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Communication

Synthesis, Spectroscopic Analysis, and In Vitro Anticancer Evaluation of 2-(Phenylsulfonyl)-2H-1,2,3-triazole

1
Grupo de Catálisis de la UPTC, Escuela de Ciencias Química, Facultad de Ciencias, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, Colombia
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Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A-10, Bogota 111711, Colombia
*
Authors to whom correspondence should be addressed.
Molbank 2022, 2022(2), M1387; https://doi.org/10.3390/M1387
Received: 21 May 2022 / Revised: 10 June 2022 / Accepted: 14 June 2022 / Published: 16 June 2022
(This article belongs to the Section Organic Synthesis)
The 1,2,3-Triazole derivatives containing the sulfonyl group have proved their biological importance in medicinal chemistry and drug design. In this sense, we describe the regioselective synthesis of 2-(phenylsulfonyl)-2H-1,2,3-triazole 3 in good yield through a classical sulfonamidation reaction of 1H-1,2,3-triazole 1 with benzenesulfonyl chloride 2 in dichloromethane using a slight excess of triethylamine at 20 °C for 3 h. This procedure is distinguished by its short reaction time, high yield, excellent regioselectivity, clean reaction profile, and operational simplicity. The sulfonamide 3 was characterized by high-resolution mass spectrometry, FT–IR, UV–Vis, 1D and 2D NMR spectroscopy, and elemental analysis. The sulfonamide 3 exhibited moderate activity against UO-31 renal, SNB-75 central nervous system, HCT-116 colon, and BT-549 breast cancer cell lines, with growth inhibition percentages (GI%) ranging from 10.83% to 17.64%. View Full-Text
Keywords: 1,2,3-triazole; sulfonamidation; S–N bond formation; sulfonamide; cancer 1,2,3-triazole; sulfonamidation; S–N bond formation; sulfonamide; cancer
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MDPI and ACS Style

Salinas-Torres, A.; Portilla, J.; Rojas, H.; Becerra, D.; Castillo, J.-C. Synthesis, Spectroscopic Analysis, and In Vitro Anticancer Evaluation of 2-(Phenylsulfonyl)-2H-1,2,3-triazole. Molbank 2022, 2022, M1387. https://doi.org/10.3390/M1387

AMA Style

Salinas-Torres A, Portilla J, Rojas H, Becerra D, Castillo J-C. Synthesis, Spectroscopic Analysis, and In Vitro Anticancer Evaluation of 2-(Phenylsulfonyl)-2H-1,2,3-triazole. Molbank. 2022; 2022(2):M1387. https://doi.org/10.3390/M1387

Chicago/Turabian Style

Salinas-Torres, Angélica, Jaime Portilla, Hugo Rojas, Diana Becerra, and Juan-Carlos Castillo. 2022. "Synthesis, Spectroscopic Analysis, and In Vitro Anticancer Evaluation of 2-(Phenylsulfonyl)-2H-1,2,3-triazole" Molbank 2022, no. 2: M1387. https://doi.org/10.3390/M1387

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