{"id":"https://openalex.org/W1973283223","doi":"https://doi.org/10.1021/jm00044a015","title":"Benzimidazole Ribonucleosides: Design, Synthesis, and Antiviral Activity of Certain 2-(Alkylthio)- and 2-(Benzylthio)-5,6-dichloro-1-(.beta.-D-ribofuranosyl)benzimidazoles","display_name":"Benzimidazole Ribonucleosides: Design, Synthesis, and Antiviral Activity of Certain 2-(Alkylthio)- and 2-(Benzylthio)-5,6-dichloro-1-(.beta.-D-ribofuranosyl)benzimidazoles","publication_year":1994,"publication_date":"1994-09-01","ids":{"openalex":"https://openalex.org/W1973283223","doi":"https://doi.org/10.1021/jm00044a015","mag":"1973283223","pmid":"https://pubmed.ncbi.nlm.nih.gov/8071942"},"language":"en","primary_location":{"id":"doi:10.1021/jm00044a015","doi":"https://doi.org/10.1021/jm00044a015","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jm00044a015","pdf_url":null,"source":{"id":"https://openalex.org/S162030435","display_name":"Journal of Medicinal Chemistry","issn_l":"0022-2623","issn":["0022-2623","1520-4804"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Medicinal Chemistry","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/A5080678723","display_name":"Rodrigo V. Devivar","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Rodrigo V. Devivar","raw_affiliation_strings":["Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor 48109-1065","Department of Medic\u00ednal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor 48109-1065"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor 48109-1065","institution_ids":["https://openalex.org/I27837315"]},{"raw_affiliation_string":"Department of Medic\u00ednal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor 48109-1065","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5033349132","display_name":"Etsuko Kawashima","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Etsuko Kawashima","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110198934","display_name":"Ganapathi R. Revankar","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Ganapathi R. Revankar","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5076281231","display_name":"Julie M. Breitenbach","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Julie M. Breitenbach","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5067860046","display_name":"Edward D. Kreske","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Edward D. Kreske","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110073621","display_name":"John C. Drach","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"John C. Drach","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5103853042","display_name":"Leroy B. Townsend","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Leroy B. Townsend","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":4.0069,"has_fulltext":false,"cited_by_count":70,"citation_normalized_percentile":{"value":0.94268631,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":98},"biblio":{"volume":"37","issue":"18","first_page":"2942","last_page":"2949"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T14099","display_name":"Synthesis and Characterization of Heterocyclic Compounds","score":0.4763000011444092,"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/T14099","display_name":"Synthesis and Characterization of Heterocyclic Compounds","score":0.4763000011444092,"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":"Synthesis and biological activity","score":0.3149000108242035,"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/T10625","display_name":"Herpesvirus Infections and Treatments","score":0.14169999957084656,"subfield":{"id":"https://openalex.org/subfields/2713","display_name":"Epidemiology"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/antiviral-activity","display_name":"antiviral activity","score":0.7900000214576721},{"id":"https://openalex.org/keywords/human-cytomegalovirus","display_name":"human cytomegalovirus","score":0.9380000233650208},{"id":"https://openalex.org/keywords/herpes-simplex-virus-type-1","display_name":"herpes simplex virus type 1","score":0.9980000257492065},{"id":"https://openalex.org/keywords/cytotoxicity","display_name":"cytotoxicity","score":0.9850000143051147},{"id":"https://openalex.org/keywords/structure-activity-relationship","display_name":"structure-activity relationship","score":0.6909999847412109},{"id":"https://openalex.org/keywords/nucleoside-analogs","display_name":"nucleoside analogues","score":0.5839999914169312}],"concepts":[{"id":"https://openalex.org/C2778484023","wikidata":"https://www.wikidata.org/wiki/Q415190","display_name":"Benzimidazole","level":2,"score":0.9164606332778931},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8653556108474731},{"id":"https://openalex.org/C2776174256","wikidata":"https://www.wikidata.org/wiki/Q830842","display_name":"BETA (programming language)","level":2,"score":0.6370911598205566},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.373626708984375},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.16257625818252563},{"id":"https://openalex.org/C199360897","wikidata":"https://www.wikidata.org/wiki/Q9143","display_name":"Programming language","level":1,"score":0.044457077980041504},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.0}],"mesh":[{"descriptor_ui":"D000998","descriptor_name":"Antiviral Agents","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D000998","descriptor_name":"Antiviral Agents","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D002460","descriptor_name":"Cell Line","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002470","descriptor_name":"Cell