37465-59-1Relevant academic research and scientific papers
Hydrotalcites as catalyst in suitable multicomponent synthesis of uracil derivatives
Nope, Eliana,Sathicq, ángel G.,Martínez, José J.,Rojas, Hugo,Romanelli, Gustavo
, p. 126 - 135 (2021/02/05)
Uracil compounds participate in a wide range of biological activities; however, reports on their synthesis using heterogeneous catalysts are scarce. In this work, the multicomponent synthesis of uracil derivatives assisted by layered double hydroxides (LDH) was studied under green chemistry conditions. The incorporation of Ni2+ or Co2+ was successfully performed by co-precipitation method. The yields to uracil derivatives are associated with the presence of weak basic sites and a better interaction of the reagents when the reaction is carried out in solvent-free conditions. The reaction pathway involves the formation of an enone between benzaldehyde and ethyl cyanoacetate, and subsequent reaction with urea, which is assisted by the presence of a basic catalyst. The scope of this synthesis is illustrated with nine examples.
Microwave-assisted synthesis, molecular docking and antitubercular activity of 1,2,3,4-tetrahydropyrimidine-5-carbonitrile derivatives
Mohan, Sahoo Biswa,Ravi Kumar,Dinda,Naik,Prabu Seenivasan,Kumar, Vanaja,Rana, Dharmarajsinh N.,Brahmkshatriya, Pathik S.
supporting information, p. 7539 - 7542 (2013/02/21)
Based on bioisosteric similarities with isoniazid, a series of 1,2,3,4-tetrahydropyrimidine-5-carbonitrile derivatives has been designed. The target compounds have been synthesized by multicomponent reaction which involves one-pot organic reactions using ethylcyanoacetate, urea/thiourea and arylaldehydes in presence of ethanolic K2CO3. Two methodologies, conventional and microwave-assisted, have been adopted for the synthesis. The later strategy gave high yields in less than 10 min as compared to long hours using the former approach. Molecular docking of the target compounds into the enzyme Mycobacterium tuberculosis enoyl reductase (InhA) revealed important structural information on the plausible binding interactions. Major binding interactions were found to be of dispersion type (residues Tyr158, Ile215, Met103 and Met199) and a hydrogen bond with Tyr158. Binding poses of the all the compounds were energetically favorable and showed good interactions with the active site residues. Few selected compounds were also evaluated for antitubercular activity in vitro against drug-sensitive M. tuberculosis H37Rv strain and clinically isolated S, H, R and E resistant M. tuberculosis by luciferase reporter phage (LRP) assay method. Some compounds displayed promising antimycobacterial activity comparable or less than the standard drugs isoniazid and rifampicin.
Synthesis and antiviral activity of new substituted pyrimidine glycosides
Ramiz, Mahmoud M. M.,El-Sayed, Wael A.,Hagag, Ezzat,Abdel-Rahman, Adel A.-H.
experimental part, p. 1028 - 1038 (2011/11/29)
A number of N-substituted pyrimidine glycosides were synthesized by coupling reaction of the pyrimidine base with acetobromosugars followed by deprotection. The synthesized compounds were tested for their antiviral activity against Hepatitis B Virus (HBV). Plaque reduction infectivity assay was used to determine virus count reduction as a result of treatment with tested compounds which showed moderate to high anti viral activities.
Synthesis of some new pyrimidine and pyrimido[4,5-d]pyrimidine derivatives
Fadda, Ahmed A.,El-Latif, Ehab Abd,Bondock, Samir,Samir, Ahmed
experimental part, p. 4352 - 4368 (2009/04/11)
A convenient synthesis of a series of pyrimidine carbonitrile, thiopyrimidine, and pyrimidopyrimidine derivatives, via the reactions of the versatile, readily accessible 6-aryl-4-oxo-2-thioxo-hexahydro-pyrimidine-5- carbonitrile with the appropriate reagents, is described. Copyright Taylor & Francis Group, LLC.
Synthesis and anti-microbial activity of some pyrimidine derivatives
Padhy,Bardhan,Panda
, p. 910 - 915 (2007/10/03)
4-Aryl-5-carboethoxy-6-methyl-1,2,3,4-tetrahydropyrimidin-2-ones have been synthesized from easily available starting materials. The carboethoxy group at the C5-position of the pyrimidine ring is converted to corresponding hydrazide which in turn is condensed with cyclising agents such as aromatic aldehydes, CS2 etc. to give fused heterocycles. The fused heterocycles are then subjected to phenacylation to give N3-phenacylpyrimido-heterocycles in excellent yield. In a slightly modified way, uracil derivatives are condensed with ethyl bromoacetate to give N3-β-ethoxycarbonyl derivatives. The hydrazide derivatives of these N3-β-ethoxycarbonyl derivatives subsequently react with 1,2-diketones to give corresponding pyrimido pyridazine derivatives.
Synthesis of 2,4-Dioxo-,2-Oxo-4-thio-,4-Oxo-, and 4-Thioxo-pyrimidine-5-carbonitriles
Cuadrado, Francisco J.,Perez, Miguel A.,Soto, Jose L.
, p. 2447 - 2450 (2007/10/02)
Methyl N-methoxycarbonylimidates (1)-(4) cyclized readily with 2-cyanoacetamide (5) or 2-cyanoethanethioamide (6) to 2,4-dioxopyrimidine-5-carbonitriles (7)-(10) or 2-oxo-4-thioxopyrimidine-5-carbonitriles (11) and (12).In analogous reactions with alkyl N-acylimidates (15)-(19) 4-oxopyrimidine-5-carbonitriles (20)-(23) or 4-thioxopyrimidine-5-carbonitrile (24) were obtained.Representatives of 4-thioxopyrimidine-5-carbonitriles (11), (24) were methylated to 4-methylthiopyrimidine-5-carbonitriles (13) and (25) or cyclized with methyl chloroacetate to give methyl thienopyrimidine-6-carboxylates (14) and (26)
Synthesis of 2-Alkoxy-6-aryl-5-cyano-4(3H)-pyrimidinones
Perez, Miguel A.,Soto, Jose L.
, p. 177 - 179 (2007/10/02)
The reaction of methyl 3-aryl-2-cyano-3-methoxypropenoates 1 with cyanamide and sodium methoxide in methanol afforded after acid hydrolysis the methyl 3--3-aryl-2-cyanopropenoates 4.By performing the reaction in higher boiling alcoho
