Synthesis and Analgesic, Anthelmintic, and Insecticidal Activity of 3,3-Dialkyl-1-(2-Phenylamino-2-Thioxoethyl)-3,4-Dihydroisoquinolinium Chlorides

被引：7
作者：
Mikhailovskii, A. G. [1 ]
Yusov, A. S. [1 ]
Makhmudov, R. R. [2 ,3 ]
Starkova, A. V. [1 ]
Rudakova, I. P. [1 ]
机构：
[1] Perm State Pharmaceut Acad, Perm 614990, Russia
[2] Perm State Res Univ, Perm 614990, Russia
[3] Fed Sci Ctr Med & Prevent Hlth Risk Management Te, Perm 614045, Russia
来源：
PHARMACEUTICAL CHEMISTRY JOURNAL | 2018年 / 52卷 / 08期
关键词：
reaction of 1-methyl-3; 3-dialkyl-3; 4-dihydroisoquinolines with phenylisothiocyanate; 3; 3-dialkyl-1-(2-phenylamino-2-thioxoethyl)-3; 4-dihydroisoquinolinium chlorides; benzo[f]isoquinolines; analgesic effect at the level of metamizole sodium; anthelmintic and insecticidal activity close to levamisole and diazinon;
D O I：
10.1007/s11094-018-1887-1
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of 1,2,3,4-tetrahydroisoquinoline enaminothioamides were synthesized by reacting 1-methyl-3,3-dialkyl-3,4-dihydroisoquinolines with phenylisothiocyanate. Treatment of the obtained enamines with HCl gave 3,3-dialkyl-1-(2-phenylamino-2-thioxoethyl)-3,4-dihydroisoquinolinium chlorides. Benzo[f]isoquinoline derivatives were synthesized analogously. All hydrochlorides showed analgesic effects in the hot-plate test at the level of metamizole sodium. Isoquinolines with 6- and 7-alkoxy groups were most active. The hydrochloride of the thioamide containing benzo[f]isoquinoline and spirocyclopentane motifs had the greatest anthelmintic and insecticidal activities, which were similar to those of levamisole and diazinon.
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页码：716 / 720
页数：5
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