- A new facile, efficient synthesis and structure peculiarity of quinoxaline derivatives with two benzimidazole fragments
-
A highly efficient and versatile method for the synthesis of quinoxaline derivatives with two benzimidazole fragments have been developed on the basis of the ring contraction of 3-(benzimidazo-2-yl)quinoxalin-2(1H)-one with 1,2-diaminobenzene and its various types of substituted and condensed derivatives. Owing to the inter- and intramolecular processes, involving self association, proton exchange, conformational, and/or tautomeric exchanges between several forms for most of the bis-benzimidazolylquinoxalines signals of bridged and neighboring carbon atoms and the hydrogen atoms of the neighboring carbon atoms of benzimidazole fragments in the NMR spectra are broadened. The conjugation between the benzimidazole fragments and the quinoxaline core of the molecules is increased from the quinoxaline derivative (10c) to its thiadiazol[f]- (17) and pyrrolo[a]-(19) annulated derivatives, resulting in a greater planarity of the molecule as a whole.
- Mamedov, Vakhid A.,Zhukova, Nataliya A.,Syakaev, Victor V.,Gubaidullin, Aidar T.,Beschastnova, Tat'Yana N.,Adgamova, Dil'Bar I.,Samigullina, Aida I.,Latypov, Shamil K.
-
supporting information
p. 1403 - 1416
(2013/02/23)
-
- Synthesis and evaluation of quinoxaline derivatives as potential influenza NS1A protein inhibitors
-
A library of quinoxaline derivatives were prepared to target non-structural protein 1 of influenza A (NS1A) as a means to develop anti-influenza drug leads. An in vitro fluorescence polarization assay demonstrated that these compounds disrupted the dsRNA-NS1A interaction to varying extents. Changes of substituent at positions 2, 3 and 6 on the quinoxaline ring led to variance in responses. The most active compounds (35 and 44) had IC50 values in the range of low micromolar concentration without exhibiting significant dsRNA intercalation. Compound 44 was able to inhibit influenza A/Udorn/72 virus growth.
- You, Lei,Cho, Eun Jeong,Leavitt, John,Ma, Li-Chung,Montelione, Gaetano T.,Anslyn, Eric V.,Krug, Robert M.,Ellington, Andrew,Robertus, Jon D.
-
p. 3007 - 3011
(2011/06/24)
-
- Synthesis of new benzosubstituted dioxaphosphonines containing quinoxaline subunit
-
A simple and efficient synthesis of previously unknown benzosubstituted dioxaphosphonines containing a quinoxaline subunit is described. Reasonably good yields of the products, mild reaction conditions, and convenient work-up are the advantages of this me
- Singh, Pallavi,Tripathi, Rakesh,Verma, Rajiv K.,Nandi, Ganesh C.,Gupta, Ashutosh,Singh, Maya S.
-
experimental part
p. 2142 - 2151
(2010/12/24)
-
- Cyanide-Catalyzed Cyclizations via Aldimine Coupling
-
Aldimine coupling (AIC) is the nitrogen analogue of the benzoin condensation and has been applied to dialdimines, providing the first examples of cyclizations effected by cyanide-catalyzed AIC. Sodium cyanide promoted the facile, intramolecular cyclization of several dialdimines in N,N-dimethylformamide, methanol, or methylene chloride/water (phase-transfer conditions) yielding a variety of six-membered heterocycles. Under aerobic conditions, an oxidative cyclization occurs to provide the diimine heterocycle. Oligomerization was observed with rigid dialdimines for which cyclization was precluded.
- Reich, B. Jesse E.,Justice, Aaron K.,Beckstead, Brittany T.,Reibenspies, Joseph H.,Miller, Stephen A.
-
p. 1357 - 1359
(2007/10/03)
-
- Synthesis and characterization of tris[2,3-di(o-oxyphenylene)quinoxalin] cyclotriphosphazene - A novel spiroheterocyclophosphazene
-
Hexachlorocyclotriphosphazene (NPCl2)3, reacted with 2,3-di(o-hydroxyphenylene)quinoxalin in the presence of a base, to yield tris[2,3-di(o-oxyphenylene)quinoxalin]cyclotriphosphazene. The synthesis of 2,3-di(o-hydroxy phenylene)quin
- Tarassoli, Abbas,Shushizadeh, Mohammad Reza
-
p. 803 - 809
(2007/10/03)
-