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ChemicalBook >> CAS DataBase List >>8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE Structure
8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE structure
CAS No.
608512-97-6
Chemical Name:
8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE
Synonyms
GW 506033X;PKR INHIBITOR;C16 (PKR Inhibitor);InSolution? PKR Inhibitor;GW-506033X(PKR Inhibitor C16);Imidazolo-oxindole PKR inhibitor C16;PKR Inhibitor - CAS 608512-97-6 - Calbiochem;InSolution PKR Inhibitor - CAS 608512-97-6 - Calbiochem;8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE;(Z)-8-((1H-Imidazol-4-yl)methylene)-6H-thiazolo[5,4-e]indol-7(8H)-one
CBNumber:
CB3160831
Molecular Formula:
C13H8N4OS
Molecular Weight:
268.29
MDL Number:
MFCD06735404
MOL File:
608512-97-6.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59
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8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE Properties

Boiling point 674.6±55.0 °C(Predicted)
Density 1.604±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble12mg/mL
pka 10.20±0.20(Predicted)
form Orange to orange brown solid
color yellow to orange-brown
Stability Stable for 2 years from date of purchsae as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
FDA UNII C9Q75QZK84

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
NFPA 704
0
2 0

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 527451 InSolution? PKR Inhibitor 608512-97-6 5mg $187 2024-03-01 Buy
Sigma-Aldrich 527450 PKR Inhibitor 608512-97-6 5mg $172 2024-03-01 Buy
Cayman Chemical 15323 PKR Inhibitor ≥95% 608512-97-6 1mg $32 2024-03-01 Buy
Cayman Chemical 15323 PKR Inhibitor ≥95% 608512-97-6 5mg $78 2024-03-01 Buy
Sigma-Aldrich I9785 Imidazolo-oxindole PKR inhibitor C16 ≥98% (HPLC) 608512-97-6 5mg $106 2024-03-01 Buy
Product number Packaging Price Buy
527451 5mg $187 Buy
527450 5mg $172 Buy
15323 1mg $32 Buy
15323 5mg $78 Buy
I9785 5mg $106 Buy

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE Chemical Properties,Uses,Production

Description

The activity of double-stranded RNA-activated protein kinase (PKR) is altered by viral infection as well as by various neuropathologies. A primary phosphorylation target of PKR is eukaryotic initiation factor 2 subunit α (eIF2α), blocking translation and driving apoptosis. PKR Inhibitor is an oxindole/imidazole derivative that binds the ATP-binding site of PKR and blocks autophosphorylation with an IC50 value of 186-210 nM. PKR Inhibitor protects human neuroblastoma cells against cell damage triggered by tunicamycin-mediated endoplasmic reticulum stress. It also prevents phosphorylation of Fas-associated protein with a death domain (FADD) in neuroblastoma cells, preventing FADD-dependent activation of caspases and apoptosis. Intraperitoneal administration of PKR inhibitor in rats reduces phosphorylation of PKR and eIF2α in the brain. Similar administration in mice enhances long-term memory storage, including contextual and auditory long-term fear memories.

Uses

PKR Inhibitor is a drug which acts as a selective inhibitor of the enzyme double-stranded RNA-dependent protein kinase (PKR). It has been shown to effectively inhibit PKR function in vivo and has neuroprotective and nootropic effects in animal studies.

Biochem/physiol Actions

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.

in vitro

pkr inhibitor was identified as a small molecule able to inhibit the autophosphorylation of pkr and to rescue the translation blockade induced by pkr. it was found that pkr inhibitor prevented not only pkr phosphorylation but also the activation of caspase 3 induced by ab in sh-sy5y cells. in addition, the protective effect of pkr inhibitor on the neuronal cell death induced by endoplasmic reticulum-stress in sh-sy5y cells has been reported [1].

in vivo

a previous animal study used an in-vivo model of 7-day-old rat exhibiting a high activation of brain pkr to investigate the effects of pkr inhibitor. results showed for the first time that acute systemic injection of pkr inhibitor could specifically inhibit the apoptotic pkr/eif2a signaling pathway without stimulating the proliferative mtor/p70s6k signaling mechanism [1].

