Mr. Ibrahem/Efavirenz
Clinical data
Pronunciation/ɪˈfævɪrɛnz/ i-FAV-i-renz
Trade namesSustiva, others[1]
AHFS/Drugs.comMonograph
MedlinePlusa699004
License data
Routes of
administration
By mouth (capsules, tablets)
Legal status
Legal status
  • UK: POM (Prescription only)
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability40–45% (under fasting conditions)
Protein binding99.5–99.75%
MetabolismLiver (CYP2A6 and CYP2B6-mediated)
Onset of action3–5 hours
Elimination half-life40–55 hours
ExcretionUrine (14–34%) and feces (16–61%)
Identifiers
  • (4S)-6-Chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one
Chemical and physical data
FormulaC14H9ClF3NO2
Molar mass315.68 g·mol−1
3D model (JSmol)
  • FC(F)([C@]1(OC(NC2=CC=C(C=C21)Cl)=O)C#CC3CC3)F
  • InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1 checkY
  • Key:XPOQHMRABVBWPR-ZDUSSCGKSA-N checkY
  (verify)

Efavirenz (EFV), sold under the brand names Sustiva among others, is an antiretroviral medication used to treat and prevent HIV/AIDS.[1] It is generally recommended for use with other antiretrovirals.[1] It may be used for prevention after a needlestick injury or other potential exposure.[1] It is sold both by itself and in combination as efavirenz/emtricitabine/tenofovir.[1] It is taken by mouth once a day.[1]

Common side effects include rash, nausea, headache, feeling tired, and trouble sleeping.[1] Some of the rashes may be serious such as Stevens–Johnson syndrome.[1] Other serious side effects include depression, thoughts of suicide, liver problems, and seizures.[1] It is not safe for use during pregnancy.[1] It is a non-nucleoside reverse transcriptase inhibitor (NNRTI) and works by blocking the function of reverse transcriptase.[1]

Efavirenz was approved for medical use in the United States in 1998.[1] It is on the World Health Organization's List of Essential Medicines.[4] As of 2016, it is available as a generic medication.[5][6] The wholesale cost in the developing world is about US$3.27 to 9.15 per month.[7] As of 2015 the cost for a typical month of medication in the United States is more than US$200.[8]

References

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  1. ^ a b c d e f g h i j k l "Efavirenz". The American Society of Health-System Pharmacists. Archived from the original on 17 November 2016. Retrieved 28 November 2016.
  2. ^ Cite error: The named reference MSF2020 was invoked but never defined (see the help page).
  3. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 30 July 2020. Retrieved 21 September 2020.
  4. ^ 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.
  5. ^ "Efavirenz Drug Profile". DrugPatentWatch. Archived from the original on 2016-11-10. Retrieved 2016-11-09.
  6. ^ "Efavirenz: FDA-Approved Drugs". U.S. Food and Drug Administration (FDA). Archived from the original on 31 July 2020. Retrieved 25 April 2020.
  7. ^ "Efavirenz". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 28 November 2016.
  8. ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 62. ISBN 9781284057560.