Trademarks: Rescriptor
Molecular Formula: C22H28N6O3S
CAS Registry Number: 136817-59-9; 147221-93-0 (mesylate)
CAS Name: N-{2-[(4-{3-[(propan-2-yl)amino]pyridin-2-yl}piperazin-1-yl)carbonyl]-1H-indol-5-yl}methanesulfonamide
Molecular Weight: 456.561
SMILES: CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2
InChI Key: WHBIGIKBNXZKFE-UHFFFAOYSA-N
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
Activity: Reverse Transcriptase Inhibitors; NNRTI Inhibitors; Non-nucleoside Reverse Transcriptase Inhibitor; Highly Active Antiretroviral Therapy; HAART; HIV-1 Treatment
Status: Launched 1997
Originator: Pfizer
Delavirdine synthesis: US5563142A (also see Ref. 2)
References:
1. Palmer, J. R.; et. al. Diaromatic substituted compounds as anti-HIV-1 agents. US5563142A
2. Romero, D. L.; et. al. Bis(heteroaryl)piperazine (BHAP) reverse transcriptase inhibitors: structure-activity relationships of novel substituted indole analogues and the identification of 1-[(5-methanesulfonamido-1H-indol-2-yl)-carbonyl]-4-[3- [(1-methylethyl)amino]-pyridinyl]piperazine monomethanesulfonate (U-90152S), a second-generation clinical candidate. J Med Chem 1993, 36(10), 1505-1508.
3. Romero, D. L.; et. al. Nonnucleoside reverse transcriptase inhibitors that potently and specifically block human immunodeficiency virus type 1 replication. Proc Natl Acad Sci USA 1991, 88(19), 8806-8810. (activity)
4. Scott, L. J.; et. al. Delavirdine: a review of its use in HIV infection. Drugs 2000, 60(6), 1411-1444. (activity)
