{"id":"https://openalex.org/W2084133249","doi":"https://doi.org/10.2174/1568015013358608","title":"Chemical Synthesis and Biological Evaluation of 18-Methoxycoronaridine (18-MC) as a Potential Anti-addictive Agent","display_name":"Chemical Synthesis and Biological Evaluation of 18-Methoxycoronaridine (18-MC) as a Potential Anti-addictive Agent","publication_year":2001,"publication_date":"2001-08-01","ids":{"openalex":"https://openalex.org/W2084133249","doi":"https://doi.org/10.2174/1568015013358608","mag":"2084133249"},"language":"en","primary_location":{"id":"doi:10.2174/1568015013358608","doi":"https://doi.org/10.2174/1568015013358608","is_oa":false,"landing_page_url":"https://doi.org/10.2174/1568015013358608","pdf_url":null,"source":{"id":"https://openalex.org/S2765063124","display_name":"Central Nervous System Agents in Medicinal Chemistry","issn_l":"1568-0150","issn":["1568-0150","1871-5249","1875-6158","1875-6166"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","medline","norway-1","poland-40","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320079","host_organization_name":"Bentham Science Publishers","host_organization_lineage":["https://openalex.org/P4310320079"],"host_organization_lineage_names":["Bentham Science Publishers"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Current Medicinal Chemistry-Central Nervous System Agents","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"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/A5026421739","display_name":"Upul K. Bandarage","orcid":"https://orcid.org/0000-0002-9456-6181","observed_orcids":["https://orcid.org/0000-0002-9456-6181"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Upul Bandarage","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5017210619","display_name":"Martin E. Kuehne","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Martin Kuehne","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5113990642","display_name":"Stanley D. Glick","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Stanley Glick","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":0.1839,"has_fulltext":false,"cited_by_count":8,"citation_normalized_percentile":{"value":0.45303485,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"1","issue":"2","first_page":"113","last_page":"123"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12649","display_name":"Alkaloids: synthesis and pharmacology","score":0.9086999893188477,"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/T12649","display_name":"Alkaloids: synthesis and pharmacology","score":0.9086999893188477,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.07169999927282333,"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/T13188","display_name":"Synthesis and bioactivity of alkaloids","score":0.010099999606609344,"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/ibogaine","display_name":"ibogaine","score":0.7879999876022339},{"id":"https://openalex.org/keywords/drug-addiction-treatment","display_name":"drug addiction treatment","score":0.7279999852180481},{"id":"https://openalex.org/keywords/cocaine-self-administration","display_name":"cocaine self-administration","score":0.878000020980835},{"id":"https://openalex.org/keywords/ethanol-self-administration","display_name":"ethanol self-administration","score":0.953000009059906},{"id":"https://openalex.org/keywords/nicotine-self-administration","display_name":"nicotine self-administration","score":0.9940000176429749},{"id":"https://openalex.org/keywords/asymmetric-total-synthesis","display_name":"asymmetric total synthesis","score":0.8479999899864197},{"id":"https://openalex.org/keywords/chiral-auxiliaries","display_name":"chiral auxiliaries","score":0.8230000138282776},{"id":"https://openalex.org/keywords/chemical-resolution","display_name":"chemical resolution","score":0.7670000195503235},{"id":"https://openalex.org/keywords/retrosynthesis","display_name":"retrosynthesis","score":0.5329999923706055},{"id":"https://openalex.org/keywords/locomotor-hyperactivity","display_name":"locomotor hyperactivity","score":0.703000009059906},{"id":"https://openalex.org/keywords/dopaminergic-effects","display_name":"dopaminergic effects","score":0.6620000004768372},{"id":"https://openalex.org/keywords/hallucinogenic-effects","display_name":"hallucinogenic effects","score":0.8379999995231628}],"concepts":[{"id":"https://openalex.org/C98274493","wikidata":"https://www.wikidata.org/wiki/Q128406","display_name":"Pharmacology","level":1,"score":0.7527060508728027},{"id":"https://openalex.org/C2779547902","wikidata":"https://www.wikidata.org/wiki/Q28086552","display_name":"Nicotine","level":2,"score":0.7316087484359741},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.6732314825057983},{"id":"https://openalex.org/C2776734949","wikidata":"https://www.wikidata.org/wiki/Q408452","display_name":"Indole