 | |
 | |
| Clinical data | |
|---|---|
| Trade names | Dipidolor |
| AHFS/Drugs.com | International Drug Names |
| Pregnancy category |
|
| Routes of administration | Oral,IM,IV |
| ATC code | |
| Legal status | |
| Legal status |
|
| Pharmacokinetic data | |
| Protein binding | 95%[2] |
| Metabolism | Liver |
| Eliminationhalf-life | 4-10 hours (acute dosing), 17.4 hours (chronic dosing) |
| Identifiers | |
| |
| CAS Number |
|
| PubChemCID | |
| ChemSpider |
|
| UNII | |
| KEGG |
|
| ChEMBL | |
| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.005.569 |
| Chemical and physical data | |
| Formula | C27H34N4O |
| Molar mass | 430.596 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
 N Y (what is this?) (verify) | |
Piritramide[3] (R-3365, trade namesDipidolor,Piridolan,Pirium and others) is a syntheticopioidanalgesic (narcotic painkiller) that is marketed in certainEuropean countries including:Austria,Belgium,Czech Republic,Slovenia,Germany and theNetherlands.[4] It comes in free form, is about 0.75x times as potent asmorphine and is givenparenterally (by injection) for the treatment of severe pain.[4][5] Nausea, vomiting, respiratory depression and constipation are believed to be less frequent with piritramide than withmorphine (the gold standard opioid against which other opioids are compared and contrasted), and it produces more rapid-onset analgesia (pain relief) when compared to morphine andpethidine. After intravenous administration the onset of analgesia is as little as 1–2 minutes, which may be related to its greatlipophilicity.[6] The analgesic and sedative effects of piritramide are believed to be potentiated with phenothiazines and its emetic (nausea/vomiting-inducing) effects are suppressed.[6] Thevolume of distribution is 0.7-1 L/kg after a single dose, 4.7-6 L/kg after steady-state concentrations are achieved and up to 11.1 L/kg after prolonged dosing.[6]
Piritramide was developed and patented in Belgium, at Janssen, in 1960. It is part of an eponymous two-member class of opioids in clinical use with the other beingbezitramide (Burgodin). The closest chemical and structural relatives of piritramide in clinical use include thediphenoxylate family,fentanyl (both Janssen discoveries) and somewhat more distantlyalphaprodine.
Not being in clinical use in the United States, it is a Schedule I Narcotic controlled substance with a DEA ACSCN of 9642 and manufacturing quota of zero.[7]