{"id":"https://openalex.org/W284309151","doi":"https://doi.org/10.1023/a:1018928604461","title":"Conformational Analysis of the Opioid Phenylmorphan and Its 9\u03b1-Methyl Analogue in Solution Using High-Resolution Nuclear Magnetic Resonance Spectroscopy","display_name":"Conformational Analysis of the Opioid Phenylmorphan and Its 9\u03b1-Methyl Analogue in Solution Using High-Resolution Nuclear Magnetic Resonance Spectroscopy","publication_year":1993,"publication_date":"1993-08-01","ids":{"openalex":"https://openalex.org/W284309151","doi":"https://doi.org/10.1023/a:1018928604461","mag":"284309151","pmid":"https://pubmed.ncbi.nlm.nih.gov/8415408"},"language":"en","primary_location":{"id":"doi:10.1023/a:1018928604461","doi":"https://doi.org/10.1023/a:1018928604461","is_oa":false,"landing_page_url":"https://doi.org/10.1023/a:1018928604461","pdf_url":null,"source":{"id":"https://openalex.org/S103865650","display_name":"Pharmaceutical Research","issn_l":"0724-8741","issn":["0724-8741","1573-904X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-2","ki-jl-2","medline","norway-2","poland-70","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310319900","host_organization_name":"Springer Science+Business Media","host_organization_lineage":["https://openalex.org/P4310319900","https://openalex.org/P4310319965"],"host_organization_lineage_names":["Springer Science+Business Media","Springer Nature"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Pharmaceutical Research","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/A5044725442","display_name":"Christine M. DiMeglio","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I140172145","display_name":"University of Connecticut","ror":"https://ror.org/02der9h97","country_code":"US","type":"education","lineage":["https://openalex.org/I140172145"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Christine M. DiMeglio","raw_affiliation_strings":["Section of Medicinal Chemistry and Pharmacognosy, School of Pharmacy/Institute of Materials Science, University of Connecticut, Storrs 06269"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Section of Medicinal Chemistry and Pharmacognosy, School of Pharmacy/Institute of Materials Science, University of Connecticut, Storrs 06269","institution_ids":["https://openalex.org/I140172145"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5074254627","display_name":"Mark Froimowitz","orcid":"https://orcid.org/0000-0001-9126-8288","observed_orcids":["https://orcid.org/0000-0001-9126-8288"]},"institutions":[{"id":"https://openalex.org/I136199984","display_name":"Harvard University","ror":"https://ror.org/03vek6s52","country_code":"US","type":"education","lineage":["https://openalex.org/I136199984"]},{"id":"https://openalex.org/I2801148111","display_name":"McLean Hospital","ror":"https://ror.org/01kta7d96","country_code":"US","type":"healthcare","lineage":["https://openalex.org/I2801148111"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Mark Froimowitz","raw_affiliation_strings":["Alcohol and Drug Abuse Research Center, McLean Hospital, Harvard Medical School, 115 Mill Street, Belmont, Massachusetts, 02178","Alcohol and Drug Abuse Research Center, McLean Hospital-Harvard Medical School, Belmont,"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Alcohol and Drug Abuse Research Center, McLean Hospital, Harvard Medical School, 115 Mill Street, Belmont, Massachusetts, 02178","institution_ids":["https://openalex.org/I136199984","https://openalex.org/I2801148111"]},{"raw_affiliation_string":"Alcohol and Drug Abuse Research Center, McLean Hospital-Harvard Medical School, Belmont,","institution_ids":["https://openalex.org/I136199984","https://openalex.org/I2801148111"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5000540926","display_name":"Alexandros Makriyannis","orcid":"https://orcid.org/0000-0003-3272-3687","observed_orcids":["https://orcid.org/0000-0003-3272-3687"]},"institutions":[{"id":"https://openalex.org/I140172145","display_name":"University of Connecticut","ror":"https://ror.org/02der9h97","country_code":"US","type":"education","lineage":["https://openalex.org/I140172145"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Alexandros Makriyannis","raw_affiliation_strings":["Section of Medicinal Chemistry and Pharmacognosy, School of