116324-75-5Relevant academic research and scientific papers
[Fesipmim]Cl as highly efficient and reusable catalyst for solventless synthesis of dihydropyridine derivatives through Hantzsch reaction
Agrwal, Akansha,Kasana, Virendra
, (2020/06/01)
Abstract: In the present investigation, magnetic ferrite nanoparticles (ferrite NPs) were synthesized and coated with silica (ferrite?SiO2NPs) by using the sol-gel method. After that, silica propylmethylimidazolium chloride ionic liquid [Sipmim]Cl was prepared and linked with the above-prepared ferrite?SiO2NPs to synthesize ferrite silica propylmethylimidazolium chloride [Fesipmim]Cl catalyst. The formation of [Fesipmim]Cl catalyst was confirmed by Fourier-transform infrared (FT-IR) spectroscopy analysis. X-ray diffraction (XRD) analysis confirmed the structure of ferrite NPs and ferrite?SiO2 NPs. Transmission electron microscopy (TEM) evidenced the successful formation of ferrite NPs and ferrite?SiO2 NPs. Scanning electron microscopy (SEM) results revealed the change in morphology of ferrite NPs, ferrite?SiO2NPs and [Fesipmim]Cl. The magnetic properties of [Fesipmim]Cl catalyst were measured by vibrating sample magnetometer (VSM). The efficiency of the [Fesipmim]Cl catalyst was checked by using it for the synthesis of different derivatives of dihydropyridine through Hantzsch reaction via a three-component coupling reaction of substituted benzaldehydes, ethyl/ methyl acetoacetate and ammonium acetate. The formation and structures of all the synthesized compounds were confirmed by FT-IR, 1HNMR, 13C NMR spectral analyses. The reusability of the catalyst [Fesipmim]Cl was checked up to seven cycles and found to have excellent activity up to five cycles. Graphic abstract: [Figure not available: see fulltext.].
Hybrid pharmacophore-based drug design, synthesis, and antiproliferative activity of 1,4-dihydropyridines-linked alkylating anticancer agents
Singh, Rajesh K.,Prasad,Bhardwaj
, p. 1534 - 1545 (2015/04/21)
Two series of novel substituted 1,4-dihydropyridine derivatives incorporating nitrogen mustard pharmacophore hybrids without spacer DHP-M (4a-4d) and with ethyl spacer DHP-L-M (8a-8g) were designed and synthesized. They were subjected to in silico ADME prediction study to check their drug-like properties and evaluated for their cytotoxicity against: A 549 (lung), COLO 205 (colon), U 87 (glioblastoma), and IMR-32 (neuroblastoma) human cancer cell lines in vitro using 3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay against chlorambucil and docetaxel. Majority of the test compounds exhibited moderate to significant cytotoxic activity. The highest activity in all the investigated cancer cells was displayed by DHP-M (4a). This may be due to the less steric hindrance offered by 4a.
Synthesis and antimicrobial evaluation of 2-aminobenzophenone linked 1,4-dihydropyridine derivatives
Li, Pengying,Sahore, Ketki,Liu, Jianjun,Singh, Rajesh K.
, p. 5291 - 5294 (2014/12/10)
A series of novel aminobenzophenone linked 1,4-dihydropyridines (1,4-DHPs) hybrids were synthesized by incorporating aminobenzophenone moiety on 1,4-dihydropyridines scaffold (5a-f) and characterized by IR, 1H NMR and CHN elemental analysis. The synthesized compounds were tested for their in vitro antibacterial activity against the Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Among all the synthesized compounds, compounds 5b, 5c and 5e have shown the maximum activity in their group whereas compounds 5a, 5d, 5f have shown the minimum activity.
Microwave-assisted synthesis of antimicrobial dihydropyridines and tetrahydropyrimidin-2-ones: Novel compounds against aspergillosis
Chhillar, Anil K.,Arya, Pragya,Mukherjee, Chandrani,Kumar, Pankaj,Yadav, Yogesh,Sharma, Ajendra K.,Yadav, Vibha,Gupta, Jyotsana,Dabur, Rajesh,Jha, Hirday N.,Watterson, Arthur C.,Parmar, Virinder S.,Prasad, Ashok K.,Sharma, Gainda L.
, p. 973 - 981 (2007/10/03)
Ten 4-aryl-1,4-dihydropyridine and three 4-aryl-1,2,3,4- tetrahydropyrimidin-2-one derivatives have been synthesized and examined for their activity against pathogenic strains of Aspergillus fumigatus and Candida albicans. Although none of the three compo
Synthesis of Hantzsch 1,4-dihydropyridines under solvent-free condition using Zn[(L)proline]2 as Lewis acid catalyst
Sivamurugan,Kumar, R. Suresh,Palanichamy,Murugesan
, p. 969 - 974 (2007/10/03)
The present short communication describes a Lewis acid (Zn[(L)proline] 2) catalysed one pot synthesis of Hantzsch 1,4-dihydropyridine (DHP) derivatives under solvent-free condition by conventional heating and microwave irradiation. The Lewis acid catalyst Zn[(L)proline]2 used in this reaction afford moderate to good yield. The catalyst is reusable upto five cycles without appreciable loss of its catalytic activity.
SYNTHESIS, OXIDATION AND CLAISEN REARRANGEMENT OF 4-(ALLYLOXY)PHENYL-1,4-DIHYDROPYRIDINES AND -PYRIMIDINES
Sar, Cecilia P.,Hankovszky, Olga H.,Jerkovich, Gy.,Pallagi, I.,Hideg, K.
, p. 363 - 376 (2007/10/02)
1,4-Dihydropyridines and -pyrimidines can be oxidized conveniently to pyridine and pyrimidine with active MnO2 with or without cleavage of the 4-substituent.In a TiCl4 catalyzed reaction ortho-Claisen rearrangement takes place with both 4-(2-allyoxy)pheny
1,4-Dihydropyridine antagonist activities at the calcium channel: A quantitative structure-activity relationship approach
Coburn,Wierzba,Suto,Solo,Triggle,Triggle
, p. 2103 - 2107 (2007/10/02)
The effect of 46 1,4-dihydropyridine-type calcium channel antagonists on the tonic contractile response of longitudinal muscle strips of guinea pig ileum was determined. 2,6-Dimethyl-3,5-dicarbomethoxy-4-phenyl-1,4-dihydropyridine (13) and 13 ortho-, 15 meta-, and seven para-monosubstituted and 10 polysubstituted aromatic derivatives of 13 were studied. The pharmacological activities of the monosubstituted derivatives were best correlated by eq 10, log 1/C = 0.68π + 2.50σ(m) - 0.47L(meta) - 3.40B1(para) + 11.31, which had a correlation coefficient of 0.89. The full data set was best correlated by eq 11, log 1/C = 0.62π + 1.96σ(m) - 0.44L(meta) - 3.26B1(para) - 1.51L(meta) + 14.23, which had a correlation coefficient of 0.90. Equations of similar form but involving an ortho steric term were found to correlate the radioligand binding data for this class of compounds.
