Indoloxypropanolamine analogues as 5-HT(1A) receptor antagonists.
Analogues of pindolol, 1-(1H-indol-4-yloxy)-3-isopropylamino-propan-2-ol, were synthesized and evaluated as 5-HT(1A) receptor antagonists. The structural features required for optimal binding to the 5-HT1A receptor are as follows: S-2-propanol linker, 4-indoloxy substituent, and a large lipophilic cyclic amine substituent.
Krushinski
Joseph H
JH
Lilly Research Laboratories, Lilly Corporate Center, Indianapolis, IN 46285, USA. krush@lilly.com
Schaus
John M
JM
Thompson
Dennis C
DC
Calligaro
David O
DO
Nelson
David L
DL
Luecke
Susan H
SH
Wainscott
David B
DB
Wong
David T
DT
D000818:Animals; D003345:Corticosterone / Q000097:blood; D006900:Hydroxylation; D007211:Indoles / Q000737:chemistry*; D007536:Isomerism; D008297:Male; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011412:Propanolamines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D051381:Rats; D017207:Rats, Sprague-Dawley; D044282:Receptor, Serotonin, 5-HT1A / Q000378:metabolism*; D058829:Serotonin 5-HT1 Receptor Antagonists; D013329:Structure-Activity Relationship