791619-83-5Relevant academic research and scientific papers
Synthesis, in vitro and in silico screening of 2-amino-4-aryl-6-(phenylthio) pyridine-3,5-dicarbonitriles as novel α-glucosidase inhibitors
Ali, Muhammad,Faramarzi, Mohammad Ali,Jabbar, Abdul,Khan, Khalid Mohammed,Larijani, Bagher,Mahdavi, Mohammad,Perveen, Shahnaz,Salar, Uzma,Shamim, Shahbaz,Taha, Muhammad
, (2020/05/16)
Inhibition of α-glucosidase enzyme is of prime importance for the treatment of diabetes mellitus (DM). Apart of many organic scaffolds, pyridine based compounds have previously been reported for wide range of bioactivities. The current study reports a series of pyridine based synthetic analogues for their α-glucosidase inhibitory potential assessed by in vitro, kinetics and in silico studies. For this purpose, 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitriles 1–28 were synthesized and subjected to in vitro screening. Several analogs, including 1–3, 7, 9, 11–14, and 16 showed many folds increased inhibitory potential in comparison to the standard acarbose (IC50 = 750 ± 10 μM). Interestingly, compound 7 (IC50 = 55.6 ± 0.3 μM) exhibited thirteen-folds greater inhibition strength than the standard acarbose. Kinetic studies on most potent molecule 7 revealed a competitive type inhibitory mechanism. In silico studies have been performed to examine the binding mode of ligand (compound 7) with the active site residues of α-glucosidase enzyme.
A convenient Baker yeast accelerated, one-pot synthesis of pentasubstituted thiopyridines
Chavan, Anusaya S.,Kharat, Arun S.,Bhosle, Manisha R.,Mane, Ramrao A.
supporting information, p. 1777 - 1782 (2017/09/23)
Here we report a novel Baker yeast catalyzed one pot cyclocondensation, performed at room temperature in ethanol for obtaining high yields of polyfunctionalized pyridines, 2-amino-4-aryl-3,5-dicyano-6-phenylthiopyridines. The developed protocol obeys cert
Heterogeneous Cu(II)/l-His@Fe3O4 nanocatalyst: A novel, efficient and magnetically-recoverable catalyst for organic transformations in green solvents
Norouzi, Masoomeh,Ghorbani-Choghamarani, Arash,Nikoorazm, Mohsen
, p. 92387 - 92401 (2016/10/11)
A novel, efficient and green Cu(ii)/l-His@Fe3O4 catalyst has been applied successfully in the synthesis of heterocyclic compounds. The resulting catalyst was used in the synthesis of 2,3-dihydroquinazolin-4(1H)-ones, polyhydroquinolines and 2-amino-6-(arylthio)pyridine-3,5-dicarbonitriles as biologically interesting compounds. The present research is focused on investigation of recycling, reusability and stability of the catalyst in phase reactions. The Cu(ii)/l-His@Fe3O4 catalyst was used at least six times with comparable activities to that of fresh catalyst. The chemical composition and the structure of the catalyst were analysed by TGA/DTG, EDS, XRD, VSM, FT-IR and SEM.
Propylphosphonium hydrogen carbonate ionic liquid supported on nano-silica as a reusable catalyst for the efficient multicomponent synthesis of fully substituted pyridines and bis-pyridines
Rahmani, Fahime,Mohammadpoor-Baltork, Iraj,Khosropour, Ahmad R.,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah
, p. 39978 - 39991 (2015/05/20)
A new supported phosphonium based ionic liquid, propylphosphonium hydrogen carbonate ionic liquid supported on nano-silica (PPHC-nSiO2), was prepared and characterized by FT-IR, TGA, SEM and ICP techniques. The resulting catalyst was used for t
First report of multiple metal ions containing glass-ceramic material as a heterogeneous ditopic catalyst for the chromatography free synthesis of 2-amino-3,5-dicarbonitrile-6-arylthio-pyridines in water
Manna, Priyabrata,Maiti
supporting information, p. 5094 - 5098 (2015/08/06)
This is the first report of the use of multiple metal ions containing glass-ceramic material as a reusable heterogeneous catalyst for multicomponent organic synthesis. A new glass-ceramic material was prepared for this purpose and applied in the sustainab
Sodium chloride: A proficient additive for the synthesis of pyridine derivatives in aqueous medium
Gujar, Jitendra B.,Chaudhari, Mahendra A.,Kawade, Deepak S.,Shingare, Murlidhar S.
, p. 6939 - 6942 (2015/01/08)
A facile and convenient synthesis of substituted pyridine derivatives catalysed by NaCl in the presence aqueous media under reflux and ultrasound irradiation has been developed via a one-pot multicomponent reaction, in which four new bonds were formed. Pa
K2CO3-Mediated, One-Pot, Multicomponent Synthesis of Medicinally Potent Pyridine and Chromeno[2,3-b]pyridine Scaffolds
Mishra, Sarita,Ghosh, Rina
, p. 2229 - 2244 (2012/06/18)
An efficient one-pot, multicomponent synthesis of 3,5-dicyanopyridines has been developed from the reaction of malononitrile and different thiophenol or thiols with a variety of aldehydes (aromatic including hindered ones, heteroaromatic, and aliphatic) i
Scandium triflate-catalyzed one-pot multi-component synthesis of 2-amino-6-thiopyridine-3,5-dicarbonitriles
Kottawar, Shrinivas S.,Siddiqui, Shapi A.,Bhusare, Sudhakar R.
, p. 249 - 252 (2013/05/09)
Scandium triflate efficiently promotes a one-pot, three-component condensation of aldehydes, malononitrile, and thiophenols to produce highly substituted pyridines in good yields. This reaction does not involve any hazardous organic solvent and toxic cata
O-iodoxybenzoic acid in water: Optimized green alternative for multicomponent one-pot synthesis of 2-amino-3,5-dicarbonitrile-6-thiopyridines
Takale, Santosh,Patil, Jaidas,Padalkar, Vikas,Pisal, Rajaram,Chaskar, Atul
experimental part, p. 966 - 969 (2012/07/16)
A multicomponent one-pot reaction of aromatic aldehyde, malononitrile and thiophenol in the presence of iodoxybenzoic acid (IBX) in aqueous media furnished 2-amino-3,5-dicarbonitrile-6-thiopyridine in good to excellent yield. Eventually, a catalyst could
Facile and rapid access to poly functionalized pyridine derivatives
Shinde, Pravin V.,Shingate, Bapurao B.,Shingare, Murlidhar S.
experimental part, p. 1049 - 1054 (2012/01/04)
An efficient and greener protocol for the synthesis of poly functionalized pyridines using tetra-n-butyl ammonium fluoride (TBAF) in water is established. Remarkable advantages of the present synthetic strategy over the others are shorter reaction times,
