{"id":"https://openalex.org/W2005758547","doi":"https://doi.org/10.1248/cpb.49.606","title":"Ethenesulfonamide Derivatives, a Novel Class of Orally Active Endothelin-A Receptor Antagonists","display_name":"Ethenesulfonamide Derivatives, a Novel Class of Orally Active Endothelin-A Receptor Antagonists","publication_year":2001,"publication_date":"2001-01-01","ids":{"openalex":"https://openalex.org/W2005758547","doi":"https://doi.org/10.1248/cpb.49.606","mag":"2005758547","pmid":"https://pubmed.ncbi.nlm.nih.gov/11383615"},"language":"en","primary_location":{"id":"doi:10.1248/cpb.49.606","doi":"https://doi.org/10.1248/cpb.49.606","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.49.606","pdf_url":"https://www.jstage.jst.go.jp/article/cpb/49/5/49_5_606/_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 &amp; 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/cpb/49/5/49_5_606/_pdf","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":null,"display_name":"Hironori HARADA","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Hironori HARADA","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5051545710","display_name":"Jun\u2010ichi Kazami","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Jun-ichi KAZAMI","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5108523342","display_name":"Susumu Watanuki","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Susumu WATANUKI","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5078593182","display_name":"Ryuji Tsuzuki","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Ryuji TSUZUKI","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111868206","display_name":"Katsumi Sudoh","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Katsumi SUDOH","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103755490","display_name":"Akira Fujimori","orcid":"https://orcid.org/0009-0009-2499-9369","observed_orcids":["https://orcid.org/0009-0009-2499-9369","https://orcid.org/0009-0006-1834-4989"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Akira FUJIMORI","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001840266","display_name":"Akihiro Tanaka","orcid":"https://orcid.org/0000-0003-4664-8745","observed_orcids":["https://orcid.org/0000-0003-4664-8745"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Akihiro TANAKA","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103404170","display_name":"Shin\u2010ichi Tsukamoto","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Shin-ichi TSUKAMOTO","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5110346038","display_name":"Isao Yanagisawa","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Isao YANAGISAWA","raw_affiliation_strings":["Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Insitute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":1.255,"has_fulltext":true,"cited_by_count":10,"citation_normalized_percentile":{"value":0.75945274,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"49","issue":"5","first_page":"606","last_page":"612"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10155","display_name":"Nitric Oxide and Endothelin Effects","score":0.9829000234603882,"subfield":{"id":"https://openalex.org/subfields/2737","display_name":"Physiology (medical)"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},"topics":[{"id":"https://openalex.org/T10155","display_name":"Nitric Oxide and Endothelin Effects","score":0.9829000234603882,"subfield":{"id":"https://openalex.org/subfields/2737","display_name":"Physiology (medical)"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T10274","display_name":"Heterocyclic Compound Synthesis and Bioactivity","score":0.006899999920278788,"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/T12910","display_name":"Eicosanoids and Hypertension Pharmacology","score":0.0017000000225380063,"subfield":{"id":"https://openalex.org/subfields/1303","display_name":"Biochemistry"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/endothelin-a-receptor-antagonist","display_name":"endothelin A receptor antagonist","score":0.9380000233650208},{"id":"https://openalex.org/keywords/bosentan","display_name":"bosentan","score":0.6470000147819519},{"id":"https://openalex.org/keywords/pyrimidine-derivatives","display_name":"pyrimidine derivatives","score":0.722000002861023},{"id":"https://openalex.org/keywords/oral-bioavailability","display_name":"oral bioavailability","score":0.8069999814033508},{"id":"https://openalex.org/keywords/structure-activity-optimization","display_name":"structure-activity optimization","score":0.6600000262260437}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8842997550964355},{"id":"https://openalex.org/C144980905","wikidata":"https://www.wikidata.org/wiki/Q24721308","display_name":"Endothelin receptor","level":3,"score":0.7275606989860535},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6415366530418396},{"id":"https://openalex.org/C2776885963","wikidata":"https://www.wikidata.org/wiki/Q245204","display_name":"Antagonist","level":3,"score":0.6398215293884277},{"id":"https://openalex.org/C2776345702","wikidata":"https://www.wikidata.org/wiki/Q390709","display_name":"Endothelin receptor antagonist","level":4,"score":0.6017919182777405},{"id":"https://openalex.org/C2781109936","wikidata":"https://www.wikidata.org/wiki/Q419769","display_name":"Bosentan","level":4,"score":0.5843513011932373},{"id":"https://openalex.org/C118792377","wikidata":"https://www.wikidata.org/wiki/Q108584245","display_name":"Selectivity","level":3,"score":0.581060528755188},{"id":"https://openalex.org/C2777752497","wikidata":"https://www.wikidata.org/wiki/Q286779","display_name":"IC50","level":3,"score":0.5727577805519104},{"id":"https://openalex.org/C2779321679","wikidata":"https://www.wikidata.org/wiki/Q207722","display_name":"Pyrimidine","level":2,"score":0.4945487678050995},{"id":"https://openalex.org/C90150868","wikidata":"https://www.wikidata.org/wiki/Q39513","display_name":"Alkoxy group","level":3,"score":0.46794360876083374},{"id":"https://openalex.org/C2777056448","wikidata":"https://www.wikidata.org/wiki/Q285166","display_name":"Oral