Abstract
Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of α-tosyloxy ketones/α-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1:1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure-activity relationship analysis demonstrated that insertion of C(6)H(5)- and 4-CH(3)C(6)H(4)- at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC(50) = 32-43 μM) of 1,4-disubstituted 1,2,3-triazoles.
Copyright © 2010 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkynes / chemistry
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Aspartic Acid / analogs & derivatives
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Aspartic Acid / chemistry
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Binding Sites
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Click Chemistry
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Computer Simulation
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Morpholines / chemistry
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Protein Kinase Inhibitors / chemical synthesis*
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Protein Kinase Inhibitors / chemistry
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Protein Kinase Inhibitors / pharmacology
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Sodium Azide / chemistry
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Structure-Activity Relationship
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Triazoles / chemical synthesis
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Triazoles / chemistry*
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Triazoles / pharmacology
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src-Family Kinases / antagonists & inhibitors*
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src-Family Kinases / metabolism
Substances
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Alkynes
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Morpholines
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Protein Kinase Inhibitors
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Triazoles
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poly (3-morpholinopropyl) aspartamide
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Aspartic Acid
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Sodium Azide
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src-Family Kinases