Pharmacy/Institute of Materials Science, University of Connecticut, Storrs, Connecticut, 06269","Section of Medicinal Chemistry and Pharmacognosy, School of Pharmacy/Institute of Materials Science, University of Connecticut, Storrs,"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Section of Medicinal Chemistry and Pharmacognosy, School of Pharmacy/Institute of Materials Science, University of Connecticut, Storrs, Connecticut, 06269","institution_ids":["https://openalex.org/I140172145"]},{"raw_affiliation_string":"Section of Medicinal Chemistry and Pharmacognosy, School of Pharmacy/Institute of Materials Science, University of Connecticut, Storrs,","institution_ids":["https://openalex.org/I140172145"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4690,"currency":"USD","value_usd":4690},"apc_paid":null,"fwci":0.5604,"has_fulltext":false,"cited_by_count":3,"citation_normalized_percentile":{"value":0.53006747,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"10","issue":"8","first_page":"1200","last_page":"1205"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12748","display_name":"Molecular spectroscopy and chirality","score":0.8740000128746033,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T12748","display_name":"Molecular spectroscopy and chirality","score":0.8740000128746033,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T12410","display_name":"Structural and Chemical Analysis of Organic and Inorganic Compounds","score":0.03269999846816063,"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/T10044","display_name":"Protein Structure and Dynamics","score":0.022600000724196434,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"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/solution-conformation","display_name":"solution conformation","score":0.8259999752044678},{"id":"https://openalex.org/keywords/chair-chair-conformation","display_name":"chair-chair conformation","score":0.9369999766349792},{"id":"https://openalex.org/keywords/piperidine-ring","display_name":"piperidine ring","score":0.8069999814033508},{"id":"https://openalex.org/keywords/cyclohexane-ring","display_name":"cyclohexane ring","score":0.9639999866485596},{"id":"https://openalex.org/keywords/phenyl-ring-orientation","display_name":"phenyl ring orientation","score":0.7239999771118164},{"id":"https://openalex.org/keywords/enantiomers","display_name":"enantiomers","score":0.7639999985694885},{"id":"https://openalex.org/keywords/molecular-mechanics","display_name":"molecular mechanics","score":0.367000013589859}],"concepts":[{"id":"https://openalex.org/C2781462491","wikidata":"https://www.wikidata.org/wiki/Q410234","display_name":"Piperidine","level":2,"score":0.8962105512619019},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7615963220596313},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.6586171388626099},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.6378187537193298},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6354966163635254},{"id":"https://openalex.org/C66974803","wikidata":"https://www.wikidata.org/wiki/Q10359898","display_name":"Nuclear magnetic resonance spectroscopy","level":2,"score":0.5298703908920288},{"id":"https://openalex.org/C119851462","wikidata":"https://www.wikidata.org/wiki/Q901095","display_name":"Nuclear Overhauser effect","level":3,"score":0.520153820514679},{"id":"https://openalex.org/C19549132","wikidata":"https://www.wikidata.org/wiki/Q11141463","display_name":"Two-dimensional nuclear magnetic resonance spectroscopy","level":2,"score":0.505962073802948},{"id":"https://openalex.org/C6652555","wikidata":"https://www.wikidata.org/wiki/Q3285479","display_name":"Cyclohexane conformation","level":4,"score":0.5011131763458252},{"id":"https://openalex.org/C67787023","wikidata":"https://www.wikidata.org/wiki/Q6954755","display_name":"NMR spectra database","level":3,"score":0.47796154022216797},{"id":"https://openalex.org/C2778565081","wikidata":"https://www.wikidata.org/wiki/Q4407","display_name":"Methyl group","level":3,"score":0.4245993196964264},{"id":"https://openalex.org/C2778237882","wikidata":"https://www.wikidata.org/wiki/Q211433","display_name":"Cyclohexane","level":2,"score":0.4226977825164795},{"id":"https://openalex.org/C100705429","wikidata":"https://www.wikidata.org/wiki/Q5037892","display_name":"Carbon-13 