{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,11]],"date-time":"2026-10-11T05:16:11Z","timestamp":1791695771983,"version":"4.3.4"},"reference-count":52,"publisher":"American Chemical Society (ACS)","issue":"21","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Med. Chem."],"published-print":{"date-parts":[[2011,11,10]]},"DOI":"10.1021\/jm200939b","type":"journal-article","created":{"date-parts":[[2011,10,7]],"date-time":"2011-10-07T15:28:13Z","timestamp":1318001293000},"page":"7602-7620","source":"Crossref","is-referenced-by-count":105,"title":["Discovery of Two Clinical Histamine H\n                    <sub>3<\/sub>\n                    Receptor Antagonists:\n                    <i>trans<\/i>\n                    -\n                    <i>N<\/i>\n                    -Ethyl-3-fluoro-3-[3-fluoro-4-(pyrrolidinylmethyl)phenyl]cyclobutanecarboxamide (PF-03654746) and\n                    <i>trans<\/i>\n                    -3-Fluoro-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-\n                    <i>N<\/i>\n                    -(2-methylpropyl)cyclobutanecarboxamide (PF-03654764)"],"prefix":"10.1021","volume":"54","author":[{"given":"Travis T.","family":"Wager","sequence":"first","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Betty A.","family":"Pettersen","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anne W.","family":"Schmidt","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Douglas K.","family":"Spracklin","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Scot","family":"Mente","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Todd W.","family":"Butler","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"suffix":"Jr","given":"Harry","family":"Howard","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniel J.","family":"Lettiere","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"David M.","family":"Rubitski","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Diane F.","family":"Wong","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Frank M.","family":"Nedza","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Frederick R.","family":"Nelson","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hans","family":"Rollema","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jeffrey W.","family":"Raggon","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiri","family":"Aubrecht","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jody K.","family":"Freeman","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"John M.","family":"Marcek","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julie","family":"Cianfrogna","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Karen W.","family":"Cook","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Larry C.","family":"James","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Linda A.","family":"Chatman","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Philip A.","family":"Iredale","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael J.","family":"Banker","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael L.","family":"Homiski","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jennifer B.","family":"Munzner","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rama Y.","family":"Chandrasekaran","sequence":"additional","affiliation":[{"name":"Groton Laboratories, Pfizer Worldwide Research and Development, 558 Eastern Point Road, Groton, Connecticut 06340-5159, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2011,10,7]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"crossref","first-page":"427","DOI":"10.1111\/j.1476-5381.1966.tb01674.x","volume":"27","author":"Ash A. S. F.","year":"1966","journal-title":"Br. J. Pharmacol. Chemother."},{"key":"ref2\/cit2","doi-asserted-by":"crossref","first-page":"385","DOI":"10.1038\/236385a0","volume":"236","author":"Black J. W.","year":"1972","journal-title":"Nature"},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"1613","DOI":"10.1016\/S1359-6446(05)03625-1","volume":"10","author":"Celanire S.","year":"2005","journal-title":"Drug Discovery Today"},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"1147","DOI":"10.1517\/13543776.2010.509346","volume":"20","author":"\u0141a\u017cewska D.","year":"2010","journal-title":"Expert Opin. Ther. Pat."},{"key":"ref5\/cit5","doi-asserted-by":"crossref","first-page":"618","DOI":"10.1016\/j.tips.2004.10.003","volume":"25","author":"Passani M. B.","year":"2004","journal-title":"Trends Pharmacol. Sci."},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"31","DOI":"10.2174\/187152707779940790","volume":"6","author":"Barbier A. J.","year":"2007","journal-title":"CNS Neurol. Disord.: Drug Targets"},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"523","DOI":"10.1007\/BF00544062","volume":"28","author":"Levander S.","year":"1985","journal-title":"Eur. J. Clin. Pharmacol."