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Lead optimization studies of cinnamic amide EP2 antagonists

Prostanoid receptor EP2 can play a proinflammatory role, exacerbating disease pathology in a variety of central nervous system and peripheral diseases. A highly selective EP2 antagonist could be useful as a drug to mitigate the inflammatory consequences of EP2 activation. We recently identified a cinnamic amide class of EP2 antagonists. The lead compound in this class (5d) displays anti-inflammatory and neuroprotective actions. However, this compound exhibited moderate selectivity to EP2 over the DP1 prostanoid receptor (?10-fold) and low aqueous solubility. We now report compounds that display up to 180-fold selectivity against DP1 and up to 9-fold higher aqueous solubility than our previous lead. The newly developed compounds also display higher selectivity against EP4 and IP receptors and a comparable plasma pharmacokinetics. Thus, these compounds are useful for proof of concept studies in a variety of models where EP2 activation is playing a deleterious role.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H110O – PubChem

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Hydrothermally carbonized plant materials: Patterns of volatile organic compounds detected by gas chromatography

The nature and concentrations of volatile organic compounds (VOCs) in chars generated by hydrothermal carbonization (HTC) is of concern considering their application as soil amendment. Therefore, the presence of VOCs in solid HTC products obtained from wheat straw, biogas digestate and four woody materials was investigated using headspace gas chromatography. A variety of potentially harmful benzenic, phenolic and furanic volatiles along with various aldehydes and ketones were identified in feedstock- and temperature-specific patterns. The total amount of VOCs observed after equilibration between headspace and char samples produced at 270 C ranged between 2000 and 16,000 mug/g (0.2-1.6. wt.%). Depending on feedstock 50-9000 mug/g of benzenes and 300-1800 mug/g of phenols were observed. Substances potentially harmful to soil ecology such as benzofurans (200-800 mug/g) and p-cymene (up to 6000 mug/g in pine wood char) exhibited concentrations that suggest restrained application of fresh hydrochar as soil amendment or for water purification.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H40O – PubChem

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Characterization of the water-insoluble pyrolytic cellulose from cellulose pyrolysis oil

Water-insoluble pyrolytic cellulose with similar appearance to pyrolytic lignin was found in cellulose fast pyrolysis oil. The influence of pyrolysis temperature on pyrolytic cellulose was studied in a temperature range of 300-600C. The yield of the pyrolytic cellulose increased with temperature rising. The pyrolytic cellulose was characterized by various methods. The molecular weight distribution of pyrolytic cellulose was analyzed by gel permeation chromatography (GPC). Four molecular weight ranges were observed, and the Mw of the pyrolytic cellulose varied from 3.4 ¡Á 10 3 to 1.93 ¡Á 105 g/mol. According to the elemental analysis (EA), the pyrolytic cellulose possessed higher carbon content and lower oxygen content than cellulose. Thermogravimetric analysis (TGA) indicated that the pyrolytic cellulose underwent thermo-degradation at 127-800C and three mass loss peaks were observed. Detected by the pyrolysis gas chromatography-mass spectrometry (Py-GC/MS), the main pyrolysis products of the pyrolytic cellulose included saccharides, ketones, acids, furans and others. Fourier transforms infrared spectroscopy (FTIR) also demonstrated that the pyrolytic cellulose had peaks assigned to CO stretching and glycosidic bond, which agreed well with the Py-GC/MS results. The pyrolytic cellulose could be a mixture of saccharides, ketones, and their derivatives.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H320O – PubChem

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4265-25-2, Name is 2-Methylbenzofuran, belongs to benzofuran compound, is a common compound. Product Details of 4265-25-2In an article, once mentioned the new application about 4265-25-2.

BENZOIC ACID COMPOUNDS AND USE THEREOF AS MEDICAMENTS

Benzoic acid compounds of the formula STR1 wherein each symbol is as defined in the specification, optical isomers thereof and pharmaceutically acceptable salts thereof; pharmaceutical composition comprising this compound and pharmaceutically acceptable additive; and serotonin 4 receptor agonists, gastrointestinal prokinetic agents and therapeutic agents for various gastrointestinal diseases, which comprise this compound as active ingredient. The compounds of the present invention have high and selective affinity for serotonin 4 receptor, and show agonistic effects thereon. Accordingly, they are useful medications for the prophylaxis and treatment of various gastrointestinal diseases, central nervous disorders, cardiac function disorders, urinary diseases, and the like, as well as useful anti-nociceptors for analgesic use which increase threshold of pain.

