133827-50-6

Basic information

• Product Name: ethyl 5-hydroxy-3-methylisoxazole-4-carboxylate
• Synonyms: ethyl 5-hydroxy-3-methylisoxazole-4-carboxylate
• CAS NO: 133827-50-6
• Molecular Formula: C₇H₉NO₄
• Molecular Weight: 171.15
• Mol File: 133827-50-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 257.6±35.0 °C(Predicted)
• Appearance: /
• Density: 1.271±0.06 g/cm3(Predicted)
• PKA: 5.98±0.28(Predicted)
• CAS DataBase Reference: ethyl 5-hydroxy-3-methylisoxazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-hydroxy-3-methylisoxazole-4-carboxylate(133827-50-6)
• EPA Substance Registry System: ethyl 5-hydroxy-3-methylisoxazole-4-carboxylate(133827-50-6)

Safety Data

• Hazardous Substances Data: 133827-50-6(Hazardous Substances Data)

Upstream product

• 570-08-1 diethyl acetylmalonate 

Downstream Products

• 113768-51-7 ethyl 2-benzyl-2,5-dihydro-3-methyl-5-oxoisoxazole-4-carboxylate 

Relevant articles and documents

Lysophosphatidic acid receptor antagonists and preparation method thereof

The invention belongs to the technical field of medicinal chemistry, and particularly relates to lysophosphatidic acid receptor antagonists and a preparation method thereof. The applicant surprisinglyfinds that compounds provided by the invention have high LPAR1 antagonistic activity and selectivity, low toxicity, good metabolic stability and good drug development prospect, and can be used for preventing or treating diseases or symptoms related to LPAR1. The applicant also accidentally finds that the IC50 value of part of the compounds can be as low as 300 nM or below and even 50 nM or below.Moreover, the compounds disclosed by the invention have better safety, and the CC50 range of the compounds can reach 200 [mu]M or above. In addition, the compounds of the present invention have goodmetabolic stability in humans, rats, and mice, such excellent inhibitory activity being very desirable for their use as LPAR1 inhibitors in the above diseases or disorders. In addition, the preparation method of the compounds is simple, mild in reaction condition, high in product yield and suitable for industrial production.

Preparation of γ-Substituted β-Oxoesters with a New Heterocyclic Synthon

Ethyl 2,5-dihydro-2,3-dimethyl-5-oxoisoxazole-4-carboxylate was alkylated and acylated via its potassium-salt generated by potassium t-butoxide under convenient conditions.Hydrolysis of the enamines obtained by the catalytic hydrogenation of the 3-alkylated/acetylated derivatives affords β-oxo and β,δ-dioxoesters, respectively.Hydrogenolysis of the 3-acyl derivatives allows the regiospecific synthesis of β-enamino-δ-oxoesters.