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
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
| 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 |
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
| Title | Date | PubMed |
|---|---|---|
| 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 |
| Substance Class |
Chemical
Created
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Edited
Mon Mar 31 18:24:59 GMT 2025
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| Record UNII |
3IIX447HWS
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Validated (UNII)
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DEA NO. |
9730
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NCI_THESAURUS |
C67413
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2170
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DTXSID60159149
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m1226
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CHEMBL2110995
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954
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C470591
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236-817-6
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SUB09844MIG
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100000081954
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C84060
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13495-09-5
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PIMINODINE
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21950
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SALT/SOLVATE -> PARENT |
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
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SALT/SOLVATE -> PARENT |
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
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ACTIVE MOIETY |
