Synthesis, characterization, anticancer activity, and QSAR-studies of some new tetrahydropyrimidines

Desai, N. C.; Chhabaria, Mahesh T.; Dodiya, Amit M.; Bhavsar, Ajit M.; Baldaniya, Bharat B.

doi:10.1007/s00044-010-9481-4

Cited by 18 publications

(5 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A positive influence of lipophilic and electronic parameters and a negative influence of steric parameters was observed when descriptors were correlated with anticancer activity against a prostate cancer cell line. The correlation between the activity against the CNS cancer cell line and molecular descriptors showed that decreasing the lipophilicity and electron density while increasing the bulk of the substituent will increase the potency (148).…”

Section: Anticancer Activitymentioning

confidence: 99%

Hantzsch-Type Dihydropyridines and Biginelli-Type Tetra-hydropyrimidines: A Review of their Chemotherapeutic Activities

Sepehri¹,

Sánchez²,

Fassihi³

2015

J Pharm Pharm Sci

View full text Add to dashboard Cite

Years after the first report on 1,4-dihydropyridines (1,4-DHPs) and 1,2,3,4-tetrahydropyrimidines (1,2,3,4-THPMs) appeared, they are revisited as plausible therapeutic agents. This is mainly due to the convenient methods that exist for their synthesis and the diverse pharmacologic properties that these scaffolds present. 1,4-Dihydropyridines and 1,2,3,4-tetrahydropyrimidines are usually regarded as analogous in several aspects. They are both prepared in multi-component reactions using very similar starting materials and synthesis protocols. This leads to common structural features between 1,4-DHPs and 1,2,3,4-THPMs, as well several related biological effects. For example, they share many pharmacological features such as analgesic, anti-tumor, antioxidant, anti-inflammatory, antitubercular, antibacterial, cardiovascular and adrenoceptor blocking activities. Numerous reviews have been devoted to the chemistry and cardiovascular effects of these compounds. However, the lack of a comprehensive literature overview on the chemotherapeutic ability of these scaffolds is behind the present attempt to provide a detailed survey of 1,4-DHPs and 1,2,3,4-THPMs and their structural features as chemotherapeutic agents.This article is open to POST-PUBLICATION REVIEW. Registered readers (see “For Readers”) may comment by clicking on ABSTRACT on the issue’s contents page.

show abstract

Section: Anticancer Activitymentioning

confidence: 99%

Hantzsch-Type Dihydropyridines and Biginelli-Type Tetra-hydropyrimidines: A Review of their Chemotherapeutic Activities

Sepehri¹,

Sánchez²,

Fassihi³

2015

J Pharm Pharm Sci

View full text Add to dashboard Cite

show abstract

“…The pyrazolopyrimidines 11a–b were obtained by cyclization of pyrazolones 10a–b with thiourea in refluxing ethanol containing 10% potassium hydroxide (Scheme 2). The formation of pyrazolopyrimidinethione 11 is believed to be formed via initial condensation of thiourea with the carbonyl group of 10 and subsequent elimination of water followed by addition NH 2 of thiourea on the double bond system of 10 [21, 28–31]. Pyrazolopyrimidinethiones 11a–b was used as building blocks for the synthesis of condensed heterocycles.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization and in vitro antimicrobial activity of novel fused pyrazolo[3,4-c]pyridazine, pyrazolo[3,4-d]pyrimidine, thieno[3,2-c]pyrazole and pyrazolo[3′,4′:4,5]thieno[2,3-d]pyrimidine derivatives

Reheim

Baker

2017

Chemistry Central Journal

View full text Add to dashboard Cite

BackgroundSome novel substituted pyrazolone, pyrazolo[3,4-c]pyridazine, pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidinone, thieno[3,2-c]pyrazole and pyrazolo[3′,4′:4,5]thieno[2,3-d]pyrimidine derivatives have been reported to possess various pharmacological activities like antimicrobial, antitumor and anti-inflammatory.ResultsA novel series of azoles and azines were designed and prepared via reaction of 1,3-diphenyl-1H-pyrazol-5(4H)-one with some electrophilic and nucleophilic reagents. The structures of target compounds were confirmed by elemental analyses and spectral data.ConclusionsThe antimicrobial activity of the target synthesized compounds were tested against various microorganisms such as Escherichia coli; Bacillus megaterium; Bacillus subtilis (Bacterial species), Fusarium proliferatum; Trichoderma harzianum; Aspergillus niger (fungal species) by the disc diffusion method. In general, the novel synthesized compounds showed a good antimicrobial activity against the previously mentioned microorganisms.

show abstract

“…Among the pyrimidine derivatives, pyrimidine carboxamides represent a promising class of bioactive substances and are of particular interest in the medical fields. For instance, 6‐methyl‐4‐aryl‐2‐thioxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxamides ( I ) were screened for their anticancer activity . N ‐(substituted phenyl)‐2‐methylthio‐4‐((pyridin‐3‐ylmethyl)amino) pyrimidine‐5‐carboxamides ( II ) have moderate antifungal activities against S. Sclerotiorum .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Experimental and Theoretical Characterization of Novel Pyrimidine‐5‐Carboxamides

Gümüş

Sert

Yalkın³

et al. 2019

ChemistrySelect

View full text Add to dashboard Cite

Eight series of pyrimidine‐5‐carboxamides were synthesized and characterized by FT‐IR, 1H NMR, 13C NMR spectroscopies, HR‐MS and elemental analysis. To encourage experimental confirmations, molecular electronic structure calculations and harmonic vibrational frequencies of compounds (theoretical computations) were carried out with the DFT/B3LYP method at the 6–311G++(d,p) basis set. The selected important assignments‐computed harmonic vibrational wavenumbers of compounds were defined by using potential energy distribution (PED) analysis. The molecular electrostatic potential (MEP) surface analysis was examined to bring into the open nucleophilic and electrophilic reactive areas of the compounds. The highest occupied molecular orbitals and lowest unoccupied molecular orbitals (HOMOs and LUMOs) analyses were theoretically used for definition of electronic transitions corresponding to UV‐Vis. electronic absorption wavelengths. Additionally, for these series non‐linear optical properties (NLO) were investigated based on urea. Finally, in this manuscript molecular docking studies between macromolecule (receptor) and ligand interactions were carried out by using AutoDock Vina program. Obtained all outputs of new compounds were explained in different sections in‐depth.

show abstract

Synthesis, characterization, anticancer activity, and QSAR-studies of some new tetrahydropyrimidines

Cited by 18 publications

References 23 publications

Hantzsch-Type Dihydropyridines and Biginelli-Type Tetra-hydropyrimidines: A Review of their Chemotherapeutic Activities

Hantzsch-Type Dihydropyridines and Biginelli-Type Tetra-hydropyrimidines: A Review of their Chemotherapeutic Activities

Synthesis, characterization and in vitro antimicrobial activity of novel fused pyrazolo[3,4-c]pyridazine, pyrazolo[3,4-d]pyrimidine, thieno[3,2-c]pyrazole and pyrazolo[3′,4′:4,5]thieno[2,3-d]pyrimidine derivatives

Synthesis, Experimental and Theoretical Characterization of Novel Pyrimidine‐5‐Carboxamides

Contact Info

Product

Resources

About