6309-61-1Relevant articles and documents
Fungicide chinomethionate as a new family of photoinducible DNA-cleaving agents
Qi, Jianying,Li, Tianhu,Chan, Albert S. C.
, p. 3561 - 3563 (2003)
It is demonstrated for the first time in this report that chinomethionate is capable of causing efficient DNA cleavage under mild irradiation conditions, a fungicide molecule that processes the simple group of 1,3-dithio-2-one as its reactive functionality.
Anti-MRSA drug discovery by ligand-based virtual screening and biological evaluation
Lian, Xu,Xia, Zhonghua,Li, Xueyao,Karpov, Pavel,Jin, Hongwei,Tetko, Igor V.,Xia, Jie,Wu, Song
, (2021/06/15)
S. aureus resistant to methicillin (MRSA) is one of the most-concerned multidrug resistant bacteria, due to its role in life-threatening infections. There is an urgent need to develop new antibiotics against MRSA. In this study, we firstly compiled a data set of 2,3-diaminoquinoxalines by chemical synthesis and antibacterial screening against S. aureus, and then performed cheminformatics modeling and virtual screening. The compound with the Specs ID of AG-205/33156020 was discovered as a new antibacterial agent, and was further identified as a Gyrase B (GyrB) inhibitor. In light of the common features, we hypothesized that the 6c as the representative of 2,3-diaminoquinoxalines also inhibited GyrB and eventually proved it. Via molecular docking and molecular dynamics simulations, we identified binding modes of AG-205/33156020 and 6c to the ATPase domain of GyrB. Importantly, these GyrB inhibitors inhibited the MRSA strains and showed selectivity to HepG2 and HUVEC. Taken together, this research work provides an effective ligand-based computational workflow for scaffold hopping in anti-MRSA drug discovery, and discovers two new GyrB inhibitors that are worthy of further development.
Novel molecular targeting anti-tumor aza-steroid derivative based on lipid toxicity and preparation and application thereof
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Paragraph 0178; 0180; 0181; 0192; 0221, (2021/08/19)
The invention provides a novel molecular targeting anti-tumor aza-steroid derivative based on lipid toxicity and a preparation method and application thereof, and belongs to the field of chemical medicines. The derivative is a compound as shown in a formula I, or a salt thereof, or a stereoisomer thereof. The compound is low in toxicity or basically non-toxic to normal cells, has an obvious inhibition effect to tumor cell lines, particularly has good lipid toxicity selectivity to tumor cells such as liver cancer, lung cancer and the like in vivo, and has an obvious inhibition effect; meanwhile, the compound can effectively activate SREBP1 and PPAR gamma, inhibit lipid transport MTTP, cause lipid aggregation in tumor cells and cause lipid toxicity of the tumor cells. The compound can be used for treating liver cancer, lung cancer and the like in a molecular targeting manner, is low in toxicity or even non-toxic, and has a good application prospect.
A One-pot Facile Synthesis of 2,3-Dihydroxyquinoxaline and 2,3-Dichloroquinoxaline Derivatives Using Silica Gel as an Efficient Catalyst
Zhang, Pei-Ming,Li, Yao-Wei,Zhou, Jing,Gan, Lin-Ling,Chen, Yong-Jie,Gan, Zong-Jie,Yu, Yu
, p. 1809 - 1814 (2018/07/25)
An efficient one-pot reaction has been developed for the synthesis of 2,3-dichloroquinoxaline derivatives 3a–n. The reaction was performed in two steps via a silica gel catalyzed tandem process from o-phenylenediamine and oxalic acid, followed by addition of phosphorus oxychloride (POCl3). A variety of 2,3-dichloroquinoxalines have been obtained in good to excellent overall yields. Eight known compounds 3a–3h were characterized by IR, 1H-NMR, and mass spectroscopies. Compounds 3i–3n without spectroscopic data were characterized by IR, 1H-NMR, 13C-NMR, and mass spectroscopies.
A new solvent for the reaction of chlorination of hydroxyquinoxaline derivatives with vilsmeier reagent
Bouanane, Zohra,Bounekhel, Mahmoud,Elkolli, Meriem,Takfaoui, Abdelilah
, p. 903 - 906 (2018/04/09)
A new efficient procedure for the chlorination of hydroxyquinoxaline derivatives into the corresponding chlorides is described. It has been found that the use of 1-chlorobutane produces the highest yield, reduces the time of reaction and facilitates direct formation of crystals without any purification.
A new facile, efficient synthesis and structure peculiarity of quinoxaline derivatives with two benzimidazole fragments
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)
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.
Pyrrolo[2,3-b]quinoxalines as inhibitors of firefly luciferase: Their Cu-mediated synthesis and evaluation as false positives in a reporter gene assay
Nakhi, Ali,Rahman, Md. Shafiqur,Kishore, Ravada,Meda, Chandana Lakshmi T.,Deora, Girdhar Singh,Parsa, Kishore V.L.,Pal, Manojit
, p. 6433 - 6441 (2012/11/07)
2-Substituted pyrrolo[2,3-b]quinoxalines having free NH were prepared directly from 3-alkynyl-2-chloroquinoxalines in a single pot by using readily available and inexpensive methane sulfonamide (or p-toluene sulfonamide) as an ammonia surrogate. The reaction proceeded in the presence of Cu(OAc)2 affording the desired product in moderate yield. The crystal structure analysis of a representative compound and its supramolecular interactions are presented. Some of the compounds synthesized exhibited inhibitory activities against luciferase that was supported by the predictive binding mode of these compounds with luciferase enzyme through molecular docking studies. The key observations disclosed here can alert users of luciferase reporter gene assays for possible false positive results due to the direct inhibition of luciferase.
HETEROCYCLIC INHIBITORS OF HISTAMINE RECEPTORS FOR THE TREATMENT OF DISEASE
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Page/Page column 85, (2011/10/05)
The present invention relates to compounds and methods which may be useful as inhibitors of H1R and/or H4R for the treatment or prevention of inflammatory, autoimmune, allergic, and ocular diseases.
Synthesis of novel diphenylamine-based fluorescent styryl colorants and study of their thermal, photophysical, and electrochemical properties
Sonawane, Yogesh A.,Rajule, Rajkumar N.,Shankarling, Ganapati S.
scheme or table, p. 1145 - 1151 (2012/07/13)
Three novel "Y"-shaped acceptor-π-donor-π-acceptor-type compounds were synthesized from 4,4′-(hexylimino)bis(benzaldehyde) as a donor and 2-methylthiazolo[4,5-b]quinoxaline derivatives as strong electron acceptors condensed by classical Knoevenagel condensation. Their absorption, emission, and thermal properties and electrochemical stability were investigated. It was found that the strong electron acceptor-donor chromophoric system of these compounds showed high Stokes shift, excellent thermal stability, and electrochemical reversibility. The solvatochromic behavior of these colorants was studied by using various solvents such as toluene, chloroform, ethyl acetate, tetrahydrofuran, methanol, and N,N-dimethylformamide in increasing order of polarity. The dyes were characterized by means of elemental analysis, 1H NMR, and mass spectrometry. Springer-Verlag 2010.
HETEROCYCLIC INHIBITORS OF HISTAMINE RECEPTORS FOR THE TREATMENT OF DISEASE
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Page/Page column 26-27, (2010/06/11)
The present invention relates to compounds and methods which may be useful as inhibitors of H1R and/or H4R for the treatment or prevention of inflammatory, autoimmune, allergic, and ocular diseases.
