rel-2-[4-Chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl--2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic Acid

被引:0
|
作者
Yushyn, Ihor [1 ]
Holota, Serhii [1 ,2 ]
Ivantsiv, Oksana [1 ]
Lesyk, Roman [1 ]
机构
[1] Danylo Halytsky Lviv Natl Med Univ, Dept Pharmaceut Organ & Bioorgan Chem, Pekarska 69, UA-79010 Lvov, Ukraine
[2] Lesya Ukrainka Volyn Natl Univ, Dept Organ Chem & Pharm, Volya Ave 13, UA-43025 Lutsk, Ukraine
基金
新加坡国家研究基金会;
关键词
thiopyrano[2,3-d]thiazoles; pyrazoline; acylation; hetero-Diels-Alder reaction; ANTICANCER; PAINS;
D O I
10.3390/M1410
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The hetero-Diels-Alder reaction is the main synthetic tool for obtaining pharmacological agents with a thiopyrano[2,3-d]thiazole motif. In the present work, an efficient method for the synthesis of pyrazoline-containing thiopyrano[2,3-d]thiazole is described. The pyrazoline-bearing dienophile was proposed and used as effective building block for the synthesis of the title compound. The structure of the synthesized rel-2-[4-chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano [2,3-d] thiazol-7-yl] phenoxy]acetic acid (3) was confirmed by H-1, C-13, 2D NMR, and LC-MS spectra. Anticancer activity in "60 lines screening" (NCI DTP protocol) was studied in vitro for the title compound.
引用
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页数:7
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