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Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides

Show simple item record Mills A.D. Maloney P. Hassanein E. Haddadin M.J. Kurth M.J.
dc.contributor.editor 2007 2017-10-03T15:45:36Z 2017-10-03T15:45:36Z 2007
dc.identifier 10.1021/cc060109o
dc.identifier.issn 15204766
dc.description.abstract A library of 200 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides was synthesized using parallel solution-phase methods. The indazole cyclization reaction was optimized for library production with the best yields resulting from controlled alcohol-water solvent ratios. The key step, a heterocyclization reaction, proceeds by N,N-bond formation and delivers the 2H-indazole scaffold. Automated preparative HPLC was utilized to provide pure compounds on a 10+ mg scale. © 2007 American Chemical Society.
dc.format.extent Pages: (171-177)
dc.language English
dc.publisher WASHINGTON
dc.relation.ispartof Publication Name: Journal of Combinatorial Chemistry; Publication Year: 2007; Volume: 9; no. 1; Pages: (171-177);
dc.source Scopus
dc.title Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides
dc.type Article
dc.contributor.affiliation Mills, A.D., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, United States
dc.contributor.affiliation Maloney, P., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, United States
dc.contributor.affiliation Hassanein, E., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, United States
dc.contributor.affiliation Haddadin, M.J., Department of Chemistry, American University of Beirut, Beirut, Lebanon
dc.contributor.affiliation Kurth, M.J., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, United States
dc.contributor.authorAddress Kurth, M.J.; Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, United States; email:
dc.contributor.authorCorporate University: American University of Beirut; Faculty: Faculty of Arts and Sciences; Department: Chemistry;
dc.contributor.authorDepartment Chemistry
dc.contributor.faculty Faculty of Arts and Sciences
dc.contributor.authorInitials Mills, AD
dc.contributor.authorInitials Maloney, P
dc.contributor.authorInitials Hassanein, E
dc.contributor.authorInitials Haddadin, MJ
dc.contributor.authorInitials Kurth, MJ
dc.contributor.authorReprintAddress Kurth, MJ (reprint author), Univ Calif Davis, Dept Chem, 1 Shields Ave, Davis, CA 95616 USA.
dc.contributor.authorUniversity American University of Beirut
dc.description.cited Butler MS, 2004, J NAT PROD, V67, P2141, DOI 10.1021-np040106y; Grimmet M. R., 1997, COMPREHENSIVE ORGANI, V4, P357; Huang LJ, 2006, BIOORGAN MED CHEM, V14, P528, DOI 10.1016-j.bmc.2005.08.032; Kurth MJ, 2005, J ORG CHEM, V70, P1060, DOI 10.1021-jo048153i; Luo GL, 2006, J ORG CHEM, V71, P5392, DOI 10.1021-jo060607j; Miertus S., 1999, COMBINATORIAL CHEM T; Mills AD, 2006, J ORG CHEM, V71, P2687, DOI 10.1021-jo0524831; Padwa A., 1994, PROG HETEROCYCL CHEM, V6, P36; SHIRTCLIFF LD, 2006, IN PRESS J AM CHEM S, V128; SHIRTCLIFF LD, 2006, IN PRESS J ORG CHEM, V71; Stadlbauer W., 2002, SCI SYNTH, V12, P227; Thompson LA, 1996, CHEM REV, V96, P555, DOI 10.1021-cr9402081
dc.description.citedCount 16
dc.description.citedTotWOSCount 14
dc.description.citedWOSCount 14
dc.format.extentCount 7
dc.identifier.coden JCCHF
dc.identifier.pubmedID 17206845
dc.identifier.scopusID 33846589788
dc.publisher.address 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
dc.relation.ispartOfISOAbbr J. Comb. Chem.
dc.relation.ispartOfIssue 1
dc.relation.ispartofPubTitle Journal of Combinatorial Chemistry
dc.relation.ispartofPubTitleAbbr J. Comb. Chem.
dc.relation.ispartOfVolume 9
dc.source.ID WOS:000243337800023
dc.type.publication Journal
dc.subject.otherChemCAS amide, 17655-31-1
dc.subject.otherChemCAS 4-bromomethyl-3-nitrobenzoic acid, 55715-03-2
dc.subject.otherChemCAS Amides
dc.subject.otherChemCAS Indazoles
dc.subject.otherChemCAS Nitrobenzoates
dc.subject.otherIndex 4 bromomethyl 3 nitrobenzoic acid
dc.subject.otherIndex 4-bromomethyl-3-nitrobenzoic acid
dc.subject.otherIndex amide
dc.subject.otherIndex indazole derivative
dc.subject.otherIndex nitrobenzoic acid derivative
dc.subject.otherIndex unclassified drug
dc.subject.otherIndex article
dc.subject.otherIndex chemical structure
dc.subject.otherIndex chemistry
dc.subject.otherIndex combinatorial chemistry
dc.subject.otherIndex liquid chromatography
dc.subject.otherIndex mass spectrometry
dc.subject.otherIndex methodology
dc.subject.otherIndex nuclear magnetic resonance spectroscopy
dc.subject.otherIndex synthesis
dc.subject.otherIndex Amides
dc.subject.otherIndex Chromatography, Liquid
dc.subject.otherIndex Combinatorial Chemistry Techniques
dc.subject.otherIndex Indazoles
dc.subject.otherIndex Magnetic Resonance Spectroscopy
dc.subject.otherIndex Mass Spectrometry
dc.subject.otherIndex Molecular Structure
dc.subject.otherIndex Nitrobenzoates
dc.subject.otherWOS Chemistry, Applied
dc.subject.otherWOS Chemistry, Medicinal
dc.subject.otherWOS Chemistry, Multidisciplinary

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