Category: benzoxazole

In-vitro anti-cancer assay and apoptotic cell pathway of newly synthesized benzoxazole-N-heterocyclic hybrids as potent tyrosine kinase inhibitors was written by Desai, Sulaksha;Desai, Vidya;Shingade, Sunil. And the article was included in Bioorganic Chemistry in 2020.Name: 2-(3-Bromophenyl)benzo[d]oxazole This article mentions the following:

A series of benzoxazole-N-heterocyclic hybrids I [R¹ = H, Br; Ar = 4-BrC₆H₄, 4-O₂NC₆H₄, quinoxalin-2-yl, etc.] was synthesized by a one-pot strategy. The mol. docking studies showed that compounds I to be inhibitors of tyrosine kinase enzyme which triggered growth of cancer cells. The cytotoxicity study of compounds I [R¹ = H, Ar = quinoxalin-2-yl, 2-chloro-3-quinolyl; R¹ = Br, Ar = 4-BrC₆H₄, 4-O₂NC₆H₄, quinoxalin-2-yl, 2-chloro-3-quinolyl] showed better potency against breast cancer cell lines MCF-7 and MDA-MB-231 in contrast to oral and lung cancer cell lines KB and A549. The tyrosine kinase activity was measured using universal tyrosine kinase assay kit using horseradish peroxide (HRP)-conjugated anti-phosphotyrosine kinase solution as a substrate. The compound I [R¹ = Br, Ar = quinoxalin-2-yl] exhibited maximum inhibition in activity of enzyme tyrosine kinase with IC₅₀ value 0.10 ± 0.16μM, than other compounds I which were studied and thus proved to be inhibitors of enzyme tyrosine kinase. The selective index of compounds I [R¹ = H, Ar = quinoxalin-2-yl, 2-chloro-3-quinolyl; R¹ = Br, Ar = 4-BrC₆H₄, 4-O₂NC₆H₄, quinoxalin-2-yl, 2-chloro-3-quinolyl] indicated non-toxic behavior, i.e. good anti-cancer activity. Further, fluorescence microscopic study helped to characterize the mode of cell death, which was found to be late apoptosis as indicated by orange fluorescence. The SAR anal. was also carried out. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Name: 2-(3-Bromophenyl)benzo[d]oxazole).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Name: 2-(3-Bromophenyl)benzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Modified palladium-catalyzed regioselective ortho-arylation of sp² C-H bond substrates with a low catalyst loading was written by Yang, Fan;Wu, Yangjie;Li, Yanan;Wang, Biao;Zhang, Junli. And the article was included in Tetrahedron in 2009.Application In Synthesis of 2-(3-Bromophenyl)benzo[d]oxazole This article mentions the following:

A novel and generally applicable system for ortho-arylation of a broad range of sp² C-H bond substrates such as arylated benzoxazoles, acylated anilines, and pyridines has been developed. The arylation was performed in trifluoroacetic acid (TFA) under air by using PdCl₂ as the catalyst with a low catalyst loading of 1 mol %. And it was found for the first time that the addition of weak base K₃PO₄ to the acidic solvent could remarkably enhance the reaction rate. The arylated products were isolated in moderate to good yields with high regioselectivity for the substrates containing a meta-substituent. This arylation is tolerant with various functional groups such as CH₃, CH₃O, CH₃CO, Br, and Cl. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Application In Synthesis of 2-(3-Bromophenyl)benzo[d]oxazole).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) 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. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Application In Synthesis of 2-(3-Bromophenyl)benzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Efficient and divergent synthesis of benzoxazoles and 1,2-benzisoxazoles from o-hydroxyaryl ketoximes was written by Li, Zhenhua;Jin, Guoqiang;Qin, Jingjing;Tan, Zhiyong;He, Jiayu. And the article was included in Heterocycles in 2020.Recommanded Product: 5676-58-4 This article mentions the following:

A bis(trichloromethyl) carbonate (BTC) / triphenylphosphine oxide (TPPO) system promoting tunable cyclization of a variety of o-hydroxyaryl ketoximes to benzoxazoles and benzisoxazoles was developed. The synthetic switch was enabled by base-free or the use of Et₃N. Under base-free conditions, o-hydroxyaryl ketoximes were treated with BTC/TPPO giving corresponding 2-substituted benzoxazoles via cascaded Beckmann rearrangement and intramol. oxa-cyclization. Analogously, the 3-substituted benzisoxazoles were obtained via intramol. nucleophilic substitution reactions in the presence of Et₃N. This process features mild reaction conditions, high chemoselectivity and good functional groups tolerance. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Recommanded Product: 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. 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.Recommanded Product: 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Iodine Promoted One-Pot Synthesis of 2-Aryl Benzoxazoles from Amidoximes via Oxidative Cyclization and Ring Contraction was written by Zhang, Yong;Ji, Min. And the article was included in European Journal of Organic Chemistry in 2019.Recommanded Product: 99586-31-9 This article mentions the following:

A mol. I₂-promoted one-pot synthesis of 2-aryl benzoxazoles was developed by using amidoximes rather than the limited 2-aminophenols or 2-haloamides as substrates. The amidoxime substrates provided unique and efficient strategies for converting readily available aniline and benzaldehyde precursors into valuable chems. This transformation proceeded smoothly under transition-metal-free conditions through a sequential oxidative cyclization and ring contraction and provided a potential route for introducing certain groups at any site of the scaffold. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Recommanded Product: 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazole nucleus is one of the most important heterocyclic compounds exhibiting remarkable pharmacological activities. 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.Recommanded Product: 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis of Benzazoles through Electrochemical Oxidative Cyclization Reactions was written by An, Qi;He, Chaoyin;Fan, Xiaodong;Hou, Chuanfu;Zhao, Jian;Liu, Yue;Liu, Hao;Ma, Junjie;Sun, Zhizhong;Chu, Wenyi. And the article was included in ChemElectroChem in 2020.Synthetic Route of C13H8BrNO This article mentions the following:

