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The Trifluoromethyl Group as a Bioisosteric Replacement of the Aliphatic Nitro Group in CB1 Receptor Positive Allosteric Modulators (PAMs)

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dc.contributor.authorTseng, Chih-Chung
dc.contributor.authorBaillie, Gemma
dc.contributor.authorDonvito, Giulia
dc.contributor.authorMustafa, Mohammed A.
dc.contributor.authorJuola, Sophie E.
dc.contributor.authorZanato, Chiara
dc.contributor.authorMassarenti, Chiara
dc.contributor.authorDall'angelo, Sergio
dc.contributor.authorHarrison, William T. A.
dc.contributor.authorLichtman, Aron H.
dc.contributor.authorRoss, Ruth A.
dc.contributor.authorZanda, Matteo
dc.contributor.authorGreig, Iain R.
dc.contributor.institutionUniversity of Aberdeen.Medical Sciencesen
dc.contributor.institutionUniversity of Aberdeen.Chemistryen
dc.contributor.institutionUniversity of Aberdeen.Medical Sciences - Cardiovascular Groupen
dc.date.accessioned2020-05-02T23:03:32Z
dc.date.available2020-05-02T23:03:32Z
dc.date.embargoedUntil2020-05-03
dc.date.issued2019
dc.descriptionThe Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.jmedchem.9b00252. Experimental procedures, characterization of all intermediates and target compounds, and copies of NMR spectra of compounds 1, 39-57. Molecular formula strings of target compounds are available. ACKNOWLEDGEMENTS. We gratefully thank Signal Pharma and the Canadian Institutes of Health Research Proof of Principle grants PPP-125784 and PP2-139101 for financial support and fellowship (C.C.T), NIH grants R01DA039942, P30DA033934 and VCU School of Pharmacy start-up funds (A.H.L.). We thank the EPSRC National Crystallography Service (University of Southampton) for the X-ray data collection. We are grateful to Dr Monica Sani (CNR-ICRM, Milan, Italy) and Mr Massimo Frigerio (Politecnico di Milano, Italy) for the synthesis of two tetrazole-substituted indoles (Het-1 and Het-2)en
dc.description.statusPeer revieweden
dc.format.extent14
dc.format.extent494691
dc.identifier143948827
dc.identifierbe1c59c4-139f-40c4-8183-31a797b12efb
dc.identifier31050898
dc.identifier85066022827
dc.identifier000469304500015
dc.identifier.citationTseng, C-C, Baillie, G, Donvito, G, Mustafa, M A, Juola, S E, Zanato, C, Massarenti, C, Dall'angelo, S, Harrison, W T A, Lichtman, A H, Ross, R A, Zanda, M & Greig, I R 2019, 'The Trifluoromethyl Group as a Bioisosteric Replacement of the Aliphatic Nitro Group in CB1 Receptor Positive Allosteric Modulators (PAMs)', Journal of Medicinal Chemistry, vol. 62, no. 10, pp. 5049-5062. https://doi.org/10.1021/acs.jmedchem.9b00252en
dc.identifier.doi10.1021/acs.jmedchem.9b00252
dc.identifier.iss10en
dc.identifier.issn0022-2623
dc.identifier.otherMendeley: ef82582c-c645-34af-8958-ad8b3c81b71c
dc.identifier.otherORCID: /0000-0003-0338-8664/work/58936582
dc.identifier.otherORCID: /0000-0003-0603-3383/work/65549949
dc.identifier.otherORCID: /0000-0001-9377-0474/work/176747545
dc.identifier.urihttps://hdl.handle.net/2164/14228
dc.identifier.urlhttp://www.mendeley.com/research/trifluoromethyl-group-bioisosteric-replacement-aliphatic-nitro-group-cb1-receptor-positive-allosterien
dc.identifier.urlhttp://www.scopus.com/inward/record.url?scp=85066022827&partnerID=8YFLogxKen
dc.identifier.urlhttps://abdn.pure.elsevier.com/en/en/researchoutput/the-trifluoromethyl-group-as-a-bioisosteric-replacement-of-the-aliphatic-nitro-group-in-cb1-receptor-positive-allosteric-modulators-pams(be1c59c4-139f-40c4-8183-31a797b12efb).htmlen
dc.identifier.vol62en
dc.language.isoeng
dc.relation.ispartofJournal of Medicinal Chemistryen
dc.subjectQD Chemistryen
dc.subjectR Medicine (General)en
dc.subjectDrug Discoveryen
dc.subjectMolecular Medicineen
dc.subjectOtheren
dc.subjectPPP-125784en
dc.subjectPP2-139101en
dc.subjectR01DA039942en
dc.subjectP30DA033934en
dc.subjectSupplementary Dataen
dc.subject.lccQDen
dc.subject.lccR1en
dc.titleThe Trifluoromethyl Group as a Bioisosteric Replacement of the Aliphatic Nitro Group in CB1 Receptor Positive Allosteric Modulators (PAMs)en
dc.typeJournal articleen

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