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Details

Stereochemistry ACHIRAL
Molecular Formula C21H25NO2.ClH
Molecular Weight 359.89
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-(-2-PHENETHYL)-4-PHENYL-4-ACETOXYPIPERIDINE HYDROCHLORIDE

SMILES

Cl.CC(=O)OC1(CCN(CCC2=CC=CC=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=WQUUPFMHEQIXIV-UHFFFAOYSA-N
InChI=1S/C21H25NO2.ClH/c1-18(23)24-21(20-10-6-3-7-11-20)13-16-22(17-14-21)15-12-19-8-4-2-5-9-19;/h2-11H,12-17H2,1H3;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 C21H25NO2
Molecular Weight 323.4287
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

4-Piperidinol, 1-phenethyl-4-phenyl acetate (PEPAP) is a synthetic opioid discovered by Janssen in 1960. PEPAP is an analog of meperidine, it is abused and illegally sold on streets as a "synthetic heroin".

CNS Activity

CNS Active
4002
Curator's Comment: Known to be CNS active in mice. Drug of abuse.

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
QSAR study of 4-phenylpiperidine derivatives as mu opioid agonists by neural network method.
2006-02
Designer drugs that are potent inhibitors of CYP2D6.
2002-06
Compounds related to pethidine-IV. New general chemical methods of increasing the analgesic activity of pethidine.
1960-02

Sample Use Guides

In Vivo Use Guide
In a "hot plate" method compound was injected into mice subcutaneously. EC50 in the test was 6.9 ug/kg
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Tue Apr 01 16:26:38 GMT 2025
Edited
by admin
on Tue Apr 01 16:26:38 GMT 2025
Record UNII
QMW2FF5DH3
Record Status Validated (UNII)
Record Version
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Name Type Language
1-(-2-PHENETHYL)-4-PHENYL-4-ACETOXYPIPERIDINE HYDROCHLORIDE
Systematic Name English
PEPAP HYDROCHLORIDE
Preferred Name English
4-PIPERIDINOL, 1-PHENETHYL-4-PHENYL-, ACETATE, HYDROCHLORIDE
Systematic Name English
4-PIPERIDINOL, 4-PHENYL-1-(2-PHENYLETHYL)-, 4-ACETATE, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
CAS
860229-23-8
Created by admin on Tue Apr 01 16:26:38 GMT 2025 , Edited by admin on Tue Apr 01 16:26:38 GMT 2025
PRIMARY
FDA UNII
QMW2FF5DH3
Created by admin on Tue Apr 01 16:26:38 GMT 2025 , Edited by admin on Tue Apr 01 16:26:38 GMT 2025
PRIMARY
PUBCHEM
139593546
Created by admin on Tue Apr 01 16:26:38 GMT 2025 , Edited by admin on Tue Apr 01 16:26:38 GMT 2025
PRIMARY
Related Record Type Details
Structure of 1-(-2-PHENETHYL)-4-PHENYL-4-ACETOXYPIPERIDINE
PARENT -> SALT/SOLVATE
NIH
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