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I9785

Sigma-Aldrich

Imidazolo-oxindole PKR inhibitor C16

≥98% (HPLC)

Synonym(s):

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

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5 MG
CZK 2,560.00
25 MG
CZK 10,100.00

CZK 2,560.00

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5 MG
CZK 2,560.00
25 MG
CZK 10,100.00

About This Item

Empirical Formula (Hill Notation):
C13H8N4OS
CAS Number:
608512-97-6
Molecular Weight:
268.29
MDL number:
MFCD06735404
UNSPSC Code:
12352200
PubChem Substance ID:
329815469
NACRES:
NA.77

CZK 2,560.00

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

100

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[1]
  • to inhibit the strong induction of interferon stimulated genes (ISGs) after plasmid transfection in HeLa-S3 cells[2]
  • to augment eukaryotic translation initiation factor 2 (eIF2) activity[3]

Biochem/physiol Actions

C16 exhibits a neuroprotective role in adult brain injuries.[4]
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000332292
0000332279
0000232817
0000329197
027M4729V

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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)
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)
Fabian Borghese et al.
Journal of virology, 93(19) (2019-07-12)
Leader (L) proteins encoded by cardioviruses are multifunctional proteins that contribute to innate immunity evasion. L proteins of Theiler's murine encephalomyelitis virus (TMEV), Saffold virus (SAFV), and encephalomyocarditis virus (EMCV) were reported to inhibit stress granule assembly in infected cells.
Jiahui Tang et al.
Antioxidants (Basel, Switzerland), 11(10) (2022-10-28)
Retinal ganglion cells (RGCs), the projection neurons of the eye, are irreversibly lost once the optic nerve is injured, which is a critical mechanism of glaucoma. Mobile zinc (Zn2+) levels rapidly increase in retinal interneuron amacrine cells and Zn2+ is
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