Noxiptiline
Chemical compound
From Wikipedia, the free encyclopedia
Noxiptiline (brand names Agedal, Elronon, Nogedal), also known as noxiptyline and dibenzoxine, is a tricyclic antidepressant (TCA) that was introduced in Europe in the 1970s for the treatment of depression.[2][3][4] It has imipramine-like effects,[5] acting as a serotonin and norepinephrine reuptake inhibitor, among other properties.[6][7] Of the TCAs, noxiptiline has been described as one of the most effective, rivaling amitriptyline in clinical efficacy.[8][9]
| Clinical data | |
|---|---|
| Trade names | Agedal, Elronon, Nogedal |
| Routes of administration | Oral |
| ATC code |
|
| Legal status | |
| Legal status | |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII |
|
| ChEBI | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C19H22N2O |
| Molar mass | 294.398 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
Synthesis
The ketone dibenzosuberenone (1) is treated with hydroxylamine (2) to give its ketoxime (3). Base-catalyzed alkylation with ClCH2CH2N(CH3)2 (4) yields noxiptiline.[10][11][12]