The derivatives were tested for their inhibitory effect on platelet aggregation, and their relaxing effect on blood vessels.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>2070467</pmid><doi>10.1248/cpb.39.795</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 1991/03/25, Vol.39(3), pp.795-797 |
| issn | 0009-2363 1347-5223 |
| language | eng |
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| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | 7-ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone Animals Arteriosclerosis - drug therapy Chemistry dimethylaluminum amide reagent epoxidation Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings inhibitory effect Organic chemistry Phthalazines - chemical synthesis Phthalazines - pharmacology platelet aggregation Platelet Aggregation Inhibitors - chemical synthesis Preparations and properties Rats rhodium(II) acetate synthesis Wittig reaction |
| title | Studies on Antiatherosclerotic Agents. Synthesis of 7-Ethoxycarbonyl-4-formyl-6, 8-dimethyl-1(2H)-phthalazinone Derivatives and Related Compounds |
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