},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"832","DOI":"10.1038\/302832a0","volume":"302","author":"Arrang J. M.","year":"1983","journal-title":"Nature"},{"key":"ref9\/cit9","doi-asserted-by":"crossref","first-page":"637","DOI":"10.1016\/S0301-0082(00)00039-3","volume":"63","author":"Brown R. E.","year":"2001","journal-title":"Prog. Neurobiol. (Oxford, U. K.)"},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"1166","DOI":"10.1038\/bjp.2008.147","volume":"154","author":"Esbenshade T. A.","year":"2008","journal-title":"Br. J. Pharmacol."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"187","DOI":"10.1038\/sj.mp.4001763","volume":"11","author":"Tzavara E. T.","year":"2006","journal-title":"Mol. Psychiatry"},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"96","DOI":"10.1016\/j.ejphar.2006.11.048","volume":"558","author":"Horner W. E.","year":"2007","journal-title":"Eur. J. Pharmacol."},{"key":"ref13\/cit13","unstructured":"FDA. Atomoxetine (Marketed as Strattera) Information, 2005.http:\/\/www.fda.gov\/Drugs\/DrugSafety\/PostmarketDrugSafetyInformationforPatientsandProviders\/ucm107912.htm"},{"issue":"12","key":"ref14\/cit14","first-page":"50","volume":"63","author":"Wernicke J. F.","year":"2002","journal-title":"J. Clin. Psychiatry"},{"key":"ref15\/cit15","doi-asserted-by":"crossref","first-page":"439","DOI":"10.1038\/nrd1108","volume":"2","author":"Fermini B.","year":"2003","journal-title":"Nat. Rev. Drug Discovery"},{"key":"ref16\/cit16","doi-asserted-by":"crossref","first-page":"513","DOI":"10.1177\/0091270009333209","volume":"49","author":"Hosea N. A.","year":"2009","journal-title":"J. Clin. Pharmacol."},{"key":"ref17\/cit17","doi-asserted-by":"crossref","first-page":"2130","DOI":"10.1124\/dmd.107.020131","volume":"36","author":"Gao H.","year":"2008","journal-title":"Drug Metab. Dispos."},{"key":"ref18\/cit18","doi-asserted-by":"crossref","first-page":"193","DOI":"10.1039\/jr9500000193","author":"Walker J.","year":"1950","journal-title":"J. Chem. Soc."},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"23","DOI":"10.1016\/S1383-5718(97)00083-1","volume":"393","author":"Sasaki J. C.","year":"1997","journal-title":"Mutat. Res., Genet. Toxicol. Environ. Mutagen."},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"415","DOI":"10.1021\/bi00002a005","volume":"34","author":"Smith C. K.","year":"1995","journal-title":"Biochemistry"},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"450","DOI":"10.1021\/jm00370a007","volume":"27","author":"Feigon J.","year":"1984","journal-title":"J. Med. Chem."},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"144","DOI":"10.1111\/j.1742-7843.2004.950307.x","volume":"95","author":"Hancock A. A.","year":"2004","journal-title":"Basic Clin. Pharmacol. Toxicol."},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"4063","DOI":"10.1016\/j.bmcl.2006.04.092","volume":"16","author":"Morini G.","year":"2006","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref24\/cit24","doi-asserted-by":"crossref","first-page":"4882","DOI":"10.1093\/nar\/24.24.4882","volume":"24","author":"Clark G. R.","year":"1996","journal-title":"Nucleic Acids Res."},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"26","DOI":"10.1111\/j.1749-6632.2000.tb06864.x","volume":"919","author":"Miller V. P.","year":"2000","journal-title":"Ann. N.Y. Acad. Sci."},{"key":"ref26\/cit26","doi-asserted-by":"crossref","first-page":"335","DOI":"10.1093\/mutage\/gem022","volume":"22","author":"Aubrecht J.","year":"2007","journal-title":"Mutagenesis"},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"39","DOI":"10.1002\/em.20507","volume":"51","author":"Homiski M. L.","year":"2010","journal-title":"Environ. Mol. Mutagen."},{"key":"ref28\/cit28","doi-asserted-by":"crossref","first-page":"268","DOI":"10.1124\/dmd.107.017434","volume":"36","author":"Feng B.","year":"2008","journal-title":"Drug Metab. Dispos."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"741","DOI":"10.1016\/S0091-3057(02)00745-1","volume":"72","author":"Fox G. B.","year":"2002","journal-title":"Pharmacol., Biochem. Behav."},{"key":"ref30\/cit30","doi-asserted-by":"crossref","first-page":"1037","DOI":"10.1124\/jpet.103.049254","volume":"305","author":"McLeod R. L.","year":"2003","journal-title":"J. Pharmacol. Exp. Ther."},{"key":"ref31\/cit31","doi-asserted-by":"crossref","unstructured":"Smith, D. A.; van de Waterbeemd, H.; Walker, D. K.Pharmacokinetics and Metabolism in Drug Design,2nd ed.Wiley-VCH Verlag GmbH & Co. KGaA:New York, 2006; pp19\u201337.","DOI":"10.1002\/3527608222"},{"key":"ref32\/cit32","doi-asserted-by":"crossref","first-page":"921","DOI":"10.1517\/17425250903042318","volume":"5","author":"Price D. A.","year":"2009","journal-title":"Expert Opin. Drug Metab. Toxicol."