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Details

Stereochemistry RACEMIC
Molecular Formula C23H29NO3.ClH
Molecular Weight 403.942
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENOPERIDINE HYDROCHLORIDE

SMILES

Cl.CCOC(=O)C1(CCN(CCC(O)C2=CC=CC=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=HGEAGOBQOIMDQV-UHFFFAOYSA-N
InChI=1S/C23H29NO3.ClH/c1-2-27-22(26)23(20-11-7-4-8-12-20)14-17-24(18-15-23)16-13-21(25)19-9-5-3-6-10-19;/h3-12,21,25H,2,13-18H2,1H3;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 C23H29NO3
Molecular Weight 367.4813
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

PHENOPERIDINE is an opioid analgesic partly metabolized to meperidine in the liver. It is derived from pethidine by replacing the N methyl by a phenyl propanol chain. It is reputed to be a typical morphine-like analgesic characterized by its high potency, rapid onset of action, the intensity of its peak effect and the short duration of its pharmacological effects. It is used in general anesthesia.

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
Operidine

Approved Use

A narcotic analgesic
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1330 ng × min/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/4027103/
2 mg single, intravenous
dose: 2 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PHENOPERIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
193 min
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/4027103/
2 mg single, intravenous
dose: 2 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PHENOPERIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
21.17%
EXPERIMENT
https://academic.oup.com/jpp/article-abstract/34/Supplement_12/95P/6198346?redirectedFrom=PDF
15 μg/kg bw single, intravenous
dose: 15 μg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PHENOPERIDINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
2 mg single, intravenous
Studied dose
Dose: 2 mg
Route: intravenous
Route: single
Dose: 2 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7047171/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/7047171/
Sources:
https://pubmed.ncbi.nlm.nih.gov/7047171/
PubMed

PubMed

TitleDatePubMed
The consolidation of neuroleptic therapy: Janssen, the discovery of haloperidol and its introduction into clinical practice.
2009-04-29
Contemporary strategies to preserve renal function during cardiac and vascular surgery.
2003
Motor neuropathy associated with cimetidine.
1980-10-11
Patents

Patents

20040068222
2
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:45:06 GMT 2025
Edited
by admin
on Mon Mar 31 17:45:06 GMT 2025
Record UNII
1D9C1OK7KZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENOPERIDINE HYDROCHLORIDE
MI   WHO-DD  
Common Name English
LEALGIN
Preferred Name English
OPERIDINE
Brand Name English
PHENOPERIDINE HYDROCHLORIDE [MI]
Common Name English
Phenoperidine hydrochloride [WHO-DD]
Common Name English
4-PIPERIDINECARBOXYLIC ACID, 1-(3-HYDROXY-3-PHENYLPROPYL)-4-PHENYL-, ETHYL ESTER, HYDROCHLORIDE (1:1)
Common Name English
ISONIPECOTIC ACID, 1-(3-HYDROXY-3-PHENYLPROPYL)-4-PHENYL-, ETHYL ESTER, HYDROCHLORIDE
Common Name English
4-PIPERIDINECARBOXYLIC ACID, 1-(3-HYDROXY-3-PHENYLPROPYL)-4-PHENYL-, ETHYL ESTER, HYDROCHLORIDE
Common Name English
PHENOPERIDINE HCL
Common Name English
Code System Code Type Description
CHEBI
31984
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
SMS_ID
100000085293
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
FDA UNII
1D9C1OK7KZ
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
CAS
3627-49-4
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
EVMPD
SUB03758MIG
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
PUBCHEM
19260
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
RXCUI
106508
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY RxNorm
ECHA (EC/EINECS)
222-846-1
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
EPA CompTox
DTXSID10957657
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY
MERCK INDEX
m8632
Created by admin on Mon Mar 31 17:45:06 GMT 2025 , Edited by admin on Mon Mar 31 17:45:06 GMT 2025
PRIMARY Merck Index
Related Record Type Details
Structure of PHENOPERIDINE
PARENT -> SALT/SOLVATE
NIH
NCATS
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