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MedKoo Cat#: 522544 | Name: NQDI-1
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NQDI-1 is an inhibitor of ASK1, which attenuates acute ischemic renal injury by modulating oxidative stress and cell death. NQDI-1 was used to study LPS-induced activation and role of ASK1 and p38 in anti-inflammatory cytokine production by macrophages Apoptosis signal-regulating kinase 1 (ASK1) is among the signaling events that lead to postischemic cell death. Inhibition of ASK1 pathway protected hearts from ischemic damage.

Chemical Structure

NQDI-1
NQDI-1
CAS#175026-96-7

Theoretical Analysis

MedKoo Cat#: 522544

Name: NQDI-1

CAS#: 175026-96-7

Chemical Formula: C19H13NO4

Exact Mass: 319.0845

Molecular Weight: 319.32

Elemental Analysis: C, 71.47; H, 4.10; N, 4.39; O, 20.04

Price and Availability

Size Price Availability Quantity
100mg USD 450.00 2 Weeks
200mg USD 750.00 2 Weeks
500mg USD 1,650.00 2 Weeks
1g USD 2,950.00 2 Weeks
2g USD 5,250.00 2 Weeks
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Related CAS #
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Synonym
NQDI1; NQDI-1; NQDI 1. CAS#175026-96-7
IUPAC/Chemical Name
ethyl 2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinoline-1-carboxylate
InChi Key
UFJGFNHRMPMALC-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(C1=C2C3=C(NC1=O)C=CC=C3C(C4=C2C=CC=C4)=O)OCC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
NQDI-1 inhibits apoptosis signal-regulating kinase 1 (ASK1) with a Ki of 500 nM and an IC50 of 3 μM.
In vitro activity:
In vitro kinase assay revealed that ethyl 2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinoline-1-carboxylate (NQDI-1) inhibited ASK1 with a K(i) of 500 nM. Reference: J Med Chem. 2011 Apr 28;54(8):2680-6. https://pubmed.ncbi.nlm.nih.gov/21449566/
In vivo activity:
NQDI‑1, a specific inhibitor of ASK1 was intracerebroventricularly injected following neonatal rats brain insult for neuroprotection. Notably, NQDI‑1 significantly inhibited the in vivo expression levels of ASK1, phosphorylated (p‑)JNK, p‑c‑Jun, p53 and caspase 3. Reduced acute hypoxic‑ischemic cerebral injury and cell apoptosis was observed following the injection of NQDI‑1. Collectively, NQDI-1 attenuated acute perinatal hypoxic‑ischemic cerebral injury by inhibiting the expression of ASK1 and cell apoptosis. Reference: Mol Med Rep. 2016 Jun;13(6):4585-92. https://pubmed.ncbi.nlm.nih.gov/27081917/
Solvent mg/mL mM
Solubility
DMF 1.0 3.13
DMF:PBS (pH 7.2) (1:2) 0.3 0.94
DMSO 10.7 33.40
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 319.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Feng H, Li Z, Du J, Sun J, Feng W, Li D, Liu S, Wang W, Liu H, Amizuka N, Li M. 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. 2018 Apr 27;4:47. doi: 10.1038/s41420-018-0050-9. PMID: 29707240; PMCID: PMC5919897. 2. Volynets GP, Chekanov MO, Synyugin AR, Golub AG, Kukharenko OP, Bdzhola VG, Yarmoluk SM. Identification of 3H-naphtho[1,2,3-de]quinoline-2,7-diones as inhibitors of apoptosis signal-regulating kinase 1 (ASK1). J Med Chem. 2011 Apr 28;54(8):2680-6. doi: 10.1021/jm200117h. Epub 2011 Mar 30. PMID: 21449566. 