N-Methyl-3-piperidyl benzilate

N-Methyl-3-piperidyl benzilate
N-Methyl-3-piperidyl benzilate
Systematic (IUPAC) name
(1-methylpiperidin-3-yl) 2-hydroxy-2,2-di(phenyl)acetate
Clinical data
Pregnancy cat.  ?
Legal status Schedule I (US)
Identifiers
CAS number 3321-80-0
ATC code  ?
PubChem CID 62495
ChemSpider 56274 YesY
ChEMBL CHEMBL139948 YesY
Chemical data
Formula C20H23NO3 
Mol. mass 325.40 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

N-Methyl-3-piperidyl benzilate (JB-336) is an anticholinergic drug related to the chemical warfare agent 3-Quinuclidinyl benzilate.

N-methyl-3-piperidyl benzilate is less potent and shorter acting than 3-quinuclidyl benzilate, but like 3-QNB its effects on the central nervous system predominate over peripheral effects. It produces deliriant and hallucinogenic effects similar to those of plants such as datura and may be used recreationally at low doses, however unpleasant side effects such as dysphoria, nausea and vomiting, dizziness and extreme dry mouth tend to make abuse of these kind of drugs uncommon. Both the N-methyl and N-ethyl analogues of 3-piperidyl benzilate are however Schedule I controlled drugs.

Radiolabelled versions of this drug are used in scientific research to map the distribution of muscarinic acetylcholine receptors in the brain.[1]

See also

References

  1. ^ Takahashi K, Murakami M, Miura S, Iida H, Kanno I, Uemura K. Synthesis and autoradiographic localization of muscarinic cholinergic antagonist (+)N-[11C]methyl-3-piperidyl benzilate as a potent radioligand for positron emission tomography. Applied Radiation and Isotopes. 1999 Mar;50(3):521-5.


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