425609-97-8

Basic information

• Product Name: 3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER
• CAS NO: 425609-97-8
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.23
• Mol File: 425609-97-8.mol

Chemical Properties

• Boiling Point: 403.9°C at 760 mmHg
• Flash Point: 198.1°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 9.83E-07mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: 3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER(425609-97-8)
• EPA Substance Registry System: 3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER(425609-97-8)

Safety Data

• Hazardous Substances Data: 425609-97-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER is used as an antifungal agent for its potential to combat fungal infections. Its biological activity makes it a candidate for further research and development in the creation of new antifungal medications.
Used in Chemical Synthesis:
In the chemical industry, 3-(4-METHOXY-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER serves as a key intermediate in the synthesis of other organic compounds. Its unique structure allows it to be a valuable building block for the development of new chemical entities with various applications.
While the provided materials do not specify other industries or detailed applications, the above uses are inferred from the information given about the compound's potential biological activities and its role in the synthesis of other organic compounds. Further research and development could reveal additional applications in different sectors.

InChI:InChI=1/C12H11NO4/c1-15-9-5-3-8(4-6-9)10-7-11(17-13-10)12(14)16-2/h3-7H,1-2H3

Upstream product

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 39757-31-8 methyl (4-methoxybenzoyl)pyruvate 

Downstream Products

• 33282-16-5 5-(4-methoxyphenyl)isoxazole-3-carboxylic acid 
• 1416981-47-9 C₃₃H₃₀N₂O₁₀ 
• 33282-15-4 5-(4-hydroxyphenyl)isoxazole-3-carboxylic acid 
• 58492-77-6 (5-(4-methoxyphenyl)isoxazol-3-yl)methanol 

Relevant articles and documents

Novel N-Substituted oseltamivir derivatives as potent influenza neuraminidase inhibitors: Design, synthesis, biological evaluation, ADME prediction and molecular docking studies

The discovery of novel potent neuraminidase (NA) inhibitors remains an attractive approach for treating infectious diseases caused by influenza. In this study, we describe the design and synthesis of novel N-substituted oseltamivir derivatives for probing the 150-cavity which is nascent to the activity site of NA. NA inhibitory studies showed that new derivatives demonstrated the inhibitory activity with IC50 values at nM level against NA of a clinical influenza virus strain. Moreover, the in silico ADME predictions showed that the selected compounds had comparable properties with oseltamivir carboxylate, which demonstrated the druggablity of these derivatives. Furthermore, molecular docking studies showed that the most potent compound 6f and 10i could adopt different modes of binding interaction with NA, which may provide novel solutions for treating oseltamivir-resistant influenza. Based on the research results, we consider that compounds 6f and 10i have the potential for further studies as novel antiviral agents.

Synthesis, biological evaluation and molecular modeling studies of psammaplin A and its analogs as potent histone deacetylases inhibitors and cytotoxic agents

In this study, a concise synthetic method of psammaplin A was achieved from 3-bromo-4-hydroxybenzaldahyde and hydantoin through a four-step synthesis via Knoevenagel condensation, hydrolysis, oximation and amidation in 37% overall yield. A collection of novel psammaplin A analogs focused on the variations of substituents at the benzene ring and modifications at the oxime moiety were synthesized. Among all the synthesized compounds, 5d and 5e showed better HDAC inhibition than psammaplin A and comparable cytotoxicity against four cancer cell lines (PC-3, MCF-7, A549 and HL-60). Molecular docking and dynamics simulation revealed that (i) hydrogen atom of the oxime group interacts with Asp99 of HDAC1 through a water bridged hydrogen bond and (ii) a hydroxyl group is optimal attached on the para-position of benzene, interacting with Glu203 at the entrance to the active site tunnel.

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.

ANTIBACTERIAL BENZOIC ACID DERIVATIVES

The invention provides antimicrobial agents and methods of using the agents for sterilization, sanitation, antisepsis, disinfection, and treatment of infections in mammals.