Abstract
The synthesis of beta-dialkylaminoethyl ethers (II a-f) and gamma-dialkylaminopropyl ethers (II g-i), as well as of aryl carbamates (III 1, m), starting from (+)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-hydroxyimine (I), is described. beta-Dimethylaminoethyl ether (II a) showed a remarkable hypotensive and bradycardic activity in rats; moreover, nearly all compounds (II) and (III) exhibited a weak antiarrhythmic activity in rats. Infiltration anesthesia in mice, beta-blocking activity in dogs and antiacetylcholine activity in vitro are also reported.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetylcholine / antagonists & inhibitors
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Aconitine / antagonists & inhibitors
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Adrenergic beta-Antagonists / chemical synthesis
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Anesthetics, Local / chemical synthesis
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Animals
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Anti-Arrhythmia Agents / chemical synthesis
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Antihypertensive Agents / chemical synthesis*
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Blood Pressure / drug effects
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Bridged Bicyclo Compounds / chemical synthesis*
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Bridged Bicyclo Compounds / pharmacology
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Bridged-Ring Compounds / chemical synthesis*
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Chemical Phenomena
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Chemistry
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Dogs
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Heart Rate / drug effects
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Imines / chemical synthesis*
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Imines / pharmacology
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Male
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Mice
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Rats
Substances
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Adrenergic beta-Antagonists
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Anesthetics, Local
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Anti-Arrhythmia Agents
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Antihypertensive Agents
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Bridged Bicyclo Compounds
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Bridged-Ring Compounds
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Imines
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Acetylcholine
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Aconitine