71502-43-7

Basic information

• Product Name: 5-Isoxazolemethanol, α,3-dimethyl-
• Synonyms: 5-Isoxazolemethanol, α,3-dimethyl-;1-(3-methylisoxazol-5-yl)ethanol
• CAS NO: 71502-43-7
• Molecular Formula: C₆H₉NO₂
• Molecular Weight: 127.14116
• Mol File: 71502-43-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 232.453 °C at 760 mmHg
• Flash Point: 94.385 °C
• Appearance: /
• Density: 1.127 g/cm³
• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.489
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Isoxazolemethanol, α,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Isoxazolemethanol, α,3-dimethyl-(71502-43-7)
• EPA Substance Registry System: 5-Isoxazolemethanol, α,3-dimethyl-(71502-43-7)

Safety Data

• Hazardous Substances Data: 71502-43-7(Hazardous Substances Data)

Usage

General Description

5-Isoxazolemethanol, α,3-dimethyl- is a chemical compound with the molecular formula C7H9NO2. It is a derivative of isoxazole, a five-membered heterocyclic aromatic ring with an oxygen and nitrogen atom at adjacent positions. The compound has two methyl groups attached to the carbon at position three of the isoxazole ring. It exhibits biological activity and has been studied for its potential pharmaceutical properties. It is used as a building block in the synthesis of various compounds, including drugs and agrochemicals. The compound is also used in research and development in the field of organic chemistry.

InChI:InChI=1/C6H9NO2/c1-4-3-6(5(2)8)9-7-4/h3,5,8H,1-2H3

Upstream product

• 107-29-9 Acetaldehyde oxime 
• 2028-63-9 but-3-yn-2-ol 
• 55086-61-8 5-acetyl-3-methylisoxazole 
• 79-24-3 Nitroethane 
• 5780-37-0 (E)-acetaldoxime 
• 683-58-9 acetohydroximoyl chloride 
• 14400-67-0 2,5-dimethyl-2,3-dihydrofuran-3-one 

Downstream Products

• 14400-67-0 2,5-dimethyl-2,3-dihydrofuran-3-one 
• 138958-51-7 4-[2-[2,3-Dihydro-2-(4-fluorophenyl)-2-methyl-3-oxo-5-furanyl]ethenyl]benzonitrile 
• 138958-52-8 2-methyl-2-(4-fluorophenyl)-5-[2-(2-pyridinyl)ethenyl]-3(2H)-furanone 
• 138958-53-9 (E)-2-(4-fluorophenyl)-2-methyl-5-[2-(thien-3-yl)ethenyl]-3(2H)-furanone 
• 138958-50-6 4-[(E)-2-(5-Methyl-4-oxo-5-phenyl-4,5-dihydro-furan-2-yl)-vinyl]-benzonitrile 
• 138958-46-0 2-methyl-2-phenyl-5-[2-(2-pyridinyl)ethenyl]-3(2H)-furanone 
• 138958-48-2 2-Methyl-2-phenyl-5-((E)-2-pyridin-4-yl-vinyl)-furan-3-one 
• 138958-47-1 2-phenyl-2-methyl-5-[2-(3-pyridinyl)ethenyl]-3(2H)-furanone 
• 138958-49-3 (E)-2-methyl-2-phenyl-5-[2-(thien-3-yl)ethenyl]-3(2H)-furanone 
• 138958-57-3 1-(4-fluorophenyl)-1-(3-methyl-5-isoxazolyl)-1-ethanol 
• 138958-56-2 1-(3-methyl-5-isoxazolyl)-1-phenyl-1-ethanol 
• 133255-54-6 2-methyl-2-(4-fluorophenyl)-5-methyl-3(2H)-furanone 
• 133255-53-5 2,5-dimethyl-2-phenyl-3(2H)-furanone 
• 104777-32-4 2-bromo-1-(3-methyl-1,2-oxazol-5-yl)ethanone 

Relevant articles and documents

ALKYNYL ALCOHOLS AS KINASE INHIBITORS

Selected compounds are effective for prophylaxis and treatment of inflammation and inflammatory disorders, such as NIK-mediated disorders. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, inflammation and the like.

New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity

A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety.

Synthesis and antiulcer activity of novel 5-(2-ethenyl substituted)-3(2H)- furanones

In order to investigate new antiulcer agents, spizofurone 1 (AG-629) was fragmented and reassembled to generate 5-phenyl-2,2-dimethyl-3(2H)-furanone (bullatenone, 2). Because of the antiulcer activity of 2,5-phenyl-substituted 2,2-dimethyl-3(2H)-furanones (3-6) were made and shown to have poor activity. Insertion of an ethenyl link between the furanone and phenyl rings gave 5-(2- phenylethenyl)-2,2-dimethyl-3(2H)-furanone (7). This compound had better activity than 2. Compounds 8-41 were synthesized to evaluate the SAR in 5-(2- ethenyl substituted)-3(2H)-furanones. Electron-withdrawing substituents on the aromatic ring (8, 10, 19, and 20) gave 2-3-fold higher activity. Further increases in the activity were found when the phenyl ring was replaced by heterocyclic nuclei. Compounds that contained a thiophene (29), pyridine (24- 26), or quinoline ring (32) had the best activity. Replacement of the methyl group on the furanone ring with a phenyl (34) or p-fluorophenyl (40) substituent in the 2-pyridine series gave compounds with activity that ranked with the best obtained in this study. The best compounds from the above SAR studies were evaluated in the ethanol-necrosis model for duration of cytoprotection action. Compounds 19, 24, and 29, which had the best duration of action, were tested with AG-629 in the acidified aspirin and indomethacin- induced lesion models. Only compound 24 had equivalent activity with AG-629 in both models.