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SML2995

Sigma-Aldrich

Enviroxime

≥98% (HPLC)

Synonym(s):

(E)-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)(phenyl)methanone oxime, (E)-6-[(Hydroxyimino)phenylmethyl]-1-[(1-methylethyl)sulfonyl]-1H-benzimidazol-2-amine, (E)-LY 122771-72, (E)-LY-122771-72, (E)-LY122771-72, (E)-Viroxime, 6-[(E)-(Hydroxyimino)phenylmethyl]-1-[(1-methylethyl)sulfonyl]-1H-benzimidazol-2-amine, EvirX, LY 122772, LY-122772, LY122772

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About This Item

Empirical Formula (Hill Notation):
C17H18N4O3S
CAS Number:
72301-79-2
Molecular Weight:
358.41
MDL number:
MFCD00866954
UNSPSC Code:
41121800
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

, White to very dark grey

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC1=NC(C=CC(/C(C2=CC=CC=C2)=N/O)=C3)=C3N1S(C(C)C)(=O)=O

Biochem/physiol Actions

Enviroxime (LY 122772) is a selective phosphatidylinositol 4-kinase type IIIβ (PI4KB, PI4KIIIβ) inhibitor (IC50 = 60 nM/PI4KB vs. 1.917 µM/PI4KA) with antiviral potency against enteroviruses, including rhinovirus (RV plaque reduction IC50 ≤40 ng/mL; HeLa), poliovirus (PV), coxsackievirus (CV). PI4KB is a host factor essential for enterovirus replication, mutations in viral 3A protein that recruits PI4KB to the replication sites result in enviroxime resistance. Enviroxime is also reported to impede PI4K-independent hepatitis C (HCV) replication at least partially by an inhibitory effect on PI3Ks.

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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PI4KIII inhibitor enviroxime impedes the replication of the hepatitis C virus by inhibiting PI3 kinases
The Journal of Antimicrobial Chemotherapy, 73, 3375-3384 (2018)
Liang Sun et al.
Antimicrobial agents and chemotherapy, 59(12), 7782-7785 (2015-09-16)
We investigated the susceptibility of 10 enterovirus D68 (EV-D68) isolates (belonging to clusters A, B, and C) to (entero)virus inhibitors with different mechanisms of action. The 3C-protease inhibitors proved to be more efficient than enviroxime and pleconaril, which in turn
Coxsackievirus mutants that can bypass host factor PI4KIII? and the need for high levels of PI4P lipids for replication
Cell Research, 22, 1576-1592 (2012)
Eradication of persistent coxsackievirus B infection from a pancreatic cell line with clinically used antiviral drugs
Journal of Clinical Virology, 128, 104334-104334 (2020)
Sequence determinants of 3A-mediated resistance to enviroxime in rhinoviruses and enteroviruses
Journal of Virology, 70, 4854-4857 (1996)
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