839-93-0Relevant articles and documents
Dimethyl sulfoxide/deep eutectic solvents mixtures as media in the reaction of 1-fluoro-2,4-dinitrobenzene with piperidine: A solvent effect study
Harifi-Mood, Ali Reza,Sadrzadeh, Samira
, (2018)
Aromatic nucleophilic substitution reaction of 1-fluoro-2,4-dinitrobenzene with piperidine was kinetically investigated in ethylene glycol-choline chloride and glycerol-choline chloride as 2 deep eutectic solvents (DESs) mixed with dimethyl sulfoxide, in
Binary mixtures of dimethyl sulfoxide with methanol, ethylene glycol, and glycerol as solvent: Solvatochromism and chemical kinetics study
Harifi-Mood, Ali Reza,Khorshahi, Hasan
, p. 361 - 368 (2018)
The understanding of solvent effects on chemical reaction requires precise knowledge of solute-solvent interactions. Since solute-solvent interactions are much more complex in mixed solvents, the study of chemical kinetics can be valuable because of the p
Fluorine kinetic isotope effects
Matsson, Olle,Persson, Jonas,Axelsson, B. Svante,L?ngstr?m, Bengt
, p. 5288 - 5289 (1993)
-
Mechanistic pathways of aromatic nucleophilic substitution in conventional solvents and ionic liquids
Gazitúa, Marcela,Tapia, Ricardo A.,Contreras, Renato,Campodónico, Paola R.
, p. 2611 - 2618 (2014)
Solvation effects on the reaction mechanism of the title reactions have been kinetically evaluated in 21 conventional solvents and 17 ionic liquids. Solvent polarity affects the catalyzed and non-catalyzed SNAr pathways differently. The ambiphi
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.
Overcoming solid handling issues in continuous flow substitution reactions through ionic liquid formation
Kashani, Saeed,Sullivan, Ryan J.,Andersen, Mads,Newman, Stephen G.
supporting information, p. 1748 - 1753 (2018/04/30)
Substitutions such as acylations, arylations, and alkylations are some of the most commonly run reactions for building complex molecules. However, the requirement of a stoichiometric base to scavange acid by-products creates significant challenges when operating in continuous flow due to solid handling issues associated with precipitating base·HX salts. We present a general and simple strategy to overcome these solid handling issues through the use of acid scavenging organic bases that generate low- to moderate-melting ionic liquids upon protonation. The application of these bases towards the most commonly run substitutions are demonstrated, enabling reactions to be run in flow without requiring additional equipment, specific solvents, or dilute reaction conditions to prevent clogging.