{"id":"https://openalex.org/W1521312907","doi":"https://doi.org/10.1248/cpb.31.2329","title":"Synthesis of 2-(N-substituted amino)-6-hydroxy-1,2,3,4-tetrahydronaphthalen-1-ol derivatives.","display_name":"Synthesis of 2-(N-substituted amino)-6-hydroxy-1,2,3,4-tetrahydronaphthalen-1-ol derivatives.","publication_year":1983,"publication_date":"1983-01-01","ids":{"openalex":"https://openalex.org/W1521312907","doi":"https://doi.org/10.1248/cpb.31.2329","mag":"1521312907","pmid":"https://pubmed.ncbi.nlm.nih.gov/6139177"},"language":"en","primary_location":{"id":"doi:10.1248/cpb.31.2329","doi":"https://doi.org/10.1248/cpb.31.2329","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.31.2329","pdf_url":"https://www.jstage.jst.go.jp/article/cpb1958/31/7/31_7_2329/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"bronze","oa_url":"https://www.jstage.jst.go.jp/article/cpb1958/31/7/31_7_2329/_pdf","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5050775626","display_name":"Akio Miyake","orcid":"https://orcid.org/0000-0002-0679-9373","observed_orcids":["https://orcid.org/0000-0002-0679-9373"]},"institutions":[{"id":"https://openalex.org/I44892455","display_name":"Takeda (Japan)","ror":"https://ror.org/04hjbmv12","country_code":"JP","type":"company","lineage":["https://openalex.org/I44892455"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"AKIO MIYAKE","raw_affiliation_strings":["Takeda (Japan), Osaka, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Takeda (Japan), Osaka, Japan","institution_ids":["https://openalex.org/I44892455"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103632694","display_name":"Katsumi Itoh","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I44892455","display_name":"Takeda (Japan)","ror":"https://ror.org/04hjbmv12","country_code":"JP","type":"company","lineage":["https://openalex.org/I44892455"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"KATSUMI ITOH","raw_affiliation_strings":["Takeda (Japan), Osaka, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Takeda (Japan), Osaka, Japan","institution_ids":["https://openalex.org/I44892455"]}]},{"author_position":"middle","author":{"id":null,"display_name":"NORIO TADA","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I44892455","display_name":"Takeda (Japan)","ror":"https://ror.org/04hjbmv12","country_code":"JP","type":"company","lineage":["https://openalex.org/I44892455"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"NORIO TADA","raw_affiliation_strings":["Takeda (Japan), Osaka, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Takeda (Japan), Osaka, Japan","institution_ids":["https://openalex.org/I44892455"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111766313","display_name":"Masao J. Tanabe","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I44892455","display_name":"Takeda (Japan)","ror":"https://ror.org/04hjbmv12","country_code":"JP","type":"company","lineage":["https://openalex.org/I44892455"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"MASAO TANABE","raw_affiliation_strings":["Takeda (Japan), Osaka, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Takeda (Japan), Osaka, Japan","institution_ids":["https://openalex.org/I44892455"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5109978393","display_name":"Minoru Hirata","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I44892455","display_name":"Takeda (Japan)","ror":"https://ror.org/04hjbmv12","country_code":"JP","type":"company","lineage":["https://openalex.org/I44892455"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"MINORU HIRATA","raw_affiliation_strings":["Takeda (Japan), Osaka, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Takeda (Japan), Osaka, Japan","institution_ids":["https://openalex.org/I44892455"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5110866941","display_name":"Yoshikazu Oka","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I44892455","display_name":"Takeda (Japan)","ror":"https://ror.org/04hjbmv12","country_code":"JP","type":"company","lineage":["https://openalex.org/I44892455"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"YOSHIKAZU OKA","raw_affiliation_strings":["Takeda (Japan), Osaka, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Takeda (Japan), Osaka, Japan","institution_ids":["https://openalex.org/I44892455"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I44892455"],"apc_list":null,"apc_paid":null,"fwci":1.1336,"has_fulltext":false,"cited_by_count":12,"citation_normalized_percentile":{"value":0.67298086,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"31","issue":"7","first_page":"2329","last_page":"2348"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.2793000042438507,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.2793000042438507,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10274","display_name":"Heterocyclic Compound Synthesis and Bioactivity","score":0.25459998846054077,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13208","display_name":"Synthesis of heterocyclic compounds","score":0.15559999644756317,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/reductive-alkylation","display_name":"reductive alkylation","score":0.8529999852180481},{"id":"https://openalex.org/keywords/cardiovascular-drugs","display_name":"cardiovascular drugs","score":0.8370000123977661},{"id":"https://openalex.org/keywords/vasodilating-activity","display_name":"vasodilating