16114-53-7

Basic information

• Product Name: 4-IODO-3-METHYL-5-PHENYLISOXAZOLE
• Synonyms: BUTTPARK 96\50-01;4-IODO-3-METHYL-5-PHENYLISOXAZOLE;3-Methyl-5-phenyl-4-iodoisoxazole;4-Iodo-3-methyl-5-phenyl-1,2-oxazole, (4-Iodo-3-methyl-1,2-oxazol-5-yl)benzene, (4-Iodo-3-methylisoxazol-5-yl)benzene;Isoxazole,4-iodo-3-methyl-5-phenyl-
• CAS NO: 16114-53-7
• Molecular Formula: C₁₀H₈INO
• Molecular Weight: 285.08
• Mol File: 16114-53-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 66 °C
• Boiling Point: 351.2°Cat760mmHg
• Flash Point: 166.2°C
• Appearance: /
• Density: 1.686g/cm³
• Vapor Pressure: 8.47E-05mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: 4-IODO-3-METHYL-5-PHENYLISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-3-METHYL-5-PHENYLISOXAZOLE(16114-53-7)
• EPA Substance Registry System: 4-IODO-3-METHYL-5-PHENYLISOXAZOLE(16114-53-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 16114-53-7(Hazardous Substances Data)

Usage

General Description

4-Iodo-3-methyl-5-phenylisoxazole is a chemical compound of the isoxazole class. Isoxazoles are heterocyclic organic compounds that consist of a five-membered ring structure that includes an oxygen atom, a nitrogen atom, and three carbon atoms. In the case of 4-iodo-3-methyl-5-phenylisoxazole, the structure has the additional presence of a methyl group, a phenyl group, and an Iodine atom, positioned respectively on the 3rd, 5th and 4th carbon atoms. It is used primarily as an intermediate in the preparation of more complex substances and it could play a potential role in medicinal chemistry, however, detailed studies on this compound are scarce. Its physical properties, molecular weight, or potential usage haven't been detailed extensively in available literature.

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 
• 154051-10-2 2-(2-<3-methyl-5-phenylisoxazol-4-ylmethyl>phenyl)acetic acid 
• 154051-14-6 2-(2-<3-methyl-5-phenylisoxazol-4-ylcarbonyl>phenyl)acetic acid 
• 154051-08-8 (+/-)-1-(3-methyl-5-phenylisoxazol-4-yl)-3,4-dihydro-1H-2-benzopyran-3-one 
• 16114-50-4 2-(3-methyl-5-phenyl-isoxazol-4-yl)-[1,3,6,2]dioxazaborocane 
• 1008-75-9 3-methyl-5-phenylisoxazole 

Relevant articles and documents

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.

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.

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.