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Systematic (IUPAC) name
Clinical data
Routes of
Legal status
Legal status
  • ℞ (Prescription only)
Pharmacokinetic data
Biological half-life 7-8 hours
CAS Number 21730-16-5
ATC code none
PubChem CID 65700
ChemSpider 59127
Chemical data
Formula C16H18N2
Molar mass 238.33 g/mol[[Script error: No such module "String".]]
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Metapramine (trade name Timaxel) is a tricyclic antidepressant (TCA) which was introduced for the treatment of depression in France in 1984.[1][2] In addition to its efficacy against affective disorders, it also has analgesic properties,[3][4] and may be useful in the treatment of pain.

Metapramine has desipramine-like effects, acting as a norepinephrine reuptake inhibitor without affecting the reuptake of serotonin or dopamine.[5][6][7] It has also been shown to act as a low-affinity NMDA receptor antagonist.[8] Metapramine's direct effects on serotonin, histamine, and muscarinic acetylcholine receptors have not been assayed, but uniquely among most TCAs, it has anecdotally been reported to lack anticholinergic effects.[9][7]

See also


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  1. Dictionary of organic compounds. London: Chapman & Hall. 1996. p. 13. ISBN 0-412-54090-8. 
  2. José Miguel Vela; Helmut Buschmann; Jörg Holenz; Antonio Párraga; Antoni Torrens (2007). Antidepressants, Antipsychotics, Anxiolytics: From Chemistry and Pharmacology to Clinical Application. Weinheim: Wiley-VCH. p. 248. ISBN 3-527-31058-4.  More than one of |pages= and |page= specified (help)
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  4. Fialip J, Marty H, Aumaitre O; et al. (1992). "Antinociceptive activity of metapramine in mice. Relationship with its pharmacokinetic properties". Life Sciences. 50 (3): 161–8. PMID 1731171. 
  5. Dagonneau H, Fonlupt P, Pacheco H (1986). "[Effects, in rats, of metapramine and carpipramine on the uptake of catecholamines and serotonin; relationship with 3H-imipramine binding]". Comptes Rendus Des Séances De La Société De Biologie Et De Ses Filiales (in French). 180 (1): 43–8. PMID 3017518. 
  6. Warter JM, Tranchant C, Marescaux C, Depaulis A, Lannes B, Vergnes M (1990). "Immediate effects of 14 non MAOI antidepressants in rats with spontaneous petit mal-like seizures". Progress in Neuro-psychopharmacology & Biological Psychiatry. 14 (2): 261–70. PMID 2106711. 
  7. 7.0 7.1 Bonierbale M, Dufour H, Scotto JC, Sutter JM (1976). "[Metapramine: antidepressant and psycho-stimulant]". L'Encéphale (in French). 2 (3): 219–23. PMID 1033059. 
  8. Boireau A, Bordier F, Durand G, Doble A (1996). "The antidepressant metapramine is a low-affinity antagonist at N-methyl-D-aspartic acid receptors". Neuropharmacology. 35 (12): 1703–7. PMID 9076749. 
  9. Dufour P, Billa JP, Fabre J, Roquebert J (1989). "[Evaluation of the central anticholinergic activity of antidepressants. Comparison of two experimental methods]". Annales Pharmaceutiques Françaises (in French). 47 (3): 135–41. PMID 2634929.