2S,6S-DMBMPP
   HOME

TheInfoList



OR:

DMBMPP, or 2-(2,5-dimethoxy-4-bromobenzyl)-6-(2-methoxyphenyl)piperidine, is a 2-benzylpiperidine
analog Analog or analogue may refer to: Computing and electronics * Analog signal, in which information is encoded in a continuous variable ** Analog device, an apparatus that operates on analog signals *** Analog electronics, circuits which use analo ...
of the hallucinogenic ''N''-benzylphenethylamine
25B-NBOMe 25B-NBOMe (NBOMe-2C-B, Cimbi-36, Nova, BOM 2-CB) is a derivative of the phenethylamine psychedelic 2C-B, discovered in 2004 by Ralf Heim at the Free University of Berlin. It acts as a potent full agonist for the 5HT2A receptor. Anecdotal rep ...
and was discovered in 2011 by Jose Juncosa in the group of
David E. Nichols David Earl Nichols (born December 23, 1944, Covington, Kentucky) is an Americans, American pharmacologist and medicinal chemist. Previously the Robert C. and Charlotte P. Anderson Distinguished Chair in Pharmacology at Purdue University, Nichol ...
at
Purdue University Purdue University is a public land-grant research university in West Lafayette, Indiana, and the flagship campus of the Purdue University system. The university was founded in 1869 after Lafayette businessman John Purdue donated land and money ...
. DMBPP differs from 25B-NBOMe by having a piperidine ring conformed to the amine, making for a more rigid molecular structure than that of the open-chain 25B-NBOMe. The presence of the piperidine ring introduces two stereocenters, thus, four stereoisomers of this compound can be made.


Pharmacology

The (''S'',''S'')-isomer (2''S'',6''S''-DMBMPP) is the most interesting scientifically as it is the most selective
agonist An agonist is a chemical that activates a receptor to produce a biological response. Receptors are cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an antagonist blocks the action of the ago ...
for the human 5-HT2A receptor yet discovered, with a Ki of 2.5 nM at the human 5-HT2A receptor and with 124-fold selectivity for 5-HT2A over the structurally similar 5-HT2C-receptor. Together with
25CN-NBOH Pharmacology '25CN-NBOH'' (sometimes also referred to as NBOH-2C-CN) is a compound indirectly derived from the phenethylamine series of hallucinogens, which was discovered in 2014 ba group of researchersat the University of Copenhagen. This co ...
, 2S,6S-DMBMPP is the only known 5-HT2A agonist to exhibit this level of selectivity.


See also

*
25CN-NBOH Pharmacology '25CN-NBOH'' (sometimes also referred to as NBOH-2C-CN) is a compound indirectly derived from the phenethylamine series of hallucinogens, which was discovered in 2014 ba group of researchersat the University of Copenhagen. This co ...
*
25B-NBOMe 25B-NBOMe (NBOMe-2C-B, Cimbi-36, Nova, BOM 2-CB) is a derivative of the phenethylamine psychedelic 2C-B, discovered in 2004 by Ralf Heim at the Free University of Berlin. It acts as a potent full agonist for the 5HT2A receptor. Anecdotal rep ...


References

2-Benzylpiperidines 2C (psychedelics) 5-HT2A agonists Organobromides {{Hallucinogen-stub