User:Mr. Ibrahem/Tretinoin

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Mr. Ibrahem/Tretinoin
Clinical data
PronunciationSee pronunciation note
Trade namesVesanoid, Avita, Renova, others
AHFS/Drugs.comSystemic: Monograph
Topical: Monograph
MedlinePlusa608032
License data
Pregnancy
category
  • AU: X (High risk)(By mouth),[1] D (Topical)[2]
Routes of
administration
Topical, by mouth
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Protein binding> 95%
Elimination half-life0.5-2 hours
Identifiers
  • (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
Chemical and physical data
FormulaC20H28O2
Molar mass300.442 g·mol−1
3D model (JSmol)
Melting point180 °C (356 °F)
  • CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C
  • InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+ checkY
  • Key:SHGAZHPCJJPHSC-YCNIQYBTSA-N checkY
  (verify)

Tretinoin, also known as all-trans retinoic acid (ATRA), is medication used for the treatment of acne and acute promyelocytic leukemia.[4][5][6] For acne, it is applied to the skin as a cream or ointment.[6] For leukemia, it is taken by mouth for up to three months.[4]

Common side effects when used by mouth include shortness of breath, headache, numbness, depression, skin dryness, itchiness, hair loss, vomiting, muscle pains, and vision changes.[4] Other severe side effects include high white blood cell counts and blood clots.[4] When used as a cream, side effects include skin redness, peeling, and sun sensitivity.[6] Use during pregnancy is contraindicated due to the risk of birth defects.[4][1] It is in the retinoid family of medications.[5]

Tretinoin was patented in 1957, and approved for medical use in 1962.[7] It is on the World Health Organization's List of Essential Medicines.[8] Tretinoin is available as a generic medication.[9] In the United Kingdom the cream together with erythromycin costs the NHS about £7.05 per 25 mL while the pills are £1.61 per 10 mg.[6] In 2017, it was the 293rd most commonly prescribed medication in the United States, with more than one million prescriptions.[10][11]

References[edit]

  1. ^ a b c "Tretinoin (Vesanoid) Use During Pregnancy". Drugs.com. 25 July 2019. Archived from the original on 21 August 2019. Retrieved 16 January 2020.
  2. ^ a b "Tretinoin topical Use During Pregnancy". Drugs.com. 1 July 2019. Archived from the original on 29 November 2020. Retrieved 16 January 2020.
  3. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 25 February 2021. Retrieved 17 September 2020.
  4. ^ a b c d e "Tretinoin". The American Society of Health-System Pharmacists. Archived from the original on 30 November 2016. Retrieved 8 December 2016.
  5. ^ a b Tivnan, Amanda (2016). Resistance to Targeted Therapies Against Adult Brain Cancers. Springer. p. 123. ISBN 9783319465050. Archived from the original on 2017-11-05.
  6. ^ a b c d British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. pp. 627, 821–822. ISBN 9780857111562.
  7. ^ Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 476. ISBN 9783527607495. Archived from the original on 2017-11-05.
  8. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  9. ^ "Tretinoin topical". The American Society of Health-System Pharmacists. Archived from the original on 16 May 2016. Retrieved 8 December 2016.
  10. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 18 March 2020. Retrieved 11 April 2020.
  11. ^ "Tretinoin - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.