},{"key":"ref33\/cit33","doi-asserted-by":"crossref","first-page":"4872","DOI":"10.1016\/j.bmcl.2008.07.071","volume":"18","author":"Hughes J. D.","year":"2008","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref34\/cit34","doi-asserted-by":"crossref","first-page":"420","DOI":"10.1021\/cn100007x","volume":"1","author":"Wager T. T.","year":"2010","journal-title":"ACS Chem. Neurosci."},{"key":"ref35\/cit35","doi-asserted-by":"crossref","first-page":"1250","DOI":"10.1021\/jm021053p","volume":"46","author":"Wenlock M. C.","year":"2003","journal-title":"J. Med. Chem."},{"key":"ref36\/cit36","doi-asserted-by":"crossref","first-page":"2615","DOI":"10.1021\/jm020017n","volume":"45","author":"Veber D. F.","year":"2002","journal-title":"J. Med. Chem."},{"key":"ref37\/cit37","doi-asserted-by":"crossref","first-page":"1087","DOI":"10.1016\/j.bmcl.2004.12.024","volume":"15","author":"Proudfoot J. R.","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref38\/cit38","doi-asserted-by":"crossref","first-page":"541","DOI":"10.1602\/neurorx.2.4.541","volume":"2","author":"Pajouhesh H.","year":"2005","journal-title":"NeuroRx"},{"key":"ref39\/cit39","doi-asserted-by":"crossref","first-page":"155","DOI":"10.1016\/S1574-1400(05)01011-X","volume":"1","author":"Lipinski C. A.","year":"2005","journal-title":"Annu. Rep. Comput. Chem."},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"7559","DOI":"10.1021\/jm060642i","volume":"49","author":"Hitchcock S. A.","year":"2006","journal-title":"J. Med. Chem."},{"key":"ref41\/cit41","first-page":"347","volume":"55","author":"Ploemen J.-P. H. T. M.","year":"2004","journal-title":"Exp. Toxicol. Pathol."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"15","DOI":"10.1007\/s10565-006-0176-z","volume":"22","author":"Morelli J. K.","year":"2006","journal-title":"Cell Biol. Toxicol."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"70","DOI":"10.1016\/0041-008X(89)90213-5","volume":"101","author":"Hjelle J. T.","year":"1989","journal-title":"Toxicol. Appl. Pharmacol."},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"165","DOI":"10.3181\/00379727-184-42462","volume":"184","author":"Rorig K. J.","year":"1987","journal-title":"Proc. Soc. Exp. Biol. Med."},{"key":"ref45\/cit45","doi-asserted-by":"crossref","first-page":"3714","DOI":"10.1021\/jm000942e","volume":"43","author":"Ertl P.","year":"2000","journal-title":"J. Med. Chem."},{"key":"ref46\/cit46","doi-asserted-by":"crossref","first-page":"749","DOI":"10.1021\/tx9003825","volume":"23","author":"Hanumegowda U. M.","year":"2010","journal-title":"Chem. Res. Toxicol."},{"key":"ref47\/cit47","doi-asserted-by":"crossref","first-page":"519","DOI":"10.3390\/molecules13030519","volume":"13","author":"Simpl\u00edcio A. L.","year":"2008","journal-title":"Molecules"},{"key":"ref48\/cit48","doi-asserted-by":"crossref","first-page":"435","DOI":"10.1021\/cn100008c","volume":"1","author":"Wager T. T.","year":"2010","journal-title":"ACS Chem. Neurosci."},{"key":"ref49\/cit49","doi-asserted-by":"crossref","first-page":"2174","DOI":"10.1021\/jo951865b","volume":"61","author":"Stevens C.","year":"1996","journal-title":"J. Org. Chem."},{"key":"ref50\/cit50","doi-asserted-by":"crossref","first-page":"5905","DOI":"10.1021\/jo00350a105","volume":"50","author":"Schultz A. G.","year":"1985","journal-title":"J. Org. Chem."},{"key":"ref51\/cit51","first-page":"111","volume":"37","author":"Ertl P.","year":"2008","journal-title":"Methods Princ. Med. Chem."},{"key":"ref52\/cit52","unstructured":"Wager, T. T.; Chandrasekaran, R. Y.; Butler, T. W.Preparation of Pyrrolidinylmethylphenylcyclobutanecarboxamides as Histamine H3 Receptor Antagonists. PCT Int. Appl. WO2007049123, 2007."}],"container-title":["Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jm200939b","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,4,13]],"date-time":"2024-04-13T07:36:12Z","timestamp":1712993772000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/jm200939b"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,10,7]]},"references-count":52,"journal-issue":{"issue":"21","published-print":{"date-parts":[[2011,11,10]]}},"alternative-id":["10.1021\/jm200939b"],"URL":"https:\/\/doi.org\/10.1021\/jm200939b","relation":{"has-review":[{"id-type":"doi","id":"10.3410\/f.13339990.14766055","asserted-by":"object"},{"id-type":"doi","id":"10.3410\/f.13339990.14707092","asserted-by":"object"}]},"ISSN":["0022-2623","1520-4804"],"issn-type":[{"value":"0022-2623","type":"print"},{"value":"1520-4804","type":"electronic"}],"subject":[],"published":{"date-parts":[[2011,10,7]]}}}