13297-18-2Relevant articles and documents
Synthesis of new quinoxaline-2-carboxylate 1,4-dioxide derivatives as anti-Mycobacterium tuberculosis agents
Jaso, Andrés,Zarranz, Belén,Aldana, Ignacio,Monge, Antonio
, p. 2019 - 2025 (2005)
Twenty-nine new 6(7)-substituted quinoxaline-2-carboxylate 1,4-dioxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. In general, the in vitro activity is significantly affected by substituents on the quinoxaline nucleu
The enthalpies of dissociation of the N-O bonds in two quinoxaline derivatives
Gomes, Jose R. B.,Monteiro, Andre R.,Campos, Bruno B.,Gomes, Paula,Ribeiro Da Silva, Maria D. M. C.
, p. 17 - 23 (2009)
The present work reports the first experimental thermochemical study of mono-N-oxides derived from quinoxaline, namely, 3-methoxycarbonyl-2-methyl- quinoxaline N-oxide and 3-ethoxycarbonyl-2-methyI-quinoxaIine N-oxide. The values of the enthalpies of formation, in the condensed state, and of the enthalpies of sublimation, derived from static bomb calorimetry and Calvet microcalorimetry measurements, respectively, are combined to derive the standard molar enthalpies of formation in the gaseous phase for these two compounds. From the latter values, the first and second N-O bond dissociation enthalpies for the corresponding di-N-oxides have been obtained. The gas-phase experimental results are also compared with calculated data obtained with a density functional theory approach. Copyright
SYNTHESIS, CRYSTAL AND MOLECULAR STRUCTURES OF 2-METHYL-3-CARBOETHOXYQUINOXALINE 1,4-DIOXIDE
Lin, Shu-Kun,Cong, Qiu-Zhi
, p. 279 - 286 (1987)
2-Methyl-3-carboethoxyquinoxaline 1,4-dioxide (MCQO) was prepered and single crystals were grown out of the reaction mixture.The structure of MCQO was established by single-crystal X-ray crystallography using a direct method.The crystals are triclinic, space group P, with a = 6.928(1), b = 8.109(1), c = 10.552(1) angstroem, α = 83.445(8), β = 85.681(10), γ = 79.168(8) deg, V = 577.7 angstroem3, Z = 2 and Dc = 1.428 g cm-3.The structure was refined to R = 0.059 for 1454 reflections.The planar geometry of the parent quinoxaline ring is consistent with the aromaticity of the condensed heterocyclic system in the compound.The average N-O bond length is 1.297(5) angstroem, indicating a certain double-bond character.The X-ray analysis corroborates IR, NMR, and ESR spectroscopic evidence for the structure of this type of heteroaromatic N-oxides.
Tandem C-N Bond Formation through Condensation and Metal-Free N-Arylation: Protocol for Synthesizing Diverse Functionalized Quinoxalines
Jiao, Yan-Xiao,Wu, Ling-Ling,Zhu, Hai-Miao,Qin, Jiang-Ke,Pan, Cheng-Xue,Mo, Dong-Liang,Su, Gui-Fa
, p. 4407 - 4414 (2017/04/28)
Diverse functionalized quinoxalines were synthesized in good yields from arylamines and readily available β-keto oximes through condensation and metal-free N-arylation. The reaction was compatible with various functional groups, such as halides, cyano, and esters. A mechanism was proposed based on the experimental results. These quinoxalines were easily obtained on a gram scale and converted to various useful scaffolds. Compound LASSBio-1022 was prepared in 83% yield in two steps.
Combining metabolite-based pharmacophores with Bayesian machine learning models for mycobacterium tuberculosis drug discovery
Ekins, Sean,Madrid, Peter B.,Sarker, Malabika,Li, Shao-Gang,Mittal, Nisha,Kumar, Pradeep,Wang, Xin,Stratton, Thomas P.,Zimmerman, Matthew,Talcott, Carolyn,Bourbon, Pauline,Travers, Mike,Yadav, Maneesh,Freundlich, Joel S.
, (2015/12/26)
Integrated computational approaches for Mycobacterium tuberculosis (Mtb) are useful to identify new molecules that could lead to future tuberculosis (TB) drugs. Our approach uses information derived from the TBCyc pathway and genome database, the Collabor
Synthesis and UV absorption of new conjugated quinoxaline 1,4-dioxide derivatives anticipated as tumor imaging and cytotoxic agents
El-Gogary, Sameh R.,Waly, Mohamed A.,Ibrahim, Ismail T.,El-Sepelgy, Osama Z.
experimental part, p. 1253 - 1262 (2011/08/08)
New conjugated arylidine, enamine, and annelated pyrido derivatives of quinoxaline 1,4-dioxide were synthesized via utilization of an active allylic methyl group. Biodistribution studies were carried out by injecting a solution of an 125I deriv
Synthesis, trypanocidal activity and docking studies of novel quinoxaline-N-acylhydrazones, designed as cruzain inhibitors candidates
Romeiro, Nelilma C.,Aguirre, Gabriela,Hernandez, Paola,Gonzalez, Mercedes,Cerecetto, Hugo,Aldana, Ignacio,Perez-Silanes, Silvia,Monge, Antonio,Barreiro, Eliezer J.,Lima, Lidia M.
experimental part, p. 641 - 652 (2009/08/07)
In this paper, we report the structural design, synthesis, trypanocidal activity and docking studies of novel quinoxaline-N-acylhydrazone (NAH) derivatives, planned as cruzain inhibitors candidates, a cysteine protease essential for the survival of Trypan
Synthesis of the possible metabolites of quinocetone in animals
Li, Jian-Yong,Zhang, Ji-Yu,Zhou, Xu-Zheng,Li, Jin-Shan,Lu, Run-Hua
, p. 49 - 56 (2008/02/12)
The possible metabolites of quinocetone in animals had been prepared with different selective reagent by three synthetic routes. It was their principal reaction that Na2S2O4 reduced quinoxaline-1,4-dioxide derivatives to quinoxaline derivatives, H 2O2 s oxidized 2-carboxyl-quinoxaline derivatives to 2-carboxyl-quinoxaline-1 -oxide ones and P(OCH3) 3 reduced 2-carboxyl- quinoxaline-1,4-dioxide derivatives to 3-carboxyl-quinoxaline-1-oxide ones. The title compounds ware confirmed with NMR,UV, FAB-MS, et al.
