{"id":"https://openalex.org/W1996238121","doi":"https://doi.org/10.1139/y90-192","title":"N-Aralkylated derivatives of 1-aminobenzotriazole as isozyme-selective, mechanism-based inhibitors of guinea pig hepatic cytochrome P-450 dependent monooxygenase activity","display_name":"N-Aralkylated derivatives of 1-aminobenzotriazole as isozyme-selective, mechanism-based inhibitors of guinea pig hepatic cytochrome P-450 dependent monooxygenase activity","publication_year":1990,"publication_date":"1990-09-01","ids":{"openalex":"https://openalex.org/W1996238121","doi":"https://doi.org/10.1139/y90-192","mag":"1996238121","pmid":"https://pubmed.ncbi.nlm.nih.gov/2276091"},"language":"en","primary_location":{"id":"doi:10.1139/y90-192","doi":"https://doi.org/10.1139/y90-192","is_oa":false,"landing_page_url":"https://doi.org/10.1139/y90-192","pdf_url":null,"source":{"id":"https://openalex.org/S82722058","display_name":"Canadian Journal of Physiology and Pharmacology","issn_l":"0008-4212","issn":["0008-4212","1205-7541"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","medline","norway-1","poland-70","russia-white-list-2"],"host_organization":"https://openalex.org/P4310312929","host_organization_name":"Canadian Science Publishing","host_organization_lineage":["https://openalex.org/P4310312929"],"host_organization_lineage_names":["Canadian Science Publishing"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Canadian Journal of Physiology and Pharmacology","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5110189252","display_name":"Kimberley J. Woodcroft","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I125749732","display_name":"Western University","ror":"https://ror.org/02grkyz14","country_code":"CA","type":"education","lineage":["https://openalex.org/I125749732"]}],"countries":["CA"],"is_corresponding":false,"raw_author_name":"Kimberley J. Woodcroft","raw_affiliation_strings":["Department of Pharmacology and Toxicology, University of Western Ontario, London, Canada","Department of Pharmacology & Toxicology, University of Western Ontario, London, Canada"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmacology and Toxicology, University of Western Ontario, London, Canada","institution_ids":["https://openalex.org/I125749732"]},{"raw_affiliation_string":"Department of Pharmacology & Toxicology, University of Western Ontario, London, Canada","institution_ids":["https://openalex.org/I125749732"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5112799049","display_name":"John Richard Bend","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I125749732","display_name":"Western University","ror":"https://ror.org/02grkyz14","country_code":"CA","type":"education","lineage":["https://openalex.org/I125749732"]}],"countries":["CA"],"is_corresponding":false,"raw_author_name":"John R. Bend","raw_affiliation_strings":["Western University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Western University","institution_ids":["https://openalex.org/I125749732"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I125749732"],"apc_list":null,"apc_paid":null,"fwci":0.4118,"has_fulltext":false,"cited_by_count":19,"citation_normalized_percentile":{"value":0.58809212,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"68","issue":"9","first_page":"1278","last_page":"1285"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10375","display_name":"Pharmacogenetics and Drug Metabolism","score":0.9937000274658203,"subfield":{"id":"https://openalex.org/subfields/3004","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10375","display_name":"Pharmacogenetics and Drug Metabolism","score":0.9937000274658203,"subfield":{"id":"https://openalex.org/subfields/3004","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T11465","display_name":"Drug-Induced Hepatotoxicity and Protection","score":0.0031999999191612005,"subfield":{"id":"https://openalex.org/subfields/3004","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T11747","display_name":"Metal-Catalyzed Oxygenation Mechanisms","score":0.000699999975040555,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic 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/1-aminobenzotriazole","display_name":"1-aminobenzotriazole","score":0.9750000238418579},{"id":"https://openalex.org/keywords/cytochrome-p450","display_name":"cytochrome P450","score":0.8809999823570251},{"id":"https://openalex.org/keywords/mechanism-based-inhibition","display_name":"mechanism-based inhibition","score":0.7179999947547913},{"id":"https://openalex.org/keywords/suicide-inhibitors","display_name":"suicide inhibitors","score":0.6660000085830688},{"id":"https://openalex.org/keywords/isozyme-selectivity","display_name":"isozyme selectivity","score":0.8870000243186951},{"id":"https://openalex.org/keywords/ethoxyresorufin-o-deethylation","display_name":"7-ethoxyresorufin O-deethylation","score":0.9760000109672546},{"id":"https://openalex.org/keywords/benzphetamine-n-demethylation","display_name":"benzphetamine N-demethylation","score":0.9259999990463257},{"id":"https://openalex.org/keywords/phenobarbital-induction","display_name":"phenobarbital