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Details

Stereochemistry ACHIRAL
Molecular Formula C23H30N2O2.C2H6O3S
Molecular Weight 476.629
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIMINODINE ESYLATE

SMILES

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

InChI

InChIKey=PRERKVDQJAYTGE-UHFFFAOYSA-N
InChI=1S/C23H30N2O2.C2H6O3S/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;1-2-6(3,4)5/h3-8,10-13,24H,2,9,14-19H2,1H3;2H2,1H3,(H,3,4,5)

HIDE SMILES / InChI

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

Molecular Formula C2H6O3S
Molecular Weight 110.132
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

PubMed

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

Sample Use Guides

Single dose - 5 mg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:35:59 GMT 2025
Edited
by admin
on Mon Mar 31 17:35:59 GMT 2025
Record UNII
2C29WCQ951
Record Status Validated (UNII)
Record Version
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Name Type Language
PIMINODINE ETHANESULFONATE
MI  
Preferred Name English
PIMINODINE ESYLATE
WHO-DD  
Common Name English
Piminodine esylate [WHO-DD]
Common Name English
4-PIPERIDINECARBOXYLIC ACID, 4-PHENYL-1-(3-(PHENYLAMINO)PROPYL)-, ETHYL ESTER, MONOETHANESULPHONATE
Common Name English
4-PIPERIDINECARBOXYLIC ACID, 4-PHENYL-1-(3-(PHENYLAMINO)PROPYL)-, ETHYL ESTER, MONOETHANESULFONATE
Common Name English
PIMINODINE ETHANESULFONATE [MI]
Common Name English
PIMINODINE ETHANESULPHONATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
Code System Code Type Description
CAS
7081-52-9
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY
PUBCHEM
3039186
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY
NCI_THESAURUS
C80987
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY
MERCK INDEX
m1226
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY Merck Index
FDA UNII
2C29WCQ951
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID60221072
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110995
Created by admin on Mon Mar 31 17:35:59 GMT 2025 , Edited by admin on Mon Mar 31 17:35:59 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY