{"ATC Code":["N - Nervous system","N06 - Psychoanaleptics","N06A - Antidepressants","N06AA - Non-selective monoamine reuptake inhibitors","N06AA06 - Trimipramine","QN - Nervous system","QN06 - Psychoanaleptics","QN06A - Antidepressants","QN06AA - Non-selective monoamine reuptake inhibitors","QN06AA06 - Trimipramine"],"Absorption, Distribution and Excretion":"Rapid absorption","Aliases":["Trimipramine","739-71-9","Trimeprimine","Trimeproprimine","Sapilent","β-Methylimipramine","Trimeprimina","Trimipramina","Trimipraminum","7162 RP","IL 6001","IL-6001","RP-7162","5-(3-(Dimethylamino)-2-methylpropyl)-10,11-dihydro-5H-dibenz(b,f)azepine","6S082C9NDT","5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro-5H-dibenz[b,f]azepine","7162-RP","10,11-dihydro-N,N,β-trimethyl-5H-dibenz[b,f]azepine-5-propanamine","5-(γ-Dimethylamino-β-methylpropyl)-10,11-dihydro-5H-dibenzo(b,f)azepine","CHEBI:9738","Dtxsid8023715","5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N,N,β-trimethyl-","5-(γ-dimethylamino-β-methylpropyl)-10,11-dihydro-5H-dibenzo[b,f]azepine","10,11 Dihydro-N,N,β-trimethyl-5H-dibenz(b,f)azepine-5-propanamine","5H-Dibenz(b,f)azepine, 5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-","5H-Dibenz[b,f]azepine, 5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro-","NovoTripramine","NuTrimipramine","ApoTrimip","Novo Tripramine","Nu Trimipramine","Apo Trimip","3-(5,6-dihydrobenzo(b)(1)benzazepin-11-yl)-N,N,2-trimethylpropan-1-amine","10,11-Dihydro-n,n,β-trimethyl-5h-dibenz(b,f)azepine-5-propanamine","β, Trimipramin","(3-(2-azatricyclo(9.4.0.0^(3,8))pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl)-2-methylpropyl)dimethylamine","(3-{2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine","Trimipraminneurazpharm","Trimipramin neurazpharm","Dtxcid003715","N06AA06","(3-(2-azatricyclo(9.4.0.03,8)pentadeca-1(15),3,5,7,11,13-hexaen-2-yl)-2-methylpropyl)dimethylamine","212-008-3","Surmontil","FI 6120","3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-amine","Surmontyl","2'-Metil-3'-dimetilamino-propil-5-iminodibenzile","CHEMBL644","Brn 1321466","1-(3-Dimethylamino-2-methylpropyl)-4,5-dihydro-2,3:6,7-dibenzazepine","10,11-Dihydro-5-(3-dimethylamino-2-methylpropyl)-5H-dibenz(b,f)azepine","Trimeproprimin","5H-Dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-","3564-66-7","5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N,N,β-trimethyl-","(3-{2-azatricyclo[9.4.0.0,3,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine","5-20-08-00099","Einecs 212-008-3","Unii-qj9muh57h8","Unii-6s082c9ndt","10633 RP","10645 RP","Unii-9k5931c1h5","5H-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,β-trimethyl-","Spectrum_001422","Prestwick0_000806","Prestwick1_000806","Prestwick2_000806","Prestwick3_000806","Spectrum2_001530","Spectrum3_001151","Spectrum4_000759","Spectrum5_001052","5H-Dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-, (+)-","5H-Dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-, (-)-","5H-Dibenz(b,f)azepine, 5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-, (+)-","Lopac0_001156","Oprea1_375679","Schembl35144","BSPBio_000671","BSPBio_002701","KBioGR_001118","KBioSS_001902","DivK1c_000093","Trimipramine, (+)-","SPBio_001320","SPBio_002592","BPBio1_000739","GTPL7317","orb1705107","Schembl29373768","HY-B1213A","KBio1_000093","KBio2_001902","KBio2_004470","KBio2_007038","KBio3_002201","Ninds_000093","GLXC-06993","Trimipramine 1.0 mg/ml in Methanol","Bdbm50240410","EBC-26496","STL483796","Akos015962182","CCG-205230","DB00726","Sdccgsbi-0051123.p004","5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N,N,β-trimethyl-, (+)-","Idi1_000093","Ncgc00016013-02","Ncgc00016013-03","Ncgc00016013-11","Ncgc00162356-01","AC-15969","RP-10663","Sbi-0051123.p003","AB00053646","CS-0013853","NS00000421","D00394","Ab00053646_10","Ab00053646_11","En300-24410256","L000969","Brd-a19195498-050-05-9","Brd-a19195498-050-09-1","Brd-a19195498-050-13-3","Brd-a19195498-050-14-1","3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethyl-1-propanamine #","3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N,2-trimethyl-propan-1-amine","5H-dibenz(b,f)azepine, 5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-, d-","5H-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,β-trimethyl-, (+)-","5H-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,β-trimethyl-, (-)-","5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N,N,β.