10557-85-4

Basic information

• Product Name: 4-Iodo-3,5-dimethylisoxazole
• Synonyms: 3,5-DIMETHYL-4-IODOISOXAZOLE;4-IODO-3,5-DIMETHYLISOXAZOLE;BUTTPARK 97\06-60;3,5-DIMETHYL-4-IODOISOXAZOLE 97%;3.5-dimethyl-4-iodoisorazole;3,5-diMethyl-4-iodoMethylisoxazole
• CAS NO: 10557-85-4
• Molecular Formula: C₅H₆INO
• Molecular Weight: 223.01
• Product Categories: Halogenated;Isoxazole;Organohalides
• Mol File: 10557-85-4.mol

Chemical Properties

• Melting Point: 51 °C
• Boiling Point: 239.2 °C at 760 mmHg
• Flash Point: 98.5 °C
• Appearance: /
• Density: 1.8763 (estimate)
• Vapor Pressure: 0.0628mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: -2.30±0.28(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-Iodo-3,5-dimethylisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodo-3,5-dimethylisoxazole(10557-85-4)
• EPA Substance Registry System: 4-Iodo-3,5-dimethylisoxazole(10557-85-4)

Safety Data

• Statements: 41
• Safety Statements: 24/25-39-26
• HazardClass: LIGHT SENSITIVE
• Hazardous Substances Data: 10557-85-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Iodo-3,5-dimethylisoxazole serves as a valuable building block in organic synthesis, utilized for the creation of complex organic molecules. Its unique structure and reactivity make it suitable for various chemical transformations, contributing to the development of novel compounds with potential applications across different industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-Iodo-3,5-dimethylisoxazole is explored for its potential biological activities, which may lead to the discovery of new drugs. Its incorporation into drug molecules could enhance their efficacy, selectivity, or other pharmacological properties, making it a promising candidate for medicinal chemistry and drug development.
Used in Medicinal Chemistry:
4-Iodo-3,5-dimethylisoxazole is also of interest in medicinal chemistry due to its potential to be integrated into pharmaceutical agents. 4-Iodo-3,5-dimethylisoxazole's unique chemical properties allow for the design of molecules with specific interactions with biological targets, which could lead to the creation of new therapeutic agents.
Overall, 4-Iodo-3,5-dimethylisoxazole is a significant compound in the realm of organic chemistry, with a broad spectrum of applications in synthesis and pharmaceutical research, underpinned by its distinctive structural features and chemical behavior.

InChI:InChI=1/C5H6INO/c1-3-5(6)4(2)8-7-3/h1-2H3

Upstream product

• 16114-47-9 3,5-dimethylisoxazole-4-boronic acid 
• 300-87-8 3,5-dimethyl-1,2-oxazole 

Downstream Products

• 55841-23-1 (3,5-dimethyl-isoxazol-4-yl)-(2-nitro-phenyl)-methanol 
• 16114-47-9 3,5-dimethylisoxazole-4-boronic acid 
• 81190-81-0 3,5-dimethyl-4-trans-styrylisoxazole 
• 80536-46-5 3-methyl-5-pentylisoxazole 
• 154822-65-8 3,5-dimethyl-4-(4-methylphenyl)isoxazole 
• 154822-66-9 3,5-dimethyl-4-[4-(methyloxy)phenyl]isoxazole 
• 4345-46-4 3,5-dimethyl-4-phenyl-isoxazole 
• 60467-16-5 (2-chloro-phenyl)-(3,5-dimethyl-isoxazol-4-yl)-methanol 
• 81022-96-0 3,5-dimethyl-4-phenylethynylisoxazole 
• 90672-47-2 (3,5-Dimethyl-isoxazol-4-yl)-o-tolyl-methanol 
• 90672-49-4 <4-(1-methylethyl)phenyl>(3,5-dimethylisoxazol-4-yl)carbinol 
• 300-87-8 3,5-dimethyl-1,2-oxazole 
• 38604-92-1 3,5,3',5'-tetramethyl-[4,4']biisoxazolyl 
• 75632-81-4 3,5-dimethyl-4-(trimethylsilyl)isoxazole 

Relevant articles and documents

A new, mild one-pot synthesis of iodinated heterocycles as suitable precursors for N-heterocyclic carbene complexes

The use of I2/AgOAc in dichloromethane constitutes a cheap, mild, and efficient method for the selective iodination of a variety of heterocycles. In a number of cases, this method provides superior yields to other literature methods and affords iodo-functionalized heterocycles that are suitable precursors for carbene complexes.

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations

While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.

Structure-based design of orally bioavailable 1 h -Pyrrolo[3,2- C ]pyridine inhibitors of mitotic kinase monopolar spindle 1 (MPS1)

The protein kinase MPS1 is a crucial component of the spindle assembly checkpoint signal and is aberrantly overexpressed in many human cancers. MPS1 is one of the top 25 genes overexpressed in tumors with chromosomal instability and aneuploidy. PTEN-defic

Imidazo [4, 5-C] Quinoline Derivatives As Bromodomain Inhibitors

Novel compounds of formula (I) and salts thereof, pharmaceutical compositions containing such compounds and their use in therapy.

IMIDAZO [4, 5-C] QUINOLINE DERIVATES AS BROMODOMAIN INHIBITORS

Novel compounds of Formula (I) and salts thereof, pharmaceutical compositions containing such compounds and their use in therapy.

Synthesis of 4-isoxazoleboronic acids: A new route to 4-isoxazolones

4-Isoxazoleboronic acids have been prepared by interaction of 4-isoxazolylmagnesium iodides with trimethyl borate. Some of their reactions are described; in particular oxidative deboronation represents a new useful route to 4-isoxazolones.