{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T16:50:15Z","timestamp":1786985415771,"version":"build-2736575974"},"reference-count":25,"publisher":"Elsevier BV","issue":"14","license":[{"start":{"date-parts":[[2009,7,1]],"date-time":"2009-07-01T00:00:00Z","timestamp":1246406400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2009,7,1]],"date-time":"2009-07-01T00:00:00Z","timestamp":1246406400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic & Medicinal Chemistry"],"published-print":{"date-parts":[[2009,7]]},"DOI":"10.1016\/j.bmc.2009.05.055","type":"journal-article","created":{"date-parts":[[2009,5,30]],"date-time":"2009-05-30T05:37:56Z","timestamp":1243661876000},"page":"5153-5163","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":20,"title":["Novel 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines are potent 5-HT6 agonists"],"prefix":"10.1016","volume":"17","author":[{"given":"Ronald C.","family":"Bernotas","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Steven","family":"Lenicek","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Schuyler","family":"Antane","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Derek C.","family":"Cole","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Boyd L.","family":"Harrison","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Albert J.","family":"Robichaud","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guo Ming","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Deborah","family":"Smith","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Brian","family":"Platt","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qian","family":"Lin","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ping","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joseph","family":"Coupet","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sharon","family":"Rosenzweig-Lipson","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chad E.","family":"Beyer","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lee E.","family":"Schechter","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bmc.2009.05.055_bib1_1","doi-asserted-by":"crossref","first-page":"643","DOI":"10.2174\/1568026023393877","volume":"2","author":"Russell","year":"2002","journal-title":"Curr. Top. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib1_2","doi-asserted-by":"crossref","first-page":"2795","DOI":"10.1021\/jm030030n","volume":"46","author":"Glennon","year":"2003","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib1_3","doi-asserted-by":"crossref","first-page":"479","DOI":"10.1358\/dof.2005.030.05.907630","volume":"30","author":"Davies","year":"2005","journal-title":"Drugs Future"},{"key":"10.1016\/j.bmc.2009.05.055_bib1_4","doi-asserted-by":"crossref","first-page":"283","DOI":"10.1016\/j.drudis.2006.02.004","volume":"11","author":"Holenz","year":"2006","journal-title":"Drug Discovery Today"},{"key":"10.1016\/j.bmc.2009.05.055_bib2","doi-asserted-by":"crossref","first-page":"556","DOI":"10.1038\/sj.bjp.0701851","volume":"124","author":"Sleight","year":"1998","journal-title":"Br. J. Pharmacol."},{"key":"10.1016\/j.bmc.2009.05.055_bib3","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/S0960-894X(00)00597-7","volume":"11","author":"Bromidge","year":"2001","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bmc.2009.05.055_bib4","doi-asserted-by":"crossref","first-page":"1011","DOI":"10.1021\/jm990550b","volume":"43","author":"Glennon","year":"2000","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib5","doi-asserted-by":"crossref","first-page":"1781","DOI":"10.1021\/jm049615n","volume":"48","author":"Holenz","year":"2005","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib6","doi-asserted-by":"crossref","first-page":"353","DOI":"10.1021\/jm049243i","volume":"48","author":"Cole","year":"2005","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib7","doi-asserted-by":"crossref","first-page":"4230","DOI":"10.1016\/j.bmcl.2005.06.067","volume":"15","author":"Mattsson","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bmc.2009.05.055_bib8","doi-asserted-by":"crossref","first-page":"675","DOI":"10.1021\/jm8009469","volume":"52","author":"Alcalde","year":"2009","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib9a","doi-asserted-by":"crossref","first-page":"3881","DOI