Metapramine

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Metapramine
Metapramine skeletal.svg
Systematic (IUPAC) name
(±)-10,11-dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine
Clinical data
Legal status
  • ℞ (Prescription only)
Routes of
administration		 Oral
Pharmacokinetic data
Biological half-life 7-8 hours
Identifiers
CAS Number 21730-16-5
ATC code none
PubChem CID: 65700
ChemSpider 59127
UNII 303954M7YF YesY
Chemical data
Formula C16H18N2
Molecular mass 238.33 g/mol
  • CNC1CC2=C(C=CC=C2)N(C)C3=CC=CC=C31

Metapramine (trade names Prodastene, Timaxel) is a tricyclic antidepressant (TCA) developed by Rhone Poulenc[1] that was introduced for the treatment of depression in France in 1984.[2][3] In addition to its efficacy against affective disorders, it also has analgesic properties,[4][5] 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.[6][7][8] It has also been shown to act as a low-affinity NMDA receptor antagonist.[9] 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.[8][10]

References

  1. ↑ US Patent 3622565 - DIBENZAZEPINE DERIVATIVES AND THEIR PREPARATION
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  8. ↑ 8.0 8.1 Lua error in package.lua at line 80: module 'strict' not found.
  9. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  10. ↑ Lua error in package.lua at line 80: module 'strict' not found.



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