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Details

Stereochemistry RACEMIC
Molecular Formula C21H25NO3.ClH
Molecular Weight 375.889
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-ETHYL-3-PIPERIDYLBENZILATE HYDROCHLORIDE

SMILES

Cl.CCN1CCCC(C1)OC(=O)C(O)(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=DKXADVGOZWGRNK-UHFFFAOYSA-N
InChI=1S/C21H25NO3.ClH/c1-2-22-15-9-14-19(16-22)25-20(23)21(24,17-10-5-3-6-11-17)18-12-7-4-8-13-18;/h3-8,10-13,19,24H,2,9,14-16H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C21H25NO3
Molecular Weight 339.4281
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

N-Ethyl-3-piperidyl benzilate (JB-318) is an anticholinergic drug. It is a potent hallucinogenic agent. JB-318 is a psychotomimetic, it has an antitremor action in patients with Parkinson disease.

CNS Activity

Curator's Comment: The most characteristic psychological aspects of the JB 318 (N-ethyl-3-piperidyl-benzilate) reaction were self-preoccupation, self-imposed stereotypy of behavior, and a reduced awareness of the environment. The post-JB 318 hypomania was a sort of emotional rebound phenomenon—a defensive reaction akin to counterphobic mechanisms which consisted of denial and reaction formation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.46 nM [Ki]
Conditions
PubMed

PubMed

TitleDatePubMed
Evaluation of PET ligands (+)N-[(11)C]ethyl-3-piperidyl benzilate and (+)N-[(11)C]propyl-3-piperidyl benzilate for muscarinic cholinergic receptors: a PET study with microdialysis in comparison with (+)N-[(11)C]methyl-3-piperidyl benzilate in the conscious monkey brain.
2001 Jun 1
Patents

Sample Use Guides

N-Ethyl-3-piperidyl benzilate (JB-318) 15 mg were administered orally to 10 medical students
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: JB-318* is a JB-318 tritiated derivative.
In order to determine whether perehlorie acid completely extracted JB-318* from tissues, various amounts (1--10 ug) of JB-318* were added to aqueous homogenates of brain and kidney which were then incubated at 0 degrees for 1 hour.
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:30:02 GMT 2023
Edited
by admin
on Sat Dec 16 11:30:02 GMT 2023
Record UNII
2Y9D6CFP9H
Record Status Validated (UNII)
Record Version
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Name Type Language
N-ETHYL-3-PIPERIDYLBENZILATE HYDROCHLORIDE
Systematic Name English
BENZILIC ACID, 1-ETHYL-3-PIPERIDYL ESTER HYDROCHLORIDE
Systematic Name English
3-PIPERIDINOL, 1-ETHYL-, BENZILATE (ESTER), HYDROCHLORIDE
Systematic Name English
BENZENEACETIC ACID, .ALPHA.-HYDROXY-.ALPHA.-PHENYL-, 1-ETHYL-3-PIPERIDINYL ESTER, HYDROCHLORIDE
Systematic Name English
N-ETHYL-3-PIPERIDYL BENZILATE HYDROCHLORIDE
Systematic Name English
N-ETHYL-3-PIPERIDYLDIPHENYLGLYCOLATE HYDROCHLORIDE
Systematic Name English
JB-318
Code English
N-ETHYL-3-PIPERIDYLBENZYLATE HYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
2Y9D6CFP9H
Created by admin on Sat Dec 16 11:30:02 GMT 2023 , Edited by admin on Sat Dec 16 11:30:02 GMT 2023
PRIMARY
CAS
5957-24-4
Created by admin on Sat Dec 16 11:30:02 GMT 2023 , Edited by admin on Sat Dec 16 11:30:02 GMT 2023
PRIMARY
PUBCHEM
10090905
Created by admin on Sat Dec 16 11:30:02 GMT 2023 , Edited by admin on Sat Dec 16 11:30:02 GMT 2023
PRIMARY
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