Day: April 1, 2022

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane, is researched, Molecular C12H25NO5, CAS is 33941-15-0, about Switching Dual Catalysis without Molecular Switch: Using A Multicomponent Information System for Reversible Reconfiguration of Catalytic Machinery, the main research direction is copper zinc terpyridine porphyrinato complex catalyst preparation kinetics.Application In Synthesis of 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane.

Different from the current paradigms of chem., a switchable catalytic system is presented that does not rely on a mol. switch in different toggling states but on a smart seven-component mixture that manages the reversible ON/OFF regulation of two catalytic processes. Hereunto, the workflow of two multicomponent rotary catalytic machineries was interlinked by the simultaneous shuffling of two components (metal and ligand) requiring perfect signaling in a 13-component system (see Movie 1). This network underwent reversible switching over three cycles as demonstrated by 1H NMR, UV-visible, and fluorescence spectroscopies and electrospray ionization mass spectrometry. Addition and removal of zinc(II) ions trigger three distinct events in parallel: the (i) mutually dependent self-assembly of three-component nanorotors and two-component reservoirs by resorting components, (ii) toggling between vastly different rotational exchange rates in the self-assembled rotors that directly affect catalysis, and (iii) toggling between two diverse catalytic reactions in a fully reproducible manner. Because of this information system, the concentrations of free aza-crown ether 7 and its complex with copper(I), i.e., [Cu(7)]+, which represent the effective catalysts, are up- and downregulated in a manner to alternately switch ON/OFF a catalytic conjugate addition and a click reaction.

From this literature《Switching Dual Catalysis without Molecular Switch: Using A Multicomponent Information System for Reversible Reconfiguration of Catalytic Machinery》,we know some information about this compound(33941-15-0)Application In Synthesis of 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane, but this is not all information, there are many literatures related to this compound(33941-15-0).

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Pizzetti, Marianna; De Luca, Elisa; Petricci, Elena; Porcheddu, Andrea; Taddei, Maurizio published an article about the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1 ).Reference of 2-Ethylbenzo[d]oxazole. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:6797-13-3) through the article.

The synthesis of benzimidazoles starting from o-phenylenediamines and amines in the presence of palladium on charcoal as catalyst is reported. Under microwave dielec. heating it is possible to use a tertiary, a secondary, and even a primary amine as the substrate for a palladium-mediated process to get 2-substituted or 1,2-disubstituted benzimidazoles, depending on the nature of the o-phenylenediamine employed. Primary amines are the most suitable reagents for the atom economy of the overall process. Benzoxazoles can be also prepared starting from primary amines and o-aminophenol. The reaction is also highly selective as no (poly)alkylated phenylenediamines or cross-contaminated benzimidazoles are obtained starting from N-monoalkylphenylenediamines. This behavior was interpreted as a scarce aptitude to dehydrogenation of the methylene bonded to the aromatic NH of N-alkylarylamines. The catalyst can be recycled several times and, although far from optimal, catalyst TON=90 is encouraging for further large-scale optimization protocols. In addition, the palladium on charcoal-catalyzed microwave-assisted reaction of o-phenylenediamine gives dealkylation of tertiary amines and transformation to the secondary amines.

From this literature《A General Approach to Substituted Benzimidazoles and Benzoxazoles via Heterogeneous Palladium-Catalyzed Hydrogen-Transfer with Primary Amines》,we know some information about this compound(6797-13-3)Reference of 2-Ethylbenzo[d]oxazole, but this is not all information, there are many literatures related to this compound(6797-13-3).

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

HPLC of Formula: 6797-13-3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Aldol-type reaction of 2-ethylbenzazoles with aromatic aldehydes in aqueous medium.

The benzoxazole I (X = O) reacted with R1C6H4CHO (R1 = H, 2-Cl, 4-Cl, 2-Me, 4-Me, 4-MeO) in the presence of PhCH2N+Et3Cl- to give II (X = O) as erythro-threo mixtures, except for II (X = O, R1 = 4-MeO) which was pure erythro isomer. Similar reaction of I (X = S) with R1C6H4CHO (R1 = H, 4-Cl, 4-Me, 4-MeO) for 2 h gave II (X = S), whereas after 24 h III were obtained.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Reference of 2-Mercapto-5-methylbenzimidazole. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about Comparative toxicokinetic study of rubber antioxidants, 2-mercaptobenzimidazole and 2-mercaptomethylbenzimidazole, by single oral administration in rats. Author is Sakemi, kazue; Usami, Makoto; Mitsunaga, katsuyoshi; Ohno, Yasuo; Tsuda, Mitsuhiro.

