Skip to content
desipramine

Structure via PubChem · Public domain (PubChem)

EntityQ423288· pop 24· linked from 2,217 articles

desipramine

Sign in to save

Also known as EX-4355, JB-8181, Norpramin®, Pertrofane®, Treyzafagit®, DMI, demethylimipramine, desmethylimipramine

Desipramine, sold under the brand name Norpramin among others, is a tricyclic antidepressant (TCA) used in the treatment of depression. It acts as a relatively selective norepinephrine reuptake inhibitor, though it does also have other activities such as weak serotonin reuptake inhibitory, α1-blocking, antihistamine, and anticholinergic effects. The drug has not been considered a first-line treatment for depression since the introduction of selective serotonin reuptake inhibitor (SSRI) antidepressants, which have fewer side effects and are safer in overdose.

Chemical data

Formula
C18H22N2
Molecular weight
266.4 g/mol
IUPAC name
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine
SMILES
CNCCCN1C2=CC=CC=C2CCC3=CC=CC=C31
InChIKey
HCYAFALTSJYZDH-UHFFFAOYSA-N
XLogP
4.9
Polar surface area
15.3 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Research

8,073 papers

via PubMed

~6 min read

Encyclopedic overview

13 sections
Contents
  • Medical uses
  • Side effects
  • Overdose
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • History
  • Society and culture
  • Generic names
  • Brand names
  • References
  • External links

Desipramine, sold under the brand name Norpramin among others, is a tricyclic antidepressant (TCA) used in the treatment of depression. It acts as a relatively selective norepinephrine reuptake inhibitor, though it does also have other activities such as weak serotonin reuptake inhibitory, α1-blocking, antihistamine, and anticholinergic effects. The drug has not been considered a first-line treatment for depression since the introduction of selective serotonin reuptake inhibitor (SSRI) antidepressants, which have fewer side effects and are safer in overdose.

==Medical uses== Desipramine is primarily used for the treatment of depression. It may also be useful to treat symptoms of attention-deficit hyperactivity disorder (ADHD). Evidence of benefit is only in the short term, and with concerns of side effects its overall usefulness is not clear. Desipramine at very low doses is also used to help reduce the pain associated with functional dyspepsia. It has also been tried, albeit with little evidence of effectiveness, in the treatment of cocaine dependence. Evidence for usefulness in neuropathic pain is also poor.

Excerpted from Wikipedia’s “desipramine” article, available under the CC BY-SA 4.0 licence.