Day: February 6, 2023

Cyclopalladated ferrocenylimine catalyzed chlorination of 2-arylbenzoxazoles was written by Leng, Yuting;Yang, Fan;Wu, Yangjie;Li, Ke. And the article was included in Chinese Journal of Chemistry in 2011.Product Details of 99586-31-9 This article mentions the following:

An efficient and facile protocol for palladacycle-catalyzed chlorination of 2-arylbenzoxazoles was developed. The results represent the first examples involving the palladacycle as the catalyst for such chlorination. This chlorination was not a ligand-directed ortho-C-H activation, but an electrophilic substitution process at the para-position of the nitrogen atom in the benzo ring of benzoxazole moiety, the regiochem. of which had been confirmed by HMBC spectral anal. The catalytic system could tolerate various halogen atoms, such as F, Cl and Br, affording the corresponding products in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Product Details of 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. The wide range in therapeutic potential of benzoxazole derivatives is related to the favourable interactions of the benzoxazole moiety with different protein targets.Product Details of 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Thermal Degradation Studies of Glucose/Glycine Melanoidins was written by Tehrani, Kourosch Abbaspour;Kersiene, Milda;Adams, An;Venskutonis, Rimantas;De Kimpe, Norbert. And the article was included in Journal of Agricultural and Food Chemistry in 2002.Application of 5676-58-4 This article mentions the following:

Nondialyzable and water-insoluble melanoidins, isolated from a glucose/glycine model reaction mixture, which was prepared in a standardized way according to the guidelines of the COST Action 919, were heated at different temperatures ranging from 100 to 300 °C. Among the volatile compounds, which were analyzed by solid-phase microextraction and GC-MS, pyrazines, pyridines, pyrroles, and furans were detected. In general, total amounts of volatile compounds increased with the temperature When water-insoluble melanoidins were heated, especially at higher temperatures, this resulted in a higher diversity of isolated compounds For furans, pyrroles, pyrazines, and carbonyl compounds, a maximum was observed in the case of high mol. weight melanoidins around 200-220 °C. Pyridines and total oxazoles, however, were generated in higher yields with increasing temperatures Thus, the possibility of producing some flavor-significant volatiles from heated standard melanoidins at temperatures relevant to food preparation and contribute to the flavor aspects originating from melanoidins. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Application of 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. The benzoxazole moiety is widely found in various natural compounds, which are often found to be biologically active. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Application of 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

3D-QSAR and docking studies on 2-arylbenzoxazole and linker-Y transthyretin amyloidogenesis inhibitors was written by Zhao, LiJun;Zhang, LiangRen;Lei, Ming. And the article was included in Science China: Chemistry in 2013.Reference of 99586-31-9 This article mentions the following:

Transthyretin (TTR), a plasma protein with a tetramer structure, could form amyloid fibril associated with several human diseases through the dissociation of tetramer and the misfolding of monomer. These amyloidogenesis can be inhibited by small mols. which bind to the central channel of TTR. A number of small mols. like 2-arylbenzoxazoles (ABZ) analogs are proposed as promising therapeutic strategy to treat amyloidosis. In this work, comparative mol. field anal. (CoMFA) and comparative mol. similarity indexes anal. (CoMSIA) three-dimensional quant. structure-activity relationship (3D-QSAR) and docking studies were performed on series of 2-arylbenzoxazoles (ABZ) and linker-Y analogs to investigate the inhibitory activities of TTR amyloidogenesis at at. level. Significant correlation coefficients for ABZ series (CoMFA, r² = 0.877, q² = 0.431; CoMSIA, r² = 0.836, q² = 0.447) and those for linker-Y series (CoMFA, r² = 0.828, q² = 0.522; CoMSIA, r² = 0.800, q² = 0.493) were obtained, and the generated models were validated using test sets. In addition, docking studies on 6 compounds binding to TTR were performed to analyze the forward or reverse binding mode and interactions between mols. and TTR. These results from 3D-QSAR and docking studies have great significance for designing novel TTR amyloidogenesis inhibitors in the future. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Reference of 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. The benzoxazole moiety is widely found in various natural compounds, which are often found to be biologically active. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Reference of 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Mass spectra of some dialkylbenzoxazoles and 1,2-benzisoxazoles was written by Lozynski, Marek;Krzyzanowska, Ewa;Matecka, Dorota. And the article was included in Polish Journal of Chemistry in 1990.Electric Literature of C9H9NO This article mentions the following:

