Metapramine
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Metapramine
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| Systematic (IUPAC) name | |
| (±)-10,11-dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ℞ Prescription only |
| Routes | Oral |
| Pharmacokinetic data | |
| Half-life | 7-8 hours |
| Identifiers | |
| CAS number | 21730-16-5 |
| ATC code | None |
| PubChem | CID 65700 |
| ChemSpider | 59127 |
| UNII | 303954M7YF  |
| Chemical data | |
| Formula | C16H18N2 |
| Mol. mass | 238.33 g/mol |
Metapramine (trade names Prodastene, 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.[7][9]
See also
References
- ^ Dictionary of organic compounds. London: Chapman & Hall. 1996. p. 13. ISBN 0-412-54090-8. http://books.google.com/books?id=kfhQgpqxiVgC&lpg=PA1&dq=metapramine&as_brr=3&pg=PA13#v=onepage&q=metapramine&f=false.
- ^ 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. http://books.google.com/books?id=yXD4QA-Y_Z0C&lpg=PA248&dq=metapramine&as_brr=3&pg=PA248#v=onepage&q=&f=false.
- ^ Michael-Titus A, Costentin J (December 1987). "Analgesic effects of metapramine and evidence against the involvement of endogenous enkephalins in the analgesia induced by tricyclic antidepressants". Pain 31 (3): 391–400. doi:10.1016/0304-3959(87)90167-9. PMID 2827090.
- ^ 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. doi:10.1016/0024-3205(92)90268-T. PMID 1731171.
- ^ 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]" (in French). Comptes rendus des séances de la Société de biologie et de ses filiales 180 (1): 43–8. PMID 3017518.
- ^ 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.
- ^ a b Bonierbale M, Dufour H, Scotto JC, Sutter JM (1976). "[Metapramine: antidepressant and psycho-stimulant]" (in French). L'Encéphale 2 (3): 219–23. PMID 1033059.
- ^ 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. doi:10.1016/S0028-3908(96)00122-0. PMID 9076749. http://linkinghub.elsevier.com/retrieve/pii/S0028390896001220.
- ^ Dufour P, Billa JP, Fabre J, Roquebert J (1989). "[Evaluation of the central anticholinergic activity of antidepressants. Comparison of two experimental methods]" (in French). Annales Pharmaceutiques Françaises 47 (3): 135–41. PMID 2634929.
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