769-28-8Relevant articles and documents
Kinetics and Mechanism of the Condensation Reaction of Symmetrical and Unsymmetrical 1,3-Diketones with Cyanoacetamide in the Synthesis of 4,6-Disubstituted-3-cyano-2-pyridones
Misic-Vukovic, Milica,Radojkovic-Velickovic, Mirjana
, p. 1965 - 1970 (1992)
The rate constants for the condensation of cyanoacetamide with pentane-2,4-dione, 5-methylhexane-2,4-dione and 5,5-dimethylhexane-2,4-dione catalysed by piperidine were determined under a variety of experimental conditions.A UV spectrophotometric method for rate measurements was developed and the structures of the products were elucidated by means of a spectroscopic study.On the basis of the obtained rate constants, activation parameters and the evidence on the structure of synthesized unsymmetrical 4,6-disubstituted-3-cyano-2-pyridones a possible reaction scheme was suggested.It was thus possible to explain the selectivity of the reaction and the position of substituents in the pyridones obtained.
An Unusual Photodimerisation of a Pyrone Analogue; X-Ray Crystal Structure of the Principal Product
Alcock, Nathaniel W.,Samuel, Christopher J.
, p. 603 - 604 (1982)
Irradiation of 4-dicyanomethylene-2,6-dimethyl-4H-pyran (1) in methanol leads to the dimers (2) and (3); the structure of (2) has been determined by X-ray crystallography.
Synthesis, physicochemical and vibrational spectral properties of 2–pyridone and 2–aminopyridine derivatives: An experimental and theoretical study
El–Tahawy, Mohsen M. T.,Garavelli, Marco,Keshk, Reda M.
, (2020/09/01)
A convenient and efficient one–pot three–component reaction of acetyl acetone, malononitrile and ammonium acetate was investigated for the synthesis of 3–cyano–4,6–dimethyl–2–pyridone (PI) and 2–amino–3–cyano–4,6–dimethylpyridine (PII). The products were achieved with high purity, high yields and short reaction time. The yields of the two products depend on the concentration of ammonium acetate, reaction time and the solvent used. The structures of the isolated products were confirmed by elemental analysis and spectral data, supported by quantum chemical (MP2) calculations, both in gas phase and solvents (water and ethanol), that were also employed to track the reaction mechanisms and model vibrational spectral properties for final characterization and interpretation of spectral data. A remarkable matching between theoretical predictions and experiments was attained both for the geometrical parameters, as compared to X-Ray data available in the literature, and for vibrational frequencies, leading to a correlation coefficient (R2) of 0.99. Molecular docking was further studied to predict the docking binding energy of the synthesized compounds with the target proteins.
1,5,7-TRISUBSTITUTED ISOQUINOLINE DERIVATIVES, PREPARATION THEREOF, AND USE THEREOF IN MEDICINES
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Paragraph 0210-0211; 0224-0225, (2020/08/30)
The present disclosure relates to 1,5,7-trisubstituted isoquinoline derivatives, their preparation and pharmaceutical use. In particular, the present disclosure discloses a compound of formula (I) or a pharmaceutically acceptable salt, stereoisomer, solvate or prodrug thereof, and a preparation method and use thereof. The definitions of the groups in the formula can be found in the specification and claims.
Chelating behavior of 3-amino-4,6-dimethyl-1H-pyrazolo[3,4-b]pyridine ligand towards some metal ions, spectral and thermal measurements as well as molecular modeling and biological studies
Masoud, Mamdouh S.,AbouEl-Enein, Saeyda A.,Ali, Alaa E.,Abd Elhamed, Eman H.
, (2019/10/28)
The 3-amino-4,6-dimethyl-1H-pyrazolo [3,4-b]pyridine ligand and its Mn(II), Pd(II), Fe(III), Cr(III), Ru(III), Hf(IV), Zr(IV) and UO2(II) metal complexes were synthesized and characterized by means of elemental analysis, spectral studies and thermal investigation. Also, the theoretical studies that done by Spartan ‘14 V1.1.4 software supported the experimental studies. The infrared data suggest that the ligand coordinates to the metal ions as a neutral monodentate moiety through nitrogen atom of amino group. The complexes are formed with 1:2 and 1:3 (M:L) molar ratios. All complexes possesses octahedral geometry except the Pd(II) complex that presents a square planar geometry. Thermal analyses (TGA and DTG) of ligand and its metal complexes are performed in order to identify the external solvents molecules and thermal stability ranges of the complexes. The X-ray diffraction studies suggest orthorhombic structure of P type lattice for Pd(II) complex and monoclinic structure of P type lattice for Cr(III) and Zr(IV). Theoretical calculations are performed to corroborate the experimental results. Some theoretical parameters are reported in order to compare the reactivity of the compounds. The cytotoxic activity of the ligand and its Pd(II) and Ru(III) complexes is evaluated against breast MCF-7 cell line. Pd(II) complex presents a higher activity. The synthesized ligand and its Pd(II), Cr(III) and Zr(IV) metal complexes also are screened for antibacterial activity. The ligand and its tested complexes has weak activity towards a Gram-positive bacteria and no activity towards Gram-negative bacteria except Pd(II) complex.