induction","score":0.7670000195503235},{"id":"https://openalex.org/keywords/beta-naphthoflavone-induction","display_name":"beta-naphthoflavone induction","score":0.9459999799728394},{"id":"https://openalex.org/keywords/liver-microsomes","display_name":"liver microsomes","score":0.8519999980926514},{"id":"https://openalex.org/keywords/guinea-pig","display_name":"guinea pig","score":0.75},{"id":"https://openalex.org/keywords/drug-metabolism","display_name":"drug metabolism","score":0.3700000047683716}],"concepts":[{"id":"https://openalex.org/C2777606763","wikidata":"https://www.wikidata.org/wiki/Q3322838","display_name":"Benzphetamine","level":4,"score":0.990538477897644},{"id":"https://openalex.org/C13002179","wikidata":"https://www.wikidata.org/wiki/Q6901821","display_name":"Monooxygenase","level":4,"score":0.8605647683143616},{"id":"https://openalex.org/C87644729","wikidata":"https://www.wikidata.org/wiki/Q547502","display_name":"Microsome","level":3,"score":0.8077998161315918},{"id":"https://openalex.org/C2780768313","wikidata":"https://www.wikidata.org/wiki/Q408068","display_name":"Cytochrome","level":3,"score":0.776630699634552},{"id":"https://openalex.org/C119795356","wikidata":"https://www.wikidata.org/wiki/Q407801","display_name":"Isozyme","level":3,"score":0.7334095239639282},{"id":"https://openalex.org/C2778793413","wikidata":"https://www.wikidata.org/wiki/Q407241","display_name":"Phenobarbital","level":2,"score":0.7036634087562561},{"id":"https://openalex.org/C2778815084","wikidata":"https://www.wikidata.org/wiki/Q79803","display_name":"Guinea pig","level":2,"score":0.598395586013794},{"id":"https://openalex.org/C526171541","wikidata":"https://www.wikidata.org/wiki/Q407693","display_name":"Cytochrome P450","level":3,"score":0.568128228187561},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.49465104937553406},{"id":"https://openalex.org/C202199734","wikidata":"https://www.wikidata.org/wiki/Q900386","display_name":"Demethylation","level":5,"score":0.4892980754375458},{"id":"https://openalex.org/C2776524530","wikidata":"https://www.wikidata.org/wiki/Q4119721","display_name":"Microsoma","level":4,"score":0.43958455324172974},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.43559694290161133},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.37814128398895264},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.36817917227745056},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.34119290113449097},{"id":"https://openalex.org/C98274493","wikidata":"https://www.wikidata.org/wiki/Q128406","display_name":"Pharmacology","level":1,"score":0.258933961391449},{"id":"https://openalex.org/C134018914","wikidata":"https://www.wikidata.org/wiki/Q162606","display_name":"Endocrinology","level":1,"score":0.11524954438209534},{"id":"https://openalex.org/C150194340","wikidata":"https://www.wikidata.org/wiki/Q26972","display_name":"Gene expression","level":3,"score":0.050046950578689575},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.048191606998443604},{"id":"https://openalex.org/C190727270","wikidata":"https://www.wikidata.org/wiki/Q874745","display_name":"DNA methylation","level":4,"score":0.0}],"mesh":[{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001571","descriptor_name":"Benzoflavones","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D003577","descriptor_name":"Cytochrome P-450 Enzyme System","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D005260","descriptor_name":"Female","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":"D007527","descriptor_name":"Isoenzymes","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":true},{"descriptor_ui":"D007527","descriptor_name":"Isoenzymes","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D007700","descriptor_name":"Kinetics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008099","descriptor_name":"Liver","qualifier_ui":"Q000201","qualifier_name":"enzymology","is_major_topic":true},{"descriptor_ui":"D008099","descriptor_name":"Liver","qualifier_ui":"Q000648","qualifier_name":"ultrastructure","is_major_topic":false},{"descriptor_ui":"D008297","descriptor_name":"Male","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008862","descriptor_name":"Microsomes, Liver","qualifier_ui":"Q000201","qualifier_name":"enzymology","is_major_topic":false},{"descriptor_ui":"D010088","descriptor_name":"Oxidoreductases","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D010088","descriptor_name":"Oxidoreductases","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D010089","descriptor_name":"Oxidoreductases, N-Demethylating","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D010089","descriptor_name":"Oxidoreductases, N-Demethylating","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D010634","descriptor_name":"Phenobarbital","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D014230","descriptor_name":"Triazoles","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D019324","descriptor_name":"beta-Naphthoflavone","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D019362","descriptor_name":"Cytochrome P-450 CYP2B1","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D019363","descriptor_name":"Cytochrome