hypotension. Pharmacokinetics Desipramine is the major metabolite of imipramine and lofepramine. Chemistry Desipramine is a tricyclic compound, specifically a dibenzazepine, and possesses three rings fused together with a side chain attached in its chemical structure. Other dibenzazepine TCAs include imipramine (N-methyldesipramine), clomipramine, trimipramine, and lofepramine (N-(4-chlorobenzoylmethyl)desipramine). Desipramine is a secondary amine TCA, with its N-methylated parent imipramine being a tertiary amine. Other secondary amine TCAs include nortriptyline and protriptyline. The chemical name of desipramine is 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine and its free base form has a chemical formula of C18H22N2 with a molecular weight of 266.381 g/mol. The drug is used commercially mostly as the hydrochloride salt; the dibudinate salt is or has been used for intramuscular injection in Argentina (brand name Nebril) and the free base form is not used. The CAS Registry Number of the free base is 50-47-5, of the hydrochloride is 58-28-6, and of the dibudinate is 62265-06-9. History Desipramine was developed by Geigy. It first appeared in the literature in 1959 and was patented in 1962. The drug was first introduced for the treatment of depression in 1963 or 1964. Society and culture Generic names Desipramine is the generic name of the drug and its and , while desipramine hydrochloride is its , , , and . Its generic name in French and its are désipramine, in Spanish and Italian and its are desipramina, in German is desipramin, and in Latin is desipraminum. Brand names Desipramine is or has been marketed throughout the world under a variety of brand names, including Irene, Nebril, Norpramin, Pertofran, Pertofrane, Pertrofran, and Petylyl among others. References External links Desipramine - MedlinePlus Alpha-1 blockers Antihistamines CYP2D6 inhibitors Dibenzazepines Human drug metabolites Muscarinic antagonists Norepinephrine reuptake inhibitors Secondary amines Serotonin receptor antagonists Sodium channel blockers Stimulants Tricyclic antidepressants