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

• Published in: Archiv der Pharmazie (Weinheim) Vol. 332; no. 9; pp. 305 - 308
• Main Authors: Tikhonov, AY, Mazhukin, DG, Grigor'eva, LN, Khlestkin, VK, Voinova, NN, Syropyatov, BY, Shirinkina, SS, Volodarsky, LB
• Format: Journal Article
• Language: English
• Published: BERLIN Wiley 01.09.1999
• Subjects: Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Life Sciences & Biomedicine; Pharmacology & Pharmacy; Physical Sciences; Science & Technology; Imidazolidine-2-carboxylic acids; 1,4-dihydroxy-2,3-piperazinediones; 2,5-dihydro-1H-imidazole-2-carboxylic acids; platelet aggregation; antihypertensive activity
• ISSN: 0365-6233
• DOI: 10.1002/(SICI)1521-4184(19999)332:9<305::AID-ARDP305>3.3.CO;2-U

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.