17153-21-8

Basic information

• Product Name: 3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID
• Synonyms: BUTTPARK 95\50-96;AKOS PAO-1632;3-METHYL-5-PHENYLISOXAZOLE-4-CARBOXYLIC ACID;3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID;RARECHEM AL BE 1293;3-Methyl-5-phenyl-4-isoxazolecarboxylic acid ,97%;(4-Carboxy-3-methylisoxazol-5-yl)benzene;4-Isoxazolecarboxylic acid, 3-Methyl-5-phenyl-
• CAS NO: 17153-21-8
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Mol File: 17153-21-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 189℃
• Boiling Point: 362.079 °C at 760 mmHg
• Flash Point: 172.779 °C
• Appearance: /
• Density: 1.274 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.17±0.32(Predicted)
• CAS DataBase Reference: 3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID(17153-21-8)
• EPA Substance Registry System: 3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID(17153-21-8)

Safety Data

• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 17153-21-8(Hazardous Substances Data)

Usage

General Description

3-Methyl-5-phenyl-4-isoxazolecarboxylic acid is a chemical compound with the molecular formula C11H9NO3. It is an isoxazole derivative and a carboxylic acid with a methyl and phenyl substituent. 3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It has been studied for its potential antibacterial and antifungal properties. Additionally, it has been investigated for its potential use in the treatment of neurodegenerative diseases and as a potential inhibitor of certain enzymes.

InChI:InChI=1/C11H9NO3/c1-7-9(11(13)14)10(15-12-7)8-5-3-2-4-6-8/h2-6H,1H3,(H,13,14)

Upstream product

• 93-97-0 benzoic acid anhydride 
• 1517-96-0 3-methyl-5-isoxazolone 
• 98-88-4 benzoyl chloride 
• 569-37-9 ethyl 3-oxo-2-benzoylbutanoate 
• 112532-09-9 4-(aminophenylmethylene)-3-methylisoxazol-5(4H)-one 
• 79-24-3 Nitroethane 
• 53256-23-8 ethyl β-(1-pyrrolidinyl)cinnamate 
• 92029-29-3 ethyl 3-methyl-5-phenylisoxazole-4-carboxylate 
• 82140-46-3 2-benzoyl-3-methylamino-crotonic acid ethyl ester 

Downstream Products

• 1362020-25-4 (4-(2-chloro-4-nitrophenyl)piperazin-1-yl)(3-methyl-5-phenylisoxazol-4-yl)methanone 

Relevant articles and documents

Design, synthesis and cytotoxic activities of scopoletin-isoxazole and scopoletin-pyrazole hybrids

12 novel scopoletin-isoxazole and scopoletin-pyrazole hybrids were designed, synthesized and their chemical structures were confirmed by HR-MS, IR,1H NMR and13C NMR spectra. The anticancer activities of the newly synthesized compounds were evaluated in vitro against three human cancer cell lines including HCT-116, Hun7 and SW620 by MTT assay. The screening results showed that six compounds (9a, 9c, 9d, 12a, 18b and 18d) exhibited potent cytotoxic activities with IC50values below 20?μM. Besides, we have further evaluated the growth inhibitory activities of six compounds against the human normal tissue cell lines HFL-1. Especially, compound 9d displayed significant anti-proliferative activity with IC50values ranging from 8.76?μM to 9.83?μM and weak cytotoxicity with IC50value of 90.9?μM on normal cells HFL-1, which suggested that isoxazole-based hybrids of scopoletin were an effective chemical modification to improve the anticancer activity of scopoletin.