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Benzofuran – Wikipedia,
Benzofuran | C8H11O – PubChem

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Kinetic Study of the Pyrolysis and Oxidation of Guaiacol

Guaiacol or 2-methoxy phenol is one of the main primary tars produced during lignin pyrolysis. Tar conversion in the gas phase influences the production of gaseous and condensable products, and is also responsible for PAH and soot formation during biomass and bio-oil gasification or combustion. Guaiacol pyrolysis and oxidation under stoichiometric conditions were studied in a jet stirred reactor between 623 and 923 K for a residence time of 2 s and under a pressure of 800 Torr (106.7 kPa). Speciation was obtained thanks to online gas chromatography using flame ionization detection and mass spectrometry and allowed the quantification of 22 species in pyrolysis and 42 species in oxidation. Decomposition of guaiacol starts at 650 K, and a conversion degree of 50% is obtained at about 785 K in pyrolysis and 765 K in oxidation. The main products of reaction are pyrocatechol o-HOC6H4OH, o-hydroxybenzaldehyde, methylcatechols, and light products, such as methane, carbon monoxide, ethylene, and hydrogen. A detailed kinetic model based on a combustion model for light aromatics and anisole has been extended to guaiacol. Thermochemical data of guaiacol and main products were calculated theoretically at the CBS-QB3 level of theory. The model predicts well the conversion of guaiacol and the formation of the main products. Guaiacol decomposes mainly through a unimolecular O-C bond breaking to hydroxy phenoxy and methyl radicals in both pyrolysis and oxidation, but H atom abstractions are also of importance in the low temperature range of the study. The unimolecular mechanism leads mainly to pyrocatechol and methylcatechols, whereas the chain radical mechanism is responsible for the formation of hydroxybenzaldehyde. As for anisole but in a much lower extent, an early formation of benzene and soot precursors is observed.

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Benzofuran – Wikipedia,
Benzofuran | C8H225O – PubChem

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Chemistry is traditionally divided into organic and inorganic chemistry. COA of Formula: C9H8O, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 4265-25-2

Catalytic depolymerization of alkali lignin in subcritical water: Influence of formic acid and Pd/C catalyst on the yields of liquid monomeric aromatic products

Alkali lignin was subjected to depolymerization in subcritical water at 265 C, 6.5 MPa for reaction times between 1-6 h in a batch reactor and in the presence of formic acid (FA) and Pd/C catalyst. The oil products were extracted into diethyl ether and contained >90% of single-ring phenolic compounds. The reaction of lignin in subcritical water alone yielded 22.3 wt% oil containing 56% guaiacol as the main product. A maximum oil yield of 33.1 wt% was obtained when the lignin was reacted in the presence of formic acid alone. In the presence of FA, catechol became the predominant compound, with more than 80% of the ether extract after 6 h. The conversion of guaiacol to catechol in the presence of formic acid suggested the hydrolysis of O-CH3 ether bonds. In addition, the yields of alkyl guaiacols increased in the presence of FA. The use of 5 wt% Pd/C catalyst with FA slightly decreased the yields of oil products but led to compounds indicative of hydrogenolysis of aryl-O ether bonds as well as hydrogenation of CC bonds.

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Benzofuran – Wikipedia,
Benzofuran | C8H231O – PubChem

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Stoichiometric synthesis of Fe/CaxO catalysts from tailored layered double hydroxide precursors for syngas production and tar removal in biomass gasification