-trimethyl-, (2Z)-2-butenedioate","InChI=1/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,12-15H2,1-3H"],"Biological Half-Life":"11-18 hrs","CAS":"3564-75-8","ChemicalClasses":["aniline"],"Chirality":"racemic","Drug Classes":["Breast Feeding","Lactation","Milk, Human","Antidepressive Agents","Antidepressive Agents, Tricyclic"],"Drug Indication":"For the treatment of depression and depression accompanied by anxiety, agitation or sleep disturbance","EliminationHalfLife":"23 – 24 hours","Esters":[],"European Community (EC) Number":"212-008-3","FDA Pharmacological Classification":[{"Name":"FDA UNII","ReferenceNumber":31,"Value":{"StringWithMarkup":[{"String":"6S082C9NDT"}]}},{"Name":"Active Moiety","ReferenceNumber":31,"Value":{"StringWithMarkup":[{"String":"TRIMIPRAMINE"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":31,"Value":{"StringWithMarkup":[{"String":"Established Pharmacologic Class [EPC] - Tricyclic Antidepressant"}]}},{"Name":"FDA Pharmacology Summary","ReferenceNumber":31,"Value":{"StringWithMarkup":[{"Markup":[{"Extra":"CID-5584","Length":12,"Start":0,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Trimipramine"}],"String":"Trimipramine is a Tricyclic Antidepressant."}]}},{"Name":"Non-Proprietary Name","ReferenceNumber":71,"Value":{"StringWithMarkup":[{"String":"TRIMIPRAMINE"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":71,"Value":{"StringWithMarkup":[{"String":"Tricyclic Antidepressant [EPC]"}]}}],"Formating":[],"HMDB ID":"HMDB0014864","HeavyAtomCount":22,"Human Drugs":"Antidepressants -\u003e Tricyclic antidepressants (TCA)","IUPACName":"3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N,2-trimethylpropan-1-amine","InChI":"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","InChIKey":"ZSCDBOWYZJWBIY-UHFFFAOYSA-N","KEGG Entries":[{"Id":"D00394","Interactions":[],"Synonyms":["Trimipramine"]},{"Id":"D02408","Interactions":[],"Synonyms":["Trimipramine maleate","Surmontil"]},{"Id":"D00394","Interactions":[],"Synonyms":["Trimipramine"]},{"Id":"D02408","Interactions":[],"Synonyms":["Trimipramine maleate","Surmontil"]}],"MeSH Headers":[{"Id":"M0021995","Link":"https://id.nlm.nih.gov/mesh/M0021995.html","Name":"Trimipramine","Ref":106},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":108},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":133},{"Id":"M0001387","Link":"https://id.nlm.nih.gov/mesh/M0001387.html","Name":"Antidepressive Agents, Tricyclic","Ref":134},{"Id":"M0028095","Link":"https://id.nlm.nih.gov/mesh/M0028095.html","Name":"Adrenergic Uptake Inhibitors","Ref":135}],"MeSH Pharmacological Classification":[{"Id":"M0001387","Link":"https://id.nlm.nih.gov/mesh/M0001387.html","Name":"Antidepressive Agents, Tricyclic","Ref":134},{"Id":"M0028095","Link":"https://id.nlm.nih.gov/mesh/M0028095.html","Name":"Adrenergic Uptake Inhibitor","Ref":135}],"Mechanism of Action":"Trimipramine's mechanism of action differs from other tricyclic antidepressants. Trimipramine acts by decreasing the reuptake of norepinephrine and serotonin (5-HT).","Melting Point":"45 °C","Metabolism/Metabolites":"Hepatic","MolecularFormula":"C\u003csub\u003e20\u003c/sub\u003eH\u003csub\u003e26\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"294.4 g/mol","Opticalactivity":"( + )","Pharmacodynamics":"Trimipramine is a tricyclic antidepressant. It was thought that tricyclic antidepressants work by inhibiting the re-uptake of the neurotransmitters norepinephrine and serotonin by nerve cells. However, this response occurs immediately, yet mood does not lift for around two weeks. It is now thought that changes occur in receptor sensitivity in the cerebral cortex and hippocampus. The hippocampus is part of the limbic system, a part of the brain involved in emotions. Presynaptic receptors are affected: a1 and b1 receptors are sensitized, a2 receptors are desensitised (leading to increased noradrenaline production). Tricyclics are also known as effective analgesics for different types of pain, especially neuropathic or neuralgic