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Dapivirine

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Dapivirine
Clinical data
ATC code
Identifiers
  • 4-{[4-(Mesitylamino)-2-pyrimidinyl]amino}benzonitrile
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.214.755 Edit this at Wikidata
Chemical and physical data
FormulaC20H19N5
Molar mass329.398
3D model (JSmol)
  • Cc1cc(c(c(c1)C)Nc2ccnc(n2)Nc3ccc(cc3)C#N)C
  • InChI=1S/C20H19N5/c1-13-10-14(2)19(15(3)11-13)24-18-8-9-22-20(25-18)23-17-6-4-16(12-21)5-7-17/h4-11H,1-3H3,(H2,22,23,24,25)
  • Key:ILAYIAGXTHKHNT-UHFFFAOYSA-N

Dapivirine is a non-nucleoside reverse transcriptase inhibitor developed at Janssen Therapeutics (formerly Tibotec Therapeutics).[1] The International Partnership for Microbicides has held exclusive worldwide rights to dapivirine since 2014,[2] building upon a 2004 royalty-free license to develop dapivirine-based microbicides for women in resource-poor countries.[3]

A monthly intravaginal ring containing dapivirine has been developed as a way of preventing infection by human immunodeficiency virus in women. Two phase 3 clinical trials of intravaginal dapivirine rings for HIV prevention were completed in 2015 and results were announced at the 2016 Conference on Retroviruses and Opportunistic Infections. The ASPIRE Study (MTN-020) reported a 27% reduction in HIV-1 acquisition (95% CI 12-57%, p=0.007), with a trend toward greater protection in women over age 21 and no significant protection for women under age 21.[4] The Ring Study (IPM-027) reported a 31% reduction in HIV acquisition (95% CI 0.9-51.5%, p=0.040) also with a trend toward greater efficacy in women over age 21.[5] In both trials, more than 80% of returned rings showed signs of drug depletion indicating at least some use, and more than 80% of blood samples from participants in the active arm had levels of dapivirine consistent at least 8 hours of continuous use preceding the blood test. Neither trial could evaluate whether the product was used consistently between study visits.

As of December 2019, it became the first of its kind to be submitted for regulatory approval.[6][7]

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References

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  1. ^ "Johnson & Johnson to Acquire Tibotec-Virco (NYSE:JNJ)". www.investor.jnj.com. Archived from the original on 2016-05-08. Retrieved 2016-04-13.
  2. ^ hseltzer (8 May 2014). "IPM Receives Worldwide Rights to HIV Prevention Medicine". www.ipmglobal.org. Retrieved 2016-04-13.
  3. ^ ipm-admin (29 September 2010). "Dapivirine (TMC120)". www.ipmglobal.org. Retrieved 2016-04-13.
  4. ^ Baeten JM. "A Phase III Trial of the Dapivirine Vaginal Ring for HIV-1 Prevention in Women". Retrieved 2016-04-13.
  5. ^ Nel A. "Safety and Efficacy of Dapivirine Vaginal Ring for HIV-1 Prevention in African Women". Retrieved 2016-04-13.
  6. ^ PrEWatch.org. "Nextgen-Dapivirine Vaginal Ring". Retrieved 2020-05-26.
  7. ^ ipmglobal.org (3 March 2016). "Dapivirine Ring". Retrieved 2020-05-26.