Abstract
The synthesis of ethyl or methyl 6-substituted 3-(benzoylamino)-2-oxo-2H-pyran-5-carboxylates 2 and 3-(benzoylamino)-7,8-dihydro-2H-1-benzopyran-2,5(6H)-diones 4 by reaction of hippuric acid in acetic anhydride with ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates and 2-dimethylaminomethylene-1,3-cyclohexanediones, respectively, is described. Some compounds 2 and 4 showed a strong local anesthetic activity in mice and a platelet antiaggregating activity in vitro comparable to that of acetylsalicylic acid, as well as moderate analgesic, antiinflammatory and antiarrhythmic activities in rats and mice.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anesthetics, Local / chemical synthesis*
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Anesthetics, Local / pharmacology
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Animals
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Anti-Arrhythmia Agents / chemical synthesis
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Anti-Arrhythmia Agents / pharmacology
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology
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Carrageenan
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Coumarins / chemical synthesis*
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Coumarins / pharmacology
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Edema / chemically induced
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Edema / prevention & control
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Humans
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In Vitro Techniques
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Magnetic Resonance Spectroscopy
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Mice
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Pain Measurement / drug effects
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Platelet Aggregation Inhibitors / chemical synthesis*
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Platelet Aggregation Inhibitors / pharmacology
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Pyrones / chemical synthesis*
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Pyrones / pharmacology
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Rats
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
Substances
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Anesthetics, Local
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Anti-Arrhythmia Agents
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Anti-Inflammatory Agents, Non-Steroidal
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Coumarins
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Platelet Aggregation Inhibitors
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Pyrones
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Carrageenan