NMR satellite","level":4,"score":0.4222761392593384},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.42207399010658264},{"id":"https://openalex.org/C4839761","wikidata":"https://www.wikidata.org/wiki/Q212111","display_name":"Spectral line","level":2,"score":0.37303969264030457},{"id":"https://openalex.org/C46141821","wikidata":"https://www.wikidata.org/wiki/Q209402","display_name":"Nuclear magnetic resonance","level":1,"score":0.32174235582351685},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.2091880738735199},{"id":"https://openalex.org/C112887158","wikidata":"https://www.wikidata.org/wiki/Q169324","display_name":"Hydrogen bond","level":3,"score":0.18935254216194153},{"id":"https://openalex.org/C116447816","wikidata":"https://www.wikidata.org/wiki/Q3415253","display_name":"Fluorine-19 NMR","level":3,"score":0.14675816893577576},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.1139264702796936},{"id":"https://openalex.org/C2781311116","wikidata":"https://www.wikidata.org/wiki/Q83306","display_name":"Group (periodic table)","level":2,"score":0.08550503849983215},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C1276947","wikidata":"https://www.wikidata.org/wiki/Q333","display_name":"Astronomy","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D008024","descriptor_name":"Ligands","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008968","descriptor_name":"Molecular Conformation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009019","descriptor_name":"Morphinans","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D012996","descriptor_name":"Solutions","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1023/a:1018928604461","doi":"https://doi.org/10.1023/a:1018928604461","is_oa":false,"landing_page_url":"https://doi.org/10.1023/a:1018928604461","pdf_url":null,"source":{"id":"https://openalex.org/S103865650","display_name":"Pharmaceutical Research","issn_l":"0724-8741","issn":["0724-8741","1573-904X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-2","ki-jl-2","medline","norway-2","poland-70","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310319900","host_organization_name":"Springer Science+Business Media","host_organization_lineage":["https://openalex.org/P4310319900","https://openalex.org/P4310319965"],"host_organization_lineage_names":["Springer Science+Business Media","Springer Nature"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Pharmaceutical Research","raw_type":"journal-article"},{"id":"pmid:8415408","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/8415408","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":"Pharmaceutical research","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G4440269492","display_name":"EFFECT OF CONFORMATION ON OPIOID AGONISTS/ANTAGONISTS","funder_award_id":"5r01da004762-03","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"},{"id":"https://openalex.org/G6494195767","display_name":null,"funder_award_id":"NIDA DA 04762","funder_id":"https://openalex.org/F4320337347","funder_display_name":"National Institute on Drug Abuse"}],"funders":[{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320337347","display_name":"National Institute on Drug Abuse","ror":"https://ror.org/00fq5cm18"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":14,"referenced_works":["https://openalex.org/W1669483923","https://openalex.org/W1971595901","https://openalex.org/W1980616516","https://openalex.org/W1980828921","https://openalex.org/W1990719397","https://openalex.org/W2000984231","https://openalex.org/W2008897670","https://openalex.org/W2015348124","https://openalex.org/W2035884704","https://openalex.org/W2038266555","https://openalex.org/W2091899256","https://openalex.org/W2095295940","https://openalex.org/W2155237578","https://openalex.org/W2949348168"],"related_works":["https://openalex.org/W2135694192","https://openalex.org/W2155237578","https://openalex.org/W2000984231","https://openalex.org/W2089112003","https://openalex.org/W1971123715","https://openalex.org/W2100407710","https://openalex.org/W2050251153","https://openalex.org/W2011323058","https://openalex.org/W1985465754","https://openalex.org/W2142061091"],"abstract_inverted_index":null,"counts_by_year":[],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}