PHENOPERIDINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C23H29NO3
Molecular Weight	367.4813
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=IPOPQVVNCFQFRK-UHFFFAOYSA-N

InChI=1S/C23H29NO3/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

HIDE SMILES / InChI

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19186209 | https://www.ncbi.nlm.nih.gov/mesh/68010638 | https://onlinelibrary.wiley.com/doi/pdf/10.1111/j.1365-2044.1963.tb13699.x

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

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 619 Sources: https://books.google.ru/books?id=o-bzCAAAQBAJ&pg=PA394&lpg=PA394&dq=Operidine retrieved from A Concise Encyclopaedia of Psychiatry: D. Leigh, C.M. Pare, J. Marks, p.394 https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=1308.11	Primary		Approved 8583	Operidine Approved Use A narcotic analgesic

AUC

Value	Dose	Co-administered	Analyte	Population
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

T_1/2

Value	Dose	Co-administered	Analyte	Population
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

F_unbound

Value	Dose	Co-administered	Analyte	Population
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

Dose	Population	Adverse 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

Title	Date	PubMed
The consolidation of neuroleptic therapy: Janssen, the discovery of haloperidol and its introduction into clinical practice.	2009-04-29	19186209
Contemporary strategies to preserve renal function during cardiac and vascular surgery.	2003	12556734
Motor neuropathy associated with cimetidine.	1980-10-11	7427548

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:28:13 GMT 2025` Edited by `admin` on `Wed Apr 02 08:28:13 GMT 2025`
Record UNII	G9BH09J4JW
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

IDS-NP-010

Preferred Name

English

PHENOPERIDINE

Official Name

English

phenoperidine [INN]

Common Name

English

DL-PHENOPERIDINE

Common Name

English

R 1406

Code

English

ISONIPECOTIC ACID, 1-(3-HYDROXY-3-PHENYLPROPYL)-4-PHENYL-, ETHYL ESTER

Systematic Name

English

FENOPERIDINA

Common Name

English

PHENOPERIDINE [MI]

Common Name

English

NIH 7591

Code

English

Phenoperidine [WHO-DD]

Common Name

English

FENOPERIDINE

Common Name

English

NIH-7591

Code

English

R-1406

Code

English

1-(3-HYDROXY-3-PHENYLPROPYL)-4-PHENYLPIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

N01AH04