Toxicokinetics of 2-mercaptobenzimidazole (MBI) and 2-mercaptomethylbenzimidazole (MMBI), rubber antioxidants with thioureylene structure, were compared after single oral administration in rats. Male Wistar rats received single oral administration of 2, 10, 50, and 250 mg/kg MBI or MMBI. The serum and urine concentrations of MBI and MMBI were determined by HPLC. MBI and MMBI showed similar Cmax values, but the former disappeared slower in the serum than the latter and resulted in its larger AUC values. Analyses of MBI, MMBI, and their desulfurated metabolites in urine suggested that these differences were due to their metabolic elimination rates. On the other hand, MBI and MMBI caused similar acute toxicities, such as the loss of locomotive activity, ataxic gait, adoption of prone or side position, and coma, being severer with higher serum concentrations at the moment. Similar acute toxicities between MBI and MMBI were explained by similar Cmax values at the same dose. It was suggested from these results that the slower disappearance and larger AUC values of MBI in the serum compared to MMBI might explain the strong thyroid toxicity which has been observed by repeated administration of MBI, but very weak thyroid toxicity by MMBI.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A divergent and selective synthesis of isomeric benzoxazoles from a single N-Cl imine, published in 2011-12-02, which mentions a compound: 6797-13-3, Name is 2-Ethylbenzo[d]oxazole, Molecular C9H9NO, Application In Synthesis of 2-Ethylbenzo[d]oxazole.

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.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Carbateas, P. M.; Williams, Gordon L. published the article 《Two methods for conversion of an aromatic aldehyde to a 4-arylpyridine. A method for preparation of 3-alkyl-4-arylpyridines》. Keywords: pyridine nitrophenyl; methylpyridine nitrophenyl; nitrophenylpyridine.They researched the compound: 1-(Furan-2-yl)propan-1-one( cas:3194-15-8 ).Application In Synthesis of 1-(Furan-2-yl)propan-1-one. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3194-15-8) here.

Reaction of 1-(2-furyl)-3-(m-nitrophenyl)propenone with 2-acetylfuran (I) and NH4OAc in AcOH at reflux gave 2,6-di(2-furyl)-4-(m-nitrophenyl)pyridine, which was oxidized with dilute HNO3 and the resultant 4-(m-nitrophenyl)-2,6-pyridinedicarboxylic acid decarboxylated by heating with Dowtherm to give 4-(m-nitrophenyl)pyridine (II). II was alternatively prepared by heating a mixture of m-O2NC6H4CHO, CHCCO2Me, and NH4OAc in AcOH at reflux, oxidizing the product (III) with dil HNO3, hydrolyzing the resultant di-Me 4-(m-nitrophenyl)-3,5-pyridinedicarboxylate, and decarboxylating the diacid. 3-Methyl-4-(m-nitrophenyl)pyridine was prepared by replacing I with 2-propionylfuran in the first synthesis.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 27231-36-3, is researched, SMILESS is SC1=NC2=CC(C)=CC=C2N1, Molecular C8H8N2SJournal, Article, Research Support, Non-U.S. Gov’t, Scientific Reports called Novel giardicidal compounds bearing proton pump inhibitor scaffold proceeding through triosephosphate isomerase inactivation, Author is Hernandez-Ochoa, B.; Navarrete-Vazquez, G.; Nava-Zuazo, C.; Castillo-Villanueva, A.; Mendez, S. T.; Torres-Arroyo, A.; Gomez-Manzo, S.; Marcial-Quino, J.; Ponce-Macotela, M.; Rufino-Gonzalez, Y.; Martinez-Gordillo, M.; Palencia-Hernandez, G.; Esturau-Escofet, N.; Calderon-Jaimes, E.; Oria-Hernandez, J.; Reyes-Vivas, H., the main research direction is Giardia antiparasitic giardicidal compound proton pump inhibitor triosephosphate isomerase.Synthetic Route of C8H8N2S.

