User:Mr. Ibrahem/Tranylcypromine

Mr. Ibrahem/Tranylcypromine
(1S,2R)-(−)-tranylcypromine (top),
(1R,2S)-(+)-tranylcypromine (bottom)
Clinical data
Trade namesParnate, others[1]
Other namestrans-2-phenylcyclopropylamine
AHFS/Drugs.comMonograph
MedlinePlusa682088
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
Drug classMonoamine oxidase inhibitor (MAOI)[2]
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability50%[3]
MetabolismLiver[4][5]
Onset of actionUp to 3 weeks[2]
Elimination half-life2.5 hours[3]
ExcretionUrine, feces[3]
Identifiers
  • (±)-trans-2-phenylcyclopropan-1-amine
    or
    rel-(1R,2S)-2-phenylcyclopropan-1-amine
Chemical and physical data
FormulaC9H11N
Molar mass133.194 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • c1cccc(c1)[C@@H]2C[C@H]2N
  • InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9+/m0/s1 checkY
  • Key:AELCINSCMGFISI-DTWKUNHWSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Tranylcypromine, sold under the trade name Parnate among others, is a medication used to treat major depressive disorder.[2] It; however, is not used as a first line treatment.[2] It is taken by mouth.[2] Onset of effects may require up to 3 weeks.[2]

Common side effects may include trouble sleeping, nausea, dry mouth, fast heart rate, and sexual dysfunction.[2] Other side effect may include high blood pressure, mania, serotonin syndrome, and an increased risk of suicide in those under the age of 25.[2] It is a monoamine oxidase inhibitor (MAOI) and believed to work by increasing serotonin and norepinephrine.[2]

Tranylcypromine was approved for medical use in the United States in 1961.[2] It is available as a generic medication.[6] In the United Kingdom it costs the NHS about £370 at 10 mg per day for a month as of 2021.[6] This amount in the United States costs about 22 USD.[7]

References edit

  1. ^ "Tranylcypromine Uses, Side Effects & Warnings". Drugs.com. Archived from the original on 29 August 2017. Retrieved 16 September 2021.
  2. ^ a b c d e f g h i j k l "Tranylcypromine Monograph for Professionals". Drugs.com. Archived from the original on 20 January 2021. Retrieved 16 September 2021.
  3. ^ a b c Williams DA (2007). "Antidepressants". In Foye, William O., Lemke, Thomas L., Williams, David A. (eds.). Foye's Principles of Medicinal Chemistry. Hagerstwon, USA: Lippincott Williams & Wilkins. pp. 590–1. ISBN 978-0-7817-6879-5. Archived from the original on 2021-08-29. Retrieved 2021-05-30.
  4. ^ "Tranylcypromine". www.drugbank.ca. Archived from the original on 2019-10-23. Retrieved 2019-12-06.
  5. ^ Baker GB, Urichuk LJ, McKenna KF, Kennedy SH (June 1999). "Metabolism of monoamine oxidase inhibitors". Cellular and Molecular Neurobiology. 19 (3): 411–26. doi:10.1023/a:1006901900106. PMID 10319194. S2CID 21380176.
  6. ^ a b BNF (80 ed.). BMJ Group and the Pharmaceutical Press. September 2020 – March 2021. p. 380. ISBN 978-0-85711-369-6.{{cite book}}: CS1 maint: date format (link)
  7. ^ "Tranylcypromine Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 17 September 2021.