An effective method for the synthesis of benzazoles through the electrochem. oxidative cyclization of o-aminophenol/o-aminothiophenol/o-phenylenediamine and aldehydes was developed. A series of benzazoles were efficiently synthesized by using this method in good yields. Furthermore, this method was applied to the synthesis of the drug thiabendazole in a gram-scale reaction, which proved the practicality of the method. This approach avoids using catalysts and oxidants and has the advantages of wide substrate range, mild reaction conditions and good tolerance of functional groups. Finally, the possible reaction mechanism was proposed and supported by cyclic voltammetry (CV) and control experiments In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Synthetic Route of C13H8BrNO).

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. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Synthetic Route of C13H8BrNO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Acid Catalyzed Direct-Amidation-Dehydrocyclization of 2-Hydroxy-acetophenones to Benzoxazoles by a One-Pot Sustainable Synthesis was written by Rancan, Elia;Arico, Fabio;Quartarone, Giuseppe;Ronchin, Lucio;Vavasori, Andrea. And the article was included in Catalysis Letters in 2015.Product Details of 5676-58-4 This article mentions the following:

A series of 2-methyl-benzoxazoles e. g., I, have been synthesized starting from 2-hydroxy-acetophenones via a one-pot three steps reaction. Hydroxylamonium salt has been used as amidation agent. The reaction occurs with different anions, but the best results is achieved with hydroxylamonium hydrchloride. Despite the number of consecutive stages, the reaction is highly selective. Mild reaction conditions and various solvents can be used, but trifluoroacetic acid is the preferred. Almost, complete recovery of the trifluoroacetic acid can be achieved by vacuum distillation The role of trifluoroacetic acid, as well as, of the hydroxylamonium salt suggests a cooperative effect leading to high selective formation of 2-methyl-benzoxazoles. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Product Details of 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Product Details of 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes was written by Aksenov, Alexander V.;Smirnov, Alexander N.;Aksenov, Nicolai A.;Bijieva, Asiyat S.;Aksenova, Inna V.;Rubin, Michael. And the article was included in Organic & Biomolecular Chemistry in 2015.Computed Properties of C9H9NO This article mentions the following:

PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to produce N-hydroxyimidamides. The latter undergo sequential acid-promoted cyclocondensation with ortho-hydroxy or ortho-amino moieties to afford benzoxazoles and benzimidazoles, e.g., I, resp. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Computed Properties of C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Computed Properties of C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis and reactions of 3,4-dihydro-2H-1,4-benzoxazine derivatives was written by Kotha, Sambasivarao;Bindra, Vandana;Kuki, Atsuo. And the article was included in Heterocycles in 1994.Electric Literature of C9H9NO This article mentions the following:

Several 3,4-dihydro-2H-1,4-benzoxazine derivatives, e.g., I (R = H, Me), were prepared from com. available benzoxazoles II by use of an efficient two step sequence. Thus, II were reduced to give ring opened aminophenols which were cyclized with BrCH₂CH₂Br to give I. Aryl functionalization reactions allowing access to further benzoxazine derivatives are also described. 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. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Electric Literature of C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Expeditious and efficient synthesis of benzoxazoles, benzothiazoles, benzimidazoles catalyzed by Ga(OTf)₃ under solvent-free conditions was written by Liu, Juyan;Liu, Qian;Xu, Wei;Wang, Weilu. And the article was included in Chinese Journal of Chemistry in 2011.Application In Synthesis of 2,5-Dimethylbenzoxazole This article mentions the following:

A new and efficient method for the synthesis of benzoxazoles, benzothiazoles, benzimidazoles by cyclocondensation of o-substituted aminoaroms. with ortho esters in the presence of catalytic amounts of Ga(OTf)₃ under solvent-free conditions is presented. The remarkable features of this new protocol are high conversion, very short reaction times, cleaner reaction profiles under solvent-free conditions, straightforward procedure, and use of a relatively non-toxic catalyst. 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. 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.Application In Synthesis of 2,5-Dimethylbenzoxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Palladium (II) Complex Supported on Magnetic Nanoparticles Modified with Phenanthroline: A Highly Active Reusable Nanocatalyst for the Synthesis of Benzoxazoles, Benzothiazoles and Cyanation of Aryl Halides was written by Cai, Yuan;Yuan, Hailong;Gao, Qiang;Wu, Lili;Xue, Lijun;Feng, Nengjie;Sun, Yuan. And the article was included in Catalysis Letters.Application of 99586-31-9 This article mentions the following:

A well dispersed magnetically separable palladium complex (MNPs-phenanthroline-Pd) has been synthesized via the immobilization of palladium (II) complex on the surface of silica-coated magnetic nanoparticles modified with phenanthroline ligand. The SEM and TEM images of MNPs-phenanthroline-Pd at different magnification show that the catalyst is formed of nanometer-sized particles. The MNPs-phenanthroline-Pd nanocomposite was found to be an efficient catalyst for the synthesis of benzoxazoles, benzothiazoles and cyanation of aryl halides. The high efficiency and the ability to be recovered and reused for at least up to seven consecutive runs are some superior properties of the catalyst. SEM images of reused catalyst confirmed that there was no significant change in the morphol. and dispersion of the particles. 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. 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. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Application of 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem