Heterocyclic Building Blocks-Benzoxazole

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 372-38-3, Name is 1,3,5-Trifluorobenzene, molecular formula is C6H3F3. In an article, author is Gonnard, Laurine,once mentioned of 372-38-3, Quality Control of 1,3,5-Trifluorobenzene.

Transition metal-catalyzed alpha-alkylation of amines by C(sp(3))-H bond activation

alpha-Substituted amines are present in a myriad of biologically active natural and synthetic products. With the objective of developing atom-economical reactions, a panel of synthetic methods allowing the direct functionalization of C(sp(3))-H bonds adjacent to the nitrogen atom have been developed. The field remains dominated by the sequence a-lithiation/addition on an electrophile even if the use of reactive organolithium reagents is not compatible with all functional groups. Over the past ten years, an increasing interest has been devoted to metal-catalyzed C-H-activation, some studies being specially dedicated to C(sp(3))-H bond activation. Notably, this approach has been envisioned to perform direct alpha-functionalization of amines. The aim of this article is to give an overview of synthetic methods for transition metal-catalyzed alpha-allcylation of amines by C(sp(3))-H bond activation. (C) 2018 Published by Elsevier Ltd.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. 6674-22-2, Name is 2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine, SMILES is N12C(CCCCC2)=NCCC1, in an article , author is Xiang, Jing, once mentioned of 6674-22-2, COA of Formula: C9H16N2.

Synthesis and reactivity of an osmium(iii) aminoguanidine complex

The biological activities of aminoguanidine (GNH(2)) and its derivatives have been extensively studied due to their properties as radical scavengers and antioxidants. Some of their biological activities may result from their binding to various metals present in biological systems. However, the reactivity of coordinated aminoguanidines has not been investigated. We report herein the synthesis, structure and reactivity of a novel osmium(iii) complex bearing the parent aminoguanidine, mer-[Os{NHC(NH2)(NHNH2)}(L)(CN)(3)](-) (OsGNH(2), HL = 2-(2-hydroxyphenyl)benzoxazole). The antioxidant properties of OsGNH(2) have been investigated by reactions with various oxidants, including O-2, H2O2, m-chloroperbenzoic acid (m-CPBA) and Ce(iv). Various osmium products are produced, which depend on the type of oxidant used. OsGNH(2) is readily oxidized by O-2 or H2O2 under ambient conditions to afford an osmium(iii) formamidine complex, [Os-III(NH2CNH)(L)(CN)(3)](-) (OsFA, FA = formamidine). With m-CPBA, the nitrosyl complex, mer-[Os(NO)(L)(CN)(3)](-) (OsNO), is formed instead. On the other hand, the nitrido complex mer-[Os(N)(L)(CN)(3)](-) (OsN) is produced when the one-electron oxidant (NH4)(2)[Ce-IV(NO3)(6)] (Ce(iv)) is employed. The molecular structures of OsGNH(2) and OsFA have been determined by X-ray crystallography. The oxidation of OsGNH(2) to OsFA by O-2 or H2O2 is proposed to go through initial dehydrogenation to give a diazoamidine intermediate. In the oxidation by m-CPBA and Ce(iv), it is proposed that the initially formed OsFA is further oxidized to OsNO and OsN, respectively, via osmium(iii) hydrogen cyanamido and osmium(iv) cyanoimido intermediates.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

In an article, author is Yang, Rui, once mentioned the application of 363-72-4, COA of Formula: C6HF5, Name is Pentafluorobenzene, molecular formula is C6HF5, molecular weight is 168.0642, MDL number is MFCD00000286, category is benzoxazole. Now introduce a scientific discovery about this category.

