Abstract
A series of potential prodrugs of 2-amino-3-benzoylbenzeneacetic acid (amfenac) and 2-amino-3-(4-chlorobenzoyl)benzeneacetic acid were synthesized and evaluated for their cyclooxygenase inhibiting properties, antiinflammatory potency, and gastrointestinal irritation liability. One compound, 2-amino-3-(4-chlorobenzoyl)benzeneacetamide, possessed a therapeutic index 1 order of magnitude greater than that of indomethacin.
MeSH terms
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Acetamides / chemical synthesis
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Acetamides / therapeutic use
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Acetamides / toxicity
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
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Anti-Inflammatory Agents, Non-Steroidal / therapeutic use
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Anti-Inflammatory Agents, Non-Steroidal / toxicity
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Arthritis, Experimental / drug therapy
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Benzeneacetamides*
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Carrageenan
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Chemical Phenomena
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Chemistry
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Cyclooxygenase Inhibitors
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Female
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Gastrointestinal Diseases / chemically induced
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Indomethacin / therapeutic use
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Inflammation / chemically induced
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Inflammation / drug therapy
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Male
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Molecular Structure
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Phenylacetates / chemical synthesis*
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Phenylacetates / therapeutic use
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Phenylacetates / toxicity
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Prodrugs / chemical synthesis*
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Prodrugs / therapeutic use
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Prodrugs / toxicity
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Rats
Substances
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Acetamides
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Anti-Inflammatory Agents, Non-Steroidal
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Benzeneacetamides
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Cyclooxygenase Inhibitors
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Phenylacetates
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Prodrugs
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amfenac
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AHR 6293
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AHR 10037
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Carrageenan
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Indomethacin