77607-68-2Relevant academic research and scientific papers
Synthesis of Some Novel Pyrido[2,3-d]pyrimidine and Pyrido[3,2-e][1,3,4]triazolo and Tetrazolo[1,5-c]pyrimidine Derivatives as Potential Antimicrobial and Anticancer Agents
AbedelRehim, Elsayed Mohmoud,AbdEllatif, Mohamed
, p. 419 - 430 (2018)
A novel series of pyrido[2,3-d]pyrimidines 3a–d, 4a–d, 5a–d, 6a–d, and 7a–d; pyrido[3,2-e][1,3,4]triazolo; and tetrazolo[1,5-c]pyrimidines 10a–d and 11a–d was synthesized through different chemical reactions starting from 2-amino-3-cyano-4,6-diarylpyridines. The newly synthesized heterocycles were characterized by elemental analysis, IR, 1H-NMR, 13C-NMR, and mass spectral data. Compounds have been screened for their antibacterial and antifungal activities. The data showed that the presence of electron-donating group such as p-methoxyphenyl increases the antimicrobial activity. Also, the compounds have shown anticancer activity for colon and liver cancer cells.
β-Cyclodextrin: A supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1 H)-one
Mitra, Bijeta,Chandra Pariyar, Gyan,Ghosh, Pranab
, p. 1271 - 1281 (2021/01/20)
β-Cyclodextrin, a green and widespread supramolecular catalyst, has been explored as a highly proficient promoter for the metal-free one-pot multi-component synthesis of a vast range of highly functionalized bioactive heterocyclic moiety, 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one, from easily available precursor aldehydes. The main endeavor of these protocols is to explore this organic supramolecule in one-pot multi-component synthesis. Absence of metal catalyst or toxic acid and harsh reaction conditions, excellent functional group tolerance, inexpensive, greener and environmentally safe protocol are the key advantages of this work.
Triarylimidazo[1,2-a]pyridine-8-carbonitriles: solvent-free synthesis and their anti-cancer evaluation
Gupta, Annah,Sasan, Sonakshi,Kour, Avneet,Nelofar, Nargis,Manikrao Mondhe, Dilip,Kapoor, Kamal K.
supporting information, p. 1813 - 1822 (2019/05/15)
In this study, we have presented the synthesis of novel 2,5,7-triarylimidazo[1,2-a]pyridine-8-carbonitriles from 2-amino-4,6-diarlypyridine-3-carbonitrile and nitrostyrene using FeCl3 (20 mol%) as Lewis acid under solvent-free conditions. A library of compounds with diverse substitutions have also been synthesized and screened for in-vitro anti-cancer activity against various cell lines such as A549 (Lung), HCT-116 (Colon), SW-620 (Colon), and MIAPACA (Pancreas).
Synthesis and Antimicrobial Evaluation of Some Novel Pyrido[2,3-d] Pyrimidine Derivatives and Their Ribofuranosides
Bhargava, Sangeeta,Rajwanshi, Lokesh Kumar
, p. 1874 - 1879 (2018/08/23)
2-Amino-3-cyano-4,6-disubstituted pyridines 2a–c on treatment with arylisocyanate and arylisothiocyanate afforded 4-imino-3,5,7-trisubstituted pyrido[2,3-d] pyrimidin-2(1H)-ones 3a–c and 4-imino-3,5,7-trisubstituted pyrido[2,3-d]pyrimidin-2(1H)-thiones 4a
Urease-catalyzed synthesis of aminocyanopyridines from urea under fully green conditions
Tamaddon, Fatemeh,Ghazi, Somayeh,Noorbala, Mohammad Reza
, p. 89 - 92 (2016/04/05)
This is an original work on catalytic performance of urease in organic synthesis which in one-pot dissociation of urea and condensation of the in situ generated ammonia with aldehydes, acetophenones, and malononitrile occurs in water to give 2-amino-3-cyanopyridines. Comparative experiments with ammonium salts supported the enzymatic specify of 0.01 g/mL (50 U/mg) of urease for bio-production of ammonia, while trace amount of heavy metal ions such as Pb2+, Hg2+, and Ag+ inhibit these specific reactions. The scalability and promiscuity of urease facilitate the applicability of the process for biotechnological organic reactions based on ammonia.
