Category: benzoxazole

(N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides was written by Yang, Jin. And the article was included in Applied Organometallic Chemistry in 2018.SDS of cas: 132227-03-3 This article mentions the following:

A series of N-heterocyclic carboxylate-stabilized N-heterocyclic carbene palladium complexes has been synthesized and fully characterized. The solid-state structures indicate that each of the palladium centers is coordinated by an N-heterocyclic carbene, a chloride and a bidentate N,O-donor N-heterocyclic carboxylate ligand. The catalytic performance of the complexes was screened and the results revealed that the complexes exhibit moderate to high catalytic activities for the direct C-H bond arylation of benzoxazoles with aryl bromides. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3SDS of cas: 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) 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.SDS of cas: 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

TEMPO-Mediated C-H Amination of Benzoxazoles with N-Heterocycles was written by Wang, Jian;Li, Jiang-Hua;Guo, Yidong;Dong, Hongbo;Liu, Qiang;Yu, Xiao-Qi. And the article was included in Journal of Organic Chemistry in 2020.Related Products of 132227-03-3 This article mentions the following:

The direct amination of benzoxazoles at C2 using N-heterocycles as nitrogen sources has been developed for the first time. Several kinds of inexpensive oxidants and also electricity were effective for this transformation in the presence of 2,2,6,6-tetramethylpiperidine-N-oxyl. This metal-free and operationally simple reaction can afford a variety of important C,N’-linked bis-heterocycles in moderate to good yields under very mild reaction conditions. The in situ generated oxoammonium salt was proved to be important for this transformation. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Related Products of 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Related Products of 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Nickel-Catalyzed Intermolecular Enantioselective Heteroaromatic C-H Alkylation was written by Chen, Mo;Montgomery, John. And the article was included in ACS Catalysis in 2022.Safety of 5-Methoxybenzo[d]oxazole This article mentions the following:

Herein, an approach involving nickel-catalyzed intermol. enantioselective C-H alkylation of heteroarenes, such as benzoxazoles, benzofurans, benzimidazoles, etc., with norbornene is presented. The process can be carried out under mild conditions using nickel(0) catalysts with N-heterocyclic carbene (NHC) ligands in the absence of Lewis acid co-catalysts. A series of NHC nickel complexes stabilized with 1,5-hexadiene was synthesized via an operationally simple approach, resulting in improved functional group tolerance and heteroarene scope. Mechanistic investigations are consistent with a ligand-to-ligand hydrogen transfer (LLHT) pathway where the C-H bond activation precedes a rate-determining reductive elimination step. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Safety of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) 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.Safety of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Small Molecule Disruptors of the Glucokinase-Glucokinase Regulatory Protein Interaction: 4. Exploration of a Novel Binding Pocket was written by Hong, Fang-Tsao;Norman, Mark H.;Ashton, Kate S.;Bartberger, Michael D.;Chen, Jie;Chmait, Samer;Cupples, Rod;Fotsch, Christopher;Jordan, Steven R.;Lloyd, David J.;Sivits, Glenn;Tadesse, Seifu;Hale, Clarence;St. Jean, David J. Jr.. And the article was included in Journal of Medicinal Chemistry in 2014.Product Details of 936902-12-4 This article mentions the following:

Structure-activity relationship investigations conducted at the 5-position of the N-pyridine ring of a series of N-arylsulfonyl-N’-2-pyridinyl-piperazines led to the identification of a novel bis-pyridinyl piperazine sulfonamide I that was a potent disruptor of the glucokinase-glucokinase regulatory protein (GK-GKRP) interaction. Anal. of the x-ray cocrystal of compound I bound to hGKRP revealed that the 3-pyridine ring moiety occupied a previously unexplored binding pocket within the protein. Key features of this new binding mode included forming favorable contacts with the top face of the Ala27-Val28-Pro29 (“shelf region”) as well as an edge-to-face interaction with the Tyr24 side chain. Compound I was potent in both biochem. and cellular assays (IC₅₀ = 0.005 μM and EC₅₀ = 0.205 μM, resp.) and exhibited acceptable pharmacokinetic properties for in vivo evaluation. When administered to db/db mice (100 mg/kg, po), compound I demonstrated a robust pharmacodynamic effect and significantly reduced blood glucose levels up to 6 h postdose. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4Product Details of 936902-12-4).

