206055-86-9

Basic information

• Product Name: [3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL
• Synonyms: 5-(Hydroxymethyl)-3-(4-methoxyphenyl)isoxazole;5-(Hydroxymethyl)-3-(4-methoxyphenyl)isoxazole, 4-[5-(Hydroxymethyl)isoxazol-3-yl]anisole;[3-(4-METHOXYPHENYL)-5-ISOXAZOLYL]METHANOL;[3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL;(3-(4-methoxyphenyl)isoxazol-5;Methoxyphenylisoxazolylmethanol;[3-(4-methoxyphenyl)-1,2-oxazol-5-yl]methanol
• CAS NO: 206055-86-9
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• EINECS: 604-604-1
• Product Categories: API intermediates;pharmacetical
• Mol File: 206055-86-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 97-98°C
• Boiling Point: 396.1±37.0 °C(Predicted)
• Appearance: /
• Density: 1.217±0.06 g/cm3(Predicted)
• PKA: 13.32±0.10(Predicted)
• CAS DataBase Reference: [3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: [3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL(206055-86-9)
• EPA Substance Registry System: [3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL(206055-86-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 206055-86-9(Hazardous Substances Data)

Usage

General Description

[3-(4-Methoxy-phenyl)-isoxazol-5-yl]-methanol is a chemical compound that belongs to the class of isoxazole derivatives. It is composed of a methanol group attached to an isoxazole ring, which in turn is substituted with a 4-methoxyphenyl group. [3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL may have potential applications in pharmaceutical research and drug development due to its structural properties and potential biological activities. As a result, it could be used as a building block in the synthesis of various biologically active compounds or as a reference standard in analytical chemistry. Further research and testing are necessary to fully understand the properties and potential uses of this chemical.

Upstream product

• 3717-21-3 p-methoxyl benzaldoxime 
• 6175-54-8 hydroxy-1-propyne 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 3717-21-3 (E)-4-methoxybenzaldoxime 
• 107-19-7 propargyl alcohol 
• 15500-73-9 4-methoxybenzonitrile oxide 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 35322-20-4 ethyl 3-(4-methoxybenzoyl)pyruvate 

Downstream Products

• 1308264-80-3 (3-(4-methoxyphenyl)isoxazol-5-yl)methyl 4-methylbenzenesulfonate 
• 61428-21-5 3-(4-methoxy-phenyl)-5-methylisoxazole 
• 1262439-62-2 tert-butyl (S)-1-((3-(4-methoxyphenyl)isoxazol-5-yl)methylcarbamoyl)-2-phenylethylcarbamate 
• 1262439-63-3 (S)-2-amino-N-((3-(4-methoxyphenyl)isoxazol-5-yl)methyl)-3-phenylpropaneamide 
• 1262439-64-4 benzyl (S)-1-((3-(4-methoxyphenyl)isoxazol-5-yl)methylcarbamoyl)-2-methylpropyl carbamate 
• 1262439-67-7 benzyl 2-((3-(4-methoxyphenyl)isoxazol-5-yl)methylamino)-2-oxoethylcarbamate 
• 1262439-68-8 tert-butyl (S)-1-((3-(4-methoxyphenyl)isoxazol-5-yl)methylcarbamoyl)-2-((benzyloxy)carbonyl)ethylcarbamate 
• 1262439-70-2 isobutyl ((3-(4-methoxyphenyl)isoxazol-5-yl)methyl)carbamate 
• 1262439-71-3 2-bromo-N-((3-(4-methoxyphenyl)isoxazol-5-yl)methyl)ethaneamide 
• 1262439-59-7 5-(azidomethyl)-3-(4-methoxyphenyl)isoxazole 
• 338982-43-7 1-(3-(4-methoxyphenyl)isoxazol-5-yl)methaneamine 

Relevant articles and documents

Solvatochromic and solid-state emissive azlactone-based AIEE-active organic dye: Synthesis, photophysical properties and color-conversion LED application

Here, we report one-pot synthesis of a new azlactone-based dye bearing isoxazole moiety as a donor group (i.e., Dye-Iso), which displays fluorescence emission both in solution and solid-state, and a systematic study of its photophysical properties. The an

Synthesis and SAR of new isoxazole-triazole bis-heterocyclic compounds as analogues of natural lignans with antiparasitic activity

Despite the impressive scientific and technological advances of recent decades, no effective treatment is currently available for Chagas disease. Our research group has been studying the design and synthesis of analogues of natural lignans aiming to identify compounds with antiparasitic activity. This article reports the synthesis of 42 novel bis-heterocyclic derivatives and the structure-activity relationship study conducted based on results of biological assays against Trypanosoma cruzi amastigotes. Thirty-seven compounds were active, and eight of them had GI50 values lower than 100 μM (GI50 88.4–12.2 μM). A qualitative structure activity relationship study using three dimensional descriptors was carried out and showed a correlation between growth inhibitory potency and the presence of bulky hydrophobic groups located at rings A and D of the compounds. Compound 3-(3,4-dimethoxyphenyl)-5-((4-(4-pentylphenyl)-1H-1,2,3-triazol-1-yl)methyl)isoxazole (31) was the most active in the series (GI50 12.2 μM), showing, in vitro, low toxicity and potency similar to benznidazole (GI50 10.2 μM). These results suggest that this compound can be a promising scaffold for the design of new trypanocidal compounds.

Synthesis and in vitro biological evaluation of novel coumarin derivatives containing isoxazole moieties on melanin synthesis in B16 cells and inhibition on bacteria

A novel series of coumarin derivatives 6a–o, bearing isoxazole moieties were designed and synthesized. After that, they were evaluated for melanin synthesis in murine B16 cells and inhibitory effect on the growth of CA (Candida albicans), EC (Escherichia coli), SA (Staphylococcus aureus). It was found that eleven compounds (6b–f, 6j–o) showed a better activity on melanin synthesis than positive control (8-MOP). Among them, compounds 6d (242%) and 6f (390%), with nearly 1.6 and 2.6-fold potency compared with 8-MOP (149%) respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo. Seven halogen substituted compounds exhibited moderate antimicrobial activity against CA. It is interesting that 6e–f and 6l–m, which had two halogens on the benzene showed a comparable activity with Amphotericin B against CA. The evaluation of melanin synthesis in B16 cells and inhibitory effect on bacteria of above structurally diverse derivatives had also led to an outline of structure-activity relationship.