User:Mr. Ibrahem/Desipramine

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Not to be confused with depramine.
Mr. Ibrahem/Desipramine
Skeletal formula of desipramine
Ball-and-stick model of the desipramine molecule
Clinical data
Trade namesNorpramin, Pertofrane, others
Other namesDesmethylimipramine; Norimipramine; EX-4355; G-35020; JB-8181; NSC-114901[1][2][3]
AHFS/Drugs.comMonograph
MedlinePlusa682387
Routes of
administration		By mouth, intramuscular injection
Drug classTricyclic antidepressant[4]
Legal status
Legal status
Pharmacokinetic data
Bioavailability60–70%[5]
Protein binding91%[5]
MetabolismLiver (CYP2D6)[6]
Elimination half-life12–30 hours[5]
ExcretionUrine (70%), feces[5]
Identifiers
  • 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
Chemical and physical data
FormulaC18H22N2
Molar mass266.388 g·mol−1
3D model (JSmol)
  • c1cc3c(cc1)CCc2c(cccc2)N3CCCNC
  • InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3 checkY
  • Key:HCYAFALTSJYZDH-UHFFFAOYSA-N checkY
  (verify)

Desipramine, sold under the brand name Norpramin among others, is a tricyclic antidepressant (TCA) used to treat depression, panic disorder, and postherpetic neuralgia.[7] While benefits may be seen within 5 days, up to 3 weeks may be required for full effects.[7]

Common side effects include dry mouth, constipation, blurry vision, low blood pressure with standing, sleepiness, and weakness.[7] Other side effects may include suicide, mania, arrythmias, and seizures.[7] Safety in pregnancy is unclear.[7] How it works is unclear, but is believed to involve effects on serotonin and norepinephrine.[7]

Desipramine was approved for medical use in the United States in 1964.[7] It is available as a generic medication.[4] In the United States 30 tablets of 100 mg costs about 25 USD as of 2021.[8] It has been widely used.[4]

References[edit]

  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 363–. ISBN 978-1-4757-2085-3.
  2. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 304–. ISBN 978-3-88763-075-1.
  3. ^ "Desipramine - Drugs.com". drugs.com. Archived from the original on 2018-08-30. Retrieved 2021-02-10.
  4. ^ a b c "Desipramine". LiverTox: Clinical and Research Information on Drug-Induced Liver Injury. National Institute of Diabetes and Digestive and Kidney Diseases. 2012. Archived from the original on 6 May 2021. Retrieved 23 December 2021.
  5. ^ a b c d Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 588–. ISBN 978-1-60913-345-0. Archived from the original on 16 December 2019. Retrieved 10 February 2021.
  6. ^ Sallee, FR; Pollock, BG (May 1990). "Clinical pharmacokinetics of imipramine and desipramine". Clinical Pharmacokinetics. 18 (5): 346–64. doi:10.2165/00003088-199018050-00002. PMID 2185906. S2CID 37529573.
  7. ^ a b c d e f g h i "Desipramine Monograph for Professionals". Drugs.com. Archived from the original on 27 January 2021. Retrieved 23 December 2021.
  8. ^ "Desipramine Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 23 December 2021.
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