Novel Bu4N+Br- catalyzed one-pot multi-component synthesis of 2-amino nicotinonitriles in aqueous medium
Kurumurthy,Naresh Kumar,Yakaiah,Shanthan Rao,Narsaiah
, p. 3193 - 3199 (2015/04/27)
Abstract An efficient single-pot strategy for 2-amino nicotinonitrile derivatives 5 has been developed by multi-component reaction of arylaldehydes 1, methylketones 2, malononitrile 3, and ammonium acetate 4 using tetrabutyl ammonium bromide as catalyst in aqueous medium.
Divergent syntheses of 2-aminonicotinonitriles and pyrazolines by copper-catalyzed cyclization of oxime ester
Wu, Qifan,Zhang, Yan,Cui, Sunliang
supporting information, p. 1350 - 1353 (2014/04/03)
Copper-catalyzed cyclization of an oxime ester toward divergent heterocycle synthesis is reported. Oxime ester serves as an enamine precursor to cyclize with malononitrile and aldehydes for access to 2-aminonicotinonitriles in a one-pot reaction, while cyclizing with N-sulfonylimines leads to synthesis of pyrazolines.
2-Amino-6-furan-2-yl-4-substituted nicotinonitriles as A2a adenosine receptor antagonists
Mantri, Monica,De Graaf, Olivier,Van Veldhoven, Jacobus,G?bly?s, Aniko,Von Frijtag Drabbe Künzel, Jacobien K.,Mulder-Krieger, Thea,Link, Regina,De Vries, Henk,Beukers, Margot W.,Brussee, Johannes,Ijzerman, Adriaan P.
experimental part, p. 4449 - 4455 (2009/06/06)
A2A adenosine receptor antagonists usually have bi- or tricyclic N aromatic systems with varying substitution patterns to achieve desired receptor affinity and selectivity. Using a pharmacophore model designed by overlap of nonxanthine type of previously known A2A antagonists, we synthesized a new class of compounds having a 2-amino nicotinonitrile core moiety. From our data, we conclude that the presence of at least one furan group rather than phenyl is beneficial for high affinity on the A2A adenosine receptor. Compounds 39 (LUF6050) and 44 (LUF6080) of the series had Ki values of 1.4 and 1.0 nM, respectively, with reasonable selectivity toward the other adenosine receptor subtypes, A1, A 2B, and A3. The high affinity of 44 was corroborated in a cAMP second messenger assay, yielding subnanomolar potency for this compound.
Synthesis of ribonucleosides of 2-thioxopyrido [2,3-d]pyrimidines by phase transfer catalysis and their antimicrobial activity
Agrawal, Hemlata,Swati,Yadav, Ashok K.,Prakash, Lalit
, p. 159 - 166 (2007/10/03)
The ribonucleosides viz; 2-thioxo-3,5,7-trisubstituted-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl) pyrido[2,3-d]pyrimidine-4 (1H)-ones have been synthesized via phase transfer ribosylation of 2-thioxo- 3,5,7-trisubstituted pyrido[2,3-d)pyrimidine-4(1H)-ones with 2,3,5-tri-O-benzoyl-β-D- ribofuranosyl bromide in biphasic solvent such as CH2Cl2-50% aqueous NaOH using tetrabutylammonium bromide as phase transfer catalysis (PTC). The synthesized compounds have been characterized by elemental analyses, spectral data and screened for their antimicrobial activity.
Malononitriles & Cyanoesters : Part VI - Synthesis of New Biologically Active Cyanopyridines
Latif, N.,Mishriky, N.,Girgis, N. S.
, p. 147 - 149 (2007/10/02)
3-(2'-Furyl)- and 3-(2'-thienyl)-acrylophenones (I) react with malononitrile in the presence of ammonium acetate to give 2-amino-3-cyano-4,6-disubstituted-pyridines (II).The latter are hydrolysed with alkali to give the corresponding nicotinamides (IV).Th
