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• 4414-88-4 1H-benzimidazol-2-acetonitrile 
• 555-16-8 4-nitrobenzaldehdye 
• 95-54-5 1,2-diamino-benzene 

Relevant academic research and scientific papers

Design and structure-activity relationships anticandidosic of diazaheteroaryl functionalized by Micha?l acceptors

Benzimidazole and imidazopyridine heterocycles associated with Micha?l acceptors have shown strong anticandidosic potential in our previous work. After a decade of research, we have designed, synthesized and evaluated the anticandidosic activities of seve

Microwave-assisted expeditious approach towards benzimidazole acrylonitrile derivatives exploring a new silica supported SBPTS catalyst

The present study reports a simple, highly efficient and green approach for the synthesis of a series of benzimidazole-acrylonitrile derivatives 3(a-l). The synthetic methodology involves a microwave-assisted reaction exploring novel silica-supported SBPTS as a heterogeneous, proficient and reusable catalyst resulting in excellent yields. The reaction transformation presumably occurs via a Knoevenagel condensation. The significant features of the present protocol includes a simple operational procedure, shorter reaction times, mild reaction conditions, economic viability, high yield of products and compatibility with a range of functional groups (electron donating/electron withdrawing).

Ionic tagged amine supported on magnetic nanoparticles: Synthesis and application for versatile catalytic Knoevenagel condensation in water

Propylamine modified with imidazolium ionic moiety grafted onto magnetic nanoparticles (MNPs) was prepared and evaluated as a catalyst for Knoevenagel condensation in water at room temperature. The catalyst was efficient in the reaction to give the condensation products in good yields. It is worth noting that the ionic-tagged catalyst performed significantly better than its ionic tag-free counterpart. Finally, the catalyst could be reused for 8 times with a slight loss in its catalytic activity. the Partner Organisations 2014.

Synthesis, x-ray crystal structures, stabilities, and in vitro cytotoxic activities of new heteroarylacrylonitriles

Twenty-three acrylonitriles, substituted at position 2 with either triazoles or benzimidazoles and at position 3 with various substituted furan, thiophene, or phenyl rings, were prepared by Knoevenagel condensation and tested for in vitro cytotoxic potency on 11 human cancer cell lines. X-ray crystal analysis of two representative compounds showed that the olfenic bond is E-configured. Structure-activity-relationships (SAR) indicated that position 2 is flexible for substituents with various nitrogen heterocyclics while position 3 is very sensitive to change; the most potent compounds contained a 5-nitrothiophen-2-yl ring at position 3 and either benzimidazol-2-yl (11) or a 5-benzyl-1H-[1,2,4]-triazol-3-yl (7) group at position 2 of acrylonitrile. SARs for the thiophen-2-yl-benzimidazoles show the following trend for position 5: NO2 ? H > Cl = CH3. Compound 11 was on average 10- and 3-fold more potent than cisplatin and etoposide, respectively. However, the acrylonitrile functionality is not an absolute requirement for cytotoxic activity because replacement of the nitrile group for either a hydrogen or a methyl group also gave active compounds. The acrylonitriles caused delayed cell death characterized by giant cells with multilobed nuclei. Compound 11 was found to bring about the increase in the activities of caspases 3 and 9 in the HL-60 cell line in a manner similar to etoposide, strongly indicating that apoptosis is the mechanism of cell death. The selectivity of various compounds toward cancer cells was estimated by comparing the IC50 values obtained from a noncancerous epithelial cell line, h-TERT-RPE1, with the average IC50 value from the cancer cell lines; 11 showed an average 1.7-fold greater activity toward cancer cells. The stabilities of the new compounds under cell culture conditions, estimated by HPLC, indicated that a major fraction of the compounds were lost from the medium over the first 24 h.

Reactions of cyanomethylbenzimidazoles. Part II. Reaction of cyanomethylbenzimidazoles with aldehydes methylketones and nitroso compounds.

Position of CH2CN group in the benzimidazole system determines the activity of hydrogen atoms of CH2 group in condensation reactions. Some of the obtained compounds show high tuberculostatic activity.