Synthesis and antitubercular screening of imidazole derivatives☆

Pandey, Jyoti; Tiwari, Vinod K.; Verma, Shyam S.; Chaturvedi, Vinita; Bhatnagar, Shalini; Sinha, Sudhir; Gaikwad, Anil Nilkanth; Tripathi, Rama Pati

doi:10.1016/j.ejmech.2009.02.013

Cited by 131 publications

(48 citation statements)

References 30 publications

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“…Although the preparation of C5 and C6 ligands was reported by several groups before, their syntheses involved the use of metal potassium [33], sodium imidazolates [34,35], some procedures required inert atmosphere [36][37][38]. Based on our previous successful preparation of pyrazole derivatives in a superbasic medium KOH-DMSO [39,40], we have developed a new procedure for the synthesis of bis(imidazol-1-yl)alkanes, that does not require toxic solvents, hazardous alkali metals, or special experimental techniques and yields the ligands on a multigram scale (Scheme 1).…”

Section: Synthesis Of the Ligandsmentioning

confidence: 99%

Synthesis, Crystal Structure, and Luminescent Properties of New Zinc(II) and Cadmium(II) Metal-Organic Frameworks Based on Flexible Bis(imidazol-1-yl)alkane Ligands

et al. 2016

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New metal-organic frameworks (MOFs) based on zinc and cadmium ions, terephthalic acid, and flexible ligands 1,5-bis(imidazol-1-yl)pentane or 1,6-bis(imidazol-1-yl)hexane were prepared and characterized by X-ray diffraction, thermorgavimetric analysis and IR spectroscopy. The imidazolyl ligands were prepared by a new robust procedure involving the reaction between imidazole and 1,5-dibromopentane or 1,6-dibromohexane in a superbasic medium (KOH in DMSO). MOFs based on 1,5-bis(imidazol-1-yl)pentane had diamond topology (dia) and are triply interpenetrated. Ligands with longer spacer 1,6-bis(imidazol-1-yl)hexane, terephthalate ions and zinc(II) ions formed five-fold interpenetrated metal-organic framework also with dia topology, while cadmium(II) ions with the same ligands formed eight-connected uninodal net with a very rare self-penetrated topological type ilc and a point symbol 4 24 .5.6 3 . The influence of the chemical composition of MOFs on their photoluminescent properties is investigated and discussed in detail.

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Section: Synthesis Of the Ligandsmentioning

confidence: 99%

Synthesis, Crystal Structure, and Luminescent Properties of New Zinc(II) and Cadmium(II) Metal-Organic Frameworks Based on Flexible Bis(imidazol-1-yl)alkane Ligands

et al. 2016

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“…One of the strategies widely used in cancer and TB therapy is targeting DNA with small molecules, imidazole/benzimidazole, and pyridine/quinoline derivatives being leading structures in this respect [anticancer [5][6][7][8][9][10] , anti-TB [11][12][13][14][15] ]. In previously research work, we successfully identify azaheterocycles derivatives (imidazole/benzimidazole and pyridine/quinoline included) with anticancer 9,10,[16][17][18][19] and anti-TB [15][16][17][20][21][22][23] activity.…”

Section: Design and Biological Activitymentioning

confidence: 99%

Hybrid imidazole (benzimidazole)/pyridine (quinoline) derivatives and evaluation of their anticancer and antimycobacterial activity

Mantu

Antoci

Moldoveanu

et al. 2016

Journal of Enzyme Inhibition and Medicinal Chemistry

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The design, synthesis, structure, and in vitro anticancer and antimycobacterial activity of new hybrid imidazole (benzimidazole)/pyridine (quinoline) derivatives are described. The strategy adopted for synthesis is straight and efficient, involving a three-step setup procedure: N-acylation, N-alkylation, and quaternization of nitrogen heterocycle. The solubility in microbiological medium and anticancer and antimycobacterial activity of a selection of new synthesized compounds were evaluated. The hybrid derivatives have an excellent solubility in microbiological medium, which make them promising from the pharmacological properties point of view. One of the hybrid compounds, 9 (with a benzimidazole and 8-aminoquinoline skeleton), exhibits a very good and selective antitumor activity against Renal Cancer A498 and Breast Cancer MDA-MB-468. Moreover, the anticancer assay suggests that the hybrid Imz (Bimz)/2-AP (8-AQ) compounds present a specific affinity to Renal Cancer A498. Concerning the antimycobacterial activity, only the hybrid compound, 9, has a significant activity. SAR correlations have been performed.

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“…Similarly Imidazoline derivatives also possess an array of biological activities. They are useful as anticancer, 24,25 anti-inflammatory, 25 Anthelmintic, 26 antimicrobial, 27 hypnotic agents, 28 antiviral, 29 anticoagulant, 30 etc. These reports prompted us for synthesis of some new benzothiazole derivatives containing benzimidazole and imidazoline moiety.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some New Biologically Active Benzothiazole Derivatives Containing Benzimidazole and Imidazoline Moieties

Chaudhary¹,

Pareek²,

Pareek³

et al. 2011

Bulletin of the Korean Chemical Society

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Synthesis of N-(1H -benzimidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines and 6-substituted-N-(4,5-dihydro-1H-imidazol-2-yl)-1,3-benzothiazol-2-amines by the reaction of substituted 2-aminobenzothiazoles with carbon disulphide and methyl iodide followed by the reaction with o-phenylene diamine/ethylene diamine are reported. All the synthesized compounds were characterized by elemental analysis, IR spectra and 1 H NMR spectral studies. The potent antibacterial and entomological (antifeedant, acaricidal, contact toxicity and stomach toxicity) activities of the synthesized compounds were investigated.

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Synthesis and antitubercular screening of imidazole derivatives☆

Cited by 131 publications

References 30 publications

Synthesis, Crystal Structure, and Luminescent Properties of New Zinc(II) and Cadmium(II) Metal-Organic Frameworks Based on Flexible Bis(imidazol-1-yl)alkane Ligands

Synthesis, Crystal Structure, and Luminescent Properties of New Zinc(II) and Cadmium(II) Metal-Organic Frameworks Based on Flexible Bis(imidazol-1-yl)alkane Ligands

Hybrid imidazole (benzimidazole)/pyridine (quinoline) derivatives and evaluation of their anticancer and antimycobacterial activity

Synthesis of Some New Biologically Active Benzothiazole Derivatives Containing Benzimidazole and Imidazoline Moieties

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