5442-32-0Relevant academic research and scientific papers
Synthesis, molecular docking studies, and biological evaluation of novel alkyl bis(4-amino-5-cyanopyrimidine) derivatives
Boualia, Imen,Derabli, Chamseddine,Boulcina, Raouf,Bensouici, Chawki,Yildirim, Muhammet,Birinci Yildirim, Arzu,Mokrani, El Hassen,Debache, Abdelmadjid
, (2019/08/27)
A series of bis(4-amino-5-cyano-pyrimidines) was synthesized and evaluated as dual inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). To further explore the multifunctional properties of the new derivatives, their antioxidant and antibacterial activities were also tested. The results showed that most of these compounds could effectively inhibit AChE and BChE. Particularly, compound 7c exhibited the best AChE inhibitory activity (IC50 = 5.72 ± 1.53 μM), whereas compound 7h was identified as the most potent BChE inhibitor (IC50 = 12.19 ± 0.57 μM). Molecular modeling study revealed that compounds 7c, 7f, and 7b showed a higher inhibitory activity than that of galantamine against both AChE and BChE. Anticholinesterase activity of compounds 7h, 7b, and 7c was significant in vitro and in silico for both enzymes, since these compounds have hydrophobic rings (Br-phenyl, dimethyl, and methoxyphenyl), which bind very well in both sites. In addition to cholinesterase inhibitory activities, these compounds showed different levels of antioxidant activities. Indeed, in the superoxide–dimethyl sulfoxide alkaline assay, compound 7j showed very high inhibition (IC50 = 0.37 ± 0.28 μM). Also, compound 7l exhibited strong and good antibacterial activity against Staphylococcus epidermidis and Staphylococcus aureus, respectively. Taking into account the results of biological evaluation, further modifications will be designed to increase potency on different targets. In this study, the obtained results can be a new starting point for further development of multifunctional agents for the treatment of Alzheimer's disease.
Clean and economic synthesis of alkanesulfonyl chlorides from S-alkyl isothiourea salts via bleach oxidative chlorosulfonation
Yang, Zhanhui,Zhou, Bingnan,Xu, Jiaxi
, p. 225 - 229 (2014/03/21)
A simple procedure for clean and economic synthesis of alkanesulfonyl chlorides via bleach-mediated oxidative chlorosulfonation of S-alkyl isothiourea salts is disclosed. This procedure is environment- and worker-friendly with the advantages of readily accessible materials and reagents, simple and safe operations, easy purification without chromatography, and affords high yields of up to 99%.
The 1,4-dithiin ring opening in 1,4-dithiinodiquinolines as a route to quinoline crown thioethers
Pluta, Krystian
, p. 2861 - 2870 (2007/10/03)
Quinoline crown thioethers (7) and (8) with 8-, 9-, 10-, 11-, 12-, 18-, 20-, 21- and 24-membered macrocyclic thiacrown ring were obtained by the 1,4- dithiin ring opening in 1,4-dithiinodiquinolines (1) and (2) with divalent sulfur nucleophiles followed by S-alkylation with divalent alkylating agents. Thiacrowns (7) and (8) contain two or four quinoline units.
ORGANIC SYNTHESIS USING PTC-5: NUCLEOPHILIC AROMATIC SUBSTITUTION UNDER LIQUID-LIQUID AND SOLID-LIQUID PHASE TRANSFER CONDITIONS.
Singh, Paramjit,Arora, Geeta
, p. 2625 - 2632 (2007/10/02)
The reaction of 1-chloro-4-nitrobenzene (1) with dithiols generated in situ from thiouronium salts (2) under PT conditions, which in turn have been procured by the reaction of appropriate α,ω-dibromoalkanes with thiourea have been investigated.The reactions of (1) with various diols have also been investigated and their reaction mechanism is discussed.
Synthesis of Oxygen and Sulphur Containing Crown Compounds under Solid-Liquid Phase Transfer Catalysis
Singh, Paramjit,Kumar, Manoj,Singh, Harjit
, p. 861 - 862 (2007/10/02)
Sulphur containing crown compounds and podands have been synthesized by intermolecular nucleophilic displacements of tosylates with thiolate ions generated in situ under solid-liquid phase transfer catalysis.
S-DERIVATIVES OF THIOUREA. XX. REACTION OF THIOUREA WITH TERMINAL DIBROMOALKANES
Tkachenko, S. E.,Sal'nikov, D. I.,Lys, Ya. I.,Fedoseev, V. M.,Zhurilin, V. S.
, p. 878 - 884 (2007/10/02)
The kinetics of the reaction of thiourea with terminal dibromoalkanes Br(CH2)nBr, where n= 1-5, were investigated by radiochromatography.It was established that the reaction of thiourea with 1,4-dibromobutane and 1,5-dibromopentane leads to the formation of only products from substitution of one or two bromine atoms by thiourea.In the case of 1,2-dibromoethane and 1,3-dibromopropane 2-amino-2-thiazoline and 2-amino-5,6-dihydro-4H-1,3-thiazine were found in addition to the analogous substitution products.The rate constants of the individual stages of the processes were determined.A series of S-bromoalkylisothioureas Br(CH2)nSC+.(NH2)2Br-, where n= 2-5, were synthesized.It was shown that the rate of their reaction with thiourea is higher than for terminal dibromoalkanes and (for n= 3-5) alkyl halides Br(CH2)nH.It was found that the reactivity varies irregularly with increases in the length of the polymethylene chain for bromoalkylisothioureas, and this evidently results from the superimposition of several effects from the substituent.