administration","level":2,"score":0.45758405327796936},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.4365490972995758},{"id":"https://openalex.org/C98274493","wikidata":"https://www.wikidata.org/wiki/Q128406","display_name":"Pharmacology","level":1,"score":0.39448225498199463},{"id":"https://openalex.org/C202751555","wikidata":"https://www.wikidata.org/wiki/Q221681","display_name":"In vitro","level":2,"score":0.19317308068275452},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.16346830129623413},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.05247816443443298},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.0},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001013","descriptor_name":"Aorta, Thoracic","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D001794","descriptor_name":"Blood Pressure","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D003655","descriptor_name":"Decerebrate State","qualifier_ui":"Q000503","qualifier_name":"physiopathology","is_major_topic":false},{"descriptor_ui":"D005260","descriptor_name":"Female","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007202","descriptor_name":"Indicators and Reagents","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008297","descriptor_name":"Male","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009119","descriptor_name":"Muscle Contraction","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D009131","descriptor_name":"Muscle, Smooth, Vascular","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011247","descriptor_name":"Pregnancy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013329","descriptor_name":"Structure-Activity Relationship","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013449","descriptor_name":"Sulfonamides","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D013449","descriptor_name":"Sulfonamides","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D017208","descriptor_name":"Rats, Wistar","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D017466","descriptor_name":"Receptors, Endothelin","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D044022","descriptor_name":"Receptor, Endothelin A","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D044023","descriptor_name":"Receptor, Endothelin B","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D051381","descriptor_name":"Rats","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D065128","descriptor_name":"Endothelin Receptor Antagonists","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"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.49.606","doi":"https://doi.org/10.1248/cpb.49.606","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.49.606","pdf_url":"https://www.jstage.jst.go.jp/article/cpb/49/5/49_5_606/_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 &amp; PHARMACEUTICAL BULLETIN","raw_type":"journal-article"},{"id":"pmid:11383615","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11383615","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.49.606","doi":"https://doi.org/10.1248/cpb.49.606","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.49.606","pdf_url":"https://www.jstage.jst.go.jp/article/cpb/49/5/49_5_606/_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 &amp; PHARMACEUTICAL BULLETIN","raw_type":"journal-article"},"sustainable_development_goals":[{"display_name":"Good health and well-being","id":"https://metadata.un.org/sdg/3","score":0.8371999859809875}],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":true,"pdf":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2005758547.pdf","grobid_xml":"https://content.openalex.org/works/W2005758547.grobid-xml"},"referenced_works_count":20,"referenced_works":["https://openalex.org/W1964869550","https://openalex.org/W1966153502","https://openalex.org/W1977343715","https://openalex.org/W1980762198","https://openalex.org/W1987811756","https://openalex.org/W1988144800","https://openalex.org/W1992583442","https://openalex.org/W2016038739","https://openalex.org/W2024322045","https://openalex.org/W2025809260","https://openalex.org/W2059369537","https://openalex.org/W2093595125","https://openalex.org/W2119549301","https://openalex.org/W2151869895","https://openalex.org/W2162804111","https://openalex.org/W2950438270","https://openalex.org/W3024408906","https://openalex.org/W4210966258","https://openalex.org/W4244479781","https://openalex.org/W4245696085"],"related_works":["https://openalex.org/W2043075580","https://openalex.org/W2021524643","https://openalex.org/W2949348069","https://openalex.org/W1988994729","https://openalex.org/W2064030441","https://openalex.org/W1985736200","https://openalex.org/W2027319682","https://openalex.org/W1910386836","https://openalex.org/W2949540171","https://openalex.org/W2037687481"],"abstract_inverted_index":{"In":[0],"the":[1,8,21,24,33,53,59,64,86],"present":[2],"article":[3],"we":[4],"wish":[5],"to":[6,58],"report":[7],"discovery":[9],"of":[10,14,23,32,36,52,71,99],"a":[11,39,96,105],"novel":[12],"class":[13],"ET(A)-selective":[15],"endothelin":[16],"(ET)":[17],"receptor":[18],"antagonists":[19],"through":[20],"modification":[22],"ET(A)/ET(B)":[25],"non-selective":[26],"antagonist,":[27],"Ro47-0203":[28],"(Bosentan,":[29],"1).":[30],"Replacement":[31],"benzenesulfonamide":[34],"group":[35,41],"1":[37],"with":[38,68,95],"2-phenylethenesulfonamide":[40],"gave":[42],"compound":[43,83],"5a":[44],"and":[45,102],"resulted":[46],"in":[47,49,92,109],"improvement":[48,70],"ET(A)-selectivity.":[50,72],"Optimization":[51],"alkoxy":[54],"side":[55],"chain":[56],"attached":[57],"core":[60],"pyrimidine":[61],"ring":[62],"yielded":[63],"2-fluoroethoxy":[65],"derivative":[66],"(5n)":[67],"further":[69],"[IC50=2.1":[73],"nM":[74],"for":[75],"ET(A)":[76],"receptor,":[77],"ET(B)/ET(A)":[78],"ratio=1200].":[79],"After":[80],"oral":[81],"administration,":[82],"5n":[84],"inhibited":[85],"big":[87],"ET-1":[88],"induced":[89],"pressor":[90],"response":[91],"pithed":[93],"rats":[94],"DR2":[97],"value":[98],"2.6":[100],"mg/kg":[101],"also":[103],"exhibited":[104],"potent":[106],"antagonistic":[107],"activity":[108],"conscious":[110],"rats.":[111]},"counts_by_year":[{"year":2023,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}
