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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 of PIMINODINE DIHYDROCHLORIDE

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 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 ClH
Molecular Weight 36.461
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
The analgesic potency of piminodine (alvodine).
1960 Aug
A comparison of the pharmacology of two potent analgesic agents, piminodine (Win 14,098-2) and Win 13,797, with morphine and meperidine.
1961 May
The intravenous use of a new analgesic agent, piminodine in office urologic operative procedures.
1962 Jul-Aug
Intravenous Alvodine. A clinical evalution.
1963 May-Jun
ANALGESIA IN MYOCARDIAL INFARCTION: DOUBLE-BLIND COMPARISON OF PIMINODINE AND MORPHINE.
1965 May
The effect of narcotic analgesics on the uptake of 5-hydroxytryptamine and (-)-metaraminol by blood platelets.
1973 Apr
[New anti-curare and analeptic drug, Pimadin, and its use in anesthesia].
1973 Jul-Aug
Radioimmunoassay for anileridine, meperidine and other N-substituted phenylpiperidine carboxylic acid esters.
1975 Oct
Effect of narcotic analgesics on the striatal homovanillic acid content in mice; relation to antinociceptive effect.
1976 Feb
Investigation of narcotics and antitussives using drug discrimination techniques.
1979 Nov
Electronic-topological study of the structure-activity relationships in a series of piperidine morphinomimetics.
2002 Aug

Sample Use Guides

Single dose - 5 mg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:11:02 GMT 2023
Edited
by admin
on Sat Dec 16 11:11:02 GMT 2023
Record UNII
Z14O2MUP76
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PIMINODINE DIHYDROCHLORIDE
MI  
Common 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
PIMINODINE DIHYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
CAS
113862-30-9
Created by admin on Sat Dec 16 11:11:02 GMT 2023 , Edited by admin on Sat Dec 16 11:11:02 GMT 2023
PRIMARY
MERCK INDEX
m1226
Created by admin on Sat Dec 16 11:11:02 GMT 2023 , Edited by admin on Sat Dec 16 11:11:02 GMT 2023
PRIMARY Merck Index
FDA UNII
Z14O2MUP76
Created by admin on Sat Dec 16 11:11:02 GMT 2023 , Edited by admin on Sat Dec 16 11:11:02 GMT 2023
PRIMARY
PUBCHEM
72941654
Created by admin on Sat Dec 16 11:11:02 GMT 2023 , Edited by admin on Sat Dec 16 11:11:02 GMT 2023
PRIMARY
Related Record Type Details
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