Mr. Ibrahem/Rilpivirine
Clinical data
Trade namesEdurant, Rekambys
Other namesTMC278
AHFS/Drugs.comMonograph
MedlinePlusa611037
License data
Pregnancy
category
  • AU: B1
Routes of
administration
By mouth, intramuscular
Drug classNon-nucleoside reverse transcriptase inhibitor (NNRTI)[1]
Legal status
Legal status
Pharmacokinetic data
Protein binding99.7%
MetabolismCYP3A4
Elimination half-lifetablets: 45 hours
injection: 13–28 weeks
Excretion85% via faeces, 6% via urine
Identifiers
  • 4-{[4-({4-[(E)-2-cyanovinyl]-2,6-dimethylphenyl}amino)pyrimidin-2-yl]amino}benzonitrile
Chemical and physical data
FormulaC22H18N6
Molar mass366.428 g·mol−1
3D model (JSmol)
  • Cc1cc(cc(c1Nc2ccnc(n2)Nc3ccc(cc3)C#N)C)/C=C/C#N
  • InChI=1S/C22H18N6/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19/h3-9,11-13H,1-2H3,(H2,25,26,27,28)/b4-3+ ☒N
  • Key:YIBOMRUWOWDFLG-ONEGZZNKSA-N ☒N

  • InChI=1S/C22H18N6.ClH/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19;/h3-9,11-13H,1-2H3,(H2,25,26,27,28);1H/b4-3+;
  • Key:KZVVGZKAVZUACK-BJILWQEISA-N
 ☒NcheckY (what is this?)  (verify)

Rilpivirine, sold under the brand name Edurant among others, is a medication used to treat and prevent HIV/AIDS.[7] Specifically it is used together with other antiviral medication for HIV-1.[1] It is taken by mouth.[6]

Common side effects include headache, trouble sleeping, dizziness, nausea, abnormal lipid levels, and liver problems.[1] Other side effects may include drug reaction with eosinophilia and systemic symptoms (DRESS) and depression.[7] Use during pregnancy appears safe, but as not been well studied.[8] It is a non-nucleoside reverse transcriptase inhibitor (NNRTI) which blocks the enzyme reverse transcriptase.[1]

Rilpivirine was approved for medical use in the United States and Europe in 2011.[7][1] In the United Kingdom a month of medication costs the NHS about £200 as of 2021.[6] This amount in the United States costs about 1,200 USD.[9]

References edit

  1. ^ a b c d e f g "Rilpivirine". Archived from the original on 7 January 2021. Retrieved 17 October 2021.
  2. ^ "Edurant 25 mg tablets - Summary of Product Characteristics (SmPC)". (emc). 21 January 2020. Archived from the original on 7 January 2021. Retrieved 4 January 2021.
  3. ^ "Edurant- rilpivirine hydrochloride tablet, film coated". DailyMed. Archived from the original on 28 October 2020. Retrieved 4 January 2021.
  4. ^ "Edurant EPAR". European Medicines Agency (EMA). Archived from the original on 7 January 2021. Retrieved 4 January 2021.
  5. ^ "Rekambys EPAR". European Medicines Agency (EMA). 13 October 2020. Archived from the original on 8 January 2021. Retrieved 4 January 2021.
  6. ^ a b c BNF (80 ed.). BMJ Group and the Pharmaceutical Press. September 2020 – March 2021. p. 683. ISBN 978-0-85711-369-6.{{cite book}}: CS1 maint: date format (link)
  7. ^ a b c "Rilpivirine Monograph for Professionals". Drugs.com. Archived from the original on 10 April 2021. Retrieved 17 October 2021.
  8. ^ "Rilpivirine (Edurant) Use During Pregnancy". Drugs.com. Archived from the original on 4 December 2020. Retrieved 17 October 2021.
  9. ^ "Edurant Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 30 July 2015. Retrieved 17 October 2021.