6-(Alkylamino)-9-benzyl-9H-purines. A new class of anticonvulsant agents.
Several 9-alkyl-6-substituted-purines were synthesized and tested for anticonvulsant activity against maximal electroshock-induced seizures (MES) in rats. Most compounds were prepared in three steps from 5-amino-4,6-dichloropyrimidine or in two steps via alkylation of 6-chloropurine. Potent anticonvulsant activity against MES resided in compounds that contain a benzyl substituent at the 9-position of 6-(methylamino)- or 6-(dimethyl-amino)purine. Among commonly used agents for control of seizures, this type of structure represents a new class of potent anticonvulsant agents.
Kelley
J L
JL
Organic Chemistry Department, Burroughs Wellcome Co., Research Triangle Park, North Carolina 27709.
Krochmal
M P
MP
Linn
J A
JA
McLean
E W
EW
Soroko
F E
FE
D000478:Alkylation; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004597:Electroshock; D008297:Male; D011687:Purines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D011919:Rats, Inbred Strains; D012640:Seizures / Q000188:drug therapy; D013329:Structure-Activity Relationship
D000927:Anticonvulsants; D011687:Purines