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2,5-Dimethoxyamphetamine (2,5-DMA), the base structure of the DOx family.

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.png 2,5-Dimethoxy-4-amylamphetamine DOAM
2,5-Dimethoxy-4-bromoamphetamine.png 2,5-Dimethoxy-4-bromoamphetamine DOB
2,5-Dimethoxy-4-butylamphetamine.png 2,5-Dimethoxy-4-butylamphetamine DOBU
4-chloro-2,5-dimethoxy-amphetamine.png 2,5-Dimethoxy-4-chloroamphetamine DOC
2,5-dimethoxy-4-ethoxyamphetamine.png 2,5-Dimethoxy-4-ethoxyamphetamine MEM
2,5-dimethoxy-4-ethylamphetamine.png 2,5-Dimethoxy-4-ethylamphetamine DOET
2,5-Dimethoxy-4-ethylthioamphetamine.png 2,5-Dimethoxy-4-ethylthioamphetamine Aleph-2
2,5-dimethoxy-4-fluoroamphetamine.png 2,5-Dimethoxy-4-fluoroamphetamine DOF
2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine.png 2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine DOEF
2,5-Dimethoxy-4-iodoamphetamine.png 2,5-Dimethoxy-4-iodoamphetamine DOI
2,5-Dimethoxy-4-isopropylthioamphetamine Aleph-4
2,5-Dimethoxy-4-methoxyamphetamine.png 2,5-Dimethoxy-4-methoxyamphetamine TMA-2
2,5-Dimethoxy-4-methylamphetamine.png 2,5-Dimethoxy-4-methylamphetamine DOM
2,5-Dimethoxy-4-methylthioamphetamine.png 2,5-Dimethoxy-4-methylthioamphetamine Aleph-1
2,5-Dimethoxy-4-nitroamphetamine.png 2,5-Dimethoxy-4-nitroamphetamine DON
2,5-Dimethoxy-4-phenylthioamphetamine Aleph-6
2,5-Dimethoxy-4-propylamphetamine.png 2,5-Dimethoxy-4-propylamphetamine DOPR
2,5-Dimethoxy-4-propylthioamphetamine.png 2,5-Dimethoxy-4-propylthioamphetamine Aleph-7
2,5-Dimethoxy-4-trifluoromethylamphetamine.png 2,5-Dimethoxy-4-trifluoromethylamphetamine DOTFM

As well as the following members with additional substitutions:

See also

References

External links








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