ChemInform Abstract: A Novel and Environmental Friendly, One‐Step Synthesis of 2,6‐Diamino‐4‐phenyl Pyrimidine‐5‐carbonitrile Using Potassium Carbonate in Water.

Deshmukh, M. B.; Anbhule, Prashant V.; Jadhav, S. D.; Jagtap, S. S.; Patil, D. R.; Salunkhe, S. M.; Sankpal, Sandeep

doi:10.1002/chin.200836165

Cited by 3 publications

(3 citation statements)

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“…A solution of aromatic aldehyde (0.01 M), methyl ketone (0.012 M) and metformin ([0.015 M] [N-C-N fragment]) in methanol was refluxed for 12 h in the presence of few drops of concentrated hydrochloric acid as catalyst. [ 12 13 ] The product was isolated through the rotary evaporator and recrystallized using a mixture of water and acetone [ Figure 2 ] (80:20).…”

Section: Methodsmentioning

confidence: 99%

Synthesis, characterization and in silico biological activity of some 2-(N,N-dimethyl guanidinyl)-4,6-diaryl pyrimidines

et al. 2016

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Introduction:As pyrimidine is a basic nucleus in DNA and RNA, it has been found to be associated with diverse biological activities. Pyrimidine derivatives were reported to possess anticonvulsant, antimicrobial, anti-inflammatory, antitumor, and antihistaminic. Recently, our team reported the anti-inflammatory and antimicrobial evaluation of some pyrimidines.Objective:To synthesize, predict and evaluate biological activity of some 2-(N,N-dimethyl guanidinyl)-4,6-diaryl pyrimidines.Experimental:seven new pyrimidines were synthesized by following the standard procedures using substituted aromatic aldehydes, methyl ketones and metformin. After the biological activity was predicted using PASS, Molinspiration and Osiris property explorer, their anthelmintic activity was evaluated using Pheretima posthuma. The structural assignment of the title compounds (P1-7) has been made on the basis of elemental analysis, infrared, 1H-nuclear magnetic resonance and Mass spectral studies.Results:All the synthesized compounds were found to obey Lipinski's rule. All the synthesized compounds scored good bioactivity values as GPCR ligands and kinase inhibitors. Among the test compounds, P5 was found to be more potent anthelmintic inducing paralysis in 36-48 minutes and death in 40-51 minutes.Conclusion and Recommendation:The synthesized compound (P5) possessing methoxy group at position-4 of the benzene ring located at position-4 of pyrimidine exhibited good anthelmintic activity. The study revealed the necessity of synthesizing many more compounds with other substituents at position-4 of the benzene ring located at position-4 of pyrimidine.

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Section: Methodsmentioning

confidence: 99%

Synthesis, characterization and in silico biological activity of some 2-(N,N-dimethyl guanidinyl)-4,6-diaryl pyrimidines

et al. 2016

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“…15 There are only few reports for the synthesis of 2,4-diamino pyrimidine-5-carbonitriles via multicomponent reactions of aldehydes, malononitrile and guanidine. [16][17][18][19][20][21] However, many of these reported methods suffer from drawbacks such as long reaction times, formation of side products, multistep synthesis, the use of organic solvents, large amount of catalyst and catalysts that cannot be recycled. In continuation of our previous works on the application of heterogeneous solid catalysts in organic synthesis, [22][23][24][25][26][27][28][29][30][31] herein, we would like to report a highly efficient method in the synthesis of 2,4-diamino pyrimidine-5-carbonitriles using LUS-Pr-SO 3 H under solvent-free conditions.…”

Section: Introductionmentioning

confidence: 99%

Sulfonic Acid-Functionalized Lus-1: An Efficient Catalyst for One-Pot Synthesis of 2,4-Diamino Pyrimidine-5-Carbonitrile Derivatives

2016

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An efficient acidic functionalization of mesoporous silica LUS-1 (Laval University Silica) and its application as a recyclable heterogeneous catalyst in the synthesis of 2,4-diamino pyrimidine-5-carbonitriles via condensation reaction of aromatic aldehydes, malononitrile and guanidine carbonate in solvent-free condition has been reported. This green method offers a number of advantages such as short reaction time, good yields, simple work-up procedure, recyclable catalyst and environmentally friendly conditions.

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“…In the light of the reported biological activities of nitrogen containing heterocycles [1][2][3] an attempt has been made to prepare steroidal compounds incorporating diazolidinone and diazole moieties in their frame work which is in continuation of our earlier studies of steroidal heterocyclic compounds. [4][5][6] The chemistry of these heterocycles has become more important because of the discovery of the varied biochemical properties, industrial uses and analytical applications associated with them.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Steroidal Diazolidinone, Diazolidinthione and Diazoles: Reaction of Steroidal Dibromoketones With Nucleophilic Nitrogen

Shamsuzzaman

Baqi

2014

J. Chil. Chem. Soc.

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Reaction of 5,6β-dibromo-5α-cholestan-3-one 1 with thiourea, urea and guanidine hydrochloride provided 3-hydroxycholest-3-eno [5α,6α-d] 1',3'-diazolidin-2'-thione 2, 3-hydroxycholest-3-eno [5α,6α-d] 1',3'-diazolidin-2'-one 3 and 3-hydroxycholest-3-eno [5α,6α-d] 2'-amino-1',3'-diazole 4 respectively. The structures of these products have been established on the basis of their elemental analysis and spectral data (IR, 1 H NMR and MASS).

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ChemInform Abstract: A Novel and Environmental Friendly, One‐Step Synthesis of 2,6‐Diamino‐4‐phenyl Pyrimidine‐5‐carbonitrile Using Potassium Carbonate in Water.

Abstract: DESHMUKH*, M. B.; ANBHULE, P. V.; JADHAV, S. D.; JAGTAP, S. S.; PATIL, D. R.; SALUNKHE, S. M.; SANKPAL, S. A.; Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 47 (2008) 5, 792-795; Dep. Chem., Shivaji Univ., Kolhapur 416 004, India; Eng.) -K. Woydowski 36-165

Cited by 3 publications

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Synthesis, characterization and in silico biological activity of some 2-(N,N-dimethyl guanidinyl)-4,6-diaryl pyrimidines

Synthesis, characterization and in silico biological activity of some 2-(N,N-dimethyl guanidinyl)-4,6-diaryl pyrimidines

Sulfonic Acid-Functionalized Lus-1: An Efficient Catalyst for One-Pot Synthesis of 2,4-Diamino Pyrimidine-5-Carbonitrile Derivatives

Synthesis of Steroidal Diazolidinone, Diazolidinthione and Diazoles: Reaction of Steroidal Dibromoketones With Nucleophilic Nitrogen

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