19344-10-6Relevant academic research and scientific papers
Synthesis and evaluation of potent novel inhibitors of human sulfide:quinone oxidoreductase
Baugh, Simon D.P.,Jackson, Michael R.,Rashad, Adel Ahmed,Reitz, Allen B.,Lam, Patrick Y.S.,Jorns, Marilyn Schuman
supporting information, (2021/11/20)
Here we report the first small-molecule inhibitors of human sulfide:quinone oxidoreductase (SQOR) that decrease the rate of breakdown of hydrogen sulfide (H2S), a potent cardioprotective signaling molecule. SQOR is a mitochondrial membrane-boun
COMPOUNDS AND METHODS FOR TREATING OR PREVENTING HEART FAILURE
-
Page/Page column 104; 130-131, (2020/07/25)
The present invention relates to the discovery of novel compounds that can be used to treat and/or prevent heart failure in a subject. In certain embodiments, the compounds of the invention are sulfide: quinone oxidoreductase (SQOR) inhibitors. In other e
Convenient synthesis of fused heterocyclic 1,3,5-triazines from some N-Acyl imidates and heterocyclic amines as anticancer and antioxidant agents
Bekircan, Olcay,Kuexuek, Murat,Kahveci, Bahittin,Kolayli, Sevgi
, p. 365 - 372 (2007/10/03)
N-Acyl imidates (2), reacting with 5-amino pyrazole (3), 2-aminobenzimidazole (4), 3-amino-1,2,4-triazole (5), 3,5-diamino-1,2,4-triazole (6), and 5-aminotetrazole (7) give pyrazolo[1,5-a][1,3,5]triazine (8), benzo[4,5]imidazo[1,2-a][1,3,5]triazine (9), [1,2,4]triazolo [2,3-a][1,3,5]triazine (10), [1,2,4]triazolo[2,3-a][1,3,5]triazin-5-ylamine (12), and tetrazolo-[1,5-a][1,3,5]triazine (14) derivatives, respectively. The synthesized compounds were characterized on the basis of IR, 1H-NMR, 13C-NMR, and mass spectral data and elemental analyses results. Five of the newly synthesized compounds, 8a, 9a, 10a, 12a, and 14a, were selected by National Cancer Institute and screened for their anticancer activity against three cancer cell lines MCF7, NCI-H460, and SF-268, where 12a exhibited moderate antiproliferation potential. 12a was, thus, further tested for anticancer activity against 60 human cancer cell lines and showed moderate growth inhibition potency. 12a showed a high growth inhibitory activity against A498 renal cancer cell line. All of the newly synthesized compounds 8-10, 12 and 14 were tested for their antioxidant capacity where they exhibited very high activity, even higher than the widely used reference antioxidants butylated hydroxytoluene and 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox) Compound 12a also showed the highest antioxidant activity.
1,3-Oxazines and Related Compounds. XII. Facile Synthesis of 2,4-Disubstituted 6H-1,3-Oxazin-6-ones
Yamamoto, Yutaka,Morita, Yasuo,Minami, Keiko
, p. 1980 - 1986 (2007/10/02)
A convenient method for synthesis of 2,4-disubstituted 6H-1,3-oxazin-6-ones (8) was developed.Acylaminoalkylidene-1,3-dioxane-4,6-diones (5a-l), which were prepared from N-acylimidates (3a-l) and Meldrum's acid (4), readily underwent thermolysis upon heating, leading to a variety of 2,4-disubstituted 6H-1,3-oxazin-6-ones (8a-l).Keywords - 6H-1,3-oxazin-6-one; Meldrum's acid; acylaminoalkylidene-1,3-dioxane-4,6-dione; N-acylimidate; thermolysis
Synthesis and Structure of Alkyl N-Acylimidates
Kupfer, Rainer,Nagel, Michael,Wuerthwein, Ernst-Ulrich,Allmann, Rudolf
, p. 3089 - 3104 (2007/10/02)
Alkyl N-acylimidates 1 are prepared more easily and in higher yields than before by reaction of alkyl imidate hydrochlorides 5 with acyl halides 7 in the presence of 2.2 mol of base (14 examples).The X-ray analysis of a crystalline derivative (1dbd) shows, that the C=N- and C=O parts are twisted significantly (torsional angle 77.6 deg).The stereochemical, dynamic and electronic properties of the compounds 1 are interpreted by means of ab initio 3-21 G calculations on conformers of the parent system HO-CH=N-CH=O (8).Low rotational (ca. 6 kcal/mol) and inversional (max. 8 kcal/mol) barriers indicate the many favourable electronic interactions between the C=N- and the C=O groups in such N-functionalised imine derivatives.The compound 1 are significantly higher in energy than bisacylamines and are therefore suggested to be superior, more reactive synthetic C-N-C building blocks.The spectroscopic properties (IR, 13C- and 1H NMR, MS) are given and discussed.