activity","score":0.9800000190734863}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9535099267959595},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6598702073097229},{"id":"https://openalex.org/C164361826","wikidata":"https://www.wikidata.org/wiki/Q177604","display_name":"Alkylation","level":3,"score":0.5716206431388855},{"id":"https://openalex.org/C515207424","wikidata":"https://www.wikidata.org/wiki/Q8066","display_name":"Amino acid","level":2,"score":0.5213047862052917},{"id":"https://openalex.org/C24961977","wikidata":"https://www.wikidata.org/wiki/Q225972","display_name":"Bicyclic molecule","level":2,"score":0.4890018701553345},{"id":"https://openalex.org/C2778327999","wikidata":"https://www.wikidata.org/wiki/Q188777","display_name":"Carboxamide","level":2,"score":0.433794766664505},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.4329940974712372},{"id":"https://openalex.org/C181647583","wikidata":"https://www.wikidata.org/wiki/Q903429","display_name":"Stereoselectivity","level":3,"score":0.4326948821544647},{"id":"https://openalex.org/C2779255514","wikidata":"https://www.wikidata.org/wiki/Q179724","display_name":"Naphthalene","level":2,"score":0.43115121126174927},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.12705540657043457},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.12554961442947388},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D000319","descriptor_name":"Adrenergic beta-Antagonists","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002621","descriptor_name":"Chemistry","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D004285","descriptor_name":"Dogs","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006168","descriptor_name":"Guinea Pigs","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009281","descriptor_name":"Naphthalenes","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D013764","descriptor_name":"Tetrahydronaphthalenes","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D013764","descriptor_name":"Tetrahydronaphthalenes","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D014665","descriptor_name":"Vasodilator Agents","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D055598","descriptor_name":"Chemical Phenomena","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D066298","descriptor_name":"In Vitro Techniques","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1248/cpb.31.2329","doi":"https://doi.org/10.1248/cpb.31.2329","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.31.2329","pdf_url":"https://www.jstage.jst.go.jp/article/cpb1958/31/7/31_7_2329/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},{"id":"pmid:6139177","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/6139177","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical & pharmaceutical bulletin","raw_type":"Journal Article"}],"best_oa_location":{"id":"doi:10.1248/cpb.31.2329","doi":"https://doi.org/10.1248/cpb.31.2329","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.31.2329","pdf_url":"https://www.jstage.jst.go.jp/article/cpb1958/31/7/31_7_2329/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},"sustainable_development_goals":[{"id":"https://metadata.un.org/sdg/3","display_name":"Good health and well-being","score":0.6240000128746033}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W1521312907.pdf","grobid_xml":"https://content.openalex.org/works/W1521312907.grobid-xml"},"referenced_works_count":1,"referenced_works":["https://openalex.org/W1514882211"],"related_works":["https://openalex.org/W1602083471","https://openalex.org/W2312429899","https://openalex.org/W1541343219","https://openalex.org/W1534999600","https://openalex.org/W1973252530","https://openalex.org/W2317539362","https://openalex.org/W2006890971","https://openalex.org/W2023768277","https://openalex.org/W2130663723","https://openalex.org/W2343087653"],"abstract_inverted_index":{"trans-6-Hydroxy-2-(1-methyl-3-phenylpropyl)":[0],"amino-1,":[1,7,15],"2,":[2,8,16,34],"3,":[3,9,17,35,61],"4-tetrahydronaphthalen-1-ol":[4,10],"(8a),":[5],"trans-6-hydroxy-2-(1-methyl-2-phenoxyethyl)":[6],"(8b)":[11],"and":[12,45,71,106],"trans-1,":[13],"6-dihydroxy-2-(1-methyl-3-phenylpropyl)":[14],"4-tetrahydronaphthalene-5-carboxamide":[18],"(9a)":[19],"were":[20,51,79,98],"synthesized":[21],"as":[22],"a":[23,54],"part":[24],"of":[25,47,57,85],"our":[26],"search":[27],"for":[28,100,107],"useful":[29],"cardiovascular":[30],"agents.":[31],"2-(N-Substituted":[32],"amino)-6-alkoxy-1,":[33],"4-tetrahydronaphthalen-1-ols":[36],"(10-31)":[37],"having":[38],"various":[39],"substituents":[40],"at":[41],"the":[42,48,82,86],"5-,":[43],"6-":[44],"7-positions":[46],"naphthalene":[49],"ring":[50],"prepared":[52],"by":[53,81],"five-step":[55],"sequence":[56],"reactions":[58],"starting":[59],"from":[60],"4-dihydro-1":[62],"(2H)-naphthalenone":[63],"derivatives":[64,69],"(36).":[65],"Furthermore":[66],"2-(N-substituted":[67],"amino)-1-indanol":[68],"(33)":[70],"6-(N-substituted":[72],"amino)-2-hydroxy-6,":[73],"7,":[74],"8,":[75],"9-tetrahydro-5H-benzocyclohepten-5-ols":[76],"(34,":[77],"35)":[78],"obtained":[80],"reductive":[83],"alkylation":[84],"corresponding":[87],"amino":[88,95],"alcohols":[89,96],"with":[90],"carbonyl":[91],"compounds.":[92],"These":[93],"N-substituted":[94],"(8-35)":[97],"tested":[99],"vasodilating":[101],"activity":[102,109],"in":[103],"anesthetized":[104],"dogs":[105],"\u03b2-blocking":[108],"using":[110],"isolated":[111],"guinea":[112],"pig":[113],"atrial":[114],"preparations.":[115]},"counts_by_year":[{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}