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Trimipramine

Trimipramine
Clinical data
Trade namesSurmontil, others
Other namesTrimeproprimine; IF-6120; IL-6001; RP-7162; 2'-Methylimipramine; β-Methylimipramine
AHFS/Drugs.com
MedlinePlusa602010
License data
Pregnancy
category
  • AU: C
Routes of
administration		Oral, intramuscular injection, intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability41%[2][3][4][5]
Protein binding94.9%[2][3][4][5]
MetabolismHepatic[2][3][4][5]
Elimination half-life23–24 hours[2][3][4][5]
ExcretionRenal[2][3][4][5]
Identifiers
  • (±)-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-amine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.010.917 Edit this at Wikidata
Chemical and physical data
FormulaC20H26N2
Molar mass294.442 g·mol−1
3D model (JSmol)
  • c1cc3c(cc1)CCc2c(cccc2)N3CC(C)CN(C)C
  • InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3 checkY
  • Key:ZSCDBOWYZJWBIY-UHFFFAOYSA-N checkY
  (verify)

Trimipramine, sold under the brand name Surmontil among others, is a tricyclic antidepressant (TCA) which is used to treat depression.[6][7][8][9] It has also been used for its sedative, anxiolytic, and weak antipsychotic effects in the treatment of insomnia, anxiety disorders, and psychosis, respectively.[6][7][8][9] The drug is described as an atypical or "second-generation" TCA because, unlike other TCAs, it seems to be a fairly weak monoamine reuptake inhibitor.[10] Similarly to other TCAs, however, trimipramine does have antihistamine, antiserotonergic, antiadrenergic, antidopaminergic, and anticholinergic activities.[6][7][8][9]

  1. ^ 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.
  2. ^ a b c d e "PRODUCT INFORMATION SURMONTIL Tablets and Capsules" (PDF). TGA eBusiness Services. Aspen Pharmacare Australia Pty Ltd. 28 November 2012. Retrieved 30 November 2013.
  3. ^ a b c d e "SURMONTIL (trimipramine maleate) capsule [Duramed Pharmaceuticals Inc]". DailyMed. Duramed Pharmaceuticals Inc. December 2012. Retrieved 30 November 2013.
  4. ^ a b c d e "Surmontil, Trimip (trimipramine) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 30 November 2013.
  5. ^ a b c d e "Trimipramine 50mg Capsules - Summary of Product Characteristics (SPC)". electronic Medicines Compendium. Zentiva. 19 November 2012. Retrieved 30 November 2013.
  6. ^ a b c Berger M, Gastpar M (1996). "Trimipramine: a challenge to current concepts on antidepressives". Eur Arch Psychiatry Clin Neurosci. 246 (5): 235–9. doi:10.1007/bf02190274. PMID 8863001. S2CID 29596291.
  7. ^ a b c Gastpar M (1989). "Clinical originality and new biology of trimipramine". Drugs. 38 (Suppl 1): 43–8, discussion 49–50. doi:10.2165/00003495-198900381-00010. PMID 2693055. S2CID 23302529.
  8. ^ a b c Pecknold JC, Luthe L (1989). "Trimipramine, anxiety, depression and sleep". Drugs. 38 (Suppl 1): 25–31, discussion 49–50. doi:10.2165/00003495-198900381-00007. PMID 2693052. S2CID 20347877.
  9. ^ a b c Lapierre YD (1989). "A review of trimipramine. 30 years of clinical use". Drugs. 38 (Suppl 1): 17–24, discussion 49–50. doi:10.2165/00003495-198900381-00006. PMID 2693051. S2CID 22227558.
  10. ^ Cite error: The named reference pmid9090573 was invoked but never defined (see the help page).
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