5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid - 119-18-6

5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid

Catalog Number: EVT-520484
CAS Number: 119-18-6
Molecular Formula: C10H8N2O3
Molecular Weight: 204.18 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid is a heterocyclic compound that has gained significant attention in the field of medicinal chemistry due to its potential therapeutic applications. This compound is also known as pyrazole carboxylic acid and has a molecular formula of C10H8N2O3.
Applications in Various Fields
In medical research, 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid has shown potential as a lead compound for the development of novel anticancer and anti-inflammatory drugs. Clinical trials have shown promising results in the treatment of various types of cancer, including breast, lung, and colon cancer. However, further research is needed to determine the safety and efficacy of this compound in humans.
In environmental research, 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid has been studied for its effects on ecosystems and its potential role in pollution management. It has been found to have low toxicity to aquatic organisms, making it a potential candidate for the development of environmentally friendly pesticides.
In industrial research, 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid has been used in the manufacturing of various products, including pharmaceuticals and agrochemicals. It has also been used to improve the quality and efficiency of certain manufacturing processes. However, the use of this compound in industrial settings requires careful consideration of health and safety considerations.

Properties

CAS Number

119-18-6

Product Name

5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid

IUPAC Name

5-oxo-1-phenyl-4H-pyrazole-3-carboxylic acid

Molecular Formula

C10H8N2O3

Molecular Weight

204.18 g/mol

InChI

InChI=1S/C10H8N2O3/c13-9-6-8(10(14)15)11-12(9)7-4-2-1-3-5-7/h1-5H,6H2,(H,14,15)

InChI Key

IMZSHPUSPMOODC-UHFFFAOYSA-N

SMILES

C1C(=NN(C1=O)C2=CC=CC=C2)C(=O)O

Solubility

30.6 [ug/mL]

Canonical SMILES

C1C(=NN(C1=O)C2=CC=CC=C2)C(=O)O
Method of Synthesis or Extraction
There are several methods for the synthesis of 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid. One of the commonly used methods is the reaction of 1-phenyl-3-methyl-5-pyrazolone with ethyl chloroacetate in the presence of sodium ethoxide. This method yields a moderate amount of the compound with a purity of around 70%. Another method involves the reaction of 1-phenyl-3-methyl-5-pyrazolone with ethyl chloroformate in the presence of triethylamine. This method yields a higher amount of the compound with a purity of around 90%. However, this method requires the use of toxic and hazardous chemicals, making it less environmentally friendly and safe.
Chemical Structure and Biological Activity
The chemical structure of 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid consists of a pyrazole ring attached to a carboxylic acid group and a phenyl group. This compound has shown promising biological activity, particularly in the field of cancer research. It has been found to inhibit the growth of cancer cells by inducing apoptosis and inhibiting cell proliferation. Additionally, it has shown potential as an anti-inflammatory agent by inhibiting the production of pro-inflammatory cytokines.
Biological Effects
The biological effects of 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid are mainly attributed to its ability to modulate cell function and signal transduction pathways. It has been found to inhibit the activity of enzymes involved in the biosynthesis of prostaglandins, which are known to play a role in inflammation and pain. Additionally, it has been shown to inhibit the activity of certain kinases involved in cell proliferation and survival, leading to the induction of apoptosis in cancer cells.
Future Perspectives and Challenges
Despite the promising potential of 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid, there are several challenges associated with its use and study. One of the main challenges is the limited understanding of its mechanism of action and biological targets. Additionally, the safety and efficacy of this compound in humans need to be further investigated through clinical trials. Future research should focus on identifying new applications and improving the efficiency and safety of the synthesis and extraction methods.
Conclusion:
In conclusion, 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid is a promising compound with potential applications in the fields of medicine, environment, and industry. Its ability to modulate cell function and signal transduction pathways makes it a potential candidate for the development of novel anticancer and anti-inflammatory drugs. However, further research is needed to determine its safety and efficacy in humans and to improve the efficiency and safety of the synthesis and extraction methods.

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