133992-60-6Relevant academic research and scientific papers
Structure investigation, spectral characterization, electronic properties, and antimicrobial and molecular docking studies of 3′-(1-benzyl-5-methyl-1H-1,2,3-triazole-4-carbonyl)-1′-methyl-4′-phenyl-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-2-one
Helda Malarkodi, Jesudoss,Murugavel, Saminathan,Rosaline Ezhilarasi, Jesudoss,Dinesh, Murugan,Ponnuswamy, Alagusundaram
, p. 205 - 217 (2019)
A new compound, 3′-(1-benzyl-5-methyl-1H-1,2,3-triazole-4-carbonyl)-1′-methyl-4′-phenyl-2H-spiro[acenaphthylene-1,2′-pyrrolidin]-2-one (BTANP), was prepared, analyzed by Single Crystal X-ray Diffraction (SCXRD), and investigated spectroscopically, which i
PYRIDINONE- AND PYRIDAZINONE-BASED COMPOUNDS AND MEDICAL USES THEREOF
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Paragraph 00759-00760, (2019/10/01)
The various examples presented herein are directed to compounds of the formula A-L1-Het1-L2-Cy1 or a pharmaceutical acceptable salt, polymorph, prodrug, solvate or clathrate thereof, wherein: A is cycloalkyl, aryl, arylalkyl or heterocyclyl; Het1 is heterocyclyl containing at least two heteroatoms; Cy1 is a heterocyclyl; L1 is a bond, alkyl, alkenyl or alkynyl linker; L2 is an acyl or alkyl linker; and A and Cy1 are different. The compounds are useful in the treatment of fibrotic diseases, abnormal vascular leak and pathological angiogenesis.
Regioselective Synthesis of 1,4,5-Trisubstituted-1,2,3-Triazoles from Aryl Azides and Enaminones
De Nino, Antonio,Algieri, Vincenzo,Tallarida, Matteo A.,Constanzo, Paola,Pedrón, Manuel,Tejero, Tomás,Merino, Pedro,Maiuolo, Loredana
, p. 5725 - 5731 (2019/08/26)
A total regioselective synthesis of 1,4,5-trisubstituted-1,2,3-triazoles from aryl azides and enaminones is reported. The use of an ionic liquid in the presence of water and trimethylamine is crucial for the progress of the reaction. The process, consisti
Experimental and Theoretical Studies of 4-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-6-(2,4-dichlorophenyl)pyrimidin-2-amine: A Potential Antibacterial Agent
Murugavel,Madhanraj,Prasanna Kumar, D. K. Andrew,Nagarajan, Sangaraiah,Ponnuswamy, Alagusundaram
, p. 974 - 983 (2015/11/28)
The title compound (1), 4-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-6-(2,4-dichlorophenyl)pyrimidin-2-amine (C20H16Cl2N6), was synthesized and structurally characterized by elemental analysis, 1H NMR and 13C NMR and single crystal X-ray diffraction. The compound crystallizes as a colourless needle shaped in the triclinic system, space group P-1 with cell constants: a = 10.7557(11) ?, b = 12.7078(17) ?, c = 15.511(2) ?, α = 68.029(4)0, β = 86.637(5)0, γ = 87.869(4)0; V = 1962.4 (4) ?3, Z = 4. There are two structurally similar but crystallographically independent molecules (A and B) in the asymmetric unit of the title compound, which is linked via N-H...Cl hydrogen bond. An intramolecular C-H...N hydrogen also occurs in each molecule. In the crystal, each of independent molecules forms a centrosymmetric dimer with an R22(8) ring motifs through a pair of N-H...N hydrogen bonds. These dimers are further connected by intermolecular N-H...Cl and C-H...Cl hydrogen bonds, forming an infinite two dimensional supramolecular network lying parallel to the [010] plane. The molecular geometry was also optimized using density functional theory (DFT/B3LYP) method with the 6-311G (d, p) basis set and compared with the experimental data. Mulliken population analyses on atomic charges, HOMO-LUMO energy levels, Molecular electrostatic potential and chemical reactivity of the title compound were investigated by theoretical calculations. The thermo dynamical properties of the title compound at different temperature have been calculated and corresponding relations between the properties and temperature have also been obtained. The in vitro antibacterial activity has been screened against Gram-positive (Bacillus cerus and Staphylococcus epidermidis) and Gram-Negative (Escherichia coli, Acinetobacter baumannii and Proteus vulgaris). The results revealed that the compound exhibited good to moderate antibacterial activity.
