57005-61-5Relevant academic research and scientific papers
ANTIDIABETIC BICYCLIC COMPOUNDS
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Page/Page column 60; 61, (2019/06/09)
Novel compounds of the structural formula (I), and the pharmaceutically acceptable salts thereof, are agonists of G-protein coupled receptor 40 (GPR40) and may be useful in the treatment, prevention and suppression of diseases mediated by the G-protein-co
N-Substituted 5-Amino-6-methylpyrazine-2,3-dicarbonitriles: Microwave-Assisted synthesis and biological properties
Jandourek, Ondrej,Dolezal, Martin,Paterova, Pavla,Kubicek, Vladimir,Pesko, Matus,Kunes, Jiri,Coffey, Aidan,Guo, Jiahui,Kralova, Katarina
, p. 651 - 671 (2014/02/14)
In this work a series of 15 N-benzylamine substituted 5-Amino-6- methylpyrazine- 2,3-dicarbonitriles was prepared by the aminodehalogenation reactions using microwave assisted synthesis with experimentally set and proven conditions. This approach for the aminodehalogenation reaction was chosen due to its higher yields and shorter reaction times. The products of this reaction were characterized by IR, NMR and other analytical data. The compounds were evaluated for their antibacterial, antifungal and herbicidal activity. Compounds 3 (R = 3,4-Cl), 9 (R = 2-Cl) and 11 (R = 4-CF3) showed good antimycobacterial activity against Mycobacterium tuberculosis (MIC = 6.25 μg/mL). It was found that the lipophilicity is important for antimycobacterial activity and the best substitution on the benzyl moiety of the compounds is a halogen or trifluoromethyl group according to Craig's plot. The activities against bacteria or fungi were insignificant. The presented compounds also inhibited photosynthetic electron transport in spinach chloroplasts and the IC50 values of the active compounds varied in the range from 16.4 to 487.0 μmol/L. The most active substances were 2 (R = 3-CF3), 3 (R = 3,4-Cl) and 11 (R = 4-CF3). A linear dependence between lipophilicity and herbicidal activity was observed.
Revisiting the Hinsberg reaction: Facile and expeditious synthesis of 3-substituted quinoxalin-2(1H)-ones under catalyst-free conditions in water
Murthy, Sabbavarapu Narayana,Madhav, Bandaru,Nageswar, Yadavalli Venkata Durga
experimental part, p. 1216 - 1220 (2010/08/21)
Substituted benzene-1,2-diamine reacted with various α-keto esters at 50° under mild conditions for 15 min using H2O as reaction medium, providing a variety of 3-substituted quinoxalinone derivatives in excellent yields. The reaction was instantaneous, and products were isolated by simple filtration.
Structure-activity Relationships of Herbicidal 5-Ethylamino- and 5-Propylamino-2,3-Dicyanopyrazines
Nakamura, Akira,Ataka, Toshiei,Segawa, Hirozo,Tekeuchi, Yasutomo,Takematsu, Tetsuo
, p. 1561 - 1568 (2007/10/02)
Sixty-eight 6-substituted 5-ethylamino- and 5-propylamino-2,3-dicyanopyrazines were synthesized and their herbicidal activities against barnyard grass were measured in pot tests.The most active compound was 2,3-dicyano-5-propylamino-6-(m-chlorophenyl)pyra
