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Merck
CN

I9785

Imidazolo-oxindole PKR inhibitor C16

≥98% (HPLC), RNA-dependent protein kinases (PKR, Eif2ak2) inhibitor

Synonym(s):

6,8-Dihydro-8-(1H-imidazol-5-ylmethylene)-7H-pyrrolo[2,3-g]benzothiazol-7-one

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About This Item

Empirical Formula (Hill Notation):
C13H8N4OS
CAS Number:
Molecular Weight:
268.29
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Quality level:
Technical Service
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Product Name

Imidazolo-oxindole PKR inhibitor C16, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

color

yellow to orange-brown

solubility

DMSO: 12 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C1NC2=CC=C3C(SC=N3)=C2/C1=C/C4=CNC=N4

InChI

1S/C13H8N4OS/c18-13-8(3-7-4-14-5-15-7)11-9(17-13)1-2-10-12(11)19-6-16-10/h1-6H,(H,14,15)(H,17,18)/b8-3-

InChI key

VFBGXTUGODTSPK-BAQGIRSFSA-N

Application

Imidazolo-oxindole PKR inhibitor C16 has been used:
  • to rescue fear memory deficits and restore long-term potentiation (LTP) impairment in mice
  • to inhibit the strong induction of interferon stimulated genes (ISGs) after plasmid transfection in HeLa-S3 cells
  • to augment eukaryotic translation initiation factor 2 (eIF2) activity

Biochem/physiol Actions

C16 exhibits a neuroprotective role in adult brain injuries.
Imidazolo-oxindole PKR inhibitor C16 is a selectiv inhibitor of RNA-dependent protein kinases (PKR, Eif2ak2).
Imidazolo-oxindole PKR inhibitor C16 is a selective inhibitor of RNA-dependent protein kinases (PKR, Eif2ak2). C16 is a first reported, potent and selective PKR inhibitor. Its inhibition effect on PKR is ATP-binding site directed. C16 specifically inhibits the apoptotic PKR/eIF2a signaling pathway without stimulating the proliferative mTOR/p70S6K signaling mechanism.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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AIM2 inflammasome mediates Arsenic-induced secretion of IL-1 beta and IL-18
Zhang MF, et al.
Oncoimmunology, 5(6), e1160182-e1160182 (2016)
PKR-a Kinase to Remember
Gal-Ben-Ari S, et al.
Frontiers in Molecular Neuroscience, 11, 480-480 (2018)
The specific protein kinase R (PKR) inhibitor C16 protects neonatal hypoxia-ischemia brain damages by inhibiting neuroinflammation in a neonatal rat model
Xiao J, et al.
Medical Science Monitor : International Medical Journal of Experimental and Clinical Research, 22, 5074-5074 (2016)



Global Trade Item Number

SKUGTIN
I9785-25MG04061832448992
I9785-5MG04061832449005