pain. A precise mechanism for their analgesic action is unknown, but it is thought that they modulate anti-pain opioid systems in the CNS via an indirect serotonergic route. They are also effective in migraine prophylaxis, but not in abortion of acute migraine attack. The mechanism of their anti-migraine action is also thought to be serotonergic.","Physical Description":"Solid","PubChemId":5584,"Records":{"UNII":{"Impurities":[]}},"RefChem":"56471","RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Trimipramine","Name":"Trimipramine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q423498","Name":"Trimipramine","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB00726","Name":"Trimipramine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/5584","Name":"Trimipramine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=3564-75-8","Name":"Trimipramine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0014864","Name":"Trimipramine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D00394","Name":"Trimipramine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/QJ9MUH57H8","Name":"Trimipramine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID8023715","Name":"Trimipramine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 5584, Trimipramine. Accessed April 24, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/5584\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/5584\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Trimipramine. UNII: QJ9MUH57H8. Global Substance Registration System. Accessed April 24, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/QJ9MUH57H8\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/QJ9MUH57H8\u003c/a\u003e","Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed April 24, 2026. \u003ca href=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003ehttps://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003c/a\u003e"],"SMILES":"CC(CN1C2=CC=CC=C2CCC3=CC=CC=C31)CN(C)C","SaltData":[],"Salts":[],"Scheduling":[{"gov":"Australia","ref":[],"schedule":"S4 substance"},{"gov":"Brazil","ref":["3"],"schedule":"C1 substance"},{"gov":"Canada","ref":[],"schedule":"prescription only substance"},{"gov":"United Kingdom","ref":[],"schedule":"prescription only substance"},{"gov":"United States","ref":[],"schedule":"prescription only substance"}],"Solubility":"Slightly soluble","StereoisomerData":[{"ChemicalClasses":["aniline"],"SMILES":"C[C@@H](CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C21","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 69.406 104.936\"\u003e\u003crect width=\"100%\" height=\"100%\" 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4.508l-5.393 11.193\"/\u003e\u003c/g\u003e\u003cpath d=\"m44.156 2.181 15.198-1.135\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M67.935 13.641 59.354 1.046M65.127 13.85 58.131 3.583\"/\u003e\u003c/g\u003e\u003cpath d=\"M67.935 13.641 61.318 27.37\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m46.121 28.504 15.197-1.134M47.343 25.967l12.39-.924\"/\u003e\u003c/g\u003e\u003cpath d=\"m37.54 15.91 8.581 12.594M42.795 39.277l3.326-10.773M49.403 68.289l11.171 10.367M60.574 78.656l-2.522 11.043M60.148 96.268l8.203 7.613M53.902 94.525l-11.285 3.479\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M43.567 45.514h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482v-2.768h.578zM59.121 95.964h-.72l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m44.593 45.818 4.102 3.807M38.382 44.338l-5.471 2.147M42.795 39.277l1.663-5.386M58.052 89.699l1.261-5.521M60.148 96.268l4.101 3.807M53.902 94.525l-5.642 1.739\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"Trimipramine","Treatment":"Obtain an ECG and immediately initiate cardiac monitoring. Protect the patient's airway, establish an intravenous line and initiate gastric decontamination. A minimum of six hours of observation with cardiac monitoring and observation for signs of CNS or respiratory depression, hypotension, cardiac dysrhythmias and/or conduction blocks, and seizures is necessary. If signs of toxicity occur at any time during this period, extended monitoring is required. (L1712)","UNII":"QJ9MUH57H8","Wikidata":"Q423498","Wikipedia":"Trimipramine","XLogP":5.8}