User:Mr. Ibrahem/Escitalopram

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Mr. Ibrahem/Escitalopram
Clinical data
Pronunciation/ˌɛsəˈtæləˌpræm/ pronunciationⓘ
Trade namesCipralex, Lexapro, others[1]
AHFS/Drugs.comMonograph
MedlinePlusa603005
License data
Pregnancy
category
  • AU: C
Routes of
administration		By mouth
Drug classSelective serotonin reuptake inhibitor
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability80%
Protein binding~56%
MetabolismLiver, specifically the enzymes CYP3A4 and CYP2C19
Elimination half-life27–32 hours
Identifiers
  • (S)-1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile
Chemical and physical data
FormulaC20H21FN2O
Molar mass324.392 g/mol
(414.43 as oxalate) g·mol−1
3D model (JSmol)
  • Fc1ccc(cc1)[C@@]3(OCc2cc(C#N)ccc23)CCCN(C)C
  • InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/t20-/m0/s1 checkY
  • Key:WSEQXVZVJXJVFP-FQEVSTJZSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Escitalopram, sold under the brand names Cipralex and Lexapro, among others, is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class.[3] Escitalopram is mainly used to treat major depressive disorder or generalized anxiety disorder.[3] It is taken by mouth.[3]

Common side effects include trouble sleeping, nausea, sexual problems, and feeling tired.[3] More serious side effects may include suicide in people under the age of 25.[3] It is unclear if use during pregnancy or breastfeeding is safe.[4] Escitalopram is the (S)-stereoisomer (left-handed version) of citalopram (which is a mixture of both right and left handed), hence the name escitalopram.[3]

Escitalopram was approved for medical use in the United States in 2002.[3] It is on the World Health Organization's List of Essential Medicines as an alternative to fluoxetine.[5] In the United States the wholesale cost is about $2.04 per month as of 2017.[6] In the United Kingdom, as of 2018, generic escitalopram is around 1/20th as costly as the proprietary version.[7] Escitalopram is sometimes replaced by twice the dose of citalopram.[8] In 2017, it was the 20th most commonly prescribed medication in the United States with more than 25 million prescriptions.[9][10]

References[edit]

  1. ^ drugs.com Drugs.com international: Escitalopram Archived 2020-06-19 at the Wayback Machine Page accessed April 25, 2015
  2. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 21 July 2020. Retrieved 9 September 2020.
  3. ^ a b c d e f g "X". The American Society of Health-System Pharmacists. Archived from the original on 29 December 2017. Retrieved 28 December 2017.
  4. ^ "Escitalopram (Lexapro) Use During Pregnancy". Drugs.com. Archived from the original on 31 December 2017. Retrieved 31 December 2017.
  5. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  6. ^ "NADAC as of 2017-12-27". Centers for Medicare and Medicaid Services. Archived from the original on 2018-01-01. Retrieved 31 December 2017.
  7. ^ "Escitalopram Medicinal Forms". BNF. 2018. Archived from the original on 28 August 2021. Retrieved 27 September 2018. Link restricted to the UK.
  8. ^ "Protocol for switching patients from escitalopram to citalopram". NHS. 2015. Archived from the original on 10 August 2020. Retrieved 13 February 2018.
  9. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  10. ^ "Escitalopram Oxalate Drug Usage Statistics". ClinCalc. 23 December 2019. Archived from the original on 11 April 2020. Retrieved 11 April 2020.
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