P-450 CYP1A1","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D065607","descriptor_name":"Cytochrome P-450 Enzyme Inhibitors","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true}],"locations_count":2,"locations":[{"id":"doi:10.1139/y90-192","doi":"https://doi.org/10.1139/y90-192","is_oa":false,"landing_page_url":"https://doi.org/10.1139/y90-192","pdf_url":null,"source":{"id":"https://openalex.org/S82722058","display_name":"Canadian Journal of Physiology and Pharmacology","issn_l":"0008-4212","issn":["0008-4212","1205-7541"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","medline","norway-1","poland-70","russia-white-list-2"],"host_organization":"https://openalex.org/P4310312929","host_organization_name":"Canadian Science Publishing","host_organization_lineage":["https://openalex.org/P4310312929"],"host_organization_lineage_names":["Canadian Science Publishing"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Canadian Journal of Physiology and Pharmacology","raw_type":"journal-article"},{"id":"pmid:2276091","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/2276091","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":"Canadian journal of physiology and pharmacology","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.5683000087738037,"id":"https://metadata.un.org/sdg/3","display_name":"Good health and well-being"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2398952501","https://openalex.org/W45948842","https://openalex.org/W2051197872","https://openalex.org/W2149151880","https://openalex.org/W1805776980","https://openalex.org/W2409062431","https://openalex.org/W1824265366","https://openalex.org/W2467160423","https://openalex.org/W1540251139","https://openalex.org/W2300046763"],"abstract_inverted_index":{"The":[0,53,203],"mechanism-based":[1],"inactivation":[2,107,154,312],"of":[3,14,55,78,108,121,137,155,192,207,216,227,257,288,313],"hepatic":[4,56,177,263,294],"cytochrome":[5,41,57,111,208,228,258,323],"P-450":[6,42,58,112,209,229],"by":[7,211,231,320],"the":[8,82,106,109,153,183,190,214,225,289,310],"suicide":[9,329],"inhibitor":[10,66],"1-aminobenzotriazole":[11,49,212],"and":[12,18,27,36,40,50,60,68,72,89,143,171,233,251,284,299],"two":[13,184],"its":[15,51],"derivatives,":[16],"N-benzyl-1-aminobenzotriazole":[17,232,250,276],"N-\u03b1-memylbenzyl-1-aminobenzotriazole,":[19],"was":[20,63,102,149,235,244],"investigated":[21],"in":[22,85,219,262,293],"microsomes":[23,86,94,178,264,295],"from":[24,87,95,179,265,296],"untreated,":[25,297],"phenobarbital-induced,":[26,298],"\u03b2-naphthoflavone-induced":[28,300],"guinea":[29,91,97,118,181,270,301,314,325],"pigs.":[30,92],"Microsomal":[31],"7-ethoxyresorufin":[32,128,201,290],"O-deethylase,":[33],"7-pentoxyresorufm":[34,156],"O-dealkylase,":[35],"benzphetamine":[37,131,197],"N-demethylase":[38],"activities,":[39],"content":[43,59],"were":[44,74,187,253],"determined":[45],"following":[46],"incubation":[47],"with":[48,124,196,268,309],"analogues.":[52],"loss":[54,136,206,226],"monooxygenase":[61,79,242,260],"activity":[62,80,138,218,243,261,292],"dependent":[64],"on":[65],"concentration":[67],"required":[69],"NADPH.":[70],"N-Benzyl-1-aminobenzotriazole":[71,148],"N-\u03b1-methylbenzyl-1-aminobenzotriazole":[73,99,234,252],"more":[75,254],"potent":[76,255],"inhibitors":[77,256],"than":[81,238],"parent":[83],"compound":[84],"untreated":[88,180,266],"phenobarbital-induced":[90,96],"In":[93,176,248],"pigs,":[98,182,302],"(10":[100],"\u03bcM)":[101],"highly":[103],"selective":[104,151,188],"for":[105,152,189],"major":[110],"isozyme":[113,327],"catalyzing":[114,127],"7-pentoxyresorufin":[115,193],"O-dealkylation":[116,194],"(the":[117],"pig":[119,315],"ortholog":[120],"P-450IIB1)":[122],"compared":[123,195,267],"those":[125],"isozymes":[126],"O-deethylation":[129],"or":[130],"N-demethylation":[132],"(88":[133],"\u00b1":[134,141,145,165,169,173,279,282,286],"3%":[135],"vs.":[139,167],"35":[140],"11":[142],"13":[144],"7%,":[146],"respectively).":[147,175,303],"also":[150],"O-dealkylase":[157],"activity,":[158],"but":[159,199,317],"to":[160],"a":[161],"lesser":[162],"degree":[163],"(56":[164],"6":[166],"31":[168],"8":[170],"21":[172],"8%,":[174],"N-substituted":[185],"analogues":[186],"inhibition":[191,215],"N-demethylation,":[198],"not":[200,318],"O-deethylation.":[202],"spectrally":[204],"assayed":[205],"caused":[210,230],"paralleled":[213],"enzyme":[217],"all":[220],"three":[221],"treatment":[222],"groups;":[223],"however,":[224],"never":[236],"greater":[237],"45%":[239],"even":[240],"when":[241],"virtually":[245],"100%":[246],"inhibited.":[247],"general,":[249],"P-450-dependent":[259],"induced":[269],"pigs":[271],"(for":[272],"example,":[273],"100":[274],"\u03bcM":[275],"inhibited":[277],"93":[278],"3,":[280],"81":[281],"1,":[283],"61":[285],"7%":[287],"O-deethylase":[291],"These":[304],"latter":[305],"data":[306],"are":[307],"consistent":[308],"facile":[311],"P-450IA1":[316],"P-450IA2":[319],"N-benzyl-1-aminobenzotriazole.Key":[321],"words:":[322],"P-450,":[324],"pig,":[326],"selective,":[328],"inhibitors.":[330]},"counts_by_year":[{"year":2018,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