Cross-linkedpoly(benzoxazole-co-siloxane) networks with high thermal stability and low dielectric constant based on a newortho-amidefunctional benzoxazine

In this study, an amide functionalized bis-benzoxazine (AI-al) has been synthesized using allylamine,ortho-amide functional bis-phenol and paraformaldehyde as raw materials via Mannich condensation. This newly obtained benzoxazine has been used to react with polydimethylsiloxane (PDMS) through hydrosilylation to form poly(benzoxazine-co-amide-co-siloxane) (AI-al-PDMS) featuring siloxane, amide and benzoxazine as repeating units. The chemical structures of both oxazine ring-containing monomer and copolymer are confirmed by NMR and FT-IR spectroscopies. Besides, the thermally activated polymerization behaviors of AI-al and AI-al-PDMS are investigated by DSC, and the subsequent conversion of benzoxazole formation is studied by in situ FT-IR. Moreover, dynamic mechanical analysis and thermogravimetric analysis are used to determine the thermal properties of the cross-linked polymers. The resulting cross-linked poly(benzoxazole-co-siloxane) derived from AI-al-PDMS shows excellent thermal stability (noT(g)can be observed before 400 degrees C; Td5 of 393 degrees C) and low dielectric constants (2.52-2.13 in the frequency range of 1 Hz to 1 MHz), evidencing its great potential applications in electronic packing, aerospace, and other high-performance fields.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 421-85-2, Name is Trifluoromethanesulfonamide. In a document, author is Li, Changming, introducing its new discovery. Name: Trifluoromethanesulfonamide.

The effects of the heteroatom and position on excited-state intramolecular proton transfer of new hydroxyphenyl benzoxazole derivatives: a time-dependent density functional theory study

The effects of the heteroatom and position on excited-state intramolecular proton transfer (ESIPT) of 2-[4 ‘-(N-4,6-dichloro-1,3,5-triazi-n-2-yl)2 ‘ hydroxyphenyl]benzoxazole (4THBO) have been investigated via time-dependent density functional theory studies. The heteroatoms refer to O and S atoms, and the position effect refers to the N-4,6-trichloro-1,3,5-triazin-2-yl (TCT) substituents in the para and meta positions. The configuration of the four compounds (4THBO, 4THBT, 5THBO and 5THBT) was optimized and the bond lengths, bond angles and infrared spectra of the atoms participating in the proton transfer in the S0 and S1 states were studied. The occurrence of ultrafast ESIPT in the four compounds was demonstrated. Moreover, the potential energy curves of the S0 and S1 states were constructed, and the effects of the heteroatom substitution and substituent position changes on the ESIPT mechanism of the four 4THBO derivatives were analyzed. The results show that the ESIPT barrier of the S atom substitution in the excited state is lower than that of the O atom-substituted molecule, and the energy barrier of the substituent (TCT) in the meta-position is significantly smaller than that in the para-position. These results indicate that the substitution of the S heteroatom promotes the ESIPT of the 4THBO compound and that the substituent (TCT) in the para position is more prone to proton transfer than that in the meta position. Our work could provide a theoretical basis for further experiments.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

In an article, author is Mizojiri, Ryo, once mentioned the application of 307-24-4, Name: Undecafluorohexanoic acid, Name is Undecafluorohexanoic acid, molecular formula is C6HF11O2, molecular weight is 314.0534, MDL number is MFCD00198040, category is benzoxazole. Now introduce a scientific discovery about this category.

The identification and pharmacological evaluation of potent, selective and orally available ACC1 inhibitor