Synthesis of biologically as well as industrially important 1,4,5-trisubstituted-1,2,3-triazoles using a highly efficient, green and recyclable DBU-H2O catalytic system
Singh, Harjinder,Sindhu, Jayant,Khurana, Jitender M.
, p. 22360 - 22366 (2013/11/06)
Substituted 1,2,3-triazoles are important heterocyclic molecules with applications in diverse research areas. 1,3-Dipolar cycloaddition reaction of azides and enolizable compounds is an important method of generating substituted 1,2,3-triazoles. However,
Copper(I)-catalyzed aerobic oxidative azide-alkene cyclo-addition: An efficient synthesis of substituted 1,2,3-triazoles
Janreddy, Donala,Kavala, Veerababurao,Kuo, Chun-Wei,Chen, Wen-Chang,Ramesh, Chintakunta,Kotipalli, Trimurtulu,Kuo, Ting-Shen,Chen, Mei-Ling,He, Chiu-Hui,Yao, Ching-Fa
, p. 2918 - 2927 (2014/03/21)
A novel, copper(I)-promoted azide-alkene aerobic oxidative cycloaddition protocol was devel-oped for the regioselective synthesis of 1,4-disubsti-tuted/ 1,4,5-trisubstituted 1,2,3-triazoles by using azides and electron-deficient olefins under an oxygen atmosphere.
A metal-free multicomponent cascade reaction for the regiospecific synthesis of 1,5-disubstituted 1,2,3-triazoles
Cheng, Guolin,Zeng, Xiaobao,Shen, Jinhai,Wang, Xuesong,Cui, Xiuling
, p. 13265 - 13268 (2014/01/06)
About specifics: A method for the regiospecific synthesis of the title compounds through an unprecedented Michael addition/deacylative diazo transfer/cyclization sequence has been established. The simple and practical method can be used for the modification of primary amines including chiral α-amines. The process involves the formation three covalent bonds and the cleavage of two covalent bonds (see scheme, Ts=4-toluenesulfonyl).
A facile synthesis of 1,2,3-triazolyl indole hybrids via SbCl3-catalysed Michael addition of indoles to 1,2,3-triazolyl chalcones
Shanmugavelan, Poovan,Sathishkumar, Murugan,Nagarajan, Sangaraiah,Ponnuswamy, Alagusundaram
, p. 941 - 950 (2012/11/13)
An efficient, facile and environmentally benign synthesis of a library of 1,2,3-triazolyl chalcone hybrids (3a-u) has been accomplished by grinding the reactants at room temperature in excellent yields in very short reaction time. Subsequently, SbCl3 catalysed Michael addition of indoles to the chalcones afford 1,2,3-triazolyl indole hybrids (5a-l) in excellent yields. Indian Academy of Sciences.
One-pot, three-component synthesis of 1,4,5-trisubstituted 1,2,3-triazoles starting from primary alcohols
Jin, Guanyi,Zhang, Jian,Fu, Dan,Wu, Jingjing,Cao, Song
supporting information, p. 5446 - 5449 (2012/10/30)
A novel, one-pot, three-component approach for the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles through the cycloaddition of a wide range of primary alcohols with sodium azide and active methylene ketones in the presence of N-(p-toluenesulfonyl)imidazole, tetrabutylammonium iodide, and triethylamine in DMF/DMSO has been developed.
One-pot synthesis and the fluorescent behavior of 4-acetyl-5-methyl-1,2,3-triazole regioisomers
Kamalraj,Senthil,Kannan
experimental part, p. 210 - 215 (2009/03/12)
A series of novel 4-acetyl-5-methyl-1,2,3-triazole exclusively with 1,4 regioisomers were synthesized via 1,3-dipolar cycloaddition with high yield from azide and acetyl acetone in the presence of a base, under warm condition in ethanol in a short duration. All the compounds were characterized by using FT-IR and NMR spectroscopic techniques. The isomer purity has been confirmed by means of HPLC. The reaction is affected by the electronic effects; triazole with electron withdrawing substituent reacts faster with maximum yield of 90% compare to the electron donating substituent. All the compounds show fluorescent behavior. Among them, the 1-[4-(cyano)phenyl]-4-acetyl-5-methyl-1,2,3-triazole remarkably shows dual emission in the chloroform solvent.
