Buy 4-Hydroxybenzo[h]quinoline-3-carboxylic acid (BT-254709)

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4-Hydroxybenzo[h]quinoline-3-carboxylic acid

Catalog Number: BT-254709

CAS Number: 51726-83-1

Molecular Formula: C14H9NO3

Molecular Weight: 239.23 g/mol

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

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Product Introduction

Description

4-Hydroxybenzo[h]quinoline-3-carboxylic acid (HBQCA) is a heterocyclic compound that belongs to the class of quinoline carboxylic acids. It has gained significant attention in recent years due to its potential therapeutic and environmental applications.

Properties

CAS Number

51726-83-1

Product Name

4-Hydroxybenzo[h]quinoline-3-carboxylic acid

IUPAC Name

4-oxo-1H-benzo[h]quinoline-3-carboxylic acid

Molecular Formula

C14H9NO3

Molecular Weight

239.23 g/mol

InChI

InChI=1S/C14H9NO3/c16-13-10-6-5-8-3-1-2-4-9(8)12(10)15-7-11(13)14(17)18/h1-7H,(H,15,16)(H,17,18)

InChI Key

QGOKEDVMXJBTAR-UHFFFAOYSA-N

SMILES

C1=CC=C2C(=C1)C=CC3=C2NC=C(C3=O)C(=O)O

Synonyms

1,4-dihydro-4-oxo-benzo[h]quinoline-3-carboxylic acid

Canonical SMILES

C1=CC=C2C(=C1)C=CC3=C2NC=C(C3=O)C(=O)O

Method of Synthesis or Extraction

4-Hydroxybenzo[h]quinoline-3-carboxylic acid can be synthesized using various methods, including the Pfitzinger reaction, Skraup synthesis, and Friedlander synthesis. The Pfitzinger reaction involves the condensation of 2-aminobenzoic acid with an aldehyde or ketone in the presence of a Lewis acid catalyst. The Skraup synthesis involves the condensation of aniline with glycerol and sulfuric acid, followed by oxidation with nitric acid. The Friedlander synthesis involves the condensation of aniline with a ketone or aldehyde in the presence of a Lewis acid catalyst. The efficiency and yield of each method vary, with the Pfitzinger reaction being the most efficient and yielding the highest amount of 4-Hydroxybenzo[h]quinoline-3-carboxylic acid. However, environmental and safety considerations must be taken into account, as some of these methods involve the use of toxic and hazardous chemicals.

Chemical Structure and Biological Activity

4-Hydroxybenzo[h]quinoline-3-carboxylic acid has a unique chemical structure, consisting of a quinoline ring fused with a benzene ring and a carboxylic acid group. It has been found to exhibit various biological activities, including antimicrobial, antitumor, anti-inflammatory, and antioxidant properties. The mechanism of action and biological targets of 4-Hydroxybenzo[h]quinoline-3-carboxylic acid are not fully understood, but it is believed to act by inhibiting enzymes and signaling pathways involved in various cellular processes.

Biological Effects

4-Hydroxybenzo[h]quinoline-3-carboxylic acid has been shown to have significant effects on cell function and signal transduction. It has been found to induce apoptosis in cancer cells, inhibit the growth of bacteria and fungi, and reduce inflammation in various tissues. However, it also has potential toxic effects, such as hepatotoxicity and nephrotoxicity, which must be taken into consideration when using 4-Hydroxybenzo[h]quinoline-3-carboxylic acid in therapeutic applications.

Applications

4-Hydroxybenzo[h]quinoline-3-carboxylic acid has various applications in medical, environmental, and industrial research. In medical research, it has been studied for its role in drug development, with promising results in the treatment of cancer, bacterial infections, and inflammatory diseases. In environmental research, it has been found to have effects on ecosystems and can be used in pollution management and sustainability efforts. In industrial research, it can be used in manufacturing processes to improve product quality and efficiency, with health and safety considerations being of utmost importance.

Future Perspectives and Challenges

Despite the promising applications of 4-Hydroxybenzo[h]quinoline-3-carboxylic acid, there are still limitations in its use and study. The lack of understanding of its mechanism of action and biological targets hinders its development as a therapeutic agent. Additionally, the potential toxic effects of 4-Hydroxybenzo[h]quinoline-3-carboxylic acid must be thoroughly studied and addressed before it can be used in clinical settings. Future research should focus on elucidating the mechanism of action of 4-Hydroxybenzo[h]quinoline-3-carboxylic acid and developing safer and more efficient methods of synthesis or extraction.
Conclusion:
In conclusion, 4-Hydroxybenzo[h]quinoline-3-carboxylic acid is a promising compound with various potential applications in medical, environmental, and industrial research. Its unique chemical structure and biological activity make it a valuable target for drug development and pollution management efforts. However, further research is needed to fully understand its mechanism of action and address potential toxic effects.

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