| Identification | Back Directory | [Name]
NQDI 1 | [CAS]
175026-96-7 | [Synonyms]
NDQI 1
NQDI 1
CS-1567
NQDI-1（97%）
NQDI-1, >98%
NQDI-1, ≥98% (HPLC)
NQDI-1;NQDI 1;NQDI1
LESINURAD (RDEA-594) intermediate
2,7-Dihydro-2,7-dioxo-3H-naphtho[1,2,3-de]quinoline-1-carboxylic acid ethyl ester
3H-Naphtho[1,2,3-de]quinoline-1-carboxylic acid, 2,7-dihydro-2,7-dioxo-, ethyl ester | [Molecular Formula]
C19H13NO4 | [MDL Number]
MFCD03265970 | [MOL File]
175026-96-7.mol | [Molecular Weight]
319.31 |
| Chemical Properties | Back Directory | [Melting point ]
310 °C (decomp) | [Boiling point ]
581.4±50.0 °C(Predicted) | [density ]
1.42±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: ≥5mg/mL (warmed to 60° C) | [form ]
powder | [pka]
10.76±0.40(Predicted) | [color ]
orange | [Stability:]
Stable for 2 years as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. | [InChI]
1S/C19H13NO4/c1-2-24-19(23)16-15-10-6-3-4-7-11(10)17(21)12-8-5-9-13(14(12)15)20-18(16)22/h3-9H,2H2,1H3,(H,20,22) | [InChIKey]
UFJGFNHRMPMALC-UHFFFAOYSA-N | [SMILES]
CCOC(=O)C1=C2c3ccccc3C(=O)c4cccc(NC1=O)c24 |
| Hazard Information | Back Directory | [Description]
Apoptosis signal-regulating kinase 1 (ASK1) is the ubiquitously expressed mitogen-activated protein kinase kinase kinase 5 involved in a wide range of biological functions that are dependent on cell survival or death. NQDI-1 is a specific inhibitor of ASK1 (IC50 = 3 μM; Ki = 500 nM) that demonstrates potent selectivity against various serine/threonine and tyrosine protein kinases. It has been used to promote survival of induced pluripotent stem cell populations and to protect neurons from reactive oxygen species-induced apoptosis in a model of ischemia. | [Uses]
NQDI-1 is an ASK1 inhibitor which is of therapeutic potential against acute ischemic renal injury. ?Its protective effects are mediated through inhibition of apoptosis and oxidative stress. | [in vivo]
250 nmol NQDI-1 in DMSO is intracerebroventricularly injected following brain insult. Western blotting is performed to determine the expression of ASK1 in the sham, Hypoxia-ischemia (HI), DMSO and NQDI-1 groups and indicate that NQDI-1 markedly inhibits the expression of ASK1 in the brain cortex, compared with the HI and DMSO group. Furthermore, immunofluorescence staining also indicates that the expression of ASK1 is inhibited by NQDI-1 in the brain cortex. The expression of downstream targets of ASK1 is also determined in the present study. The expression levels of p-JNK, p-c-Jun, p53 and caspase 3 are significantly decreased by NQDI-1, compared with the HI and DMSO groups. Low expression of p-JNK in the brain cortex is also observed by immunofluorescence in the NQDI-1-treated group[2]. | [IC 50]
ASK1: 500 nM (Ki); ASK1: 3 μM (IC50) | [References]
Volynets et al. (2011), Identification of 2H-naphtho[1,2,3-de]quinoline-2,7-diones as inhibitors of apoptosis signal-regulating kinase 1 (ASK1); Med. Chem., 54 2680
Nomura et al. (2013), An ASK1-p38 signaling pathway mediates hydrogen peroxide-induced toxicity in NG108-15 neuronal cells; Lett., 549 163
Chen et al. (2019), The MC4 receptor agonist RO27-3225 inhibits NLRP1-dependent neuronal pyroptosis via the ASK1/JNK/p38 MAPK pathway in a mouse model of intracerebral haemorrhage; J. Pharmacol., 176 1341
Ma et al. (2019), Low glucose and metformin-induced apoptosis of human ovarian cancer cells is connected to ASK1 via mitochondrial and endoplasmic reticulum stress associated pathways; Exp. Clin. Cancer Res., 38 77
Feng et al. (2018), Dual function of peroxiredoxin I in lipopolysaccharide-induced osteoblast apoptosis via reactive oxygen species and the apoptosis signal-regulating kinase 1 signaling pathway; Cell Death Discov., 4 47 |
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