A series of bi-functional Fe/CaxO catalysts with different Ca/Fe molar ratios (2/1, 3/1, 4/1, 5/1) were prepared from tailored single-source CaxFe-LDHs precursors and applied to the thermo-chemical catalytic conversion of biomass. The results of catalyst characterization using XRD, SEM and CO2-TPD techniques indicate that the Fe load has a significantly influence on the composition, particle size, alkalinity and CO2 adsorption capacity of resulting Fe/CaxO materials. As catalysts, the selectivity of H2 was increased and the selectivity of CO was reduced with increasing Fe load. The highest gasification yield of 48.3 wt.%, H2 yield of 37.48 vol.% and H2/CO ratio of 1.36 were obtained at an optimized composition of Ca/Fe = 2/1, with the gasification efficiency as high as 76.4%. GC-MS analysis of the condensable tar indicated that the as-synthesized Fe/CaxO catalysts were capable for selective phenolics production from biomass gasification, with the maximum phenolics yield as high as 90.06%. Moreover, based on the results of structure characteristics and catalytic activities, a synergistic catalytic mechanism was proposed that the Ca2Fe2O5 and Fe3O4 formed by partial reduction of Ca2Fe2O5 during biomass gasification are the main active site for catalytic cracking of tar, which can be further promoted by the in-situ CO2 absorption of CaO.

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Benzofuran – Wikipedia,
Benzofuran | C8H345O – PubChem

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Reactivity of Benzo[b]furans: A full perspective

Benzofuran derivatives and benzofuransare presented as scaffolds in complex molecules and have attracted much attention and prevalent interest due to their interesting biological activity. They also exist in several numbers of naturally occurring compounds and exhibiting biological activity. In this review, we will try to underscore the reactivity of benzofurans through comprehension and giving a full perspective to the readers.

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Benzofuran – Wikipedia,
Benzofuran | C8H135O – PubChem

Extracurricular laboratory:new discovery of 2-Methylbenzofuran

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 4265-25-2, name is 2-Methylbenzofuran, introducing its new discovery. 4265-25-2

A new 3D conceptual structure modeling of biochars by molecular mechanic and molecular dynamic simulation

Purpose: The combination of analytical chemistry and simulation methods provides more complete information about biochars. Materials and methods: The biochars prepared by pyrolysis of the crop straw at 300 and 500?C were investigated by elemental analysis, pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS) and solid-state 13C nuclear magnetic resonance (NMR) spectrometry to build the 2D structural models of biochars. The most stable and balanced 3D conformations were gained by optimizing in the optimized potential for liquid simulation (OPLS) force field of molecular mechanic and molecular dynamic simulation of HyperChem software. Results and discussion: There were few O-containing and N-containing compounds in biochars. According to the results of Py-GC-MS, 41 and 28 pyrolysis products were identified for the building of the conceptual models of 300 and 500?C biochars. Solid-state 13C NMR data also demonstrated that there were very high values of unsaturated C in biochars. The agreement between elemental concentration and chemical functional groups of two simulated models and experimental biochars was successfully achieved. Quantitative structure activity relationship (QSAR) properties were calculated and indicated the correlation of molecular structures with properties such as surface area, volume, polarizability, refractivity, and hydration energy. Conclusions: The conceptual structural models of corn straw biochars produced at 300 and 500?C were C78H68N2O25 and C59H29NO10, respectively. The simulation results showed that the 3D structure of the 300?C biochar with ?4 charges and the nonprotonated 3D structure of the 500?C biochar were the most stable. Deprotonation reaction is an endothermic process.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H351O – PubChem

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Access to Multifunctionalized Benzofurans by Aryl Nickelation of Alkynes: Efficient Synthesis of the Anti-Arrhythmic Drug Amiodarone

An unconventional nickel-catalyzed reaction was developed for the synthesis of multifunctionalized benzofurans from alkyne-tethered phenolic esters. The transformation involves the generation of a nucleophilic vinyl NiII species by the regioselective syn-aryl nickelation of an alkyne, which then undergoes an intramolecular cyclization with phenol ester to yield highly functionalized 1,1-disubstituted alkenes with 3-benzofuranyl and (hetero)aryl substituents. The methodology can be used for the late-stage benzofuran incorporation of various drug molecules and natural products, such as 2-propylvaleric acid, gemfibrozil, biotin, and lithocholic acid. Furthermore, this arylative cyclization method was successfully applied for the efficient synthesis of the anti-arrhythmic drug amiodarone.

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Benzofuran – Wikipedia,
Benzofuran | C8H149O – PubChem