Doravirine

Not to be confused with drotaverine or darunavir.

Doravirine, sold under the brand name Pifeltro, is a non-nucleoside reverse transcriptase inhibitor medication developed by Merck & Co. for use in the treatment of HIV/AIDS.

Doravirine

Clinical data
Trade names	Pifeltro
Other names	MK-1439
AHFS/Drugs.com	Monograph
MedlinePlus	a618048
License data	US DailyMed: Doravirine
Routes of administration	By mouth[1][2]
ATC code	J05AG06 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: ℞-only[3][4] UK: POM (Prescription only)[5] US: ℞-only[1] EU: Rx-only[6]
Identifiers
IUPAC name 3-Chloro-5-({1-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2-oxo-4-(trifluoromethyl)-1,2-dihydro-3-pyridinyl}oxy)benzonitrile
CAS Number	1338225-97-0
PubChem CID	58460047
DrugBank	DB12301
ChemSpider	28424197
UNII	913P6LK81M
KEGG	D10624
ChEMBL	ChEMBL2364608
PDB ligand	2KW (PDBe, RCSB PDB)
CompTox Dashboard (EPA)	DTXSID30158386
ECHA InfoCard	100.234.454
Chemical and physical data
Formula	C17H11ClF3N5O3
Molar mass	425.75 g·mol−1
3D model (JSmol)	Interactive image
SMILES Cn1c(n[nH]c1=O)Cn2ccc(c(c2=O)Oc3cc(cc(c3)Cl)C#N)C(F)(F)F
InChI InChI=1S/C17H11ClF3N5O3/c1-25-13(23-24-16(25)28)8-26-3-2-12(17(19,20)21)14(15(26)27)29-11-5-9(7-22)4-10(18)6-11/h2-6H,8H2,1H3,(H,24,28) Key:ZIAOVIPSKUPPQW-UHFFFAOYSA-N

Doravirine was approved for medical use in the United States in August 2018.^[7]

Doravirine is available in fixed-dose combinations with other HIV drugs such as doravirine/lamivudine/tenofovir (sold under the brand name Delstrigo).^[8]

References

1. "Pifeltro- doravirine tablet, film coated". DailyMed. 10 October 2019. Retrieved 22 September 2020.
2. Collins S, Horn T. "The Antiretroviral Pipeline" (PDF). Pipeline Report. p. 10. Archived from the original (PDF) on 11 March 2016. Retrieved 6 December 2015.
3. "PRODUCT MONOGRAPH INCLUDING PATIENT MEDICATION INFORMATION : PIFELTRO" (PDF). Pdf.hres.ca. Retrieved 5 June 2022.
4. "Drug and medical device highlights 2018: Helping you maintain and improve your health". Health Canada. 14 October 2020. Retrieved 17 April 2024.
5. "Pifeltro 100 mg film-coated tablets - Summary of Product Characteristics (SmPC)". Medicines.org.uk. Retrieved 1 October 2020.
6. "Pifeltro EPAR". European Medicines Agency (EMA). Retrieved 1 October 2020.
7. "Drug Approval Package: Pifeltro (doravirine)". U.S. Food and Drug Administration (FDA). 9 October 2018. Retrieved 22 September 2020.
8. "Delstrigo EPAR". European Medicines Agency (EMA). 4 August 2023.