":"10.1021\/jm010943m","volume":"44","author":"Russell","year":"2001","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib9b","doi-asserted-by":"crossref","first-page":"2295","DOI":"10.1016\/S0960-894X(00)00453-4","volume":"10","author":"Tsai","year":"2000","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bmc.2009.05.055_bib9c","doi-asserted-by":"crossref","first-page":"5535","DOI":"10.1021\/jm070521y","volume":"50","author":"Cole","year":"2007","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib10","doi-asserted-by":"crossref","first-page":"5499","DOI":"10.1016\/j.bmcl.2004.09.003","volume":"14","author":"Bernotas","year":"2004","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bmc.2009.05.055_bib11","doi-asserted-by":"crossref","first-page":"1315","DOI":"10.1080\/00397919008052843","volume":"20","author":"Jain","year":"1990","journal-title":"Synth. Commun."},{"key":"10.1016\/j.bmc.2009.05.055_bib12","doi-asserted-by":"crossref","first-page":"1229","DOI":"10.1071\/CH9711229","volume":"24","author":"Beveridge","year":"1971","journal-title":"Aust. J. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib13","unstructured":"All new compounds provided satisfactory 1H NMR (300 or 400MHz) and MS data, except intermediates 16b, 16c, and 17a, which were analyzed only by 1H NMR. Tested compounds (10a\u2013z) were generally isolated as hydrochloride salts and provided satisfactory CHN analysis (though often as partial hydrates), or gave satisfactory HRMS with analytical HPLC. For further details, see also Bernotas, R. C.; Lenicek, S. E.; Antane, S. A. in US patent 6825212 B2."},{"key":"10.1016\/j.bmc.2009.05.055_bib14","doi-asserted-by":"crossref","first-page":"3457","DOI":"10.1016\/S0040-4039(00)73209-6","volume":"35","author":"Webb","year":"1994","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bmc.2009.05.055_bib15","doi-asserted-by":"crossref","first-page":"2081","DOI":"10.1021\/jo00185a072","volume":"49","author":"Olofson","year":"1984","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bmc.2009.05.055_bib16","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1080\/00397919108016780","volume":"21","author":"Cuadro","year":"1991","journal-title":"Synth. Commun."},{"key":"10.1016\/j.bmc.2009.05.055_bib17a","doi-asserted-by":"crossref","first-page":"5889","DOI":"10.1016\/S0040-4039(01)81712-3","volume":"25","author":"Oppolzer","year":"1984","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bmc.2009.05.055_bib17b","doi-asserted-by":"crossref","first-page":"409","DOI":"10.1002\/anie.197404091","volume":"13","author":"Effenberger","year":"1974","journal-title":"Angew. Chem., Int. Ed. Engl."},{"key":"10.1016\/j.bmc.2009.05.055_bib18","unstructured":"Binding assays were run using [3H]-LSD as the radioligand. For conditions see: Bernotas, R. C.; Lenicek, S. E.; Antane, S. A.; Zhou, P.; Li, Y. WO patent application 2003101962 and the supporting information for Ref. 9c."},{"key":"10.1016\/j.bmc.2009.05.055_bib20","doi-asserted-by":"crossref","first-page":"1323","DOI":"10.1038\/sj.npp.1301503","volume":"33","author":"Schechter","year":"2008","journal-title":"Neuropsychopharmacology"}],"container-title":["Bioorganic & Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089609005288?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089609005288?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,18]],"date-time":"2025-10-18T23:36:48Z","timestamp":1760830608000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0968089609005288"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2009,7]]},"references-count":25,"journal-issue":{"issue":"14","published-print":{"date-parts":[[2009,7]]}},"alternative-id":["S0968089609005288"],"URL":"https:\/\/doi.org\/10.1016\/j.bmc.2009.05.055","relation":{},"ISSN":["0968-0896"],"issn-type":[{"value":"0968-0896","type":"print"}],"subject":[],"published":{"date-parts":[[2009,7]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Novel 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines are potent 5-HT6 agonists","name":"articletitle","label":"Article Title"},{"value":"Bioorganic & Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bmc.2009.05.055","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"Copyright \u00a9 2009 Elsevier Ltd. All rights reserved.","name":"copyright","label":"Copyright"}]}}