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Synthesis, Structure and Anticancer Activity Studies of 1‐[(5‐Bromo‐2‐thienyl)sulfonyl]‐5‐fluoro‐1,2,3,4‐tetrahydropyrimidine‐2,4‐dione
Author(s) -
Miao Qian,
Yan Xiaowei,
Zhao Kejian
Publication year - 2010
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201090039
Subject(s) - chemistry , sulfonyl , hydrogen bond , molecule , proton nmr , thermal stability , crystal structure , elemental analysis , cancer cell lines , stereochemistry , infrared spectroscopy , medicinal chemistry , crystallography , cancer cell , organic chemistry , cancer , medicine , alkyl
An anticancer active compound 1‐[(5‐bromo‐2‐thienyl)sulfonyl]‐5‐fluoro‐1,2,3,4‐tetrahydropyrimidine‐2,4‐dione ( 1 ) was synthesized by the modified Schotten‐Baumann reaction of 5‐fluorouracil with 5‐bromo‐2‐thienyl‐sulfonyl chloride and characterized by elemental analysis, IR, 1 H and 13 C NMR spectra. The single crystal X‐ray diffraction analysis shows that the title molecule forms a two dimensional sheet structure by three kinds of hydrogen bond interactions. Its thermal stability was studied by TGA technique. Based on inhibition ratio against cancer cell growth, compound 1 has obvious anticarcinogenic activity against HL‐60 and BEL‐7402 cancer cells.