As part of our continuing research on isoquinoline acaricidal drugs, this paper reports the preparation of a series of the 2-aryl-1-cyano-1,2,3,4-tetrahydroisoquinolines with various substituents on the N-phenyl ring, their in vitro acaricidal activities against Psoroptes cuniculi, a mange mite, and discusses their SAR as well. The structures of all compounds, including 12 new ones, were elucidated by analysis of UV, IR, NMR, ESI-MS, HR-MS spectra and X-ray diffraction experiments. All target compounds showed varying degrees of activity at 0.4 mg/mL. Compound 1 showed the strongest activity, with a 50% lethal concentration value (LC 50 ) of 0.2421 μg/mL and 50% lethal time value (LT 50 ) of 7.79 h, comparable to the standard drug ivermectin (LC 50 = 0.2474 μg/mL; LT 50 = 20.9 h). The SAR showed that the substitution pattern on the N-aromatic ring exerted a significant effect on the activity. The substituents 2'-F, 3'-F, 2'-Cl, 2'-Br and 2'-CF 3 remarkably enhanced the activity. Generally, for the isomers with the same substituents at different positions, the order of the activity was ortho > meta > para. It was concluded that the
OPEN ACCESSMolecules 2014, 19 8052 target compounds represent a class of novel promising candidates or lead compounds for the development of new tetrahydroisoquinoline acaricidal agents.
In recent years, with the continuous development of synthetic organic chemistry, a large number of new compounds are synthesized every year. Many of these compounds not only have novel structures, but also have complex structures. The traditional four spectral analysis methods are difficult to understand its spatial structure clearly and comprehensively. At the same time, with the understanding of the spatial structure of related compounds, it is possible to further explore the relationship between the structure and properties of compounds. This paper analyzes different kinds of organic compounds, including nitrogen-containing organic compounds, polycyclic aromatic hydrocarbons and volatile organic compounds. The detection methods of volatile organic compounds and derivatization chromatography were discussed. Through VOC test, the results show that the average concentration of each substance decreases with time.
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