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Product Details of 936902-12-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes was written by Liu, Can;Wang, Zhiming;Wang, Lei;Li, Pinhua;Zhang, Yicheng. And the article was included in Organic & Biomolecular Chemistry in 2019.Safety of 5-Methoxybenzo[d]oxazole This article mentions the following:

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed for the synthesis of aryl azoles, e.g., I. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles and oxazolines reacted with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields and various substitution patterns were tolerated toward the reaction. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Safety of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) 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 antiparkinson, inhibition of hepatitis C virus, 5-HT3 antagonistic effect.Safety of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Discovery of Potent and Selective Inhibitors of Cdc2-Like Kinase 1 (CLK1) as a New Class of Autophagy Inducers was written by Sun, Qi-Zheng;Lin, Gui-Feng;Li, Lin-Li;Jin, Xi-Ting;Huang, Lu-Yi;Zhang, Guo;Yang, Wei;Chen, Kai;Xiang, Rong;Chen, Chong;Wei, Yu-Quan;Lu, Guang-Wen;Yang, Sheng-Yong. And the article was included in Journal of Medicinal Chemistry in 2017.Product Details of 936902-12-4 This article mentions the following:

Autophagy inducers represent new promising agents for the treatment of a wide range of medical illnesses. However, safe autophagy inducers for clin. applications are lacking. Inhibition of cdc2-like kinase 1 (CLK1) was recently found to efficiently induce autophagy. Unfortunately, most of the known CLK1 inhibitors have unsatisfactory selectivity. Herein, we report the discovery of a series of new CLK1 inhibitors containing the 1H-[1,2,3]triazolo[4,5-c]quinoline scaffold. Among them, compound 25 was the most potent and selective, with an IC₅₀ value of 2 nM against CLK1. The crystal structure of CLK1 complexed with compound 25 was solved, and the potency and kinase selectivity of compound 25 were interpreted. Compound 25 was able to induce autophagy in in vitro assays and displayed significant hepatoprotective effects in the acetaminophen (APAP)-induced liver injury mouse model. Collectively, due to its potency and selectivity, compound 25 could be used as a chem. probe or agent in future mechanism-of-action or autophagy-related disease therapy studies. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4Product Details of 936902-12-4).

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4) 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. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Product Details of 936902-12-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Fluorination-¹⁸F using tri-tert-butanol ammonium iodide as phase-transfer catalyst: an alternative minimalist approach was written by Shinde, Sandip S.;Bolik, Kim-Viktoria;Maschauer, Simone;Prante, Olaf. And the article was included in Pharmaceuticals in 2021.HPLC of Formula: 936902-12-4 This article mentions the following:

The ¹⁸F syntheses of tracers for positron emission tomog. (PET) typically require several steps, including extraction of [¹⁸F]fluoride from H_2[¹⁸O]O, elution, and drying, prior to nucleophilic substitution reaction, being a laborious and time-consuming process. The elution of [¹⁸F]fluoride is commonly achieved by phase transfer catalysts (PTC) in aqueous solution, which makes azeotropic drying indispensable. The ideal PTC is characterized by a slightly basic nature, its capacity to elute [¹⁸F]fluoride with anhydrous solvents, and its efficient complex formation with [¹⁸F]fluoride during subsequent labeling. Herein, we developed tri-(tert-butanol)-methylammonium iodide (TBMA-I), a quaternary ammonium salt serving as the PTC for ¹⁸F-fluorination reactions. The favorable elution efficiency of [¹⁸F]fluoride using TBMA-I was demonstrated with aprotic and protic solvents, maintaining high ¹⁸F-recoveries of 96-99%. ¹⁸F-labeling reactions using TBMA-I as PTC were studied with aliphatic 1,3-ditosylpropane and aryl pinacol boronate esters as precursors, providing ¹⁸F-labeled products in moderate-to-high radiochem. yields. TBMA-I revealed adequate properties for application to ¹⁸F-fluorination reactions and could be used for elution of [¹⁸F]fluoride with MeOH, omitting an addnl. base and azeotropic drying prior to ¹⁸F-labeling. We speculate that the tert-alc. functionality of TBMA-I promotes intermol. hydrogen bonding, which enhances the elution efficiency and stability of [¹⁸F]fluoride during nucleophilic ¹⁸F-fluorination. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4HPLC of Formula: 936902-12-4).

