4-HO-MPMI (also known as 4-Hydroxy-''N''-methyl-(α,''N''-trimethylene)-tryptamine or lucigenol) is a
tryptamine
Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the firs ...
derivative
In mathematics, the derivative is a fundamental tool that quantifies the sensitivity to change of a function's output with respect to its input. The derivative of a function of a single variable at a chosen input value, when it exists, is t ...
that is a
psychedelic drug. It was developed by the team led by
David Nichols from
Purdue University
Purdue University is a Public university#United States, public Land-grant university, land-grant research university in West Lafayette, Indiana, United States, and the flagship campus of the Purdue University system. The university was founded ...
in the late 1990s. This compound produces hallucinogen-appropriate responding in animal tests with a similar potency to the
amphetamine
Amphetamine (contracted from Alpha and beta carbon, alpha-methylphenethylamine, methylphenethylamine) is a central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, an ...
-
derived psychedelic
DOI, and has two
enantiomer
In chemistry, an enantiomer (Help:IPA/English, /ɪˈnænti.əmər, ɛ-, -oʊ-/ Help:Pronunciation respelling key, ''ih-NAN-tee-ə-mər''), also known as an optical isomer, antipode, or optical antipode, is one of a pair of molecular entities whi ...
s, with only the (''R'')-enantiomer being active.
The binding affinity for 5-HT2A receptor is 13 ± 2 nM (Ki
25IOI). It is reported at doses starting at 0.5 mg and 1.0-1.5 mg seem to be psychedelic doses. The duration it is reported between six and eight hours. Available (anecdotal) data on subjective effects report open- and closed-eye visuals, sedation, and anxiety.
See also
*
4-HO-pyr-T
*
4-HO-McPeT
*
5F-MPMI
*
5-MeO-MPMI
*
5-MeO-pyr-T
*
CP-135,807
*
MPMI
*
SN-22
References
{{DEFAULTSORT:4-HO-MPMI
Alpha-Alkyltryptamines
Designer drugs
N,N-Dialkyltryptamines
4-Hydroxytryptamines
Pyrrolidinylmethylindoles
Psychedelic tryptamines