16114-53-7

Usage

Uses

Used in Pharmaceutical Industry:
4-IODO-3-METHYL-5-PHENYLISOXAZOLE is used as a chemical intermediate for the preparation of more complex substances, which may have potential applications in medicinal chemistry. Its role in this industry is to facilitate the synthesis of compounds that could be further developed into pharmaceutical products.
Used in Chemical Research:
4-IODO-3-METHYL-5-PHENYLISOXAZOLE is used as a research compound in the field of chemistry, particularly in the study of heterocyclic organic compounds and their potential applications. Its unique structure and properties make it a valuable subject for investigation, although more detailed studies are needed to fully understand its potential uses and benefits.

InChI:InChI=1/C10H8INO/c1-7-9(11)10(13-12-7)8-5-3-2-4-6-8/h2-6H,1H3

Upstream product

• 16114-49-1 (3-methyl-5-phenyl-isoxazol-4-yl)-boronic acid 
• 650600-16-1 (Z)-4-phenylbut-3-yn-2-one O-methyl oxime 
• 536-74-3 phenylacetylene 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 1008-75-9 3-methyl-5-phenylisoxazole 

Downstream Products

• 16114-49-1 (3-methyl-5-phenyl-isoxazol-4-yl)-boronic acid 
• 81190-84-3 3-methyl-5-phenyl-4-trans-styrylisoxazole 
• 138663-43-1 2,6-dimethyl-1-(3'-methyl-5'-phenylisoxazol-4'-yl)cyclohexan-1-ol 
• 138580-53-7 1S*,2R*,5S*-2,5-dimethyl-1-(3'-methyl-5'-phenylisoxazol-4'-yl)cyclopentan-1-ol 
• 81190-86-5 trans-3-methyl-5-phenyl-4-isoxazoleacrylonitrile 
• 81022-98-2 3-methyl-5-phenyl-4-phenylethynylisoxazole 
• 81022-99-3 4-(1-hexynyl)-3-methyl-5-phenylisoxazole 
• 143032-04-6 Benzenesulfonyl-(3-methyl-5-phenyl-isoxazol-4-yl)-acetonitrile 
• 81190-85-4 ethyl trans-3-methyl-5-phenyl-4-isoxazoleacrylate 
• 16114-50-4 2-(3-methyl-5-phenyl-isoxazol-4-yl)-[1,3,6,2]dioxazaborocane 
• 1008-75-9 3-methyl-5-phenylisoxazole 
• 16114-57-1 3-methyl-5-phenyl-isoxazol-4-ol 
• 75115-00-3 3-methyl-4,5-diphenylisoxazole 
• 1368806-97-6 tert-butyl 7-(3-methyl-5-phenylisoxazol-4-yl)hept-6-ynylcarbamate 

Relevant academic research and scientific papers

R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond

A new convenient and versatile halogenating system (R4NHal/NOHSO4), giving straightforward and general access to halogenated 3,5-diaryl- and alkylarylisoxazoles, pyrazoles and electron-rich benzenes from the corresponding scaffolds, is suggested. The method provides excellent regioselectivity, scalability to the gram scale, and a broad scope for both aromatics and halogens. A three-step, one-pot reaction protocol was developed, and a series of 3,5-diaryl-4-haloisoxazoles has been efficiently synthesized from 1,2-diarylcyclopropanes under suggested nitrosating-halogenating conditions.

Isomerizable (: E / Z)-alkynyl- O -methyl oximes employing TMSCl-NCS in chlorinative cyclization for the direct synthesis of 4-chloroisoxazoles

For the first time, 4-chloroisoxazoles are directly synthesized in moderate to excellent yields from (E/Z)-alkynyl-O-methyl oximes via chlorinative cyclization. The synthesis employs the combination of N-chlorosuccinimide (NCS) and chlorotrimethylsilane (

Chiral Mercaptoacetamides Display Enantioselective Inhibition of Histone Deacetylase6 and Exhibit Neuroprotection in Cortical Neuron Models of Oxidative Stress

Mercaptoacetamide-based ligands have been designed as a new class of histone deacetylase (HDAC) inhibitors for possible use in the treatment of neurodegenerative diseases. The thiol group of these compounds provides a key binding element for interaction with the catalytic zinc ion, and thus differs from the more typically employed hydroxamic acid based zinc binding groups. Herein we disclose the chemistry and biology of some substituted mercaptoacetamides with the intention of increasing HDAC6 isoform selectivity while maintaining potency similar to their hydroxamic acid analogues. The introduction of a stereocenter α to the thiol group was found to have a considerable impact on HDAC inhibitor potency. These new compounds were also profiled for their therapeutic potential in an invitro model of stress-induced neuronal injury and were found to act as nontoxic neuroprotective agents.

The synthesis of highly substituted isoxazoles by electrophilic cyclization: An efficient synthesis of valdecoxib

(Chemical Equation Presented) A large number of functionally substituted 2-alkyn-1-one O-methyl oximes have been cyclized under mild reaction conditions in the presence of ICl to give the corresponding 4-iodoisoxazoles in moderate to excellent yields. The resulting 4-iodoisoxazoles undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles, including valdecoxib.

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.