Structure via PubChem · Public domain (PubChem)
desipramine
Sign in to saveAlso 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.
In the Vinony graph
Within Vinony's link graph, desipramine is referenced by 2,217 other articles, and connects out to stimulant, propranolol and valproic acid.
It sits within the topics Alpha-1 blockers, Antihistamines and CYP2A6 inhibitors.
Its subject is documented across 23 Wikipedia language editions.
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
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1964
- Admin. routes
- oral
- Indications
- post-traumatic stress disorder, cocaine dependence, obstructive sleep apnea, gastroesophageal reflux disease
via ChEMBL · EBI
Research
8,073 papers- Desipramine: an overview.The Journal of clinical psychiatry · 1984
- Desipramine.The Medical letter on drugs and therapeutics · 1965
- Clinical pharmacokinetics of imipramine and desipramine.Clinical pharmacokinetics · 1990
- Use of desipramine in depressed inpatients.The Journal of clinical psychiatry · 1984
- Desipramine side-effect.Journal of the American Academy of Child and Adolescent Psychiatry · 1991
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 266.178
- Has use
- medication
Show 11 more facts
- chemical formula
- C₁₈H₂₂N₂
- significant drug interaction
- zolpidem
- medical condition treated
- substance use disorder
- route of administration
- oral administration
- canonical SMILES
- CNCCCN1C2=CC=CC=C2CCC3=CC=CC=C31
- World Health Organisation international non-proprietary name
- desipramine
- defined daily dose
- 0.1
- subject has role
- tricyclic antidepressant
- physically interacts with
- solute carrier family 6 member 4
- Commons category
- Desipramine
- legal status (medicine)
- boxed warning
Sources (6)
via Wikidata · CC0
~6 min read
Encyclopedic overview
13 sectionsContents
- 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.