160414-05-1

Basic information

• Product Name: 5-CHLORO-3-(3,4-DIMETHOXYPHENYL)ISOXAZOLE
• Synonyms: 5-CHLORO-3-(3,4-DIMETHOXYPHENYL)ISOXAZOLE
• CAS NO: 160414-05-1
• Molecular Formula: C₁₁H₁₀ClNO₃
• Molecular Weight: 239.65
• Mol File: 160414-05-1.mol

Chemical Properties

• Boiling Point: 363.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.256±0.06 g/cm3(Predicted)
• PKA: -4.70±0.50(Predicted)
• CAS DataBase Reference: 5-CHLORO-3-(3,4-DIMETHOXYPHENYL)ISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-3-(3,4-DIMETHOXYPHENYL)ISOXAZOLE(160414-05-1)
• EPA Substance Registry System: 5-CHLORO-3-(3,4-DIMETHOXYPHENYL)ISOXAZOLE(160414-05-1)

Safety Data

• Hazardous Substances Data: 160414-05-1(Hazardous Substances Data)

Upstream product

• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 24031-71-8 3-(3,4-dimethoxyphenyl)-2-isoxazolin-5-one 

Relevant articles and documents

2 H-Azirine-2-carbonyl Azides: Preparation and Use as N-Heterocyclic Building Blocks

2H-Azirine-2-carbonyl azides, new reactive heterocyclic building blocks, were synthesized in high yield by the reaction of sodium azide with 2H-azirine-2-carbonyl chlorides, generated by the Fe(II)-catalyzed isomerization of 5-chloroisoxazoles. 2-(Azidocarbonyl)-1H-pyrroles, prepared by the Ni(II)-catalyzed reaction of 2-(azidocarbonyl)-2H-azirines with 1,3-diketones, easily undergo the Curtius rearrangement in boiling tBuOH to give Boc-protected α-aminopyrroles in high yield. Heating of 2-(azidocarbonyl)-1H-pyrroles for a short time in inert solvents leads to the high-yield formation of benzo- A nd hetero-fused 1H-pyrrolo[2,3-b]pyridin-6(7H)-ones, which are formed via a 6πelectrocyclization involving the vicinal aryl or hetaryl substituent and the Na?C bond of isocyanate, generated by the Curtius rearrangement of the azidocarbonyl group. The Pd-catalyzed cross-coupling reaction of 1-acetyl-2-methyl-3H-pyrrolo[2,3-c]isoquinolin-5-yl triflate, easily prepared from the corresponding pyrroloisoquinolone, leads to variously 5-substituted 3H-pyrrolo[2,3-c]isoquinolines in excellent yields.

Discovery of a nonpeptidic small molecule antagonist of the human platelet thrombin receptor (PAR-1)

The synthesis and biological evaluation of a series of nonpeptidic small molecule antagonists of the human platelet thrombin receptor (PAR-1) are described. Optimization of the 5-amino-3-arylisoxazole lead resulted in an approximate 100-fold increase in potency. The most potent of these compounds (54) inhibits platelet activation with IC50s of 90 nM against the thrombin receptor agonist peptide (TRAP) and 510 nM against thrombin as the agonist. Further, antagonist 54 fully blocks platelet aggregation stimulated by 1 nM thrombin for 10 min.