User:Mr. Ibrahem/Trazodone

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Mr. Ibrahem/Trazodone
Clinical data
Trade namesMany brand names worldwide[1]
Other namesAF-1161
AHFS/Drugs.comMonograph
MedlinePlusa681038
License data
Dependence
liability
None[2]
Addiction
liability
None[2]
Routes of
administration
By mouth (tablets)
Legal status
Legal status
Pharmacokinetic data
BioavailabilityBy mouth: 65%[3]
Protein binding89–95%[4]
MetabolismLiver (CYP3A4)[8]
MetabolitesmCPPTooltip meta-Chlorophenylpiperazine[5]
Onset of actionBy mouth: 1 hour (Tmax)[6]
Elimination half-lifeTrazodone IR: 7 hours[3]
Trazodone ER: 10 hours[3]
mCPPTooltip meta-Chlorophenylpiperazine: 4–8 hours[7]
ExcretionUrine: 70–75%[3]
Feces: 21%[3]
Identifiers
  • 2-{3-[4-(3-Chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one
Chemical and physical data
FormulaC19H22ClN5O
Molar mass371.87 g·mol−1
3D model (JSmol)
Melting point87 °C (189 °F)
  • Clc4cccc(N3CCN(CCCN1/N=C2/C=C\C=C/N2C1=O)CC3)c4
  • InChI=1S/C19H22ClN5O/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25/h1-3,5-7,9,15H,4,8,10-14H2 checkY
  • Key:PHLBKPHSAVXXEF-UHFFFAOYSA-N checkY
  (verify)

Trazodone, sold under many brand names,[1] is an antidepressant medication.[10] It is used to treat major depressive disorder, anxiety disorders, trouble sleeping and, with other medications, alcohol dependence.[10][11] It is taken by mouth.[10]

Common side-effects include dry mouth, feeling faint, vomiting, and headache.[10] More serious side effects may include suicide, mania, irregular heart rate, and pathologically prolonged erections.[10] It is unclear if use during pregnancy or breastfeeding is safe.[12] It is a phenylpiperazine compound of the serotonin antagonist and reuptake inhibitor (SARI) class.[13][14] Trazodone also has sedating effects.[15]

Trazodone was approved for medical use in the United States in 1981.[10] It is available as a generic medication.[10] The cost in the United Kingdom for the NHS is about £7.46 per month as of 2019.[16] In the United States, the wholesale cost is about US$4.53 per month as of 2018.[17] In 2017, it was the 30th most commonly prescribed medication in the United States, with more than 22 million prescriptions.[18][19]

References[edit]

  1. ^ a b "Trazodone". Drugs.com. Archived from the original on 16 September 2018. Retrieved 9 February 2019.
  2. ^ a b Hubbard, John R.; Martin, Peter R. (2001). Substance Abuse in the Mentally and Physically Disabled. CRC Press. p. 26. ISBN 9780824744977. Archived from the original on 1 August 2020. Retrieved 6 August 2020.
  3. ^ a b c d e Truven Health Analytics, Inc. DrugPoint System (Internet) [cited 2013 Oct 1]. Greenwood Village, CO: Thomsen Healthcare; 2013. [failed verification]
  4. ^ "Trazodone". DrugBank. Archived from the original on 12 July 2017. Retrieved 7 June 2015.
  5. ^ Sheldon H. Preskorn; Christina Y. Stanga; John P. Feighner; Ruth Ross (6 December 2012). Antidepressants: Past, Present and Future. Springer Science & Business Media. pp. 68–. ISBN 978-3-642-18500-7.
  6. ^ "MicroMedex DrugPoints - Trazodone". Pharmacy Choice. Archived from the original on 20 April 2017. Retrieved 20 April 2017.
  7. ^ Schatzberg AF, Nemeroff CB (2017). The American Psychiatric Association Publishing Textbook of Psychopharmacology, Fifth Edition. American Psychiatric Pub. pp. 460–. ISBN 978-1-58562-523-9.
  8. ^ Lemke, Thomas L.; Williams, David A. (2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. p. 615. ISBN 9781609133450. Archived from the original on 17 September 2018. Retrieved 6 August 2020.
  9. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 21 January 2021. Retrieved 9 September 2020.
  10. ^ a b c d e f g "Trazodone Hydrochloride". The American Society of Health-System Pharmacists. Archived from the original on 19 September 2018. Retrieved 8 January 2018.
  11. ^ Ton, Joey (15 November 2021). "#302 Still awake? Trazodone for insomnia". CFPCLearn. Archived from the original on 28 March 2023. Retrieved 14 June 2023.
  12. ^ "Trazodone Use During Pregnancy". Drugs.com. Archived from the original on 10 August 2019. Retrieved 7 January 2018.
  13. ^ Stahl, Stephen M. (2008). Stahl's Essential Psychopharmacology: Neuroscientific Basis and Practical Applications. Cambridge University Press. p. 567. ISBN 9780521857024. Archived from the original on 11 August 2019. Retrieved 6 August 2020.
  14. ^ Lemke, Thomas L.; Williams, David A. (2008). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. p. 586. ISBN 9780781768795. Archived from the original on 12 August 2019. Retrieved 6 August 2020.
  15. ^ British national formulary: BNF 69 (69th ed.). British Medical Association. 2015. pp. 257–258. ISBN 9780857111562.
  16. ^ British national formulary: BNF 76 (76th ed.). Pharmaceutical Press. 2018. p. 367. ISBN 9780857113382.
  17. ^ "NADAC as of 2018-01-03". Centers for Medicare and Medicaid Services. Archived from the original on 24 June 2019. Retrieved 7 January 2018.
  18. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 18 March 2020. Retrieved 11 April 2020.
  19. ^ "Trazodone Hydrochloride - Drug Usage Statistics". ClinCalc. Archived from the original on 11 April 2020. Retrieved 11 April 2020.