5-Nitroso-8-hydroxyquinoline Chemical Compounds 5-Nitroso-8-hydroxyquinoline (NOQ) is a chemical compound that has gained significant attention in recent years due to its potential therapeutic and environmental applications. It is a derivative of 8-hydroxyquinoline, which is a well-known chelating agent used in various industrial and medical applications. NOQ has been found to exhibit potent biological activity, making it a promising candidate for drug development and environmental remediation.
174.16 g/mol
$ $99 In stock
Formulation: 174.16 g/mol
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Usage:
5-Nitroso-8-hydroxyquinoline - 3565-26-2

5-Nitroso-8-hydroxyquinoline

The product is for non-human research only. Not for therapeutic or veterinary use.

Catalog Number: BT-254189

CAS Number: 3565-26-2

Molecular Formula: C9H6N2O2

Molecular Weight: 174.16 g/mol

Purity: ≥ 98%

Inventory: In Stock

Size SKU Price
5g bt-254189-5g $294.62
25g bt-254189-25g $809.85

CAS Number 3565-26-2
Product Name 5-Nitroso-8-hydroxyquinoline
Molecular Formula C9H6N2O2
Molecular Weight 174.16 g/mol
InChI InChI=1S/C9H6N2O2/c12-8-4-3-7(11-13)6-2-1-5-10-9(6)8/h1-5,12H
InChI Key RZWRYPGAUIOOMK-UHFFFAOYSA-N
IUPAC Name 5-nitrosoquinolin-8-ol
Canonical SMILES C1=CC2=C(C=CC(=C2N=C1)O)N=O
Description 5-Nitroso-8-hydroxyquinoline (NOQ) is a chemical compound that has gained significant attention in recent years due to its potential therapeutic and environmental applications. It is a derivative of 8-hydroxyquinoline, which is a well-known chelating agent used in various industrial and medical applications. NOQ has been found to exhibit potent biological activity, making it a promising candidate for drug development and environmental remediation.
Method of Synthesis or Extraction 5-Nitroso-8-hydroxyquinoline can be synthesized using various methods, including the reaction of 8-hydroxyquinoline with nitrous acid or sodium nitrite. The yield and efficiency of these methods depend on several factors, such as the reaction conditions, the purity of the starting materials, and the presence of catalysts. However, these methods can also pose environmental and safety risks, as they involve the use of hazardous chemicals and generate toxic byproducts. Therefore, alternative methods, such as green chemistry approaches, are being explored to minimize the environmental impact and improve the safety of 5-Nitroso-8-hydroxyquinoline synthesis.
Chemical Structure and Biological Activity The chemical structure of 5-Nitroso-8-hydroxyquinoline consists of a quinoline ring with a nitroso group and a hydroxyl group attached to it. This unique structure confers 5-Nitroso-8-hydroxyquinoline with potent biological activity, particularly in its ability to chelate metal ions and inhibit various enzymes and signaling pathways. 5-Nitroso-8-hydroxyquinoline has been found to exhibit antimicrobial, anticancer, and anti-inflammatory properties, making it a promising candidate for drug development.
Biological Effects 5-Nitroso-8-hydroxyquinoline has been shown to affect various cellular functions and signaling pathways, including the regulation of gene expression, cell proliferation, and apoptosis. It has also been found to modulate the activity of several enzymes, such as metalloproteases and kinases, which play critical roles in various physiological processes. However, the potential therapeutic and toxic effects of 5-Nitroso-8-hydroxyquinoline on human health and the environment are still being investigated.
Applications In medical research, 5-Nitroso-8-hydroxyquinoline has been studied for its potential role in drug development, particularly in the treatment of cancer and infectious diseases. Clinical trials have shown promising results in the use of 5-Nitroso-8-hydroxyquinoline-based compounds as antimicrobial agents and anticancer drugs. However, further research is needed to determine the safety and efficacy of these compounds in humans.
In environmental research, 5-Nitroso-8-hydroxyquinoline has been studied for its potential role in pollution management and sustainability. Its ability to chelate metal ions makes it a promising candidate for the removal of heavy metals from contaminated soils and water. However, the potential environmental impact of 5-Nitroso-8-hydroxyquinoline-based compounds on non-target organisms and ecosystems is still being investigated.
In industrial research, 5-Nitroso-8-hydroxyquinoline has been used in various manufacturing processes, such as the production of dyes and pigments. Its ability to improve product quality and efficiency has made it a valuable tool in the chemical industry. However, the health and safety considerations of 5-Nitroso-8-hydroxyquinoline-based compounds in industrial settings need to be carefully evaluated.
Future Perspectives and Challenges Despite the promising applications of 5-Nitroso-8-hydroxyquinoline, several challenges need to be addressed to fully realize its potential. These include the development of more efficient and sustainable synthesis methods, the identification of safe and effective 5-Nitroso-8-hydroxyquinoline-based compounds for medical and environmental applications, and the evaluation of the potential long-term effects of 5-Nitroso-8-hydroxyquinoline on human health and the environment. However, with continued research and innovation, 5-Nitroso-8-hydroxyquinoline has the potential to become a valuable tool in various scientific fields.
Other CAS Number 3565-26-2
Pictograms Acute Toxic;Irritant
SMILES C1=CC2=C(C=CC(=C2N=C1)O)N=O
Solubility 26.1 [ug/mL]
Synonyms 5-nitroso-8-quinolinol
NSC 3852
NSC-3852
NSC3852
Reference 1: Strobl JS, Seibert CW, Li Y, Nagarkatti R, Mitchell SM, Rosypal AC, Rathore D, Lindsay DS. Inhibition of Toxoplasma gondii and Plasmodium falciparum infections in vitro by NSC3852, a redox active antiproliferative and tumor cell differentiation agent. J Parasitol. 2009 Feb;95(1):215-23. doi: 10.1645/GE-1608.1. PubMed PMID: 18837587. 2: Martirosyan A, Leonard S, Shi X, Griffith B, Gannett P, Strobl J. Actions of a histone deacetylase inhibitor NSC3852 (5-nitroso-8-quinolinol) link reactive oxygen species to cell differentiation and apoptosis in MCF-7 human mammary tumor cells. J Pharmacol Exp Ther. 2006 May;317(2):546-52. Epub 2006 Feb 23. PubMed PMID: 16497787.
PubChem Compound 5-Nitroso-8-hydroxyquinoline
Last Modified May 28 2023