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Details

Stereochemistry ACHIRAL
Molecular Formula C21H25NO2
Molecular Weight 323.4287
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

SMILES

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

InChI

InChIKey=BVURVTVDNWSNFN-UHFFFAOYSA-N
InChI=1S/C21H25NO2/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

HIDE SMILES / InChI
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

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

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

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

Sample Use Guides

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
Name Type Language
1-(-2-PHENETHYL)-4-PHENYL-4-ACETOXYPIPERIDINE
Systematic Name English
4-PIPERIDINOL, 1-PHENETHYL-4-PHENYL-, ACETATE (ESTER)
Common Name English
1-(2-PHENYLETHYL)-4-PHENYL-4-ACETOXYPIPERIDINE
Systematic Name English
4-PIPERIDINOL, 4-PHENYL-1-(2-PHENYLETHYL)-, ACETATE (ESTER)
Common Name English
MCV 4527
Code English
PEPAP
Common Name English
NIH 10460
Code English
IDS-NP-026
Code English
IDS-NP-026(SECT.3)
Code English
1-PHENETHYL-4-PHENYL-4-PIPERIDINOL ACETATE(ESTER)
Common Name English
Classification Tree Code System Code
DEA NO. 9663
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
YELLOW LIST NP 026
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
Code System Code Type Description
WIKIPEDIA
PEPAP
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
PRIMARY PEPAP (Phenethylphenylacetoxypiperidine) is an opioid analgesic that is an analog of pethidine (meperidine).It is related to the drug MPPP, with an N-phenethyl group in place of the N-methyl substitution and an acetate ester rather than propionate.
CAS
64-52-8
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
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DRUG BANK
DB01562
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
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PUBCHEM
60977
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
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EPA CompTox
DTXSID5048922
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
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FDA UNII
T6LN72I828
Created by admin on Fri Dec 15 18:14:37 GMT 2023 , Edited by admin on Fri Dec 15 18:14:37 GMT 2023
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