In our effort to explore the potential of ACC1-selective inhibitor as in vivo probe molecule, a series of 1,3-benzoxazole derivatives was synthesized. Previously, we reported a series of novel bicyclic and monocyclic ACC1-selective inhibitors. Among them, compound 1a exhibited highly potent cellular activity (acetate uptake IC50 = 0.76 nM) as well as promising in vivo PD efficacy. However, compound 1a caused severe body weight reduction in repeated dose administration in the mouse model. Since 1a showed potent inhibitory activity against mouse ACC1 as well as strong inhibition of mouse ACC2, we further examined a series of 1a analogues in order to reduce undesirable body weight change. The replacement of acetamide moiety with ureido moiety dramatically improved selectivity of mouse ACC1 against ACC2. In addition, analogue 1b displayed favorable bioavailability in mouse cassette dosing PK study, hence in vivo PD studies were also carried out. Oral administration of 1b significantly reduced the concentration of malonyl-CoA in HCT-116 xenograft tumors at doses of more than 30 mg/kg. Furthermore, compound 1b showed significant antitumor efficacy in 786-O xenograft mice at an oral dose of 30 mg/kg (T/C = 0.5%). Accordingly, our novel potent ACC1-selective inhibitor represents a set of useful orally-available research tools, as well as potential therapeutic agents particularly in terms of new cancer therapies.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 92-86-4, Name is 4,4′-Dibromobiphenyl, molecular formula is C12H8Br2. In an article, author is Vidya, K.,once mentioned of 92-86-4, Formula: C12H8Br2.

Synthesis and Evaluation of Antibacterial and Anticancer Activities of Some New Benzoxazole-Piperazine-1,2,3-Triazoles

Some new 2-((4-((1-aryl-1H-1,2,3-triazol-4-yl)methyl)piperazin-1-yl)methyl)benzo[d] oxazoles (4a-j) were synthesized through Cu(I) catalyzed [3+2] cycloaddition reaction between 2-((4-(prop-2-yn-1-yl)piperazin-1-yl)methyl)benzo[d]oxazole (3) and several aryl azides. The in vitro anticancer and antibacterial activities evaluation revealed that compounds 4g, 4f, and 4d possess good activities, whereas the remaining compounds are associated with moderate to low activities. [GRAPHICS]

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Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

Chemistry can be defined as the study of matter and the changes it undergoes. You¡¯ll sometimes hear it called the central science because it is the connection between physics and all the other sciences, starting with biology. 5535-48-8, Name is (Vinylsulfonyl)benzene, molecular formula is , belongs to benzoxazole compound. In a document, author is Greenhalgh, Mark D., Product Details of 5535-48-8.

Multiple roles of aryloxide leaving groups in enantioselective annulations employing alpha,beta-unsaturated acyl ammonium catalysis

An isothiourea-catalysed Michael addition-annulation process using -fluoroalkyl-substituted ,-unsaturated aryl esters and a range of 2-acylbenzazoles is reported for the enantioselective synthesis of dihydropyranone and dihydropyridinone products bearing polyfluorinated stereocenters (29 examples, up to 98% yield, >99:1 er). The choice of aryl group of the aryl ester proved essential in determining reaction enantioselectivity and dihydropyranone:dihydropyridinone product selectivity. The aryloxide leaving group is shown to play a number of essential additional roles, operating (i) as a BrOnsted base, circumventing the need for an auxiliary base; and (ii) as a Lewis base to catalyse the isomerisation of dihydropyranone products into thermodynamically-favoured dihydropyridinones. After optimisation, this isomerisation process was exploited for the selective synthesis of dihydropyridinone products using acylbenzothiazoles, and either dihydropyranone or dihydropyridinone products using acylbenzoxazoles. Finally, the phenol derivative, produced following protonation of the aryloxide, is proposed to act as a BrOnsted acid, which promotes an isothiourea-catalysed kinetic resolution of benzoxazole-derived dihydropyranones.

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Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

Chemistry, like all the natural sciences, begins with the direct observation of nature¡ª in this case, of matter.273-53-0, Name is Benzoxazole, SMILES is C1=CC=CC2=C1N=CO2, belongs to benzoxazole compound. In a document, author is Zi, Mengli, introduce the new discover, Recommanded Product: 273-53-0.

