Abstract
We report the synthesis of 3-phenylsulfonylmethyl cyclohexylaminobenzamides (4) as CCR2 inhibitors for the potential treatment of inflammatory diseases. Several of the compounds display nanomolar binding affinity for CCR2. The in vitro structure-activity relationships of 4 are described, and are also reconciled with those from the related 2-phenylsulfonylmethyl series.
Copyright © 2011 Elsevier Ltd. All rights reserved.
MeSH terms
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Amides / chemical synthesis*
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Amides / chemistry
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Amides / pharmacology
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Aminobenzoates / chemical synthesis*
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Aminobenzoates / chemistry
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Aminobenzoates / pharmacology
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Animals
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Cyclization
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Humans
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Inhibitory Concentration 50
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Mice
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Microsomes / enzymology
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Models, Molecular*
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Molecular Structure
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Protein Binding / drug effects
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Rats
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Receptors, CCR2 / antagonists & inhibitors*
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Stereoisomerism
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Structure-Activity Relationship
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Substrate Specificity
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Sulfur / chemistry*
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Sulfur / pharmacology
Substances
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Amides
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Aminobenzoates
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Receptors, CCR2
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Sulfur