3. Xie X, Yuan C, Yin L, Zhu Q, Ma N, Chen W, Ding Y, Xiao W, Gong W, Lu G, Xu Z, Li W. NQDI-1 protects against acinar cell necrosis in three experimental mouse models of acute pancreatitis. Biochem Biophys Res Commun. 2019 Nov 26;520(1):211-217. doi: 10.1016/j.bbrc.2019.09.125. Epub 2019 Oct 3. PMID: 31587872. 4. Hao H, Li S, Tang H, Liu B, Cai Y, Shi C, Xiao X. NQDI-1, an inhibitor of ASK1 attenuates acute perinatal hypoxic-ischemic cerebral injury by modulating cell death. Mol Med Rep. 2016 Jun;13(6):4585-92. doi: 10.3892/mmr.2016.5123. Epub 2016 Apr 13. PMID: 27081917; PMCID: PMC4878550.
In vitro protocol:
1. Feng H, Li Z, Du J, Sun J, Feng W, Li D, Liu S, Wang W, Liu H, Amizuka N, Li M. 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. 2018 Apr 27;4:47. doi: 10.1038/s41420-018-0050-9. PMID: 29707240; PMCID: PMC5919897. 2. Volynets GP, Chekanov MO, Synyugin AR, Golub AG, Kukharenko OP, Bdzhola VG, Yarmoluk SM. Identification of 3H-naphtho[1,2,3-de]quinoline-2,7-diones as inhibitors of apoptosis signal-regulating kinase 1 (ASK1). J Med Chem. 2011 Apr 28;54(8):2680-6. doi: 10.1021/jm200117h. Epub 2011 Mar 30. PMID: 21449566.
In vivo protocol:
1. Xie X, Yuan C, Yin L, Zhu Q, Ma N, Chen W, Ding Y, Xiao W, Gong W, Lu G, Xu Z, Li W. NQDI-1 protects against acinar cell necrosis in three experimental mouse models of acute pancreatitis. Biochem Biophys Res Commun. 2019 Nov 26;520(1):211-217. doi: 10.1016/j.bbrc.2019.09.125. Epub 2019 Oct 3. PMID: 31587872. 2. Hao H, Li S, Tang H, Liu B, Cai Y, Shi C, Xiao X. NQDI-1, an inhibitor of ASK1 attenuates acute perinatal hypoxic-ischemic cerebral injury by modulating cell death. Mol Med Rep. 2016 Jun;13(6):4585-92. doi: 10.3892/mmr.2016.5123. Epub 2016 Apr 13. PMID: 27081917; PMCID: PMC4878550.
1: Eaton GJ, Zhang QS, Diallo C, Matsuzawa A, Ichijo H, Steinbeck MJ, Freeman TA. Inhibition of apoptosis signal-regulating kinase 1 enhances endochondral bone formation by increasing chondrocyte survival. Cell Death Dis. 2014 Nov 13;5:e1522. doi: 10.1038/cddis.2014.480. PubMed PMID: 25393478; PubMed Central PMCID: PMC4260738. 2: Yoshida T, Ozawa Y, Suzuki K, Yuki K, Ohyama M, Akamatsu W, Matsuzaki Y, Shimmura S, Mitani K, Tsubota K, Okano H. The use of induced pluripotent stem cells to reveal pathogenic gene mutations and explore treatments for retinitis pigmentosa. Mol Brain. 2014 Jun 16;7:45. doi: 10.1186/1756-6606-7-45. PubMed PMID: 24935155; PubMed Central PMCID: PMC4058693. 3: El Eter E. NQDI 1, an inhibitor of ASK1 attenuates acute ischemic renal injury by modulating oxidative stress and cell death. Cardiovasc Hematol Agents Med Chem. 2013 Sep;11(3):179-86. PubMed PMID: 23952292. 4: Nomura K, Lee M, Banks C, Lee G, Morris BJ. An ASK1-p38 signalling pathway mediates hydrogen peroxide-induced toxicity in NG108-15 neuronal cells. Neurosci Lett. 2013 Aug 9;549:163-7. doi: 10.1016/j.neulet.2013.05.045. Epub 2013 Jun 4. PubMed PMID: 23742763. 5: Volynets GP, Chekanov MO, Synyugin AR, Golub AG, Kukharenko OP, Bdzhola VG, Yarmoluk SM. Identification of 3H-naphtho[1,2,3-de]quinoline-2,7-diones as inhibitors of apoptosis signal-regulating kinase 1 (ASK1). J Med Chem. 2011 Apr 28;54(8):2680-6. doi: 10.1021/jm200117h. Epub 2011 Mar 30. PubMed PMID: 21449566.