Survival","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D003587","descriptor_name":"Cytomegalovirus","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":true},{"descriptor_ui":"D004004","descriptor_name":"Dichlororibofuranosylbenzimidazole","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D004004","descriptor_name":"Dichlororibofuranosylbenzimidazole","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D004004","descriptor_name":"Dichlororibofuranosylbenzimidazole","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D005347","descriptor_name":"Fibroblasts","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007624","descriptor_name":"KB Cells","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":"D015195","descriptor_name":"Drug Design","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D018259","descriptor_name":"Herpesvirus 1, Human","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/jm00044a015","doi":"https://doi.org/10.1021/jm00044a015","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jm00044a015","pdf_url":null,"source":{"id":"https://openalex.org/S162030435","display_name":"Journal of Medicinal Chemistry","issn_l":"0022-2623","issn":["0022-2623","1520-4804"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Medicinal Chemistry","raw_type":"journal-article"},{"id":"pmid:8071942","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/8071942","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":"Journal of medicinal chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[{"display_name":"Good health and well-being","score":0.8560000061988831,"id":"https://metadata.un.org/sdg/3"}],"study_designs":[],"awards":[{"id":"https://openalex.org/G168524383","display_name":null,"funder_award_id":"N01-AI 42554","funder_id":"https://openalex.org/F4320337355","funder_display_name":"National Institute of Allergy and Infectious Diseases"},{"id":"https://openalex.org/G3608580336","display_name":null,"funder_award_id":"N01 AI72641","funder_id":"https://openalex.org/F4320337355","funder_display_name":"National Institute of Allergy and Infectious Diseases"},{"id":"https://openalex.org/G4273480390","display_name":"DRUGS TO TREAT HUMAN CYTOMEGALOVIRUS INFECTIONS","funder_award_id":"n01ai072641-011","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"},{"id":"https://openalex.org/G4529872075","display_name":null,"funder_award_id":"NIAID U01-AI-31718","funder_id":"https://openalex.org/F4320337355","funder_display_name":"National Institute of Allergy and Infectious Diseases"},{"id":"https://openalex.org/G521086232","display_name":"HETEROCYCLIC COMPOUNDS AS SELECTIVE INHIBITORS OF HCMV","funder_award_id":"5u01ai031718-04","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"},{"id":"https://openalex.org/G6077714088","display_name":"DEVELOP ANTIVIRAL DRUGS FOR CMV INFECTIONS IN AIDS","funder_award_id":"n01ai042554-001","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"}],"funders":[{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320337355","display_name":"National Institute of Allergy and Infectious Diseases","ror":"https://ror.org/043z4tv69"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2950125885","https://openalex.org/W2077684614","https://openalex.org/W2953330329","https://openalex.org/W2951939864","https://openalex.org/W1988579458","https://openalex.org/W2081188967","https://openalex.org/W149132210","https://openalex.org/W2034507591","https://openalex.org/W2015794387","https://openalex.org/W1973765947"],"abstract_inverted_index":{"Several":[0],"2-alkylthio-":[1],"and":[2,11,57,82,126,142,166],"2-benzylthio":[3,88,98],"derivatives":[4],"of":[5,48,107,117,139],"5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole":[6],"(DRB)":[7],"have":[8],"been":[9],"designed":[10],"synthesized":[12],"from":[13,134],"5,6-dichloro-1-(beta-D-ribofuranosyl)-benzimidazole-2-thione.":[14],"All":[15],"compounds":[16,41,51,109],"were":[17,35,42,52,60,110,120],"evaluated":[18],"for":[19],"activity":[20,79,130],"against":[21,55,80,123,158],"human":[22],"cytomegalovirus":[23],"(HCMV)":[24],"and/or":[25],"herpes":[26],"simplex":[27],"virus":[28],"type-1":[29],"(HSV-1).":[30],"Three":[31],"different":[32],"cytotoxicity":[33,83,143],"assays":[34],"used":[36],"to":[37,44,94],"determine":[38],"if":[39],"the":[40,49,87,96,118,129,137,148,152],"toxic":[43],"uninfected":[45,73],"cells.":[46,74],"Most":[47],"2-alkylthio":[50],"either":[53],"inactive":[54],"HCMV":[56,81,125,159],"HSV-1":[58],"or":[59,66],"active":[61,112,122,157,172],"only":[62],"at":[63,65],"concentrations":[64],"near":[67],"those":[68],"which":[69],"produced":[70],"toxicity":[71],"in":[72,151],"The":[75],"best":[76,149],"separation":[77],"between":[78],"was":[84,131,147,155,170],"observed":[85],"with":[86],"analog":[89],"7.":[90],"This":[91],"prompted":[92],"us":[93],"synthesize":[95],"substituted":[97],"analogs":[99,119],"11-23":[100],"using":[101],"a":[102],"Topliss":[103],"Tree":[104],"approach.":[105],"None":[106],"these":[108],"more":[111,156],"than":[113,160,173],"compound":[114,145,150],"7;":[115],"most":[116],"weakly":[121],"both":[124,140],"HSV-1,":[127],"but":[128,168],"not":[132],"separated":[133],"cytotoxicity.":[135],"On":[136],"basis":[138],"antiviral":[141],"data,":[144],"7":[146],"series.":[153],"It":[154],"DRB":[161],"(the":[162],"2-unsubstituted":[163],"analog),":[164],"acyclovir,":[165],"foscarnet,":[167],"it":[169],"less":[171],"ganciclovir.":[174]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":2},{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":5},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2014,"cited_by_count":6},{"year":2013,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