Giardiasis is a worldwide parasitic disease that affects mainly children and immunosuppressed people. Side effects and the emergence of resistance over current used drugs make imperative looking for new antiparasitics through discovering of new biol. targets and designing of novel drugs. Recently, it has determined that gastric proton-pump inhibitors (PPI) have anti-giardiasic activity. The glycolytic enzyme, triosephosphate isomerase (GlTIM), is one of its potential targets. Therefore, we employed the scaffold of PPI to design new compounds aimed to increase their antigiardial capacity by inactivating GlTIM. Here we demonstrated that two novel PPI-derivatives (BHO2 and BHO3), have better anti-giardiasic activity than omeprazole in concentrations around 120-130 muM, without cytotoxic effect on mammal cell cultures. The derivatives inactivated GlTIM through the chem. modification of Cys222 promoting local structural changes in the enzyme. Furthermore, derivatives forms adducts linked to Cys residues through a C-S bond. We demonstrated that PPI can be used as scaffolds to design better antiparasitic mols.; we also are proposing a mol. mechanism of reaction for these novel derivatives

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Recommanded Product: 3194-15-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(Furan-2-yl)propan-1-one, is researched, Molecular C7H8O2, CAS is 3194-15-8, about Halogen effects in the reactions of benzylmagnesium halides with furfural and alkyl 2-furyl ketones. Author is Sjoholm, Rainer.

The reactions of PhCH2MgX (X = Cl, Br, I) with furans I (R = H, Me, Et, CHMe2, CMe3) gave 1,2- and 1,4-addition products. The halogen atom of the reagent had a marked effect on the product distribution when R was H, Me, or Et: the heavier the halogen atom, the more 1,2-addition products were formed at the expense of 1,4-addition products.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about In vitro cytotoxicity of the thyrotoxic and hepatotoxic rubber antioxidant 2-mercaptobenzimidazole and its 4- or 5-methyl derivatives in rabbit corneal cells, the main research direction is cytotoxicity hepatotoxicity thyrotoxicity mercaptobenzimidazole.Name: 2-Mercapto-5-methylbenzimidazole.

2-Mercaptobenzimidazole (MBI) and its Me derivatives 4-methyl-MBI (4-MeMBI), 5-methyl-MBI (5-MeMBI), and 4(or 5)-methyl-MBI (4(5)-MeMBI) are widely applied industrial agents with substantial thyrotoxicity and hepatotoxicity detected in rats in vivo. Here, we examined the in vitro cytotoxicity of MBI and its derivates in cultured SIRC rabbit corneal cells. SIRC cells were cultured in the presence of the test chems. for 72 h, and cell viability was determined by estimating the number of cells using a crystal violet staining assay. The median lethal concentration (LC50) was calculated for each of the chems. The Me derivatives showed higher cytotoxicity than MBI, which is in contrast to previous in vivo findings demonstrating higher thyrotoxicity and hepatotoxicity of MBI compared to its derivates. According to the LC50 values, the ranking of the tested agents in terms of cytotoxicity was 5-MeMBI (761.5μM) ≥ 4-MeMBI (796.3μM) ≥ 4(5)-MeMBI (822.9μM) > MBI (1002.9μM). The present results suggest that the lower thyrotoxicity and hepatotoxicity of Me derivatives of MBI is related to their faster detoxification in vivo, because SIRC cells are considered to have lower drug-metabolizing activity than hepatic cells.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Hirano, Masaya; Fukumoto, Yoshiya; Matsubara, Nao; Chatani, Naoto published the article 《A cationic iridium-catalyzed C(sp3)-H silylation of 2-Alkyl-1,3-azoles at the α-position in the 2-alkyl group leading to 2-(1-Silylalkyl)-1,3-azoles》. Keywords: cationic iridium catalyzed regioselective silylation alkylazole alpha position alkyl; silylalkylazole preparation.They researched the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ).Product Details of 6797-13-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:6797-13-3) here.

The regioselective silylation of the α-C(sp3)-H bond in the 2-alkyl group in 2-alkyl-1,3-azole derivatives with hydrosilanes, catalyzed by the combination of (POCOPtBu)IrHCl and NaBArF4, leading to the production of 2-(1-silylalkyl)-1,3-azoles is described. The presence of 3,5-dimethylpyridine is required for the reaction to proceed. Although the reaction takes place both in the presence and absence of a hydrogen acceptor, the addition of an acceptor gave better results, in terms of the efficiency of the reaction.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem