14237-71-9Relevant academic research and scientific papers
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.
, (2020)
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.
Synthesis and antitumor evaluation of some new fused and binary pyridines
Waly, Mohamed A.,El-Hawary, Ibrahim I.,Hamama, Wafaa S.,Zoorob, Hanafi H.
, p. E12-E17 (2013)
Syntheses of some new heterocyclic compounds containing pyridone, thioxopyridine, halogenated-pyridine-carbonitriles, pyrazolopyridine, and pyridine derivatives were achieved. Besides, a modified synthetic method for the synthesis of 2-chloro-4,6-dimethyl-nicotinonitrile () through the reaction of acetylacetone and malononitrile as starting materials was implemented. The reaction of 2-chloronicotinonitrile with substituted amines to 2-aminonicotinonitrile were also investigated. Fused or binary pyridines were tested for cytotoxicity against well-known established model Ehrlich ascites cells in vitro. Compound exhibited a high antitumor activity compared with 5-fluorouracil.
Structural characterization, thermal investigation and biological activity of metal complexes containing Schiff Base ligand (Z)-3-(1-((4,6-dimethyl-1H-pyrazolo[3,4-b] pyridin-3-yl)imino)ethyl)-4-hydroxy-6-methyl-2H-pyran-2-one
Emam, Sanaa M.,Abouel-Enein, Saeyda A.,Abdel-Satar, Eman M.
, (2019)
A new series of metal complexes containing Co(II), Pd(II), Fe(III) chloride and Cu(II) salts (chloride, bromide, sulphate and perchlorate) have been prepared with Schiff base ligand (HL). The synthesized compounds were elucidated using elemental analyses, spectral techniques, molar conductance, magnetic measurements and thermogravimetric studies. The analytical data established (1?M:1?L) stoichiometry for complexes (1), (2), (4), (6) and (7) as well as (1?M:2?L) and (2?M:3?L) stoichiometry for complexes (5) and (3), respectively. As a result, the ligand HL coordinates in complexes (1), (2), (4), (6) as a monobasic tridentate ONN moiety via the oxygen atom of the deprotonated phenolic OH, the nitrogen atoms of the azomethine and the imine group in pyrazolopyridine ring. While, it behaves as a neutral bidentate in complexes (3,7), chelates via oxygen and nitrogen atoms of enolic OH and azomethine groups. Also, in complex (5) Cu2+ ion binds via NO sits of two ligand molecules in its monobasic and neutral forms. The magnetic moment and electronic spectral data proposed octahedral structure for complexes (2, 3 and 7) as well as triagonal bipyramidal and square pyramidal geometry for complexes (1 and 4), while, chelates (5) and (6) possess square planar geometry. TG/DTG studies confirmed the chemical formula for these complexes and established the thermal decomposition processes ended with the formation of metal or metal oxides contaminated with carbon residue. An axial electron spin resonance spectra were suggested for Cu(II) complexes pointing to 2B1g as a ground state with hyperfine structure for complex (4). In vitro antibacterial and antioxidant activities were performed for HL ligand and its metal complexes. The biological studies indicate that complex (3) has better antibacterial activity compared to the ligand and the other complexes.
Synthesis and antibacterial survey of some new pyridine-based heterocycles
Abdel-Galil, Ebrahim,Abdel-Latif, Ehab,Berghot, Moged A.,Zaki, Alshimaa I.
, p. 1883 - 1901 (2020/11/19)
Treatment of ethyl 2-((3-cyano-4,6-dimethylpyridin-2-yl)thio)acetate (4) with hydrazine hydrate furnished 2-((3-cyano-4,6-dimethylpyridin-2-yl)thio)-acetohydrazide (5) which underwent condensation with five benzaldehydes to afford the corresponding N'-arylidene-2-((3-cyano-4,6-dimethylpyridin-2-yl)thio)acetohydrazides 6a-e. The reaction of hydrazide 5 with ethyl acetoacetate yielded the expected 2-((2-(3-methyl-5-oxo-pyrazolyl)-2-oxoethyl)thio)nicotinonitrile derivative 7 which diazo-coupled with different diazonium chlorides to furnish the corresponding 2-(4-(2-arylhydrazono)pyrazolyl)-2-oxoethyl)thio)nicotinonitriles 8a-c. In addition, the nucleophilic substitution of chlorine from 2-chloroacetamide derivative 16 by various types of nucleophiles (salicylaldehyde, ethyl thioglycolate, 2-mercaptobenzoxazole, ammonium thiocyanate and/or malononitrile) was investigated. In general, all synthesized pyridine scaffolds revealed better activity against the Gram-positive bacterium (Bacillus subtilis) rather than the Gram-negative bacterium (Escherichia coli).
Preparation method and application of 5-aminobenzene[b][1,8]naphthyridine compound
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Paragraph 0016-0017, (2019/10/17)
The invention belongs to the field of pharmaceutical chemistry, and specifically provides a preparation method and application of a 5-aminobenzene[b][1,8]naphthyridine compound. The preparation methodis a route for synthesis of the 5-aminobenzene [b][1,8] naphthalidine compound by intramolecular cyclization of a molecule of a 4,6-2-disubstituted-2-Naryl-3nitrile compound catalyzed by trifluoro-methanesulfonic acid, more 5-aminobenzene[b][1,8]naphthalidine compounds can be prepared, and the prepared compounds show good antitumor activity in vitro.
Synthesis and characterization of some azo-heterocycles incorporating pyrazolopyridine moiety as disperse dyes
Gaffer, Hatem E.,Khattab, Tawfik A.
, p. 41 - 47 (2018/07/03)
IN for THIS the synthesis research of paper, some we pyrazolopyridine used 3-aminopyrazolo[3,4- azo compounds. b]pyridine The as key key starting intermediate fused heterocyclic 3-aminopyrazolo[3,4-b]pyridine is prepared by the reaction of 2-chloro-4,6-dimethylnicotinonitrile with hydrazine hydrate. The azo-coupling reaction of the pyrazolopyridinyl diazonium salt with a variety of coupling agents such as β-naphthylamine, β-naphthol, thiazole, and aniline derivatives afforded the corresponding arylazopyrazolo[3,4-b] pyridine derivatives in relatively high yield. The chemical structures were established using FTIR, elemental analysis (C, H, N), and 1H-NMR, 13C-NMR. The prepared arylazopyrazolo[3,4-b] pyridine disperse dyes were applied to dye polyester garments to provide good color fastness properties.
Polymorphic signature of the anti-inflammatory activity of 2,2′-{[1,2-Phenylenebis(methylene)]bis(sulfanediyl)}bis(4, 6-dimethylnicotinonitrile)
Dubey, Rashmi,Singh, Praveen,Singh, Ajeet K.,Yadav, Manoj K.,Swati,Vinayak, Manjula,Puerta, Carmen,Valerga, Pedro,Ravi Kumar,Sridhar,Tewari, Ashish K.
, p. 1347 - 1356 (2014/03/21)
Weak noncovalent interactions are the basic forces in crystal engineering. Polymorphism in flexible molecules is very common, leading to the development of the crystals of same organic compounds with different medicinal and material properties. Crystalliz
3-Cyano-4,6-dimethyl-5-R-pyridine-2-sulfonyl chlorides and N-substituted sulfonylamides based on them
Dmitrieva,Dyadyuchenko,Strelkov,Kaigorodova
experimental part, p. 1047 - 1052 (2010/03/26)
3-Cyanopyridine-2-sulfonyl chlorides were synthesized by the oxidative chlorination of the respective 3-cyanopyridine-2(1H)-2-thiones. It was established that 3-cyano-4,6-dimethylpyridine-2-sulfonyl chloride eliminates a SO2 molecule at the iso
Synthesis, reactions and biological activity of 2-substituted 3-cyano-4,6-dimethylpyridine derivatives
Yassin
experimental part, p. 35 - 41 (2009/06/28)
The reaction of 2-chloro-4,6-dimethylpyridine-3-carbonitrile with hydrazine hydrate, hydroxylamine, and anthranilic acid afforded the corresponding pyrazolo, isoxazolo, and pyridoquinazoline derivatives. Alkylation of 2-mercapto-4,6-dimethylpyridine-3-carbonitrile with ethyl chloroacetate or phenacyl bromide followed by cyclization in NaOH gave thienopyridine derivatives. Diazotization of ethyl 3-amino-4,6-dimethylthieno[2,3-b]pyridine-2- carboxylate followed by the reaction with thiourea, guanidine carbonate, and hydroxylamine hydrochloride gave the corresponding thienopyridine derivatives. The biological activity of some new compounds has been discussed.
