33282-25-6

Basic information

• Product Name: 5-(4-Nitrophenyl)isoxazole-3-carboxylic acid
• Synonyms: 3-Isoxazolecarboxylicacid, 5-(p-nitrophenyl)- (8CI)
• CAS NO: 33282-25-6
• Molecular Formula: C₁₀H₆N₂O₅
• Molecular Weight: 234.16
• Mol File: 33282-25-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-(4-Nitrophenyl)isoxazole-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-Nitrophenyl)isoxazole-3-carboxylic acid(33282-25-6)
• EPA Substance Registry System: 5-(4-Nitrophenyl)isoxazole-3-carboxylic acid(33282-25-6)

Safety Data

• Hazardous Substances Data: 33282-25-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
5-(4-Nitrophenyl)isoxazole-3-carboxylic acid serves as a crucial building block in the synthesis of various pharmaceuticals and agrochemicals. Its versatile molecular structure allows for the creation of a wide array of biologically active molecules, making it a valuable precursor in drug development.
Used in Drug Development:
As a potential candidate for new drug development, 5-(4-Nitrophenyl)isoxazole-3-carboxylic acid leverages its antimicrobial and anti-inflammatory properties. These attributes render it suitable for the formulation of therapeutic agents aimed at treating infections and inflammatory conditions.
Used in Medicinal Chemistry Research:
5-(4-Nitrophenyl)isoxazole-3-carboxylic acid's distinctive chemical properties, arising from the nitrophenyl group and isoxazole ring, make it an important subject of study in medicinal chemistry. Researchers explore its potential applications and interactions within biological systems to advance the understanding of its therapeutic capabilities.

Upstream product

• 159670-70-9 ethyl 5-(4-nitrophenyl)isoxazole-3-carboxylate 
• 61695-29-2 p-Nitrocinnamylmethylketonoxim 
• 54808-56-9 4-(4-nitrophenyl)-2,4-dione-butyric acid ethyl ester 
• 98-86-2 acetophenone 
• 100-19-6 (4-nitrophenyl)ethanone 
• 487034-01-5 5-(4-nitro-phenyl)-isoxazole-3-carboxylic acid methyl ester 
• 75867-38-8 4-nitro-1-(trimethylsilylethynyl)benzene 
• 17763-80-3 para-nitrophenyl triflate 
• 937-31-5 (4-Nitrophenyl)acetylene 

Downstream Products

• 1416981-45-7 C₃₂H₂₇N₃O₁₁ 
• 1391626-38-2 (3S,6S)-3,6-diisobutyl-4-(5-(4-nitrophenyl)isoxazole-3-carbonyl)-piperazin-2-one 
• 20583-31-7 3-(4-nitrophenyl)-1H-pyrazole 
• 62349-53-5 5-(4-nitro-phenyl)-2-phenyl-2H-pyrazole-3,4-dione 4-oxime 
• 62089-28-5 5-(4-nitrophenyl)-1-phenyl-1H-pyrazole 
• 13288-83-0 5-(4-amino-phenyl)-2-phenyl-2H-pyrazol-3-ylamine 
• 62089-29-6 4-(2-phenyl-2H-pyrazol-3-yl)-aniline 
• 59443-94-6 3-(4-aminophenyl)-3-oxopropanenitrile 
• 854700-36-0 5-(4-nitro-phenyl)-1-phenyl-1H-pyrazole-3-carboxylic acid 

Relevant articles and documents

Novel N-benzylpiperidine derivatives of 5-arylisoxazole-3-carboxamides as anti-Alzheimer's agents

The complex pathophysiology of Alzheimer's disease (AD) has prompted researchers to develop multitarget-directed molecules to find an effective therapy against the disease. In this context, a novel series of N-(1-benzylpiperidin-4-yl)-5-arylisoxazole-3-ca

Design and Synthesis of Novel Arylisoxazole-Chromenone Carboxamides: Investigation of Biological Activities Associated with Alzheimer's Disease

A novel series of hybrid arylisoxazole-chromenone carboxamides were designed, synthesized, and evaluated for their cholinesterase (ChE) inhibitory activity based on the modified Ellman's method. Among synthesized compounds, 5-(3-nitrophenyl)-N-{4-[(2-oxo-

Discovery of Membrane-Bound Pyrophosphatase Inhibitors Derived from an Isoxazole Fragment

Membrane-bound pyrophosphatases (mPPases) regulate energy homeostasis in pathogenic protozoan parasites and lack human homologues, which makes them promising targets in e.g. malaria. Yet only few nonphosphorus inhibitors have been reported so far. Here, w

Design and Synthesis of Selective Acetylcholinesterase Inhibitors: Arylisoxazole-Phenylpiperazine Derivatives

In this work, a novel series of arylisoxazole-phenylpiperazines were designed, synthesized, and evaluated toward acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Our results revealed that [5-(2-chlorophenyl)-1,2-oxazol-3-yl](4-phenylpiperazin

O-iodoxy benzoic acid–mediated synthesis of 3,5-diarylisoxazoles and isoxazole-3-carboxylic acids

A new, convenient, ecofriendly synthesis of 3,5-diarylisoxazoles is reported from a,b-unsaturated ketoximes. Similarly, a novel synthesis of isoxazole carboxylic acids is also reported. Both the methods use efficient, environmentally friendly, and nontoxic iodoxybenzoic acid (IBX) as an oxidative cyclizing reagent. Easy procedure, environmentally benign reaction conditions, and nontoxicity are advantages to the methodology.

Synthesis and anticancer activity of heteroaromatic linked 4β-amido podophyllotoxins as apoptotic inducing agents

A series of different heteroaromatic linked 4β-amidopodophyllotoxin conjugates (16a-i, 17a-i and 18a-d) were synthesized and evaluated for anticancer activity against five human cancer cell lines. Among the series, one of the compound 17g showed significant antiproliferative activity in A549 (lung cancer) cell line. Flow cytometric analysis showed that 17g arrested the cell cycle in the G2/M phase leading to caspase-3 dependent apoptotic cell death. Further, Hoechst 33258 staining and DNA fragmentation assay also suggests that 17g induces cell death by apoptosis.

Efficient synthesis and utilization of phenyl-substituted heteroaromatic carboxylic acids as aryl diketo acid isosteres in the design of novel HIV-1 integrase inhibitors

Three new types of aryl diketo acid (ADK) isosteres were designed by conversion of the biologically labile 1,3-diketo unit into heteroaromatic motif such as isoxazole, isothiazole, or 1H-pyrazole to improve the physicochemical property of ADK-based HIV-1 integrase (IN) inhibitors. The synthesis of the heteroaromatic carboxylic acids was established by employing phenyl β-diketoester or benzaldehyde as the starting material and 1,3-dipolar cycloaddition as the key reaction. Of the compounds tested, the 3-benzyloxyphenyl-substituted isoxazole carboxylic acid displayed the best IN inhibitory and antiviral activities, with N-hydroxylamidation enhancing the in vitro and in vivo potency. These findings are important for further optimization of ADK-based IN inhibitors.

Fragment-based substrate activity screening method for the identification of potent inhibitors of the Mycobacterium tuberculosis phosphatase PtpB

A new substrate-based fragment approach for the identification of novel PTP inhibitors is presented. This method was applied to Mycobacterium tuberculosis PtpB, a promising new target for the treatment of tuberculosis. This resulted in the development of the most potent PtpB inhibitor reported to date (0.22 μM) with low molecular weight and good selectivity against a panel of other protein tyrosine phosphatases. Copyright