The mass spectra of several 3,5-dialkyl-1,2-benzisoxazoles and isomeric 2,5-dialkylbenzoxazoles have been measured. The fragmentation of di-Me derivatives has been considered to proceed via an iso-π-electronic structure with the azulene ion, taking into account that the cleavage of the N-O linkage followed by carbon monoxide expulsion is prefered. For all 5-alkyl isomers, rupture of the benzylic C-C bond is predominant. If a long alkyl substituent is present in the heterocyclic ring, intensive peaks due to the McLafferty rearrangement as well as to γ-cleavage are observed Fragmentation of compounds containing an aliphatic chain in different positions in relation to nitrogen gives the possibility of determining the structure of the heterocyclic ring. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Electric Literature of C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Electric Literature of C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Transition-Metal-Free Alkylation/Arylation of Benzoxazole via Tf₂O-Activated-Amide was written by Niu, Zhi-Jie;Li, Lian-Hua;Liu, Xue-Yuan;Liang, Yong-Min. And the article was included in Advanced Synthesis & Catalysis in 2019.SDS of cas: 99586-31-9 This article mentions the following:

A transition-metal-free approach to the alkylation/arylation of benzoxazoles was developed by employing Tf₂O-activated-amides as the alkylating/arylating reagent for the synthesis of alkyl/aryl benzoxazoles I [R = i-Pr, Ph, (CH₂)₂Ph, etc.; R¹ = H, 5-Me, 5-NO₂, etc.]. The mild reaction conditions and particularly insensitivity to air and water, further enhanced the synthetic potential in pharmaceutical synthesis. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9SDS of cas: 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.SDS of cas: 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Continuous flow/waste-minimized synthesis of benzoxazoles catalysed by heterogeneous manganese systems was written by Ferlin, Francesco;van der Hulst, Mitchell K.;Santoro, Stefano;Lanari, Daniela;Vaccaro, Luigi. And the article was included in Green Chemistry in 2019.Application of 99586-31-9 This article mentions the following:

Herein, we present our results on the development of a waste minimized protocol for the synthesis of 2-arylbenzoxazoles in continuous flow. Manganese-based heterogeneous catalysts were used in combination with cyclopentylmethyl ether as an environmentally friendly and safe reaction medium. The use of oxygen promotes the oxidative process ensuring at the same time a complete regeneration of the catalyst adopting a flow configuration which does not include the use of an addnl. mech. pump. These features allowed for a faster synthesis compared to batch procedures with minimal metal leaching. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Application of 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. The benzoxazole moiety is widely found in various natural compounds, which are often found to be biologically active. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antiparkinson, inhibition of hepatitis C virus, 5-HT3 antagonistic effect.Application of 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

A divergent and selective synthesis of isomeric benzoxazoles from a single N-Cl imine was written by Chen, Cheng-yi;Andreani, Teresa;Li, Hongmei. And the article was included in Organic Letters in 2011.Application In Synthesis of 2,5-Dimethylbenzoxazole This article mentions the following:

A divergent and regioselective synthesis of either 3-substituted benzoisoxazoles or 2-substituted benzoxazoles from readily accessible ortho-hydroxyaryl N-H ketimines is described. The reaction proceeds in two distinct pathways through a common N-Cl imine intermediate: (a) N-O bond formation to form benzoisoxazole under anhydrous conditions and (b) NaOCl mediated Beckmann-type rearrangement to form benzoxazole, resp. The reaction path also depends on the electronic nature of the aromatic ring, with the electron-rich aromatic rings favoring the rearrangement and the electron-deficient rings favoring the N-O bond formation. A Beckmann-type rearrangement mechanism via net [1,2]-aryl migration for the formation of 2-substituted benzoxazole is proposed. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Application In Synthesis of 2,5-Dimethylbenzoxazole).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have gained a lot of importance in the past few years because of their use in intermediates for the preparation of new biological materials. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Application In Synthesis of 2,5-Dimethylbenzoxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis of Benzoxazoles from 2-Aminophenols and β-Diketones Using a Combined Catalyst of Bronsted Acid and Copper Iodide was written by Mayo, Muhammad Shareef;Yu, Xiaoqiang;Zhou, Xiaoyu;Feng, Xiujuan;Yamamoto, Yoshinori;Bao, Ming. And the article was included in Journal of Organic Chemistry in 2014.COA of Formula: C9H9NO This article mentions the following:

Cyclization reactions of 2-aminophenols with β-diketones catalyzed by a combination of Bronsted acid and CuI are presented. Various 2-substituted benzoxazoles were obtained through these reactions. Different substituents such as Me, chloro, bromo, nitro, and methoxy on 2-aminophenol are tolerated under the optimized reaction conditions. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4COA of Formula: C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.COA of Formula: C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis of cyanine dyes and investigation of their in vitro antiprotozoal activities was written by Ge, Jian-Feng;Zhang, Qian-Qian;Lu, Jian-Mei;Kaiser, Marcel;Wittlin, Sergio;Brun, Reto;Ihara, Masataka. And the article was included in MedChemComm in 2012.Electric Literature of C9H9NO This article mentions the following:

Six cyanine dyes (including sym. and unsym. trimethine and pentamethine cyanine dyes with substituted benzoxazolyl or benzothiazolyl groups), were synthesized and evaluated for their in-vitro antiprotozoal activities against Plasmodium falciparum K1, Trypanosoma cruzi, Trypanosoma brucei rhodesiense and Leishmania donovani. Several trimethine cyanine dyes containing benzothiazole groups exhibited strong activity against Plasmodium falciparum and Trypanosoma cruzi, while one sym. pentamethine cyanine containing a fluorinated benzothiazolyl group was highly active against Trypanosoma brucei rhodesiense. The title compounds thus formed included a benzothiazole-benzothiazolium derivative (I) [[(benzothiazolylidene)pentadienyl]benzothiazolium salt, pentamethine compound] and related compounds and benzoxazole analogs. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Electric Literature of C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have gained a lot of importance in the past few years because of their use in intermediates for the preparation of new biological materials. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Electric Literature of C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Eco-friendly syntheses of 2-substituted benzoxazoles and 2-substituted benzothiazoles from 2-aminophenols, 2-aminothiophenols and DMF derivatives in the presence of imidazolium chloride was written by Tian, Qingqiang;Luo, Wen;Gan, Zongjie;Li, Dan;Dai, Zeshu;Wang, Huajun;Wang, Xuetong;Yuan, Jianyong. And the article was included in Molecules in 2019.SDS of cas: 5676-58-4 This article mentions the following:

A simple, economical and metal-free approach to the synthesis of 2-substituted benzoxazoles/benzothiazoles I (R = H, 6-Me, 5-Cl, 6-NO₂, etc.; R¹ = Me, Ph, pyridin-2-yl, 3-oxo-3-phenylpropyl, etc.; X = O, S) in moderate to excellent yields from 2-aminophenols/2-aminothiophenols R²-2-NH₂C₆H₃XH (R² = H, 5-Me, 4-Cl, 5-NO₂, etc.) and DMF derivatives, only using imidazolium chloride (50% mmol) as promoter without any other additive, was reported. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4SDS of cas: 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. The benzoxazole moiety is widely found in various natural compounds, which are often found to be biologically active. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.SDS of cas: 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem