Design and Synthesis of Some Novel Derivatives of ( <i>E</i> )‐2‐(Benzo[ <i>d</i> ]thiazol‐2‐yl)‐3‐heteroaryl Acrylonitriles and Evaluation of Their Potential Anticancer Activity

Abstract A proficient and environmentally friendly approach for the synthesis of substituted ( E )‐2‐(benzo[ d ]thiazol‐2‐yl)‐3‐acrylonitrile (3a–3r) is described. This one‐pot condensation employs 2‐(benzo[ d ]thiazol‐2‐yl) acetonitrile (1) and diverse substituted aromatic aldehydes (2) , using ethanol and the basic ionic liquid (IL) 1‐butyl‐3‐methylimidazolium acetate [(BMIM)Ac] as a catalyst. This approach offers biologically significant heterocycles via Knoevenagel condensation. This approach's key features are an IL catalyst, exceptional yields, fast reaction times, versatility with various substrates, a unique reaction profile, and an uncomplicated workup process, as the final product can be readily isolated through simple filtration. The synthesized compounds 3m, 3d, 3p, 3q , and 3r showed promising anticancer activity against A549 lung carcinoma cell lines. The scratch assays provided compelling evidence of the antiproliferative activities of these compounds. In silico investigations indicate that these chemicals target critical proteins associated with apoptosis, a hallmark of cancer. In the future, the synthesized compounds may have potential as anticancer candidates.

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Journal
ChemistrySelect
Published
2025-08-26
DOI
https://doi.org/10.1002/slct.202500064
Primary Topic
Synthesis and biological activity
Type
article
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article

Design and Synthesis of Some Novel Derivatives of ( E )‐2‐(Benzo[ d ]thiazol‐2‐yl)‐3‐heteroaryl Acrylonitriles and Evaluation of Their Potential Anticancer Activity

Aruna Sivaram, Chandrakant K. Tagad, Amol Kahandal, Satish U. Deshmukh et al.
ChemistrySelect
Synthesis and biological activity
article

Design and Synthesis of Some Novel Derivatives of ( E )‐2‐(Benzo[ d ]thiazol‐2‐yl)‐3‐heteroaryl Acrylonitriles and Evaluation of Their Potential Anticancer Activity

Aruna Sivaram, Chandrakant K. Tagad, Amol Kahandal, Satish U. Deshmukh, Ashishkumar P. Katariya, A. R. Bhagat Patil, Anant B. Kanagare, Gajanan N. Wadje
article en

Abstract

Abstract A proficient and environmentally friendly approach for the synthesis of substituted ( E )‐2‐(benzo[ d ]thiazol‐2‐yl)‐3‐acrylonitrile (3a–3r) is described. This one‐pot condensation employs 2‐(benzo[ d ]thiazol‐2‐yl) acetonitrile (1) and diverse substituted aromatic aldehydes (2) , using ethanol and the basic ionic liquid (IL) 1‐butyl‐3‐methylimidazolium acetate [(BMIM)Ac] as a catalyst. This approach offers biologically significant heterocycles via Knoevenagel condensation. This approach's key features are an IL catalyst, exceptional yields, fast reaction times, versatility with various substrates, a unique reaction profile, and an uncomplicated workup process, as the final product can be readily isolated through simple filtration. The synthesized compounds 3m, 3d, 3p, 3q , and 3r showed promising anticancer activity against A549 lung carcinoma cell lines. The scratch assays provided compelling evidence of the antiproliferative activities of these compounds. In silico investigations indicate that these chemicals target critical proteins associated with apoptosis, a hallmark of cancer. In the future, the synthesized compounds may have potential as anticancer candidates.

ChemistrySelectVol. 10(33)
Bansomdejchaopraya Rajabhat University (TH), G.S. Science, Arts And Commerce College (IN), MIT Art, Design and Technology University (IN)
Openalex Percentile: Top 83%
Synthesis and biological activity
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