PIMINODINE DIHYDROCHLORIDE

US Previously Marketed

First approved in 1960

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H30N2O2.2ClH
Molecular Weight	439.418
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.Cl.CCOC(=O)C1(CCN(CCCNC2=CC=CC=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=NNUYKVKCPSVJRZ-UHFFFAOYSA-N

InChI=1S/C23H30N2O2.2ClH/c1-2-27-22(26)23(20-10-5-3-6-11-20)14-18-25(19-15-23)17-9-16-24-21-12-7-4-8-13-21;;/h3-8,10-13,24H,2,9,14-19H2,1H3;2*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	C23H30N2O2
Molecular Weight	366.4965
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14449347 | https://www.ncbi.nlm.nih.gov/pubmed/4740642 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 982, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ | Vardanyan, R. (2017) Piperidine-Based Drug Discovery, page 167, retrieved from: https://books.google.ru/books?id=szxHDgAAQBAJ

Piminodine is an analog of pethidine. It was used in medicine for obstetric analgesia and in dental procedures briefly during the 1960s and 1970s, but has largely fallen out of clinical use. Piminodine produces analgesia, sedation and euphoria and has typical side effects associated with opioids, including potentially serious respiratory depression, which can be life-threatening. Piminodine was more potent than desipramine and protriptyline under similar conditions. Compared to meperidine, piminodine is more potent and gives smoother duration. Piminodine can be addictive. Piminodine is currently a Schedule II controlled substance in the United States.

Approval Year

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L2JFM
ABI Chem	AC1Q64VM
AbovChem LLC	HY-U00297
Ambinter	Amb22056069	http://www.ambinter.com/reference/22056069
Chem Scene	CS-7266	http://www.chemscene.com/13495-09-5.html
eMolecules	193084499
MedChem Express	HY-U00297	http://www.medchemexpress.com/Piminodine.html
MuseChem	M051920	https://www.musechem.com/product/M051920.html
NovoSeek	21950
Parchem	57752	https://www.parchem.com/chemical-supplier-distributor/Piminodine-057752.aspx
Smolecule	S539693	http://www.smolecule.com/products/s539693
THE BioTek	bt-278359	https://www.thebiotek.com/product/inhibitors/bt-278359
Toronto Research Chemicals	P446700
Yick-Vic Chemicals & Pharmaceuticals (HK) Ltd.	PH-0685
ZINC	ZINC000004217303	http://zinc15.docking.org/substances/ZINC000004217303

PubMed

Title	Date	PubMed
Electronic-topological study of the structure-activity relationships in a series of piperidine morphinomimetics.	2002-08	12171562
Investigation of narcotics and antitussives using drug discrimination techniques.	1979-11	41087
Effect of narcotic analgesics on the striatal homovanillic acid content in mice; relation to antinociceptive effect.	1976-02	4679
Radioimmunoassay for anileridine, meperidine and other N-substituted phenylpiperidine carboxylic acid esters.	1975-10	1242820
[New anti-curare and analeptic drug, Pimadin, and its use in anesthesia].	1973-07-01	4148724
The effect of narcotic analgesics on the uptake of 5-hydroxytryptamine and (-)-metaraminol by blood platelets.	1973-04	4740642
ANALGESIA IN MYOCARDIAL INFARCTION: DOUBLE-BLIND COMPARISON OF PIMINODINE AND MORPHINE.	1965-05	14280887
Intravenous Alvodine. A clinical evalution.	1963-05-01	13999300
The intravenous use of a new analgesic agent, piminodine in office urologic operative procedures.	1962-07-01	14449347
Piminodine as an adjunct to anesthesia.	1962-03	14495928
A clinical study and comparison of analgesic drugs Alvodine, WIN 14,265-2 and WIN 14,465-2 with meperidine.	1962-01-01	13868602
A comparison of the pharmacology of two potent analgesic agents, piminodine (Win 14,098-2) and Win 13,797, with morphine and meperidine.	1961-05	13786579
The analgesic potency of piminodine (alvodine).	1960-08	13815493

Sample Use Guides

In Vivo Use Guide

Single dose - 5 mg

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:41:02 GMT 2025` Edited by `admin` on `Mon Mar 31 23:41:02 GMT 2025`
Record UNII	Z14O2MUP76
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIMINODINE DIHYDROCHLORIDE

Common Name

English

PIMINODINE DIHYDROCHLORIDE [MI]

Preferred Name

English

ETHYL 4-PHENYL-1-((3-PHENYLAMINO)PROPYL)-4-PIPERIDINECARBOXYLATE DIHYDROCHLORIDE

Systematic Name

English

4-PIPERIDINECARBOXYLIC ACID, 4-PHENYL-1-(3-(PHENYLAMINO)PROPYL)-, ETHYL ESTER, HYDROCHLORIDE (1:2)

Systematic Name

English

Code System Code Type Description

CAS

113862-30-9

Created by admin on Mon Mar 31 23:41:02 GMT 2025 , Edited by admin on Mon Mar 31 23:41:02 GMT 2025

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MERCK INDEX

m1226

Created by admin on Mon Mar 31 23:41:02 GMT 2025 , Edited by admin on Mon Mar 31 23:41:02 GMT 2025

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Merck Index

FDA UNII

Z14O2MUP76

Created by admin on Mon Mar 31 23:41:02 GMT 2025 , Edited by admin on Mon Mar 31 23:41:02 GMT 2025

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PUBCHEM

72941654

Created by admin on Mon Mar 31 23:41:02 GMT 2025 , Edited by admin on Mon Mar 31 23:41:02 GMT 2025

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