Synthesis and in vitro microbiological evaluation of novel 4-aryl-5-isopropoxycarbonyl-6-methyl-3,4-dihydropyrimidinones

Chitra, S.; Devanathan, D.; Pandiarajan, K.

doi:10.1016/j.ejmech.2009.09.018

Cited by 110 publications

(43 citation statements)

References 24 publications

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“…1 H NMR spectrum of 7 showed two singlets at δ 9.13 and 8.69 corresponding to NH groups and a singlet at δ 5.18 ppm corresponding to the CH methylenic proton. Com- [1,3]thiazin-2(3H)-imine 4 derivatives. pound 7 was reacted with H 2 O 2 in the presence of NaOH to produce the oxidized product that was identified as the pyrimidinone 8.…”

Section: Chemistrymentioning

confidence: 99%

Heteroannelation of Cyclic Ketones: Synthesis, Characterization and Antitumor Evaluation of Some Condensed Azine Derivatives

Soylem

Assy

Morsi

2016

ACSi

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A series of pyrimidine and thiazine derivatives was synthesized by one-pot reaction of cyclopentanone with a mixture of an aromatic aldehyde, namely o-anisaldehyde, and different ureas, namely urea, guanidine and thiourea, respectively. Furthermore, cycloaddition reaction of active methylene reagents, namely acetyl acetone, malononitrile, ethyl cyanoacetate, cyanoacetamide and N-phenyl cyanoacetamide with 2,6-bis(2-methoxybenzylidene)cyclohexanone afforded chromene and quinoline derivatives in basic medium. The antitumor evaluation of some new compounds against three human cell lines, namely MCF-7, NCI-H460 and SF-268 showed significant and moderate activity compared with the positive control doxorubicin.

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Section: Chemistrymentioning

confidence: 99%

Heteroannelation of Cyclic Ketones: Synthesis, Characterization and Antitumor Evaluation of Some Condensed Azine Derivatives

Soylem

Assy

Morsi

2016

ACSi

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“…Benzaldehyde 1 and isopropyl acetoacetate 2 in ethanol was refluxed with thiourea 3 using ethanol as solvent in basic conditions to yield 5-isopropoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-thione. 21 It was synthesized by the multicomponent Biginelli reaction. The Biginilli compound 4 was treated with substituted aromatic aldehydes 5 in presence of anhydrous sodium acetate to afford the titled compounds (6a-j).…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and Biological Evaluation of Novel Isopropyl 2-thiazolopyrimidine-6-carboxylate Derivatives

Yalagala¹,

Krishna²,

Raju³

et al. 2012

Journal of the Korean Chemical Society

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ABSTRACT. In the present study, we have synthesized novel Isopropyl 2-(4-substitutedbenzylidene)-5-methyl-3-oxo-7-phenyl-3,7-dihydro-2H-thiazolo[3,2-a]-pyrimidine-6-carboxylate derivatives (6a-j). Elemental analysis, IR, 1 H NMR and mass spectral data elucidated structure of newly synthesized compounds. The newly synthesized compounds were screened for antiinflammatory and anti microbial studies. Their biological activity data of the 10 compounds indicates that two compounds posses potent anti-inflammatory and five have antimicrobial activities.

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“…They have a similar pharmacological profile to that of classical dihydropyridine based calcium channel modulators [8][9][10]. Nevertheless, DHPMs have attracted our attention because of the fact that several DHPMs have been examined for their antimicrobial properties in the recent years [11][12][13]. Structurally, all these derivatives differed with respect to the substituents on the two key positions i.e.…”

Section: Introductionmentioning

confidence: 99%

Novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives as potential inhibitors of chorismate mutase

Rao

Kumar

Rambabu

et al. 2013

Bioorganic Chemistry

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This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. 1 Novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives as potential inhibitors of chorismate mutase ---------------------------------------------------------------------------------------------------------------------Abstract: A series of novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one (DHPM) derivatives were designed, synthesized and evaluated in vitro as potential inhibitors of chorismate mutase (CM). All these compounds were prepared via a multi-component reaction (MCR) involving sequential I 2 -mediated Biginelli reaction followed by Cu-free Sonogashira coupling. Some of them showed promising inhibitory activities when tested at 30 µM. One compound showed dose dependent inhibition of CM with IC 50 value of 14.76 ± 0.54 µM indicating o-alkynylphenyl substituted DHPM as a new scaffold for the discovery of promising inhibitors of CM.

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Synthesis and in vitro microbiological evaluation of novel 4-aryl-5-isopropoxycarbonyl-6-methyl-3,4-dihydropyrimidinones

Cited by 110 publications

References 24 publications

Heteroannelation of Cyclic Ketones: Synthesis, Characterization and Antitumor Evaluation of Some Condensed Azine Derivatives

Heteroannelation of Cyclic Ketones: Synthesis, Characterization and Antitumor Evaluation of Some Condensed Azine Derivatives

Synthesis and Biological Evaluation of Novel Isopropyl 2-thiazolopyrimidine-6-carboxylate Derivatives

Novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives as potential inhibitors of chorismate mutase

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