IC 50

186-210 nm

storage

Store at -20°C

References

1) Jammi et al. (2003), Small molecule inhibitors of the RNA-dependent protein kinase; Biochem. Biophys. Res. Commun., 308 50 2) Shimazawa et al. (2007), Involvement of double-stranded RNA-dependent protein kinase in ER stress-induced retinal neuron damage; Ophthalmol. Vis. Sci., 48 3729 3) Ingrand et al. (2007), The oxindole/imidazole derivative C16 reduces in vivo brain PKR activation; FEBS Lett. 581 4473 4) Tronel et al. (2014), The specific PKR inhibitor C16 prevents apoptosis and IL-1β production in an acute excitotoxic rat model with a neuroinflammatory component; Neurochem. Int. 64 73 5) Couturier et al. (2011) Prevention of the β-amyloid peptide-induced inflammatory process by inhibition of double-stranded RNA-dependent protein kinase in primary murine mixed co-cultures; Neuroinflammation, 8 72

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE Suppliers

Global( 69)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32686 60
career henan chemical co 		+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
InvivoChem 		+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Shanghai Acmec Biochemical Technology Co., Ltd. 		+undefined18621343501 product@acmec-e.com China 33350 58
Aladdin Scientific 		+1-833-552-7181 sales@aladdinsci.com United States 57511 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Shanghai XR Chemical Technology Co., Ltd. 021-31007982 18019432809 info@xrpharma.com China 759 55
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Tianjin Kailiqi Biotechnology Co., Ltd. 15076683720 klq@cw-bio.com China 3501 55
Supplier Advantage
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
TargetMol Chemicals Inc. 		58
InvivoChem 		58
Shanghai Acmec Biochemical Technology Co., Ltd. 		58
Aladdin Scientific 		58
J & K SCIENTIFIC LTD. 76
Shanghai XR Chemical Technology Co., Ltd. 55
Sigma-Aldrich 80
Tianjin Kailiqi Biotechnology Co., Ltd. 55

View Lastest Price from 8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE pictures 2019-12-24 8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE
608512-97-6
 US $1.00 / g 1g 99% 20kg Career Henan Chemical Co

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE Spectrum

8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE(608512-97-6)1HNMR

608512-97-6(8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE)Related Search:

TYRPHOSTIN AG 879 SC-514 STO-609 (acetate) GF109203X 8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE
8-(1H-IMIDAZOL-4-YLMETHYLENE)-6,8-DIHYDRO-THIAZOLO[5,4-E]INDOL-7-ONE PKR INHIBITOR 6,8-Dihydro-8-(1H-imidazol-5-ylmethylene)-7H-pyrrolo[2,3-g]benzothiazol-7-one Imidazolo-oxindole PKR inhibitor C16 GW 506033X (Z)-8-((1H-Imidazol-4-yl)methylene)-6H-thiazolo[5,4-e]indol-7(8H)-one InSolution? PKR Inhibitor PKR Inhibitor - CAS 608512-97-6 - Calbiochem InSolution PKR Inhibitor - CAS 608512-97-6 - Calbiochem 7H-Pyrrolo[2,3-g]benzothiazol-7-one, 6,8-dihydro-8-(1H-imidazol-5-ylmethylene)- GW-506033X(PKR Inhibitor C16) 8-((1H-Imidazol-4-yl)methylene)-6,8-dihydro-7H-thiazolo[5,4-e]indol-7-one C16 (PKR Inhibitor) Inhibitor,PKR,inhibit,PKRINC16,PKR-IN-C-16,SH-SY5Y,acute brain lesions,PKR IN C16,Apoptosis 608512-97-6 C13H8N4OS