Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H12N4O4S |
| Molecular Weight | 308.313 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1
InChI
InChIKey=YAEMHJKFIIIULI-UHFFFAOYSA-N
InChI=1S/C12H12N4O4S/c1-20-9-4-2-8(3-5-9)6-13-11(17)15-12-14-7-10(21-12)16(18)19/h2-5,7H,6H2,1H3,(H2,13,14,15,17)
| Molecular Formula | C12H12N4O4S |
| Molecular Weight | 308.313 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/15315719 | http://adisinsight.springer.com/drugs/800020125Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12928438
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15315719 | http://adisinsight.springer.com/drugs/800020125
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12928438
AstraZeneca was developing the thiazole AR-AO-14418, a selective inhibitor of glycogen synthase kinase 3β (GSK-3β), for the treatment of Alzheimer's disease and major depressive disorder. AR-AO-14418 is an important research tool in as much as, at concentrations that AR-AO-14418 is able to inhibit GSK3 activity, this compound did not affect the activity of other 26 protein kinases tested, and especially does not inhibit cdc2 and cdk5, two GSK3-related kinases that are inhibited by published GSK3 inhibitors. Furthermore, AR-AO-14418 constitutes a lead compound with therapeutic potential for the treatment of AD, as well as other neurodegenerative disorders. Later preclinical studies of AR-AO-14418 were discontinued.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Tau protein kinase I is essential for amyloid beta-protein-induced neurotoxicity. | 1993 Aug 15 |
|
| Increased glycogen synthase kinase-3 activity in diabetes- and obesity-prone C57BL/6J mice. | 1999 Aug |
|
| Potential role of glycogen synthase kinase-3 in skeletal muscle insulin resistance of type 2 diabetes. | 2000 Feb |
|
| The Wnt signaling pathway as a target for the treatment of neurodegenerative disorders. | 2006 Jan |
|
| Aberrant nuclear accumulation of glycogen synthase kinase-3beta in human pancreatic cancer: association with kinase activity and tumor dedifferentiation. | 2006 Sep 1 |
|
| Glycogen synthase kinase-3 is involved in the regulation of the cell cycle in cerebellar granule cells. | 2007 Aug |
|
| Inhibition of glycogen synthase kinase-3 suppresses the onset of symptoms and disease progression of G93A-SOD1 mouse model of ALS. | 2007 Jun |
|
| Glycogen synthase kinase-3β indirectly facilitates interferon-γ-induced nuclear factor-κB activation and nitric oxide biosynthesis. | 2010 Dec 15 |
|
| Cardioprotection leads to novel changes in the mitochondrial proteome. | 2010 Jan |
|
| Suppression of NF-kappaB and GSK-3beta is involved in colon cancer cell growth inhibition by the PPAR agonist troglitazone. | 2010 Oct 6 |
|
| Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity. | 2011 Oct 30 |
|
| Neurotoxicity induced by okadaic acid in the human neuroblastoma SH-SY5Y line can be differentially prevented by α7 and β2* nicotinic stimulation. | 2011 Sep |
Patents
Sample Use Guides
| Substance Class |
Chemical
Created
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admin
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Sat Dec 16 08:00:50 GMT 2023
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| Record UNII |
87KSH90Q6D
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| Record Status |
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