Tag: 200-300

Identification of 4-amino-2-cyclohexylaminoquinazolines as metabolically stable melanin-concentrating hormone receptor 1 antagonists was written by Kanuma, Kosuke;Omodera, Katsunori;Nishiguchi, Mariko;Funakoshi, Takeo;Chaki, Shigeyuki;Nagase, Yasuko;Iida, Izumi;Yamaguchi, Jun-ichi;Semple, Graeme;Tran, Thuy-Anh;Sekiguchi, Yoshinori. And the article was included in Bioorganic & Medicinal Chemistry in 2006.Quality Control of tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate This article mentions the following:

The optimization of the distance between two key pharmacophore features within our first hit compounds led to the identification of a new class of potent non-peptidic antagonists for the MCH-R1, based around 4-amino-2-cyclohexylaminoquinazolines. In particular, ATC0065, N ²-[cis-4-({2-[4-Bromo-2-(trifluoromethoxy)phenyl]ethyl}amino)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine dihydrochloride, bound with high affinity to the MCH-R1 (IC₅₀ value of 16 nM) and showed good metabolic stability in liver microsomes from human and rat. In the experiment, the researchers used many compounds, for example, tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate (cas: 223131-01-9Quality Control of tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate).

tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate (cas: 223131-01-9) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Quality Control of tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate

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Nickel-Catalyzed Photodehalogenation of Aryl Bromides was written by Higginson, Bradley;Sanjose-Orduna, Jesus;Gu, Yiting;Martin, Ruben. And the article was included in Synlett in 2021.Synthetic Route of C12H16BBrO2 This article mentions the following:

Herein, Ni-catalyzed photodehalogenation of aryl bromides under visible-light irradiation that utilizes THF as hydrogen source were described. The protocol obviated the need for exogenous amine reductants or photocatalysts and was characterized by its simplicity and broad scope, including challenging substrate combinations. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Synthetic Route of C12H16BBrO2).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Synthetic Route of C12H16BBrO2

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Arylsulfonyl fluoride boronic acids: Preparation and coupling reactivity was written by Lou, Terry Shing-Bong;Willis, Michael C.. And the article was included in Tetrahedron in 2020.Related Products of 68716-49-4 This article mentions the following:

Arylboronic acids, substituted in o-, m- and p-positions with SO₂F group were prepared according to efficient and practical procedure as reagents for Suzuki coupling with aryl halides for synthesis of versatile arenesulfonyl fluorides. The syntheses of the para- and meta-isomers commence with the appropriate bromo-substituted benzenesulfonyl chlorides, and the ortho-isomer is prepared from benzenesulfonyl fluoride. The boronic acids undergo efficient Suzuki-Miyaura coupling reactions with a range of aryl halides. We also report an efficient Rh(I)-catalyzed conjugate addition reaction using the para-substituted boronic acid. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Related Products of 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Related Products of 68716-49-4

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Metabolism of ketoprofen-a molecular modelling analysis was written by Huq, Fazlul. And the article was included in International Journal of Pure & Applied Chemistry in 2007.Formula: C16H16O3 This article mentions the following:

Ketoprofen (KP) is a non-steroidal anti-inflammatory drug (NSAID) that is widely used in humans and veterinary medicine in the treatment of acute and chronic rheumatoid arthritis and various painful conditions. Increasing evidence suggests that reactive oxygen species (ROS) may contribute significantly to the development if intestinal lesions due to KP as are true with many other NSAIDs. Mol. modeling analyses based on mol. mechanics, semi-empirical (PM3) and DFT (at B3LYP/6-31G* level) calculations show that mol. surfaces of KP and its metabolites abound in neutral green and have electron-rich red and yellow regions so that they may be subject to lyophilic and electrophilic attacks. The mol. surfaces of KP and its metabolites are also found to possess some electron-deficient blue regions so that the compounds may be subject to nucleophilic attacks such as those due to glutathione and nucleobases in DNA resulting into glutathione depletion and oxidation of nucleobases. The depletion of glutathione produces oxidative stress as it compromises the antioxidant status of the cell whereas oxidation of nucleobases causes DNA damage. The oxidative stress in turn may cause lipid peroxidation and damage to other biomols. including proteins, enzymes and also DNA. In the experiment, the researchers used many compounds, for example, 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6Formula: C16H16O3).

