The title compound 2-[2-(4-fluorobenzylidene)hydrazinyl]-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d] pyrimidine(8) was synthesized by the condensation of 4-fluorobenzaldehyde(7) with 2-hydrazinyl-4-(1-methyl-1 H-indol-3-...The title compound 2-[2-(4-fluorobenzylidene)hydrazinyl]-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d] pyrimidine(8) was synthesized by the condensation of 4-fluorobenzaldehyde(7) with 2-hydrazinyl-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d]pyrimidine(6). This intermediate was prepared from methyl 3-aminothiophene-2-carboxylate(1) by the condensation with urea, chlorination with phosphorus oxychloride and then condensation with hydrazine hydrate. The crystal of 8 belongs to monoclinic system, space group P21/c with a = 14.0453(18), b = 17.436(2), c = 18.0982(17) ? and β = 122.969(7)°. In addition, 8 possesses marked inhibition against the proliferation of human colon cancer cell line HT-29(IC50 = 6.09 μM) and human gastric cancer cell line MKN45(IC50 = 3.04 μM), displaying promising anticancer activity.展开更多
A series of 2,4-diarylaminopyrimidine derivatives containing pyridine structure were designed and synthesized.The crystal structures of compounds 5d and 5e were obtained from X-ray diffraction.The crystal structure of...A series of 2,4-diarylaminopyrimidine derivatives containing pyridine structure were designed and synthesized.The crystal structures of compounds 5d and 5e were obtained from X-ray diffraction.The crystal structure of 5d (C_(25)H_(20)Cl FN_(6)O_(2)) belongs to the monoclinic system,space group P2_(1)/c with a=11.0500(10),b=18.3045(17),c=13.5646(9)?andβ=122.806(5)°.5e (C_(25)H_(19)Cl F_(2)N_(6)O_(2)) is of monoclinic system,space group P2_(1)/c with a=10.9998(18),b=18.517(3),c=13.6355(16)?andβ=123.315(9)°.The bioassay results showed all of the target compounds exhibited potential antiproliferative activities against MKN-45,HT-29,A549,K562 and GIST882 cell lines.Among them,compounds 5a,5c and 5e exhibited remarkable inhibitory activities against GIST882,K562 and A549 cell lines with IC_(50 )values of 0.68,0.38 and 0.60μM,respectively,which were comparable to that of the positive control foretinib.展开更多
基金Supported by the projects of Shenyang Science&Technology(18-013-0-03)the Youth National Natural Science Foundation of China(21807055)
文摘The title compound 2-[2-(4-fluorobenzylidene)hydrazinyl]-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d] pyrimidine(8) was synthesized by the condensation of 4-fluorobenzaldehyde(7) with 2-hydrazinyl-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d]pyrimidine(6). This intermediate was prepared from methyl 3-aminothiophene-2-carboxylate(1) by the condensation with urea, chlorination with phosphorus oxychloride and then condensation with hydrazine hydrate. The crystal of 8 belongs to monoclinic system, space group P21/c with a = 14.0453(18), b = 17.436(2), c = 18.0982(17) ? and β = 122.969(7)°. In addition, 8 possesses marked inhibition against the proliferation of human colon cancer cell line HT-29(IC50 = 6.09 μM) and human gastric cancer cell line MKN45(IC50 = 3.04 μM), displaying promising anticancer activity.
基金Supported by the Youth National Natural Science Foundation of China (21807055)the General Project of Education Department of Liaoning Province (LJC201907)+1 种基金Natural Science Foundation of Liaoning Provincial Department of Science and Technology (2019-ZD-0191)the College Students’Innovation and Entrepreneurship Training Program of Liaoning University (D202011280014195636)。
文摘A series of 2,4-diarylaminopyrimidine derivatives containing pyridine structure were designed and synthesized.The crystal structures of compounds 5d and 5e were obtained from X-ray diffraction.The crystal structure of 5d (C_(25)H_(20)Cl FN_(6)O_(2)) belongs to the monoclinic system,space group P2_(1)/c with a=11.0500(10),b=18.3045(17),c=13.5646(9)?andβ=122.806(5)°.5e (C_(25)H_(19)Cl F_(2)N_(6)O_(2)) is of monoclinic system,space group P2_(1)/c with a=10.9998(18),b=18.517(3),c=13.6355(16)?andβ=123.315(9)°.The bioassay results showed all of the target compounds exhibited potential antiproliferative activities against MKN-45,HT-29,A549,K562 and GIST882 cell lines.Among them,compounds 5a,5c and 5e exhibited remarkable inhibitory activities against GIST882,K562 and A549 cell lines with IC_(50 )values of 0.68,0.38 and 0.60μM,respectively,which were comparable to that of the positive control foretinib.
