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PZ0180

Sigma-Aldrich

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
MDL number:
MFCD00866948
UNSPSC Code:
51111800
PubChem Substance ID:
329823754
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to tan

mp

315 °C

solubility

DMSO: >5 mg/mL

storage temp.

room temp

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)

InChI key

MEPNHSOMXMALDZ-UHFFFAOYSA-N

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.

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Elinore F McCance-Katz et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 43 Suppl 4, S224-S234 (2006-11-17)
This study examined drug interactions between buprenorphine, an opioid partial agonist medication used in the treatment of opioid dependence, and the nonnucleoside reverse-transcriptase inhibitors (NNRTIs) efavirenz (EFV) and delavirdine (DLV). Opioid-dependent, buprenorphine/naloxone-maintained, human immunodeficiency virus (HIV)-negative volunteers (n=10 per NNRTI)
Shauna A Clark et al.
AIDS (London, England), 20(7), 981-984 (2006-04-11)
HIV-1 hypersusceptibility to non-nucleoside reverse transcriptase inhibitors (NNRTI) improves the response to NNRTI-containing regimens. The genetic basis for NNRTI hypersusceptibility was partly defined in our earlier analyses of a paired genotype-phenotype dataset of viral isolates from treatment-experienced patients, in which
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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