21169-65-3

Basic information

• Product Name: 5-METHYL-3-PHENYL-4-ISOXAZOLAMINE
• Synonyms: 5-METHYL-3-PHENYL-4-ISOXAZOLAMINE;4-Amino-5-methyl-3-phenylisoxazole;5-Methyl-3-phenylisoxazol-4-amine;4-Amino-5-methyl-3-phenylisoxazole, 5-Methyl-3-phenyl-1,2-oxazol-4-amine
• CAS NO: 21169-65-3
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 21169-65-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 327.7 °C at 760 mmHg
• Flash Point: 152 °C
• Appearance: /
• Density: 1.166 g/cm³
• Vapor Pressure: 0.000199mmHg at 25°C
• Refractive Index: 1.588
• PKA: 0.95±0.10(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 5-METHYL-3-PHENYL-4-ISOXAZOLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-3-PHENYL-4-ISOXAZOLAMINE(21169-65-3)
• EPA Substance Registry System: 5-METHYL-3-PHENYL-4-ISOXAZOLAMINE(21169-65-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 21169-65-3(Hazardous Substances Data)

Usage

General Description

5-Methyl-3-phenyl-4-isoxazolamine is a chemical compound that belongs to the class of isoxazoles. It has a molecular formula of C10H9NO and a molecular weight of 159.18 g/mol. 5-METHYL-3-PHENYL-4-ISOXAZOLAMINE is used in the pharmaceutical industry for the synthesis of various medications. It may also have potential applications in research and in the development of new drugs. However, as with any chemical compound, appropriate safety measures and handling procedures should be followed to prevent any potential hazards associated with its use.

InChI:InChI=1/C10H10N2O/c1-7-9(11)10(12-13-7)8-5-3-2-4-6-8/h2-6H,11H2,1H3

Upstream product

• 4340-44-7 5-methyl-3-phenylisoxazole-4-carboxamide 
• 21169-64-2 (5-methyl-3-phenyl-isoxazol-4-yl)-carbamic acid ethyl ester 
• 57354-90-2 5-methyl-3-phenyl-4-nitroisoxazole 
• 698-16-8 benzohydroximoyl chloride 
• 932-90-1 Benzaldoxime 
• 18336-75-9 5-methyl-3-phenylisoxazole-4-carbohydrazide 
• 21169-63-1 5-methyl-3-phenyl-isoxazole-4-carbonyl azide 
• 1136-45-4 5-methyl-3-phenylisoxazol-4-carboxylic acid 

Downstream Products

• 13054-64-3 5-methyl-3-phenyl-isoxazol-4-ol 
• 53289-84-2 (5-methyl-3-phenyl-isoxazol-4-yl)-(5-nitro-furan-2-ylmethylene)-amine 
• 21169-66-4 N-(5-methyl-3-phenyl-isoxazol-4-yl)-acetamide 
• 76270-21-8 1,3-Bis(3-phenyl-5-methyl-4-isoxazolyl)triazene 
• 76270-22-9 2-Hydroxybenzaldehyde 3-phenyl-5-methyl-4-isoxazolylhydrazone 
• 76270-25-2 N-[1-(1H-Indol-3-yl)-meth-(E)-ylidene]-N'-(5-methyl-3-phenyl-isoxazol-4-yl)-hydrazine 
• 76270-26-3 Diethyl-{4-[(5-methyl-3-phenyl-isoxazol-4-yl)-hydrazonomethyl]-phenyl}-amine 
• 76270-28-5 N-(5-Methyl-3-phenyl-isoxazol-4-yl)-N'-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-hydrazine 
• 76270-23-0 N-(5-Methyl-3-phenyl-isoxazol-4-yl)-N'-[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-hydrazine 
• 76270-27-4 Bis-(2-chloro-ethyl)-{4-[(5-methyl-3-phenyl-isoxazol-4-yl)-hydrazonomethyl]-phenyl}-amine 
• 76270-19-4 3-Phenyl-5-methyl-4-isoxazolylhydrazine 
• 21169-62-0 4-amino-N-(5-methyl-3-phenyl-isoxazol-4-yl)-benzenesulfonamide 

Relevant articles and documents

Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators

Transcription factors GATA4 and NKX2-5 directly interact and synergistically activate several cardiac genes and stretch-induced cardiomyocyte hypertrophy. Previously, we identified phenylisoxazole carboxamide 1 as a hit compound, which inhibited the GATA4-NKX2-5 transcriptional synergy. Here, the chemical space around the molecular structure of 1 was explored by synthesizing and characterizing 220 derivatives and structurally related compounds. In addition to the synergistic transcriptional activation, selected compounds were evaluated for their effects on transcriptional activities of GATA4 and NKX2-5 individually as well as potential cytotoxicity. The structure-activity relationship (SAR) analysis revealed that the aromatic isoxazole substituent in the southern part regulates the inhibition of GATA4-NKX2-5 transcriptional synergy. Moreover, inhibition of GATA4 transcriptional activity correlated with the reduced cell viability. In summary, comprehensive SAR analysis accompanied by data analysis successfully identified potent and selective inhibitors of GATA4-NKX2-5 transcriptional synergy and revealed structural features important for it.