DOOH, also known as 2,5-dimethoxy-4-hydroxyamphetamine, is a chemical compound of the phenethylamine, amphetamine, and DOx families related to the psychedelic drug DOM. In contrast to DOM and other DOx drugs, DOOH appears to be inactive.

Pharmacology Pharmacodynamics DOOH showed no affinity for the serotonin 5-HT2A receptor (Ki = >50,000nM). This was in notable contrast to closely related compounds like DOM (the 4-methyl analogue) and TMA-2 (the 4-methoxy analogue) (Ki = 100nM and 1,250nM, respectively). Hence, DOOH showed more than 40- to 500-fold lower affinity for the receptor than these analogues.

Chemistry Synthesis The chemical synthesis of DOOH has been described.

History DOOH was first described in the scientific literature by George Anderson and colleagues by 1978. Subsequently, its pharmacology was described by Richard Glennon and colleagues in 1989 and 1990.

See also DOx (psychedelics)

References

External links DOOH - Isomer Design