Delavirdine

Delavirdine
Clinical data
Trade names	Rescriptor
AHFS/Drugs.com	Monograph
MedlinePlus	a600034
Pregnancy; category	AU: B3; ;
Routes of; administration	By mouth
ATC code	J05AG02 (WHO) ;
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Bioavailability	85%
Protein binding	98%
Metabolism	Liver (CYP3A4- and CYP2D6-mediated)
Elimination half-life	5.8 hours
Excretion	Kidney (51%) and feces (44%)
Identifiers
	IUPAC name N-[2-({4-[3-(propan-2-ylamino)pyridin-2-yl]piperazin-1-yl}carbonyl)-1H-indol-5-yl]methanesulfonamide;
CAS Number	136817-59-9 ;
PubChem CID	5625;
DrugBank	DB00705 ;
ChemSpider	5423 ;
UNII	DOL5F9JD3E;
KEGG	D07782 ;
ChEBI	CHEBI:119573 ;
ChEMBL	ChEMBL593 ;
NIAID ChemDB	005059;
PDB ligand	SPP (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID6022892 ;
Chemical and physical data
Formula	C22H28N6O3S
Molar mass	456.57 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)Nc1cccnc1N4CCN(C(=O)c3cc2cc(NS(C)(=O)=O)ccc2[nH]3)CC4;
	InChI InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3 ; Key:WHBIGIKBNXZKFE-UHFFFAOYSA-N ;
	(verify)

Delavirdine (DLV) (brand name Rescriptor) is a non-nucleoside reverse transcriptase inhibitor (NNRTI) that was marketed by ViiV Healthcare. It was used as part of highly active antiretroviral therapy (HAART) for the treatment of HIV-1 in the late 1990s and early 2000s. It is presented as the mesylate. The recommended dosage is 400 mg (as four 100-mg tablets or two 200-mg tablets) three times a day.

Although delavirdine was approved by the U.S. Food and Drug Administration in 1997, its efficacy was found to be lower than other NNRTIs, especially efavirenz, and it also had an inconvenient dosing schedule. These factors have led the U.S. DHHS not to recommend its use as part of initial therapy. The risk of cross-resistance across the NNRTI class, as well as its complex set of drug interactions, made the place of delavirdine in second-line and salvage therapy unclear, and it was very rarely used.

As of 2018, its manufacturing and distribution was discontinued in the United States and Canada. It has not been used in other countries.