5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one - 34320-83-7
5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one
Catalog Number: BT-253692
CAS Number: 34320-83-7
Molecular Formula: C15H11N3O3
Molecular Weight: 281.27 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one, also known as NPP, is a chemical compound that belongs to the pyrazolone family. It is a yellow crystalline powder that is commonly used in medical, environmental, and industrial research. NPP has gained significant attention due to its potential therapeutic and toxic effects, as well as its role in pollution management and sustainability.
Properties
CAS Number
34320-83-7
Product Name
5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one
IUPAC Name
5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one
Molecular Formula
C15H11N3O3
Molecular Weight
281.27 g/mol
InChI
InChI=1S/C15H11N3O3/c19-15-10-14(11-6-8-13(9-7-11)18(20)21)16-17(15)12-4-2-1-3-5-12/h1-9H,10H2
InChI Key
FDAVFKZPGQEGDX-UHFFFAOYSA-N
SMILES
C1C(=NN(C1=O)C2=CC=CC=C2)C3=CC=C(C=C3)[N+](=O)[O-]
Synonyms
2,4-Dihydro-5-(4-nitrophenyl)-2-phenyl-3H-pyrazol-3-one
Canonical SMILES
C1C(=NN(C1=O)C2=CC=CC=C2)C3=CC=C(C=C3)[N+](=O)[O-]
Method of Synthesis or Extraction
5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one can be synthesized using various methods, including the reaction of 4-nitroaniline with ethyl acetoacetate in the presence of a base, or the reaction of 4-nitrophenylhydrazine with phenylacetyl chloride. The efficiency and yield of each method depend on the reaction conditions, such as temperature, pressure, and catalysts. However, the synthesis of 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one can also have environmental and safety considerations, as some methods may involve the use of toxic solvents or reagents.
Chemical Structure and Biological Activity
The chemical structure of 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one consists of a pyrazolone ring with a phenyl and a nitrophenyl group attached to it. 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one has been found to exhibit various biological activities, including anti-inflammatory, analgesic, and antipyretic effects. It acts by inhibiting the production of prostaglandins, which are involved in inflammation and pain. 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one has also been shown to have potent antioxidant and antimicrobial properties.
Biological Effects
5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one has been found to affect cell function and signal transduction by modulating the activity of enzymes and receptors involved in various cellular processes. It has been studied for its potential therapeutic effects in the treatment of cancer, Alzheimer's disease, and other neurological disorders. However, 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one can also have toxic effects, such as hepatotoxicity and nephrotoxicity, which limit its clinical use.
Applications
In medical research, 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one has been studied for its role in drug development, particularly in the design of anti-inflammatory and analgesic agents. Clinical trials have shown promising results in the treatment of pain and inflammation, but further studies are needed to determine its safety and efficacy. In environmental research, 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one has been used to assess the effects of pollution on ecosystems and to develop sustainable solutions for pollution management. In industrial research, 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one has been used in manufacturing processes to improve product quality and efficiency, but health and safety considerations must be taken into account.
Future Perspectives and Challenges
The use and study of 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one face several limitations, such as its toxicity and limited bioavailability. Possible solutions and improvements include the development of novel derivatives with improved pharmacological properties and the use of nanotechnology to enhance its delivery and efficacy. Future trends and prospects in the application of 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one in scientific research include its potential use in the treatment of neurodegenerative diseases and the development of sustainable solutions for pollution management. However, further studies are needed to fully understand its biological effects and potential applications.
In conclusion, 5-(4-nitrophenyl)-2-phenyl-4H-pyrazol-3-one is a versatile chemical compound with potential applications in medical, environmental, and industrial research. Its synthesis, chemical structure, biological activity, and potential applications have been discussed, as well as the challenges and future perspectives in its use and study.
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