NQN-1
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MedKoo CAT#: 558380

CAS#: 65240-86-0

Description: NQN-1 is a histone deacetylases-6 (HDAC6) inhibitor and nuclear factor-κB (NF-κB) activation blocker.


Chemical Structure

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NQN-1
CAS# 65240-86-0

Theoretical Analysis

MedKoo Cat#: 558380
Name: NQN-1
CAS#: 65240-86-0
Chemical Formula: C17H11NO3
Exact Mass: 277.07
Molecular Weight: 277.279
Elemental Analysis: C, 73.64; H, 4.00; N, 5.05; O, 17.31

Price and Availability

Size Price Availability Quantity
5mg USD 240
10mg USD 400
25mg USD 700
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Synonym: NQN-1; NQN-1; NQN-1;

IUPAC/Chemical Name: 2-Benzamido- 1,4-naphthoquinone

InChi Key: BIVQBWSIGJFXLF-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H11NO3/c19-15-10-14(16(20)13-9-5-4-8-12(13)15)18-17(21)11-6-2-1-3-7-11/h1-10H,(H,18,21)

SMILES Code: O=C(C1=C2C=CC=C1)C=C(NC(C3=CC=CC=C3)=O)C2=O

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

Shelf Life: >3 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: 2934.99.03.00

More Info:

Product Data:
Biological target: PPM-18 (NSC 73233), a potent anti-inflammatory agent, inhibits nitric oxide synthase expression. PPM-18 is a potent inhibitor of iNOS expression by blocking the binding of NF-κB to promoter.
In vitro activity: This study found that PPM-18 remarkably suppressed the proliferation and induced apoptosis in bladder cancer cells. Furthermore, a significant autophagic effect of PPM-18 on bladder cancer cells was also demonstrated, which profoundly promoted apoptotic cell death. Mechanistically, PPM-18 activated AMP-activated protein kinase (AMPK), whereas it repressed PI3K/AKT and mTORC1 pathways in bladder cancer cells. Inhibition of AMPK markedly relieved PPM-18-induced autophagy and apoptosis, indicating that PPM-18 is able to induce autophagy and apoptosis in bladder cancer cells via AMPK activation. Reference: Front Pharmacol. 2021 Jul 9;12:684915. https://pubmed.ncbi.nlm.nih.gov/34305598/
In vivo activity: This study studied the effect of PPM-18, a chemically synthesized naphthoquinone derivative and also an anti-inflammatory agent, on the lipopolysaccharide (LPS)-activated inducible NO synthase (iNOS) expression in rat alveolar macrophages. PPM-18 protects mice against LPS-induced lethal toxicity. These results also indicate that PPM-18 is a potent inhibitor of iNOS expression by blocking the binding of NF-kappaB to promoter and exerts a beneficial effect in the mouse model of sepsis. Reference: Biochem J. 1997 Dec 1;328 ( Pt 2)(Pt 2):363-9. https://pubmed.ncbi.nlm.nih.gov/9371689/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 3.0 10.82
DMF 5.0 18.03

Preparing Stock Solutions

The following data is based on the product molecular weight 277.28 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. Lu H, Mei C, Yang L, Zheng J, Tong J, Duan F, Liang H, Hong L. PPM-18, an Analog of Vitamin K, Induces Autophagy and Apoptosis in Bladder Cancer Cells Through ROS and AMPK Signaling Pathways. Front Pharmacol. 2021 Jul 9;12:684915. doi: 10.3389/fphar.2021.684915. PMID: 34305598; PMCID: PMC8299005. 2. Yu SM, Wu JF, Lin TL, Kuo SC. Inhibition of nitric oxide synthase expression by PPM-18, a novel anti-inflammatory agent, in vitro and in vivo. Biochem J. 1997 Dec 1;328 ( Pt 2)(Pt 2):363-9. doi: 10.1042/bj3280363. PMID: 9371689; PMCID: PMC1218929.
In vitro protocol: 1. Lu H, Mei C, Yang L, Zheng J, Tong J, Duan F, Liang H, Hong L. PPM-18, an Analog of Vitamin K, Induces Autophagy and Apoptosis in Bladder Cancer Cells Through ROS and AMPK Signaling Pathways. Front Pharmacol. 2021 Jul 9;12:684915. doi: 10.3389/fphar.2021.684915. PMID: 34305598; PMCID: PMC8299005. 2. Yu SM, Wu JF, Lin TL, Kuo SC. Inhibition of nitric oxide synthase expression by PPM-18, a novel anti-inflammatory agent, in vitro and in vivo. Biochem J. 1997 Dec 1;328 ( Pt 2)(Pt 2):363-9. doi: 10.1042/bj3280363. PMID: 9371689; PMCID: PMC1218929.
In vivo protocol: 1. Lu H, Mei C, Yang L, Zheng J, Tong J, Duan F, Liang H, Hong L. PPM-18, an Analog of Vitamin K, Induces Autophagy and Apoptosis in Bladder Cancer Cells Through ROS and AMPK Signaling Pathways. Front Pharmacol. 2021 Jul 9;12:684915. doi: 10.3389/fphar.2021.684915. PMID: 34305598; PMCID: PMC8299005. 2. Yu SM, Wu JF, Lin TL, Kuo SC. Inhibition of nitric oxide synthase expression by PPM-18, a novel anti-inflammatory agent, in vitro and in vivo. Biochem J. 1997 Dec 1;328 ( Pt 2)(Pt 2):363-9. doi: 10.1042/bj3280363. PMID: 9371689; PMCID: PMC1218929.

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1: Rahn JJ, Bestman JE, Josey BJ, Inks ES, Stackley KD, Rogers CE, Chou CJ, Chan SS. Novel Vitamin K analogs suppress seizures in zebrafish and mouse models of epilepsy. Neuroscience. 2014 Feb 14;259:142-54. doi: 10.1016/j.neuroscience.2013.11.040. Epub 2013 Dec 1. PubMed PMID: 24291671; PubMed Central PMCID: PMC3903788.