DOx is a term used to refer to 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
2,5-Dimethoxy-4-amylamphetamine DOAM
2,5-Dimethoxy-4-bromoamphetamine DOB
2,5-Dimethoxy-4-butylamphetamine DOBU
2,5-Dimethoxy-4-chloroamphetamine DOC
2,5-Dimethoxy-4-ethoxyamphetamine MEM
2,5-Dimethoxy-4-ethylamphetamine DOET
2,5-Dimethoxy-4-ethylthioamphetamine Aleph-2
2,5-Dimethoxy-4-fluoroamphetamine DOF
2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine DOEF
2,5-Dimethoxy-4-iodoamphetamine DOI
2,5-Dimethoxy-4-isopropylthioamphetamine Aleph-4
2,4,5-Trimethoxyamphetamine TMA-2
2,5-Dimethoxy-4-methylamphetamine DOM
2,5-Dimethoxy-4-methylthioamphetamine Aleph-1
2,5-Dimethoxy-4-nitroamphetamine DON
2,5-Dimethoxy-4-phenylthioamphetamine Aleph-6
2,5-Dimethoxy-4-propylamphetamine DOPR
2,5-Dimethoxy-4-propylthioamphetamine Aleph-7
2,5-Dimethoxy-4-trifluoromethylamphetamine DOTFM

As well as the following members with additional substitutions:

See also


External links

  • Alexander "Sasha" Shulgin (1991)
  • Alexander "Sasha" Shulgin (1978)