Discovery of 6-Arylurea-2-arylbenzoxazole and 6-Arylurea-2-arylbenzimidazole Derivatives as Angiogenesis Inhibitors: Design, Synthesis and in vitro Biological Evaluation

We embarked on a structural optimization campaign aimed at the discovery of novel anti-angiogenesis agents with previously reported imidazole kinase inhibitors as a lead compound. A library of 29 compounds was synthesized. Several title compounds exhibited selective inhibitory activities against vascular endothelial growth factor receptor 2 (VEGFR-2) over epidermal growth factor receptor (EGFR) kinase; these compounds also displayed selective and potent antiproliferative activity against three cancer cell lines. The newly synthesized compounds were evaluated for anti-angiogenesis activity by chick chorioallantoic membrane (CAM) assay. Among them, 1-(2-(2-chlorophenyl)benzo[d]oxazol-5-yl)-3-(4-(trifluoromethoxy)phenyl)urea (compound 5 n) showed the most potent anti-angiogenesis capacity, efficient cytotoxic activities (in vitro against human umbilical vein endothelial cells (HUVEC), H1975, A549, and HeLa cell lines, with respective IC50 values of 8.46, 1.40, 7.61, and 0.28 mu m), and an acceptable level of VEGFR-2 kinase inhibition (IC50=0.25 mu m). Molecular docking analysis revealed 5 n to be a type II inhibitor of VEGFR-2 kinase. In general, these results indicate that these 6-arylurea-2-arylbenzoxazole/benzimidazole derivatives are promising inhibitors of VEGFR-2 kinase for potential development into anti-angiogenesis drugs.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

Reference of 2343-89-7, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 2343-89-7, Name is Methyl 2-fluoroacrylate, SMILES is C=C(F)C(OC)=O, belongs to benzoxazole compound. In a article, author is Al-Harthy, Thuraya, introduce new discover of the category.

Importance of Fluorine in Benzazole Compounds

Fluorine-containing heterocycles continue to receive considerable attention due to their unique properties. In medicinal chemistry, the incorporation of fluorine in small molecules imparts a significant enhancement their biological activities compared to non-fluorinated molecules. In this short review, we will highlight the importance of incorporating fluorine as a basic appendage in benzothiazole and benzimidazole skeletons. The chemistry and pharmacological activities of heterocycles containing fluorine during the past years are compiled and discussed.

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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

2343-89-7, Name is Methyl 2-fluoroacrylate, molecular formula is C4H5FO2, Formula: C4H5FO2, belongs to benzoxazole compound, is a common compound. In a patnet, author is Imaizumi, Takamichi, once mentioned the new application about 2343-89-7.

The design, synthesis and evaluation of 2-aminobenzoxazole analogues as potent and orally efficacious ChemR23 inhibitors

We previously reported 2-aminobenzoxazole analogue 1 as a potent ChemR23 inhibitor. The compound showed inhibitory activity against chemerin-induced calcium signaling through ChemR23 internalization in CAL-1 cells, which are cell lines of plasmacytoid dendric cells (pDCs). Furthermore, compound 2 inhibited chemotaxis of CAL-1 triggered by chemerin in vitro. However, we noted a difference in the ChemR23 response to our inhibitor between rodents and non-rodents in a previous study. To address this issue, we performed optimization of ChemR23 inhibitors using CAL-1 cells endogenously expressing human ChemR23 and conducted a pharmacokinetics study in cynomolgus monkeys. Various substituents at the 4-position of the benzoxazole ring exhibited potent in vitro bioactivity, while those at the 6-position were not tolerated. Among substituents, a carboxyl group was identified as key for improving the oral bioavailability in cynomolgus monkeys. Compound 38a with the acidic part changed from a tetrazole group to a 1,2,4-oxadiazol-5-one group to improve bioactivity and pharmacokinetic parameters exhibited inhibitory activity against chemerin-induced chemotaxis in vitro. In addition, we confirmed the ChemR23 internalization of pDCs by compound 38a orally administered to cynomolgus monkeys. These 2-aminobenzoxazole-based ChemR23 inhibitors may be useful as novel immunotherapeutic agents capable of suppressing the migration of pDCs, which are known to be major producers of type I interferons in the lesion area of certain autoimmune diseases, such as systemic lupus erythematosus and psoriasis.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 2343-89-7 help many people in the next few years. Formula: C4H5FO2.

Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem