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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
5
|
pubmed:dateCreated |
1976-8-2
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pubmed:abstractText |
The synthesis of cis and trans isomers of N,N-N-trimethyl-2-phenoxycyclohexylammonium bromide, cis-N,N,-N-trimethyl-2(2',6'-xylyloxy)cyclohexylammonium bromide, and N,N-dimethyl-3-phenoxypiperidinium bromide is described. Their structures and conformations were determined by NMR and uv absorption spectroscopy, the minimum torsional angles about the aryl-oxygen gond geing 20, 20, 80, and 27 degrees, respectively. Since the piperidinium compound stimulates ganglia, it is concluded the either planarity of the aryl--O--C system is not essential for this type of activity or receptor interaction can involve appreciable bond distortion. The absence of ganglion-stimulant activity in the remaining compounds indicates the need for a transoid arrangement of the O--C--C--N+ system.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
May
|
pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
19
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
|
pubmed:pagination |
692-5
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:1271410-Action Potentials,
pubmed-meshheading:1271410-Animals,
pubmed-meshheading:1271410-Autonomic Fibers, Preganglionic,
pubmed-meshheading:1271410-Blood Pressure,
pubmed-meshheading:1271410-Choline,
pubmed-meshheading:1271410-Electric Stimulation,
pubmed-meshheading:1271410-Female,
pubmed-meshheading:1271410-Ganglia, Spinal,
pubmed-meshheading:1271410-Ganglionic Stimulants,
pubmed-meshheading:1271410-Male,
pubmed-meshheading:1271410-Molecular Conformation,
pubmed-meshheading:1271410-Phenyl Ethers,
pubmed-meshheading:1271410-Rabbits,
pubmed-meshheading:1271410-Rats,
pubmed-meshheading:1271410-Stereoisomerism,
pubmed-meshheading:1271410-Structure-Activity Relationship
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pubmed:year |
1976
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pubmed:articleTitle |
Conformations and "nictinic" activites of cyclic analogues of choline aryl ether.
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pubmed:publicationType |
Journal Article,
In Vitro
|