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.HPLC of Formula: 936902-12-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis and anticancer activity of glycol-bridged bis-benzimidazoles was written by El-Kihel, Abdellatif;Jebbari, Said;Ahbala, Mustapha;Ait, Houssine Sir;Schmitt, Florian;Gold, Madeleine;Bauchat, Patrick;Schobert, Rainer;Biersack, Bernhard. And the article was included in DJ Journal of Engineering Chemistry and Fuel in 2019.Electric Literature of C8H7NOS This article mentions the following:

A series of bis-benzimidazoles with polyglycol-sulfide linker I [R = H, Me, F, NO₂; R¹ = H, Me; X = S, O, NH, N-propargyl; n = 1, 2] was prepared and tested for their tumor cell growth inhibitory activities. Two derivatives I [R = R¹ = H, X = NH, n = 1; R = R¹ = H, X = NH, n = 2] showed significant growth inhibitory activities against 518A2 melanoma cells. In addition, these compounds were active against multidrug resistant KB-V1^Vbl cervix carcinoma cells (vinblastine-resistant cells with overexpressed P-gp transporter) and MCF-7^Topo breast carcinoma cells (topotecan-resistant cells with overexpressed BCRP transporter). Thus, valuable lead structures for the design of new anticancer drugs based on benzimidazole systems were identified that could overcome drug resistance. In the experiment, the researchers used many compounds, for example, 6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0Electric Literature of C8H7NOS).

6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. 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 C8H7NOS

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis of N-aryl-2-aminobenzoxazoles from substituted benzoxazole-2-thiol and 2-chloro-N-arylacetamides in KOH-DMF system was written by Wang, Guang-cheng;Wang, Jing;Li, Lu-yao;Chen, Shan;Peng, Ya-ping;Xie, Zhen-zhen;Chen, Ming;Deng, Bin;Li, Wen-biao. And the article was included in Heterocycles in 2017.Product Details of 23417-29-0 This article mentions the following:

A simple and novel method for the synthesis of N-aryl-2-aminobenzoxazoles I [R¹ = H, 5-F, 6-Me, etc. ; R² = 4-Cl, 2,4-di-Me, 4-OPh, etc.] from substituted benzoxazole-2-thiols II and 2-chloro-N-arylacetamides R²C₆H₄NHC(O)CH₂Cl in KOH-DMF system has been developed. The present protocol provides an attractive approach to access various N-aryl-2-aminobenzoxazoles I in moderate to good yields without using transition metal catalyst under very mild reaction condition. In the experiment, the researchers used many compounds, for example, 6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0Product Details of 23417-29-0).

6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0) belongs to benzoxazole derivatives. Benzoxazole nucleus is one of the most important heterocyclic compounds exhibiting remarkable pharmacological activities. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.Product Details of 23417-29-0

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Dipole moments of benzoxazolinethiones substituted in the nucleus was written by Granzhan, V. A.;Poznanskaya, N. L.;Shvetsov-Shilovskii, N. I.;Laktionova, S. K.. And the article was included in Zhurnal Fizicheskoi Khimii in 1974.SDS of cas: 23417-29-0 This article mentions the following:

Comparison of calculated and exptl. dipole moments (μ) of benzoxazolinethiones (I; R = H, 5-Cl, 6-Cl, 5-Me, 6-Me, 6-Br, 6-MeO) showed that in benzene and dioxane I exist in the thione form. Increasing the temperature from 20 to 80° had little effect on μ. In dioxane μ was higher than in benzene. In the experiment, the researchers used many compounds, for example, 6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0SDS of cas: 23417-29-0).

6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0) 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.SDS of cas: 23417-29-0

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem