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

被引：5

作者：

Salinas-Torres, Angelica ^{[1
]}

Portilla, Jaime ^{[2
]}

Rojas, Hugo ^{[1
]}

Becerra, Diana ^{[1
]}

Castillo, Juan-Carlos ^{[1
,2
]}

机构：

[1] Univ Pedag & Tecnol Colombia, Fac Ciencias, Escuela Ciencias Quim, Grp Catalisis UPTC, Ave Cent Norte 39-115, Tunja 150003, Colombia

[2] Univ Los Andes, Dept Chem, Bioorgan Cpds Res Grp, Carrera 1 18A-10, Bogota 111711, Colombia

来源：

MOLBANK | 2022年 / 2022卷 / 02期

关键词：

1,2,3-triazole; sulfonamidation; S-N bond formation; sulfonamide; cancer; BIOLOGICAL EVALUATION; MOLECULAR-STRUCTURE; SPECTRA; 1H-1,2,3-TRIAZOLE; 1,2,3-TRIAZOLES; TAUTOMERISM; VIBRATIONS; CONVERSION; TRIAZOLES; KINETICS;

D O I：

10.3390/M1387

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 degrees 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%.

引用

页数：10

共 38 条

[1]

[Anonymous], 2014, Spectrometric Identification of Organic Compounds

[2] Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides [J].