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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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Sequence determinants of 3A-mediated resistance to enviroxime in rhinoviruses and enteroviruses
Journal of Virology, 70, 4854-4857 (1996)
Eradication of persistent coxsackievirus B infection from a pancreatic cell line with clinically used antiviral drugs
Journal of Clinical Virology, 128, 104334-104334 (2020)
The antiviral compound enviroxime targets the 3A coding region of rhinovirus and poliovirus
Journal of virology, 69(7), 4189-4197 (1995)
A preclinical assessment to repurpose drugs to target type 1 diabetes-associated type B coxsackieviruses
Diabetic Medicine : a Journal of the British Diabetic Association, 37, 1849-1853 (2020)
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
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