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Merck
CN

PZ0180

Delavirdine mesylate

≥98% (HPLC)

Synonym(s):

N-[2-[[4-[3-[(1-Methylethyl)amino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]methanesulfonamide mesylate, Rescriptor

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About This Item

Empirical Formula (Hill Notation):
C22H28N6O3S · CH3SO3H
CAS Number:
147221-93-0
Molecular Weight:
552.67
NACRES:
NA.77
PubChem Substance ID:
329823754
UNSPSC Code:
51111800
MDL number:
MFCD00866948

Key Documents

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InChI key

MEPNHSOMXMALDZ-UHFFFAOYSA-N

SMILES string

CS(O)(=O)=O.CC(C)Nc1cccnc1N2CCN(CC2)C(=O)c3cc4cc(NS(C)(=O)=O)ccc4[nH]3

InChI

1S/C22H28N6O3S.CH4O3S/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;1-5(2,3)4/h4-8,13-15,24-26H,9-12H2,1-3H3;1H3,(H,2,3,4)

assay

≥98% (HPLC)

form

powder

color

white to tan

mp

315 °C

solubility

DMSO: >5 mg/mL

storage temp.

room temp

Quality Level

100

Biochem/physiol Actions

Delavirdine is a non-nucleoside reverse transcriptase inhibitor (NNRTI). It is used as part of highly active antiretroviral therapy (HAART) for the treatment of human immunodeficiency virus (HIV) type 1.
Non-nucleoside reverse transcriptase inhibitor (NNRTI); Anti-retroviral.

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000489044
0000489043
0000489044
0000489043
0000361282

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Zhengqiang Wang et al.
Bioorganic & medicinal chemistry, 16(7), 3587-3595 (2008-03-04)
Cost and toxicity problems associated with highly active antiretroviral therapy (HAART) in HIV/AIDS treatment could be alleviated by using designed multiple ligands (DMLs). Dual inhibitors of HIV reverse transcriptase (RT) and integrase (IN) were rationally designed by introducing a diketoacid
Michal Stefanik et al.
Microorganisms, 8(4) (2020-04-25)
Vector-borne flaviviruses (VBFs) affect human health worldwide, but no approved drugs are available specifically to treat VBF-associated infections. Here, we performed in silico screening of a library of U.S. Food and Drug Administration-approved antiviral drugs for their interaction with Zika
Qing Xia et al.
Protein science : a publication of the Protein Society, 16(8), 1728-1737 (2007-07-28)
Nonnucleoside reverse transcriptase inhibitors (NNRTI) are a group of structurally diverse compounds that bind to a single site in HIV-1 reverse transcriptase (RT), termed the NNRTI-binding pocket (NNRTI-BP). NNRTI binding to RT induces conformational changes in the enzyme that affect
Vandna Munshi et al.
Analytical biochemistry, 374(1), 121-132 (2007-10-30)
Reverse transcriptase (RT) plays an essential role in the HIV-1 replication process, which converts a single-strand RNA into a double-strand DNA via polymerase and RNase H activities. Therefore, inhibition of RT has been one of the primary therapeutic strategies for
Yung-Chih Kuo et al.
International journal of pharmaceutics, 340(1-2), 143-152 (2007-04-10)
Permeability of the anti-human immunodeficiency virus (HIV) agents, including stavudine (D4T), delavirdine (DLV), and saquinavir (SQV), across the in vitro blood-brain barrier (BBB) was studied. Here, the anti-HIV agents were incorporated with polybutylcyanoacrylate (PBCA) nanoparticles (NPs), methylmethacrylate-sulfopropylmethacrylate (MMA-SPM) NPs, and
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