Synthesis and inhibitory effect on platelet aggregation and antihypertensive activity of 1-hydroxy-2,5-dihydro-1H-imidazole-2-carboxylic acid 3-oxides, 1,3-dihydroxyimidazolidine-2-carboxylic acids, and 1,4-dihydroxy-2,3-piperazinediones.
The reaction of 1,2-hydroxylamino-oximes 1 with pyruvic or glyoxylic acid and of 1,2-bishydroxylamines 4 with glyoxylic acid resulted in 2,5-dihydro-1H-imidazole-2-carboxylic acid 3-oxides 2 and 2-imidazolidinecarboxylic acids 5, respectively. It was found that hydroxylamino acids 2 and 1,4-dihydroxy-2,3-piperazinediones 7 showed marked inhibitory effect on platelet aggregation. 1-Hydroxy-2-methyl-1,5,6,7,8,8a-hexahydro-2H,4H-cycloheptimidazole -2-carboxylic acid 3-oxide 2e exhibited antihypertensive activity.
Tikhonov YaA
Novosibirsk Institute of Organic Chemistry, Russia.
Mazhukin
D G
DG
Grigor'eva
L N
LN
Khlestkin
V K
VK
Voinova
N N
NN
Syropyatov YaB
Shirinkina
S S
SS
Volodarsky
L B
LB
D000818:Animals; D000959:Antihypertensive Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002415:Cats; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D066298:In Vitro Techniques; D007928:Lethal Dose 50; D051379:Mice; D010879:Piperazines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D010974:Platelet Aggregation; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D011817:Rabbits
D000959:Antihypertensive Agents; D002264:Carboxylic Acids; D007093:Imidazoles; D010879:Piperazines; D010975:Platelet Aggregation Inhibitors