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. Author manuscript; available in PMC: 2021 Jul 15.
Published in final edited form as: Drug Test Anal. 2020 Jun 10;12(8):1109–1125. doi: 10.1002/dta.2813

Figure 1.

Figure 1.

A. Chemical structures of the classic psychostimulant amphetamine with methiopropamine reflecting the bioisosteric counterpart of methamphetamine. The corresponding sulfur analog of methcathinone gives rise to bk-methiopropamine (group I). Examples of three 5-(2-aminopropyl)indoles (AMT, 5-IT and 6-IT, group II) and two (2-aminopropyl)benzofuran isomers 5-APB and 6-APB (group III) that also became prominent new psychoactive substances in recent years. Group IV. Six novel benzo[b]thiophene analogs being subject of the present investigation. B. Generalized synthesis scheme used for the preparation of all six APBT isomers.