Synthesis and adrenolytic activity of 1-(1H-indol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol and its enantiomers. Part 1.
The synthesis of (2RS)-1-(1H-indol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol ((RS)-9) and its enantiomers has been described and tested for electrocardiographic, antiarrhythmic, hypotensive and spasmolytic activities as well as for alpha(1)-, alpha(2)- and beta(1)-adrenoceptors' binding affinities. All compounds significantly decrease systolic and diastolic blood pressure, and possess antiarrhythmic activity and affinity to alpha(1)-, alpha(2)- and beta(1)-adrenoceptors. The results suggest that the antiarrhythmic and hypotensive effects of these compounds are related to their adrenolytic but not spasmolytic properties.
Groszek
Grazyna
G
Faculty of Chemistry, Rzeszów University of Technology, 6 Powstańców Warszawy Avenue, 35-959 Rzeszów, Poland. ggroszek@prz.edu.pl
Bednarski
Marek
M
Dybała
Małgorzata
M
Filipek
Barbara
B
D019840:2-Propanol; D018674:Adrenergic Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis; D001145:Arrhythmias, Cardiac / Q000188:drug therapy; D004562:Electrocardiography; D007022:Hypotension / Q000188:drug therapy; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D010276:Parasympatholytics / Q000138:chemical synthesis; D011412:Propanolamines / Q000138:chemical synthesis* / Q000494:pharmacology; D020005:Propanols / Q000138:chemical synthesis* / Q000494:pharmacology; D011817:Rabbits; D051381:Rats; D011941:Receptors, Adrenergic / Q000378:metabolism*; D018340:Receptors, Adrenergic, alpha-1 / Q000378:metabolism; D018342:Receptors, Adrenergic, beta-1 / Q000378:metabolism; D013035:Spasm / Q000188:drug therapy; D013237:Stereoisomerism
C000611536:1-(1H-indol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)propan-2-ol; D018674:Adrenergic Antagonists; D000889:Anti-Arrhythmia Agents; D007211:Indoles; D010276:Parasympatholytics; D011412:Propanolamines; D020005:Propanols; D011941:Receptors, Adrenergic; D018340:Receptors, Adrenergic, alpha-1; D018342:Receptors, Adrenergic, beta-1; D019840:2-Propanol