N-Substituted 2-sulfenamoylbenzoates and 1,2-benzisothiazolin-3-ones were effectively synthesized by the substitution reaction between S-[2-(3-oxo-1,2-benzisothiazolinyl)]-2-mercaptobenzoates (2) and primary amines. The substitution reaction occurred on the sulfur atom of the 2-sulfenamoyl group...
The syntheses and tin-119m Mössbauer spectroscopic data are reported for the tri-n-butyl-, tricyclohexyl- and triphenyltin(IV) derivatives of mercaptoacetic and 2-mercaptobenzoic acids. A four-coordinate tetrahedral geometry at tin is assigned for (cyclo-C6H11)3SnSCH2C(O)OH and for the (C6H5)3Sn...
This review summarises the coordination chemistry of the isomeric 3- and 4-mercaptobenzoate ligands, derived from HSC6H4COOH, being isomers of the widely-studied 2-mercaptobenzoate (thiosalicylate) ligand. The 3- and 4-mercaptobenzoate ligands show a wide range of coordination modes, including m...
Reactions of perfluoroisobutene (PFIB), perfluoropropene (PFP) and chlorotrifluoroethene (CTFE) with benzenethiol and 2-methoxybenzenethiol in acetonitrile, with potassium carbonate as base, were compared. PFIB reacted with benzenethiol to give ketene thioacetal (CF3)2CC(SAr)2 and with 2-methoxy...
Two new N-nitrosamino acids, 3-(N-nitroso-N-methylamino)propionic acid (CAS: 10478-42-9) and 4-(N-nitroso-N-methylamino)butyric acid (CAS: 61445-55-4) were isolated and identified for the first time in various types of tobacco, including snuff, chewing and pipe tobacco, cigars and cigarettes. Th...
The molecular and crystal structure of 4-oxo-4-(pyridin-3-ylamino)butanoic acid [i.e., N-(pyridin-3-yl)-succinamic acid] is analyzed in detail by single crystal X-ray diffraction studies. In the molecule of the title compound, the side chain is bent at the carbon atom adjacent to the carbonyl ca...
4-Oxo-4-(pyridin-2-ylamino)butanoic acid crystallizes with two symmetry independent molecules (A and B) in the asymmetric unit. The crystal structure features hetero R22(8) synthon comprising of NH⋯O = C(acid) and OH⋯Npyridyl hydrogen bonds between the molecules A and B resulting in one-dimensio...
According to the World Health Organization, the consumption of tobacco products is the single largest cause of preventable deaths in the world, exceeding the total aggregated number of deaths caused by diseases such as AIDS, tuberculosis, and malaria. An important element in the evaluation of th...
Heating of 5-carbamoyl- (1) and 5-thiocarbamoyl-3-methyl-1-phenyluracil (5) derivatives in ethanolic sodium ethoxide causes a novel intramolecular rearrangement to give 5-anilinomethylenebarbituric acids(2) and 5-anilinomethylene-4-thiobarbituric and(6), respectively.
A unique one-pot reaction via CC cleavage from aminomethylene benzimidazoles with commercial halides to access novel benzimidazolones is reported for the first time. The previously unexploited transformation is able to perform smoothly in the presence of commercial potassium carbonate, while the...
A convenient preparative approach for the synthesis of aminomethylene bisphosphonates is developed which involves treatment of amines with triethyl orthoformate and diethyl phosphite under microwave irradiation.
Several aminomethylene analogs and a ketomethylene analog of reversins were synthesized in order to evaluate their ability to inhibit P-glycoprotein-mediated drug efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein. These analogs retained good activity compared to cyclosporin A ...
Three-component reactions of amines, triethylorthoformate and diethyl phosphite are efficiently catalyzed by ytterbium perfluorooctanoate [Yb(PFO)3] in 1-butyl-3-methylimidazolium chloride ([bmim][Cl]) ionic liquid, giving the corresponding aminomethylene bisphosphonates in good yields. The cata...
Alzheimer's disease (AD) is a neurodegenerative disorder known for the presence of amyloid beta plaques resulting from the sequential action of β-secretase and γ-secretase on amyloid precursor protein. We developed and synthesized, through click reactions, a new family of iminochromene ca...
The addition of various primary amines onto 3-α,β-unsaturated diester chromone derivative was studied under mild conditions. Basically, this reaction provided 2-pyridone-based compounds through an interesting domino ‘Addition/Ring Opening/Ring Closure’ process (ARORC). In this study, aniline...
N-Alkyl 2-aminomethylene-1,3-indanediones and 2-alkylamino-1,4-naphthoquinones are known for their diverse and versatile bioactivities and applications. Traditionally, these two compounds were synthesized in separate routes using different materials. By employing Lewis acid, cycloaddition of alk...
A series of novel quinoline derivatives bearing 5-(aminomethylene)pyrimidine-2,4,6-trione moiety were designed, synthesized, and evaluated for their c-Met kinase inhibitory activities and antiproliferative activities against 5 cancer cell lines (HT-29, H460, MKN-45, A549, and U87MG) in vitro. Mo...
Density functional theory (DFT) calculations at the B3LYP/6-311 ++G** level of theory were realized to analyze the effect of various solvents on the hydrogen bond (HB) strength of 5-aminomethylene-pyrimidine-2, 4, 6 trion and its 22 derivatives in R position. The influence of the solvent was con...
Molecular fluorine efficiently reacts with α-hydroxymethylene carbonyl compounds to give α-fluoro-α-formyl compounds in a highly site-specific manner. The fluorinated compounds mostly isolated as their hemiacetals with methanol are readily deformylated just by treatment with weak bases afford...
Ru–BEA catalysts with 1.0–2.5 wt.% Ru were prepared by ion exchange. The acidic properties of these catalysts were investigated using deuterated acetonitrile, pyridine, and 2,6-di-tert-butyl-pyridine. The deposited Ru was studied by CO-FTIR spectroscopy. The materials were tested as catalysts ...
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