5301-02-0

Basic information

• Product Name: 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE
• Synonyms: 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE
• CAS NO: 5301-02-0
• Molecular Formula: C₁₀H₇Cl₂NO
• Molecular Weight: 228.07
• Mol File: 5301-02-0.mol

Chemical Properties

• Melting Point: 103-105°C
• Boiling Point: 365.1°Cat760mmHg
• Flash Point: 174.6°C
• Appearance: /
• Density: 1.338g/cm³
• Vapor Pressure: 3.37E-05mmHg at 25°C
• Refractive Index: 1.569
• PKA: -3.96±0.50(Predicted)
• CAS DataBase Reference: 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE(5301-02-0)
• EPA Substance Registry System: 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE(5301-02-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• HazardClass: IRRITANT
• Hazardous Substances Data: 5301-02-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE serves as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs that can address a range of health conditions. Its incorporation in drug formulations is attributed to its pharmacological properties, which include anti-inflammatory, analgesic, and anticancer activities.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE is utilized as an intermediate in the synthesis of agrochemicals, playing a role in the creation of products designed to enhance crop protection and improve agricultural yields.
Used in Organic Synthesis:
5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE also acts as a building block in organic synthesis, providing a foundation for the construction of more complex organic compounds that can be applied across various chemical and biological domains.
Used in Drug Discovery and Development:
Due to its pharmacological activities, 5-(CHLOROMETHYL)-3-(4-CHLOROPHENYL)ISOXAZOLE is a promising candidate in drug discovery and development. Researchers leverage its properties to explore and innovate potential therapeutic agents that can offer novel treatment options for various diseases and conditions.

InChI:InChI=1/C10H7Cl2NO/c11-6-9-5-10(13-14-9)7-1-3-8(12)4-2-7/h1-5H,6H2

Upstream product

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Relevant articles and documents

Simple one-pot synthesis of 5-(chloromethyl)isoxazoles from aldoximes and 2,3-dichloro-1-propene

[Figure not available: see fulltext.] A one-pot synthesis of 3-substituted 5-chloromethylisoxazoles from available starting aldoximes and 2,3-dichloro-1-propene, serving both as a solvent and reagent, is proposed. Excess 2,3-dichloro-1-propene is recovered after the reaction. The synthesis is effective for oximes of both aromatic and aliphatic aldehydes.

Synthesis of Halomethyl Isoxazoles/Cyclic Nitrones via Cascade Sequence: 1,2-Halogen Radical Shift as a Key Link

A novel iminoxyl radical-promoted dichotomous regioselective 5-exo-trig cyclization onto vinylic halogen/1,2-halogen radical shift sequence is developed for the synthesis of halomethyl isoxazoles/cyclic nitrones using β-halo-β,?- and ?-halo-?,?-unsaturated ketoximes as the substrates and PhI(OAc)2/TEMPO as the oxidation system. DFT calculations reveal that a halogen-bridged three-membered ring transition state is involved in the 1,2-Cl-/Br-atom shift, while the 1,2-I atom migration can be taken into account with an elimination/readdition mechanism. The migration ability was indicated to be ranked in the following order: I > Br > Cl.

Copper-catalysed synthesis of 3,5-disubstituted isoxazoles enabled by pyridinyl benzimidazol (PBI) as a bidentate N-chelating ligand under mild conditions

In this paper, we introduced pyridinyl benzimidazol (PBI) as an easy-to-handle and bidentate N-chelating ligand that promote clean synthesis of 3,5-disubstituted isoxazoles in the presence of copper acetate as catalyst. This catalytic approach initiates with the hydroxyamination of aldehydes followed by chlorination and then generation of nitrile oxide which subsequently undergoes click-type [3?+?2]-dipolar cycloaddition with alkynes to give isoxazoles. This method provides an alternative green process to construct isoxazole derivatives.

Imidazopyridazine hepatitis C virus polymerase inhibitors. Structure-activity relationship studies and the discovery of a novel, traceless prodrug mechanism

By reducing the basicity of the core heterocycle in a series of HCV NS5B inhibitors, the hERG liability was reduced. The SAR was then systematically explored in order to increase solubility and enable dose escalation while retaining potency. During this e

Processes For The Preparation Of Anti-Viral Compounds And Compositions Containing Them

Disclosed are processes for the preparation of compounds of formula I and compositions that comprise said compounds of formula I. Also disclosed are processes for the preparation of compounds of formula III and compositions that comprise said compounds of formula III.

ANTI-VIRAL COMPOUNDS, COMPOSITIONS, AND METHODS OF USE

Disclosed are compounds of Formula (I), pharmaceutically acceptable salts and solvates thereof, compositions thereof, and methods for their preparation and uses for treating viral infections mediated at least in part by a virus in the Flaviviridae family of viruses. (I)

Synthesis and properties of 3-alkyl(aryl)-5-chloromethylisoxazoles

3-Chloro-2-isothiocyanato-1-propenyl alkyl(aryl) ketones react with hydroxylamine hydrochloride to give 3-alkyl(aryl)-5-chloromethylisoxazole. Treatment of the latter with dimethylamine and ammonium thiocyanate leads to formation of previously unknown 3-alkyl(aryl)-5-dimethylamino(or isothiocyanato)-methylisoxazoles.