Maprotiline

Maprotiline
Clinical data
Trade namesLudiomil, others
Other namesMaprotiline hydrochloride; Maprotiline methanesulfonate; Ba 34276[1][2][3]
AHFS/Drugs.comMonograph
MedlinePlusa682158
Routes of
administration		Oral, intramuscular, intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability66–70%
Protein binding88%
Metabolismhepatic
Onset of action6 hours
Elimination half-life27–58 hours
ExcretionUrine (57%) and bile (30%) as glucuronides, 3–4% as unchanged drug
Identifiers
  • N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.030.532 Edit this at Wikidata
Chemical and physical data
FormulaC20H23N
Molar mass277.411 g·mol−1
3D model (JSmol)
  • CNCCC[C@]12CC[C@H](c3ccccc31)c1ccccc12
  • InChI=1S/C20H23N/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20/h2-5,7-10,15,21H,6,11-14H2,1H3/t15-,20+ ☒N
  • Key:QSLMDECMDJKHMQ-GSXCWMCISA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Maprotiline, sold under the brand name Ludiomil among others, is a tetracyclic antidepressant (TeCA) that is used in the treatment of depression.[5] It may alternatively be classified as a tricyclic antidepressant (TCA), specifically a secondary amine.[5] In terms of its chemistry and pharmacology, maprotiline is closely related to such-other secondary-amine TCAs as nortriptyline and protriptyline and has similar effects to them,[6][5] albeit with more distinct anxiolytic effects.[7][8][9] Additionally, whereas protriptyline tends to be somewhat more stimulating and in any case is distinctly more-or-less non-sedating,[10] mild degrees of sedation may be experienced with maprotiline.[11]

  1. ^ Cite error: The named reference Elks2014 was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference IndexNominum2000 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference Drugs.com was invoked but never defined (see the help page).
  4. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  5. ^ a b c Cite error: The named reference LemkeWilliams2012 was invoked but never defined (see the help page).
  6. ^ Cite error: The named reference Zhou2013 was invoked but never defined (see the help page).
  7. ^ Guimarães FS, Zuardi AW, Graeff FG (January 1987). "Effect of chlorimipramine and maprotiline on experimental anxiety in humans". Journal of Psychopharmacology. 1 (3): 184–192. doi:10.1177/026988118700100305. PMID 22158980. S2CID 8444656.
  8. ^ Vinader-Caerols C, Martos AJ, Monleón S, Arenas MC, Parra A (2006). "Acute effects of maprotiline on learning, anxiety, activity and analgesia in male and female mice". Acta Neurobiologiae Experimentalis. 66 (1): 23–31. doi:10.55782/ane-2006-1584. PMID 16617674.
  9. ^ Pecknold JC, Familamiri P, McClure DJ, Elie R, Chang H (May 1985). "Trimipramine and maprotiline: antidepressant, anxiolytic, and cardiotoxic comparison". The Journal of Clinical Psychiatry. 46 (5): 166–171. PMID 2859273.
  10. ^ Brownell LG, Perez-Padilla R, West P, Kryger MH (1983). "The role of protriptyline in obstructive sleep apnea". Bulletin Européen de Physiopathologie Respiratoire. 19 (6): 621–4. PMID 6360257.
  11. ^ Holmberg G (May 1988). "Sedative effects of maprotiline and amitriptyline". Acta Psychiatrica Scandinavica. 77 (5): 584–6. doi:10.1111/j.1600-0447.1988.tb05171.x. PMID 3044007. S2CID 41977086.