640291-97-0

Basic information

• Product Name: 5-(4-FLUOROPHENYL)ISOXAZOLE-3-METHANOL
• Synonyms: 5-(4-Fluorophenyl)isoxazole-3-methanol≥ 98.5% (HPLC);[5-(4-fluorophenyl)-1,2-oxazol-3-yl]methanol
• CAS NO: 640291-97-0
• Molecular Formula: C₁₀H₈FNO₂
• Molecular Weight: 193.17
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Isoxazoles
• Mol File: 640291-97-0.mol

Chemical Properties

• Melting Point: 79-84 °C(lit.)
• Boiling Point: 358.5°C at 760 mmHg
• Flash Point: 170.6°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 9.21E-06mmHg at 25°C
• Refractive Index: 1.554
• PKA: 12.98±0.10(Predicted)
• CAS DataBase Reference: 5-(4-FLUOROPHENYL)ISOXAZOLE-3-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-FLUOROPHENYL)ISOXAZOLE-3-METHANOL(640291-97-0)
• EPA Substance Registry System: 5-(4-FLUOROPHENYL)ISOXAZOLE-3-METHANOL(640291-97-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 640291-97-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C10H8FNO2/c11-8-3-1-7(2-4-8)10-5-9(6-13)12-14-10/h1-5,13H,6H2

Upstream product

• 39757-34-1 methyl 4-(4-fluorophenyl)-2,4-diketobutyrate 
• 517870-16-5 methyl 5-(4-fluorophenyl)isoxazole-3-carboxylate 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 31686-94-9 ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate 
• 640291-92-5 ethyl 5-(4-fluorophenyl)isoxazole-3-carboxylate 

Relevant articles and documents

Novel hybrid molecules of isoxazole chalcone derivatives: Synthesis and study of In Vitro cytotoxic activities

Background: Now-a-days, the model of “hybrid drugs” has acquired recognition in medicine due to their significant role in the treatment of different health problems. Methods: We have synthesized new series of isoxazole-chalcone conjugates (14a-m) by the C

Design, synthesis and bioactivities of novel isoxazole-containing pyrazole oxime derivatives

In this study, in order to find novel biologically active pyrazole oxime derivatives, twenty-eight new pyrazole oxime compounds containing a substituted isoxazole ring were synthesized and evaluated for their acaricidaland insecticidal activities. Bioassays exhibited that some target compounds indicated good acaricidal and insecticidal activities against Tetranychus cinnabarinus, Aphis medicaginis, Mythimna separata, and Nilaparvata lugens. Especially, compounds 9c, 9h, 9u, and 9v showed 100.00%, 90.56%, 90.78%, and 90.62% insecticidal activities against A. medicaginis at the concentration of 20 μg/mL, respectively, compounds 9k and 9u had 70.86% and 100.00% insecticidal activities against M. separata at 20 μg/mL, respectively.

Design, synthesis and biological evaluation of stilbene derivatives as novel inhibitors of protein tyrosine phosphatase 1B

By imitating the scaffold of lithocholic acid (LCA), a natural steroidal compound displaying Protein Tyrosine Phosphatase 1B (PTP1B) inhibitory activity, a series of stilbene derivatives containing phenyl-substituted isoxazoles were designed and synthesized. The structures of the title compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Activities of the title compounds were evaluated on PTP1B and the homologous enzyme TCPTP by using a colorimetric assay. Most of the target compounds had good activities against PTP1B. Among them, compound 29 (IC50 = 0.91 ± 0.33 μM), characterized by a 5-(2,3-dichlorophenyl) isoxazole moiety, exhibited an activity about 14-fold higher than the lead compound LCA and a 4.2-fold selectivity over TCPTP. Compound 29 was identified as a competitive inhibitor of PTP1B with a Ki value of 0.78 μM in enzyme kinetic studies.

Discovery of the disubstituted oxazole analogues as a novel class anti-tuberculotic agents against MDR- and XDR-MTB

A high-throughput screening effort on 45,000 compounds resulted in the discovery of a disubstituted oxazole as a new structural class inhibitor of Mycobacterium tuberculosis (Mtb). In order to improve the activity and investigate the SAR of this scaffold, a series of disubstituted azole analogues have been designed and synthesized. The newly synthesized compounds 1a-y were evaluated for their in vitro anti-TB activity versus replicating, multi- and extensive drug resistant Mtb strains. All the compounds, except 1o, 1p and 1q, showed potent anti-TB activity with MIC of 1-64 mg/L. The test of broad spectrum panel revealed that this series are specific to Mtb. The cytotoxicity assessment indicated that the compounds were not cytotoxic against HEK 293 cells. The compounds could have a novel mechanism to anti-Mtb as they can inhibit drug sensitive and drug resistant Mtb.

2-Amino-3-cyano-4-(5-arylisoxazol-3-yl)-4H-chromenes: Synthesis and in vitro cytotoxic activity

A new series of 4-aryl-4H-chromenes bearing a 5-arylisoxazol-3-yl moiety at the C-4 position were prepared as potential anticancer agents. The in vitro cytotoxic activity of the synthesized compounds was investigated against a panel of tumor cell lines in

Biarylmethoxy isonipecotanilides as potent and selective inhibitors of blood coagulation factor Xa

New chloro-substituted biarylmethoxyphenyl piperidine-4-carboxamides were synthesized and assayed in vitro as inhibitors of the blood coagulation enzymes factor Xa (fXa) and thrombin. An investigation of effects of the amidine and isopropyl groups attache

Facile Baylis-Hillman Reaction of Substituted 3-Isoxazolecarbaldehydes: The Impact of a Proximal Heteroatom Within a Heterocycle on the Acceleration of the Reaction

The fast and facile Baylis-Hillman reaction in substituted 3-isoxazolecarbaldehydes confirms the impact of the proximal heteroatom within a heterocycle towards enhanced reactivity of the formyl group for this reaction.