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Details

Stereochemistry ACHIRAL
Molecular Formula C23H30N2O2
Molecular Weight 366.4965
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIMINODINE

SMILES

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

InChI

InChIKey=PXXKIYPSXYFATG-UHFFFAOYSA-N
InChI=1S/C23H30N2O2/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

HIDE SMILES / InChI
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
A clinical study and comparison of analgesic drugs Alvodine, WIN 14,265-2 and WIN 14,465-2 with meperidine.
1962 Jan-Feb
The intravenous use of a new analgesic agent, piminodine in office urologic operative procedures.
1962 Jul-Aug
Piminodine as an adjunct to anesthesia.
1962 Mar
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
Name Type Language
PIMINODINE
INN   MI   WHO-DD  
INN  
Official Name English
IDS-NP-012
Code English
piminodine [INN]
Common Name English
PIMADIN (ANALGESIC)
Common Name English
CIMADON
Common Name English
Piminodine [WHO-DD]
Common Name English
PIMINODINE [MI]
Common Name English
PIMADIN
Common Name English
4-PIPERIDINECARBOXYLIC ACID, 4-PHENYL-1-(3-(PHENYLAMINO)PROPYL)-, ETHYL ESTER
Common Name English
ANOPRIDINE
Common Name English
PIMADINE
Common Name English
ISONIPECOTIC ACID, 1-(3-ANILINOPROPYL)-4-PHENYL-, ETHYL ESTER
Common Name English
Classification Tree Code System Code
DEA NO. 9730
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
Code System Code Type Description
DRUG CENTRAL
2170
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
EPA CompTox
DTXSID60159149
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
MERCK INDEX
m1226
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL2110995
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
INN
954
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
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MESH
C470591
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
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ECHA (EC/EINECS)
236-817-6
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
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EVMPD
SUB09844MIG
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
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FDA UNII
3IIX447HWS
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
SMS_ID
100000081954
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
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NCI_THESAURUS
C84060
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
CAS
13495-09-5
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
WIKIPEDIA
PIMINODINE
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY
PUBCHEM
21950
Created by admin on Fri Dec 15 16:19:12 GMT 2023 , Edited by admin on Fri Dec 15 16:19:12 GMT 2023
PRIMARY