2,5-Dimethoxy-4-sec-butylamphetamine


2,5-Dimethoxy-4-sec-butylamphetamine, also known as 1--2-aminopropane, is a serotonin receptor modulator of the phenethylamine, amphetamine, and DOx families.

Use and effects

In humans, DOSB is active at doses of 25 to 30mg orally. Similarly to DOBU, it is said that there is a "strong stimulation factor, with real and long-lasting sleep disturbance". In a subsequent publication however, Alexander Shulgin stated that DOSB was inactive at 25mg orally. David E. Nichols also said that DOSB was inactive at up to 10mg orally.

Pharmacology

The affinity of DOSB for the rat serotonin 5-HT2 receptor was about 7.8nM. For comparison, the affinities of LSD and DOM in the same study were 6.31nM and 18.6nM, respectively. DOSB substitutes for LSD in rodent drug discrimination tests, albeit much less potently than DOM and with only partial generalization. However, in a subsequent study, full generalization was obtained.

Chemistry

DOSB is part of the series of straight-chain and branched-chain 4-alkylated DOx drugs that also includes DOM, DOET, DOPR, DOBU, DOAM, and DOHx, among others.
Some other notable analogues of DOSB include DOBU, DOIB, and DOTB.

History

DOSB was first described in the scientific literature by David E. Nichols and colleagues by 1984.

Society and culture

Legal status

Canada

DOSB is a controlled substance in Canada under phenethylamine blanket-ban language.