Thermal cyclocondensations of 3-N(4- and 5-benzimidazolyl and benztriazolyl)amino derivatives of 2-propenoic acid

1987 ◽  
Vol 52 (12) ◽  
pp. 2918-2925 ◽  
Author(s):  
Viktor Milata ◽  
Dušan Ilavský

The cyclization of 3-N(4- and 5-benzimidazolyl and benztriazolyl)amino-2-cyano- and 2-ethoxycarbonyl-2-propenoate esters Ia, b-IVa, b under the conditions of the Gould-Jacobs reaction leads to angularly ring-fused substituted imidazo or triazolo[4,5-f] (V, VI) and [4,5-h] (VII, VIII) quinolines, respectively. The esters Vb-VIIIb have been transformed into the corresponding chloroderivatives Vc-VIIIc. 3-N(5-Benzimidazolyl and 5-benztriazolyl)amino-2-cyano-2-propenenitriles are cyclized in the presence of aluminium(III) chloride to give the aminoquinolines Vd, VId. The structure of the products has been characterized by their 1H, 13C NMR, IR, and UV spectra.

1989 ◽  
Vol 54 (3) ◽  
pp. 713-724 ◽  
Author(s):  
Viktor Milata ◽  
Dušan Ilavský ◽  
Igor Goljer

The alkylation of unsubstituted 3-(5-benzimidazolyl- and 5-benzotriazolyl)amino derivatives of 2-propenoic acid (I) results in the replacement of hydrogen atom at the nitrogen of YZC=CH-NH- substituent (II-IV). The model compounds with a methyl group in the azole nucleus (V-VII) have been prepared by an independent synthesis. The structure of all products has been confirmed and confronted with their IR, UV, 1H and 13C NMR spectra.


1985 ◽  
Vol 50 (2) ◽  
pp. 357-364 ◽  
Author(s):  
Adolf Jurášek ◽  
Jaroslav Kováč ◽  
Radoslav Palovčík ◽  
Ľuboš Mazag

Trichloromethylsulfonyl-5-nitro-2-furaldehyde 4-X-phenylhydrazones I (X = H, CH3, Cl, CN, NO2, COOC2H5) were obtained by reacting 4-X-phenyldiazonium salts with 5-nitrofurfuryltrichloromethyl sulfone. These compounds react with diazomethane and trimethylamine to give the corresponding N-methylated derivatives and nitrilimines, respectively, the latter under elimination of trichlorosulfinic acid. The hydrazone-diaziridine tautomerism was studied by 1H, 15N, and 13C NMR methods; also the IR and UV spectra of the compounds synthesized are discussed. All hydrazones showed a very strong effect on the stimulation of mitochondria respiration and constitute a new type of SH-group uncouplers acting already in a 10-8 mol l-1 concentration.


1994 ◽  
Vol 59 (9) ◽  
pp. 2057-2068 ◽  
Author(s):  
Svatava Smrčková ◽  
Kristina Juricová ◽  
Viktor Prutianov

13C NMR spectra of p-nitrobenzoyl 2-, 4-, and 6-aminopyridine-3-carboxylates, their hydrochlorides, trifluoroacetates and 1-benzyl derivatives were studied. As found from the chemical shifts of pyridine carbon atoms C-2, C-4 and C-6, the free bases exist in the amino form whereas hydrochlorides and 1-substituted pyridinium derivatives in the imino form. Trifluoroacetates of the 2- and 6-amino derivatives have structure similar to that of amidiniumcarboxylates (parallel hydrogen bonds and partially ionic character) whereas trifluoroacetate of the 4-amino derivative is structurally close to the corresponding hydrochloride. The found structures were confirmed by 1H NMR and IR spectroscopy.


2019 ◽  
Vol 19 (13) ◽  
pp. 1093-1110 ◽  
Author(s):  
Adel A.H. Abdel Rahman ◽  
Ibrahim F. Nassar ◽  
Amira K.F. Shaban ◽  
Dina S. EL-Kady ◽  
Hanem M. Awad ◽  
...  

Background & Objective:New diaryl-substituted pyrimidinedione compounds, their thioxo derivatives as well as their bicyclic thiazole compounds were synthesized and characterized.Methods:The glycosylamino derivatives of the synthesized disubstituted derivatives of the pyrimidine scaffold were also prepared via reaction of the N3-amino derivatives with a number of monosaccharides followed by acetylation.Results:The anticancer activity of the synthesized compounds was studied against human liver cancer (HepG2) and RPE-1cell lines. Compounds 2a, 2b, 3a and 12 showed potent activities with IC50 results comparable to that of doxorubicin.Conclusion:Docking investigations into Cyclin-dependent kinase 2 (CDK-2) enzyme, a potential target for cancer medication, were also reported showing the possible binding interaction into the enzyme active site to support their activity behavior.


1980 ◽  
Vol 45 (8) ◽  
pp. 2247-2253 ◽  
Author(s):  
Václav Konečný ◽  
Štefan Varkonda ◽  
Vojtech Kubala

Syntheses of O-ethyl-S-propyl-O-(1-alkyl, phenyl-5-chloro, alkoxy-6-oxo-1H-pyridazine-4-yl) esters of dithiophosphoric acid are described. The compounds were investigated for their IR and UV spectra and for their contact and system activities as insecticides, acaricides, ovicides, fungicides and herbicides. Some of the compounds proved efficient acaricides; compound VIII also had an insecticide activity.


1985 ◽  
Vol 16 (15) ◽  
Author(s):  
N. I. TRAVEN' ◽  
YU. A. ERSHOVA ◽  
A. S. SOKOLOVA ◽  
V. A. CHERNOV ◽  
T. S. SAFONOVA

2007 ◽  
Vol 2007 (25) ◽  
pp. 4257-4266 ◽  
Author(s):  
Victor P. Krasnov ◽  
Alexey Yu. Vigorov ◽  
Irina A. Nizova ◽  
Tatyana V. Matveeva ◽  
Alexander N. Grishakov ◽  
...  

1973 ◽  
Vol 9 (12) ◽  
pp. 1517-1521
Author(s):  
N. N. Chipanina ◽  
N. I. Shergina ◽  
Yu. N. Ivlev ◽  
E. S. Domnina ◽  
D. D. Taryashinova ◽  
...  
Keyword(s):  

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