alkaloid","level":3,"score":0.6220847368240356},{"id":"https://openalex.org/C2777667214","wikidata":"https://www.wikidata.org/wiki/Q70702","display_name":"Alkaloid","level":2,"score":0.48188692331314087},{"id":"https://openalex.org/C2780035454","wikidata":"https://www.wikidata.org/wiki/Q8386","display_name":"Drug","level":2,"score":0.4354269504547119},{"id":"https://openalex.org/C2777389121","wikidata":"https://www.wikidata.org/wiki/Q81225","display_name":"Morphine","level":2,"score":0.42824485898017883},{"id":"https://openalex.org/C48856860","wikidata":"https://www.wikidata.org/wiki/Q12029","display_name":"Addiction","level":2,"score":0.42438241839408875},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3028862476348877},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.21850192546844482},{"id":"https://openalex.org/C126322002","wikidata":"https://www.wikidata.org/wiki/Q11180","display_name":"Internal medicine","level":1,"score":0.10243824124336243},{"id":"https://openalex.org/C118552586","wikidata":"https://www.wikidata.org/wiki/Q7867","display_name":"Psychiatry","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.2174/1568015013358608","doi":"https://doi.org/10.2174/1568015013358608","is_oa":false,"landing_page_url":"https://doi.org/10.2174/1568015013358608","pdf_url":null,"source":{"id":"https://openalex.org/S2765063124","display_name":"Central Nervous System Agents in Medicinal Chemistry","issn_l":"1568-0150","issn":["1568-0150","1871-5249","1875-6158","1875-6166"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","medline","norway-1","poland-40","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320079","host_organization_name":"Bentham Science Publishers","host_organization_lineage":["https://openalex.org/P4310320079"],"host_organization_lineage_names":["Bentham Science Publishers"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Current Medicinal Chemistry-Central Nervous System Agents","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.9391000270843506,"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/W6924006999","https://openalex.org/W2043857108","https://openalex.org/W2119275464","https://openalex.org/W2077294441","https://openalex.org/W2011559307","https://openalex.org/W1589735237","https://openalex.org/W2080648392","https://openalex.org/W2158524587","https://openalex.org/W2588053910","https://openalex.org/W4407189569"],"abstract_inverted_index":{"Ibogaine":[0],"(1a),":[1],"one":[2],"of":[3,13,27,42,52,78,86,102,126,184,193,212,220,247],"the":[4,10,14,40,106,124,208,217],"psychoactive":[5],"indole":[6],"alkaloids":[7],"found":[8],"in":[9,23,39,105,117,175,224],"root":[11],"bark":[12],"West":[15],"African":[16],"shrub,":[17],"Tabernanthe":[18],"iboga,":[19],"has":[20,160,172,236],"purported":[21],"efficacy":[22],"treating":[24],"multiple":[25,245],"forms":[26,246],"drug":[28,248],"abuse.":[29,249],"A":[30],"single":[31],"oral":[32,84,218],"treatment":[33,243],"with":[34,178],"ibogaine":[35,70,91,127,141],"or":[36,49,65,196],"its":[37],"salts,":[38],"doses":[41],"6":[43,63],"to":[44,62,128,137],"19":[45],"mg":[46,72],"/":[47,73],"kg,":[48],"a":[50,155,166,239],"series":[51],"four":[53],"treatments":[54],"may,":[55],"respectively,":[56],"eliminate":[57],"addictive":[58,131],"behavior":[59],"for":[60,115,244],"up":[61],"months":[64],"three":[66],"years":[67],"In":[68],"rats,":[69],"(40":[71],"kg)":[74],"decreases":[75,207],"intravenous":[76,209],"self-administration":[77,85,219],"both":[79],"morphine":[80,213],"and":[81,83,88,108,163,214,216,222,241],"cocaine":[82,215],"ethanol":[87,221],"nicotine.":[89],"However,":[90,226],"also":[92],"exerts":[93],"several":[94],"serious":[95],"side":[96,120,150,232],"effects":[97,121],"including":[98],"tremors,":[99],"toxic":[100],"degeneration":[101],"Purkinje":[103],"cells":[104],"brain":[107],"an":[109],"acute":[110],"depressant":[111],"effect":[112],"on":[113],"responding":[114],"water":[116],"rats.":[118,225],"Such":[119],"may":[122],"restrict":[123],"use":[125],"treat":[129],"human":[130],"disorders.":[132],"These":[133],"problems":[134],"led":[135],"us":[136],"develop":[138],"novel":[139,156],"synthetic":[140],"congeners":[142],"that":[143],"mimic":[144],"ibogaines":[145,231],"therapeutic":[146],"profile,":[147],"but":[148],"without":[149],"effects.":[151,233],"18-Methoxycoronaridine":[152],"(18-MC,":[153],"2c),":[154],"iboga":[157],"alkaloid":[158],"congener,":[159],"been":[161,173,187],"synthesized":[162,174],"evaluated":[164],"as":[165,238],"potential":[167,237],"anti-addictive":[168],"agent.":[169],"Racemic":[170],"18-MC":[171,185,206,227,235],"13":[176],"steps,":[177],"overall":[179],"7percent":[180],"yield.":[181],"Both":[182],"enantiomers":[183],"have":[186],"obtained,":[188],"either":[189],"by":[190,197],"chemical":[191],"resolution":[192],"(plus":[194],"minus)-18-MC":[195],"enantioselective":[198],"total":[199],"synthesis":[200],"using":[201],"chiral":[202],"auxiliaries.":[203],"Like":[204],"ibogaine,":[205],"self-administrat":[210],"ion":[211],"nicotine":[223],"does":[228],"not":[229],"evidence":[230],"Thus,":[234],"safe":[240],"effective":[242],"Keywords:":[250],"Biological":[251],"Evaluation,":[252],"Methoxycoronaridine,":[253],"retrosynthesis,":[254],"indoloazepine,":[255],"Cardiovascular":[256],"Effects,":[257],"Hallucinogenic":[258],"Effect,":[259],"Dopaminergic,":[260],"Locomotor":[261],"Hyperactivity":[262]},"counts_by_year":[{"year":2023,"cited_by_count":1},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-07-31T08:31:51.225901","created_date":"2016-06-24T00:00:00"}
