DOx is a chemical class of substituted amphetamine derivatives featuring methoxy groups at the 2- and 5- positions of the phenyl ring, and a substituent such as alkyl or halogen at the 4- position of the phenyl ring. The compounds of this class are potent and long-lasting psychedelic drugs, and act as highly selective 5-HT2A, 5-HT2B, and 5-HT2C receptor partial agonists. The DOx family includes the following members: Structure Name Abbreviation DOAM.png 2,5-Dimethoxy-4-amylamphetamine DOAM DOB-racemic-skeletal.svg 2,5-Dimethoxy-4-bromoamphetamine DOB DOBU.png 2,5-Dimethoxy-4-butylamphetamine DOBU DOC-racemic-skeletal.svg 2,5-Dimethoxy-4-chloroamphetamine DOC MEM.png 2,5-Dimethoxy-4-ethoxyamphetamine MEM 2,5-Dimethoxy-4-ethylamphetamine.svg 2,5-Dimethoxy-4-ethylamphetamine DOET 2,5-dimethoxy-4-ethylthioamphetamine.svg 2,5-Dimethoxy-4-ethylthioamphetamine Aleph-2 2,5-Dimethoxy-4-fluoroamphetamine.svg 2,5-Dimethoxy-4-fluoroamphetamine DOF 2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine.svg 2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine DOEF DOI-racemic-skeletal.svg 2,5-Dimethoxy-4-iodoamphetamine DOI Aleph-4.svg 2,5-Dimethoxy-4-isopropylthioamphetamine Aleph-4 Trimethoxyamphetamine-2.svg 2,4,5-Trimethoxyamphetamine TMA-2 2,5-Dimethoxy-4-methylamphetamine.svg 2,5-Dimethoxy-4-methylamphetamine DOM 2,5-dimethoxy-4-methylthioamphetamine.svg 2,5-Dimethoxy-4-methylthioamphetamine Aleph-1 2,5-Dimethoxy-4-nitroamphetamine.svg 2,5-Dimethoxy-4-nitroamphetamine DON Aleph-6.svg 2,5-Dimethoxy-4-phenylthioamphetamine Aleph-6 2,5-Dimethoxy-4-propylamphetamine.svg 2,5-Dimethoxy-4-propylamphetamine DOPR DOiPR structure.png 2,5-Dimethoxy-4-isopropylamphetamine DOiPR 2,5-dimethoxy-4-propylthioamphetamine.svg 2,5-Dimethoxy-4-propylthioamphetamine Aleph-7 2,5-Dimethoxy-4-trifluoromethylamphetamine.svg 2,5-Dimethoxy-4-trifluoromethylamphetamine DOTFM As
