N-Ethyl-3-piperidyl benzilate

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N-Ethyl-3-piperidyl benzilate
Ethylpiperidinylbenzilate.svg
Systematic (IUPAC) name
(1-ethylpiperidin-3-yl) 2-hydroxy-2,2-di(phenyl)acetate
Clinical data
Legal status Schedule I (US)
Identifiers
CAS number 3567-12-2 YesY
ATC code ?
PubChem CID 62504
ChemSpider 56281 YesY
ChEMBL CHEMBL342669 YesY
Chemical data
Formula C21H25NO3 
Mol. mass 339.43 g/mol
 YesY (what is this?)  (verify)

N-Ethyl-3-piperidyl benzilate (JB-318) is an anticholinergic drug related to the chemical warfare agent 3-Quinuclidinyl benzilate.

N-Ethyl-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 drugs of this kind uncommon. Both the N-methyl and N-ethyl analogues of 3-piperidyl benzilate are however Schedule I controlled drugs.

Radiolabelled versions of this drug have been used in scientific research to map the distribution of muscarinic acetylcholine receptors in the brain, however this drug has slightly lower binding affinity than the N-methyl analogue and so is less potent and not so widely used for this application.[1]

See also[edit]

References[edit]

  1. ^ Nishiyama S, Tsukada H, Sato K, Kakiuchi T, Ohba H, Harada N, Takahashi K (2001). "Evaluation of PET ligands (+)N-[11C]ethyl-3-piperidyl benzilate and (+)N-[11C]propyl-3-piperidyl benzilate for muscarinic cholinergic receptors: a PET study with microdialysis in comparison with (+)N-[11C]methyl-3-piperidyl benzilate in the conscious monkey brain". Synapse 40 (3): 159–169. doi:10.1002/syn.1038. PMID 11304753.