PZ0180

Delavirdine mesylate

Name: Delavirdine mesylate
Brand: SIGMA
Price: 3187.5 CZK

≥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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Product Name

Delavirdine mesylate, ≥98% (HPLC)

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

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Show Differences

1 of 4

This Item	PZ0254	PZ0184	PZ0255
Sigma-Aldrich PZ0180 Delavirdine mesylate	Sigma-Aldrich PZ0254 PF-06273340	Sigma-Aldrich PZ0184 PF-04457845	Sigma-Aldrich PZ0255 CP-101606 mesylate
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. room temp	storage temp. room temp	storage temp. room temp	storage temp. room temp
solubility DMSO: >5 mg/mL	solubility DMSO: 20 mg/mL, clear	solubility DMSO: 20 mg/mL	solubility DMSO: 20 mg/mL, clear
color white to tan	color , white to yellow to brown	color white to beige	color white to beige

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.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Monitoring the development of non-nucleoside reverse transcriptase inhibitor-associated resistant HIV-1 using an electrochemiluminescence-based reverse transcriptase polymerase assay.

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

Transport of stavudine, delavirdine, and saquinavir across the blood-brain barrier by polybutylcyanoacrylate, methylmethacrylate-sulfopropylmethacrylate, and solid lipid nanoparticles.

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

Probing nonnucleoside inhibitor-induced active-site distortion in HIV-1 reverse transcriptase by transient kinetic analyses.

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

FDA-Approved Drugs Efavirenz, Tipranavir, and Dasabuvir Inhibit Replication of Multiple Flaviviruses in Vero Cells.

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

Design and synthesis of dual inhibitors of HIV reverse transcriptase and integrase: introducing a diketoacid functionality into delavirdine.

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

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Delavirdine mesylate