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5-(4-Methoxyphenyl)isoxazole is a chemical compound characterized by its molecular formula C10H9NO2. It is an isoxazole, a five-membered heterocyclic ring with one oxygen and one nitrogen atom. This pale yellow solid at room temperature has a molecular weight of 175.18 g/mol. It is widely recognized for its role as a building block in organic synthesis and pharmaceutical research, and it has been investigated for its potential biological activities, such as anti-inflammatory and analgesic properties. Furthermore, it is utilized in the synthesis of natural products and pharmaceuticals.

3672-48-8

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3672-48-8 Usage

Uses

Used in Organic Synthesis:
5-(4-Methoxyphenyl)isoxazole is used as a building block in organic synthesis for its versatile chemical properties, allowing for the creation of a variety of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, 5-(4-Methoxyphenyl)isoxazole is used as a key intermediate in the development of new drugs, leveraging its structural features to enhance the pharmacological profiles of potential medicinal compounds.
Used in Anti-Inflammatory Applications:
5-(4-Methoxyphenyl)isoxazole is used as an anti-inflammatory agent for its potential to modulate biological pathways associated with inflammation, offering a therapeutic approach to treating conditions characterized by excessive inflammation.
Used in Analgesic Applications:
As an analgesic, 5-(4-Methoxyphenyl)isoxazole is utilized for its pain-relieving properties, providing an alternative or adjunct to existing pain management strategies.
Used in the Synthesis of Natural Products and Pharmaceuticals:
5-(4-Methoxyphenyl)isoxazole is employed in the synthesis of natural products and pharmaceuticals for its ability to contribute to the structural diversity and biological activity of these compounds, thereby expanding the range of available treatments and therapeutic options.

Check Digit Verification of cas no

The CAS Registry Mumber 3672-48-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,7 and 2 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 3672-48:
(6*3)+(5*6)+(4*7)+(3*2)+(2*4)+(1*8)=98
98 % 10 = 8
So 3672-48-8 is a valid CAS Registry Number.

3672-48-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(4-methoxyphenyl)-1,2-oxazole

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3672-48-8 SDS

3672-48-8Relevant academic research and scientific papers

Cracking under internal pressure: Photodynamic behavior of vinyl azide crystals through N2release

Shields, Dylan J.,Karothu, Durga Prasad,Sambath, Karthik,Ranaweera, Ranaweera A. A. Upul,Schramm, Stefan,Duncan, Alexander,Duncan, Benjamin,Krause, Jeanette A.,Gudmundsdottir, Anna D.,Naumov, Pan?e

, p. 18565 - 18575 (2020/12/01)

When exposed to UV light, single crystals of the vinyl azides 3- azido-1-phenylpropenone (1a), 3-azido-1-(4-methoxyphenyl)propenone (1b), and 3-azido-1-(4-chlorophenyl)propenone (1c) exhibit dramatic mechanical effects by cracking or bending with the release of N2. Mechanistic studies using laser flash photolysis, supported by quantum mechanical calculations, show that each of the vinyl azides degrades through a vinylnitrene intermediate. However, despite having very similar crystal packing motifs, the three compounds exhibit distinct photomechanical responses in bulk crystals. While the crystals of 1a delaminate and release gaseous N2 indiscriminately under paraffin oil, the crystals of 1b and 1c visibly expand, bend, and fracture, mainly along specific crystallographic faces, before releasing N2. The photochemical analysis suggests that the observed expansion is due to internal pressure exerted by the gaseous product in the crystal lattices of these materials. Lattice energy calculations, supported by nanoindentation experiments, show significant differences in the respective lattice energies. The calculations identify critical features in the crystal structures of 1b and 1c where elastic energy accumulates during gas release, which correspond to the direction of the observed cracks. This study highlights the hitherto untapped potential of photochemical gas release to elicit a photomechanical response and motility of photoreactive molecular crystals.

Preparation method of isoxazole derivative

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Paragraph 0084-0089, (2019/12/02)

The invention relates to a preparation method of an isoxazole derivative, which comprises the following steps of mixing an propargyl alcohol derivative, a halogen source, an acid and a solvent, and heating to react; adding the hydroxylamine into the react

A novel synthesis of 5-substituted isoxazoles from propargylic amines and N-hydroxyphthalimide

Zhang, Yicheng,Chen, Wei,Jia, Xueshun

supporting information, p. 2181 - 2183 (2018/05/08)

A mild and efficient method for the synthesis of 5-substituted isoxazoles through cyclization of propargylic amines with N-hydroxyphthalimide (NHPI) under metal-free conditions was developed.

