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SML2961

Sigma-Aldrich

GRL-0617

≥98% (HPLC)

Synonym(s):

5-Amino-2-methyl-N-[(1R)-1-(1-naphthalenyl)ethyl]benzamide, GRL 0617, GRL0617

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About This Item

Empirical Formula (Hill Notation):
C20H20N2O
CAS Number:
1093070-16-6
Molecular Weight:
304.39
MDL number:
MFCD12547683
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -72.0 to -82.0°, c = 0.5 in chloroform-d

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C20H20N2O/c1-14-9-10-17(21)13-19(14)20(23)22-12-11-16-7-4-6-15-5-2-3-8-18(15)16/h2-10,13H,11-12,21H2,1H3,(H,22,23)

InChI key

SVHZQKLXYGYSMU-UHFFFAOYSA-N

Biochem/physiol Actions

GRL-0617 is a cell penetrant non-cytotoxic and potent inhibitor of the SARS-CoV -2 papain-like protease (SCoV2-PLpro) and SCoV-PLpro. GRL-0617 reversibly binds to SCoV2-PLpro and disrupts its interaction with Interferon-stimulated gene 15 (ISG15). GRL-0617 poorly affects (> 100 μM) the activities of MERS PLpro, a series of cysteine proteases, including the human deubiquitinating enzymes HAUSP, USP18, UCH-L1, UCH-L3, and a papain-like protease (PLP2) from the human coronavirus NL63. GRL-0617 suppress SARS-CoV-2 infection and promote anti-viral immunity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Kiira Ratia et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(42), 16119-16124 (2008-10-15)
We report the discovery and optimization of a potent inhibitor against the papain-like protease (PLpro) from the coronavirus that causes severe acute respiratory syndrome (SARS-CoV). This unique protease is not only responsible for processing the viral polyprotein into its functional

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