Desipramine

Desipramine
Not to be confused with depramine.
Desipramine
Systematic (IUPAC) name
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
Clinical data
Trade names Norpramin
AHFS/Drugs.com monograph
MedlinePlus a682387
Pregnancy cat. X (US)
Legal status ℞ Prescription only
Routes Oral
Pharmacokinetic data
Bioavailability 73-92%
Metabolism Hepatic
Half-life 21-23 hours
Excretion Renal
Identifiers
CAS number 50-47-5 YesY
ATC code N06AA01
PubChem CID 2995
IUPHAR ligand 2399
DrugBank APRD00022
ChemSpider 2888 YesY
UNII TG537D343B YesY
KEGG D07791 YesY
ChEBI CHEBI:47781 YesY
ChEMBL CHEMBL72 YesY
Chemical data
Formula C18H22N2 
Mol. mass 266.381 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Desipramine (Norpramin, Pertofane) is a tricyclic antidepressant (TCA). It inhibits the reuptake of norepinephrine and to a lesser extent serotonin. It is used to treat depression, but not considered a first line treatment since the introduction of SSRI antidepressants. Desipramine is an active metabolite of imipramine.

Along with other tricyclics, desipramine has found use in treating neuropathic pain. The mechanism of action seems to involve the activation, through norepinephrine reuptake inhibition, of descending pathways in the spinal cord that block pain signals from ascending to the brain. Desipramine is one of the most potent and selective medications in this respect. It may also be used to treat symptoms of Attention Deficit Hyperactivity Disorder, as the underproduction of norepinephrine has been increasingly linked to symptoms associated with Attention Deficit Disorder[citation needed]. It may also be used to treat symptoms of cocaine withdrawal.

Contents

Cardiac arrhythmia

On December 2, 2009, the US Food and Drug Administration (FDA) and Sanofi-Aventis are warning healthcare professionals to use caution when prescribing the antidepressant desipramine hydrochloride (Norpramin) in patients with a family history of dysrhythmias or sudden cardiac death.

"The new safety information states that extreme caution should be used when this drug is given to patients who have a family history of sudden death, cardiac dysrhythmias, and cardiac conduction disturbances," according to an alert sent today from MedWatch, the FDA's safety information and adverse event reporting program.

The FDA and the manufacturer also warn that some patients may have seizures before cardiac dysrhythmias and death. Desipramine overdose is more likely to result in death than overdose with other tricyclic antidepressants, notes a company letter sent to healthcare professionals.[1]

The "warnings" and "overdosage" sections of the drug's labeling are being changed to reflect these potential adverse events.

Genotoxicity

Desipramine has been shown to be genotoxic in fruit flies and associated with an increased risk of breast cancer in women.[2]

See also

References

  1. ^ http://www.medscape.com/viewarticle/713305?sssdmh=dm1.563907&src=ddd&uac=122237BK
  2. ^ British Journal of Cancer 2002: volume 86, pages 92-97

External links

v · d · eTricyclics
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Others
Atiprosin • Carbamazepine • Carvedilol • Cyclobenzaprine • Licarbazepine • Methylene Blue • Monatepil • Oxcarbazepine • Oxitriptyline • Pirenzepine • Pirolate • Pitrazepin • Pizotifen • Profenamine

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Look at other dictionaries:

  • desipramine — noun Etymology: desmethyl (from des + methyl) + imipramine Date: 1965 a tricyclic antidepressant C18H22N2 …   New Collegiate Dictionary

  • desipramine — /deuh zip reuh meen , dez euh pram in/, n. Pharm. a tricyclic antidepressant, C18H22N2, used for symptomatic relief in a variety of depressive states. [shortening of desmethylimipramine, contracted from the chemical name] * * * …   Universalium

  • desipramine — noun A tricyclic, heterocyclic drug used to treat depression …   Wiktionary

  • desipramine — de·si·pra·mine .dez ə pram ən, də zip rə .mēn n a tricyclic antidepressant administered in the form of its hydrochloride C18H22N2·HCl esp. in the treatment of endogenous depressions (as a bipolar disorder) see NORPRAMIN, PERTOFRANE …   Medical dictionary

  • desipramine —    The N desmethyl metabolite os imipramine and is an active antidepressant agent …   Forensic science glossary

  • desipramine — n. tricyclic prescription medication used to treat depression …   English contemporary dictionary

  • desipramine — de·si·pra·mine …   English syllables

  • desipramine — noun a tricyclic antidepressant drug that activates the psychomotor system • Hypernyms: ↑tricyclic, ↑tricyclic antidepressant, ↑tricyclic antidepressant drug * * * də̇ˈziprəˌmēn noun ( s) Etymology: desme …   Useful english dictionary

  • desipramine hydrochloride — A dibenzazepine derivative; an antidepressant similar to imipramine hydrochloride. Selectively blocks reuptake of norepinephrine back into central aminergic neurons. * * * de·sip·ra·mine hy·dro·chlo·ride (də sipґrə mēn) [USP] a… …   Medical dictionary

  • Дезипрамин (Desipramine) — трициклический антидепрсссант, назначаемый внутрь или в инъекциях; характерные побочные эффекты: сухость во рту, затуманивание зрения, бессонница и шаткая походка. Торговое название: пертофран (Pertofran). Источник: Медицинский словарь …   Медицинские термины

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