An efficient synthesis of isoxazoles and pyrazoles under ultrasound irradiation

Huang, Zhi-Bin,Li, Li-Li,Zhao, Yan-Wei,Wang, Hui-Yuan,Shi, Da-Qing

, p. E309-E313 (2014/11/07)

A series of 5-arylisoxazole and 5-aryl-1H-pyrazole derivatives was synthesized by the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-one with hydroxylamine hydrochloride or hydrazine hydrate under ultrasound irradiation without using any catalyst. This m

A novel synthesis of 1,2,4-oxadiazoles and isoxazoles

Kivrak, Arif,Zora, Metin

, p. 817 - 831 (2014/01/23)

A novel synthesis of 1,2,4-oxadiazoles and isoxazoles is described by utilizing the reactions between amidoximes and α,β-alkynic aldehydes and/or ketones. Conjugate addition products, obtained from amidoximes and α,β-alkynic aldehydes and/or ketones, afford 1,2,4-oxadiazoles and isoxazoles when treated with bases and acids, respectively. 1,2,4-Oxadiazoles can also be synthesized directly from amidoximes and α,β-alkynic aldehydes in a one-pot manner under basic conditions. The reactions are general for a variety of starting compounds and tolerate the presence of aryl, heteroaryl and alkyl groups.

Clean and efficient synthesis of isoxazole derivatives in aqueous media

Dou, Guolan,Xu, Pan,Li, Qiang,Xi, Yukun,Huang, Zhibin,Shi, Daqing

, p. 13645 - 13653 (2014/01/06)

A series of 5-arylisoxazole derivatives were synthesized via the reaction of 3-(dimethyl-amino)-1-arylprop-2-en-1-ones with hydroxylamine hydrochloride in aqueous media without using any catalyst. This method has the advantages of easier work-up, mild rea

Palladium catalyzed carbonylative Heck reaction affording monoprotected 1,3-ketoaldehydes

Gogsig, Thomas M.,Nielsen, Dennis U.,Lindhardt, Anders T.,Skrydstrup, Troels

supporting information; experimental part, p. 2536 - 2539 (2012/08/14)

The direct carbonylative palladium catalyzed synthesis of monoprotected 1,3-ketoaldehydes is reported starting from aryl iodides applying near stoichiometric amounts of carbon monoxide. Besides representing platforms for a variety of heterocyclic structures, these motives serve as viable precursors for the highly relevant aryl methyl ketones. The presented strategy can also be adapted for the facile and efficient incorporation of 13C-labeled carbon monoxide.

Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles

Rosa, Fernanda A.,Machado, Pablo,Bonacorso, Helio G.,Zanatta, Nilo,Martins, Marcos A. P.

, p. 879 - 885 (2008/09/21)

(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, C

Identification and optimisation of 5-amino-7-aryldihydro-1,4-diazepines as 5-HT2A ligands

Swain, Christopher J.,Teran, Ana,Maroto, Marta,Cabello, Angeles

, p. 6058 - 6062 (2007/10/03)

A several series of low molecular weight 5-HT2A leads were identified from an analysis of HTS data, the exploration of SAR and optimization of one series using parallel synthesis are described, affording compound 22 (5-HT2A IC50 1.1 nM).

Pyrazole and Isoxazole Derivatives as New, Potent, and Selective 20-Hydroxy-5,8,11,14-eicosatetraenoic Acid Synthase Inhibitors

Nakamura, Toshio,Sato, Masakazu,Kakinuma, Hiroyuki,Miyata, Noriyuki,Taniguchi, Kazuo,Bando, Kagumi,Koda, Ayumi,Kameo, Kazuya

, p. 5416 - 5427 (2007/10/03)

In a previous paper, we reported the N-hydroxyformamidine derivative HET0016 as a potent and selective 20-HETE synthase inhibitor. Despite its attraction as a potential therapeutic agent for cerebral diseases, the preparation of an injectable formulation

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