39242-76-7Relevant articles and documents
Aromatic nucleophilic substitution (snar) reactions of halo-substituted dinitrobenzene in liposome reaction media: Effect of reaction medium and role of halogen leaving group
Dutta, Jyoti,Tiwari, Shraeddha
, (2021)
SNAr reactions constitute an important pathway for the synthesis of many crucial organic derivatives from polyhaloaromatic compounds. The sluggish nature of the reaction in many cases makes it a challenging pathway and limits its potential appl
Mechanism of Aromatic Nucleophilic Substitution in Aprotic Solvents
Onuoha, Goddy N.,Onyido, Ikenna,Hirst, Jack
, p. 971 - 974 (1988)
The effect of various hydrogen-bond acceptors on the reactions of 1-chloro- and 1-fluoro-2,4-dinitrobenzenes with morpholine in benzene at 30 deg C has been investigated.The reaction of the chloro substrate is not base-catalysed and the additives produced
Gutmann's Donor Numbers Correctly Assess the Effect of the Solvent on the Kinetics of SNAr Reactions in Ionic Liquids
Alarcón-Espósito, Jazmín,Contreras, Renato,Tapia, Ricardo A.,Campodónico, Paola R.
, p. 13347 - 13351 (2016)
We report an experimental study on the effect of solvents on the model SNAr reaction between 1-chloro-2,4-dinitrobenzene and morpholine in a series of pure ionic liquids (IL). A significant catalytic effect is observed with reference to the sam
Catalytic effect in the reaction of 2,4-dinitrofluorobenzene with morpholine in benzene. 7. Communication on nucleophile aromatic substitution reactions
Becker,Bernasconi,Zollinger
, p. 10 - 15 (1967)
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Prodrugs for nitroreductase-based cancer therapy-3: Antitumor activity of the novel dinitroaniline prodrugs/Ssap-NtrB enzyme suicide gene system: Synthesis, in vitro and in silico evaluation in prostate cancer
Tokay, Esra,Güng?r, Tu?ba,Hac?o?lu, Nelin,?nder, Ferah C?mert,Gülhan, ünzile Güven,Tok, Tu?ba Ta?k?n,?elik, Ayhan,Ay, Mehmet,K??kar, Feray
, (2019/12/24)
Prodrugs for targeted tumor therapies have been extensively studied in recent years due to not only maximising therapeutic effects on tumor cells but also reducing or eliminating serious side effects on healthy cells. This strategy uses prodrugs which are safe for normal cells and form toxic metabolites (drugs) after selective reduction by enzymes in tumor tissues. In this study, prodrug candidates (1-36) containing nitro were designed, synthesized and characterized within the scope of chemical experiments. Drug-likeness properties of prodrug candidates were analyzed using DS 2018 to investigate undesired toxicity effects. In vitro cytotoxic effects of prodrug canditates were performed with MTT assay for human hepatoma cells (Hep3B) and prostate cancer cells (PC3) and human umbilical vein endothelial cells (HUVEC) as healthy control. Non-toxic compounds (3, 5, 7, 10, 12, 15, 17, 19 and 21–23), and also compounds (1, 2, 5, 6, 9, 11, 14, 16, 20 and 24) which had low toxic effects, were selected to examine their suitability as prodrug canditates. The reduction profiles and kinetic studies of prodrug/Ssap-NtrB combinations were performed with biochemical analyses. Then, selected prodrug/Ssap-NtrB combinations were applied to prostate cancer cells to determine toxicity. The results of theoretical, in vitro cytotoxic and biochemical studies suggest 14/Ssap-NtrB, 22/Ssap-NtrB and 24/Ssap-NtrB may be potential prodrug/enzyme combinations for nitroreductase (Ntr)-based prostate cancer therapy.
Decarboxylative ipso Amination of Activated Benzoic Acids
Pichette Drapeau, Martin,Bahri, Janet,Lichte, Dominik,Goo?en, Lukas J.
supporting information, p. 892 - 896 (2019/01/04)
In the presence of a bimetallic Pd/Cu system with 1,10-phenanthroline as the ligand and either air or N-methylmorpholine N-oxide as the oxidant, electron-deficient benzoic acids undergo oxidative decarboxylative coupling with unprotected amines. This operationally simple aniline synthesis is widely applicable with respect to the amine and gives good yields, even on multigram scale. The orthogonality of this reaction to other Pd-catalyzed cross-couplings allows the concise synthesis of multisubstituted arenes by sequential C?C, C?Cl, and C?N functionalizations. Mechanistic investigations suggest the intermediacy of a hypervalent Pd species.