2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Formula: C16H16O3

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Protective Effect of Piceatannol Against Cerebral Ischaemia-Reperfusion Injury Via Regulating Nrf2/HO-1 Pathway In Vivo and Vitro was written by Wang, Lingfeng;Guo, Ying;Ye, Jiayi;Pan, Zeyue;Hu, Peihao;Zhong, Xiaoming;Qiu, Fengmei;Zhang, Danni;Huang, Zhen. And the article was included in Neurochemical Research in 2021.SDS of cas: 10083-24-6 This article mentions the following:

Piceatannol is a natural plant-derived compound with protective effects against cardiovascular diseases. However, its effect on cerebral ischemia-reperfusion injury (CIRI) induced by oxidative stress remains unclear. This study aimed to investigate piceatannol’s antioxidation in CIRI. An in vitro oxygen-glucose deprivation followed by reoxygenation model was used and cell viability was measured. A middle cerebral artery occlusion followed by reperfusion model was used in vivo. Neurol. function, encephalisation quotient, edema, and volume of the cerebral infarction were then evaluated. The effects of piceatannol on histopathol. findings, as well as the ultrastructure of the cortex, were analyzed. The activity of superoxide dismutase (SOD), glutathione peroxidase (GSH-Px), and lactate dehydrogenase (LDH) and the malondialdehyde (MDA) content was measured both in vitro and in vivo. Finally, the expression of nuclear factor erythroid-2-related factor 2 (Nrf2), hemeoxygenase-1 (HO-1), and NADP quinone oxidoreductase 1 (NQO1) in cerebral tissue was detected using reverse transcription quant. polymerase chain reaction (RT-qPCR) and western blotting. Our results demonstrated that cell viability in the piceatannol groups was increased. The SOD, GSH-Px activities were increased as LDH activity and MDA content decreased in the piceatannol groups both in vitro and in vivo, reflecting a decrease in oxidative stress. The neurol. severity score and infarction volume in the piceatannol groups at doses of 10 and 20 mg/kg were lower than those of the model group. Furthermore, the damage seen on histopathol. examination was partially attenuated by piceatannol. RT-qPCR and western blot anal. indicated that the expression of Nrf2, HO-1, and NQO1 were significantly increased by piceatannol. The results of the study demonstrate that piceatannol exerts a protective effect against CIRI. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6SDS of cas: 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.SDS of cas: 10083-24-6

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Effect of the cold pre-fermentative maceration and aging on lees times on the phenolic compound profile, antioxidant capacity and color of red sparkling wines was written by Barros, Ana Paula Andre;Silva, Islaine Santos;Correa, Luiz Claudio;Biasoto, Aline Camarao Telles. And the article was included in Journal of Food Science and Technology (New Delhi, India) in 2022.Category: alcohols-buliding-blocks This article mentions the following:

This was the first study evaluating the impact of cold pre-fermentative maceration using refrigeration on the nutraceutical quality and color of red sparkling wines elaborated with the cultivar Syrah, and the evolution of these variables with different autolysis times. The sparkling wines were elaborated using the traditional method with different maceration times (NM, 24 and 72 h) and aging on lees (3 and 18 mo of autolysis). In the sequence, it was conducted the characterization of the phenolic compound profile by HPLC-DAD (n = 21), the antioxidant capacity (ABTS, DPPH, and FRAP assays), and the color (CIELab and CIEL*C*h systems). The total phenolic content (TPC) and antioxidant capacity (AOX) were higher with longer maceration (M72) and autolysis (18 mo) times, reaching 453.54 mg L-1 of TPC, and AOX above 2.11 mmol TEAC L-1 by the three in vitro assays conducted. Cis-resveratrol, kaempferol-3-O-glucoside, quercetin-3-β-D-glucoside, isorhamnetin-3-O-glucoside, and petunidin-3-O-glucoside showed a good correlation (r > 0.8; P < 0.05) with the antioxidant capacity and were found in higher concentrations in the sparkling wines elaborated with maceration. In addition, maceration promoted a more intense red (a*) and saturated (C*) color. Thus, the results indicated that cold pre-fermentative maceration and autolysis pos. influenced the bioactive potential and the color of the red sparkling wines. This practice should be better explored through the elaboration of this product. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Category: alcohols-buliding-blocks).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Category: alcohols-buliding-blocks

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Discovery of novel hydantoins as selective non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE) was written by Sheppeck, James E.;Gilmore, John L.;Yang, Anle;Chen, Xiao-Tao;Xue, Chu-Biao;Roderick, John;Liu, Rui-Qin;Covington, Maryanne B.;Decicco, Carl P.;Duan, James J.-W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Related Products of 121282-70-0 This article mentions the following:

A series of hydantoins, e.g., I, was designed and synthesized as structural alternatives to hydroxamate inhibitors of TACE. 5-Mono- and di-substituted hydantoins exhibited activity with IC₅₀ values of 11-60 nM against porcine TACE in vitro and excellent selectivity against other MMPs. In the experiment, the researchers used many compounds, for example, tert-Butyl (trans-2-hydroxycyclohexyl)carbamate (cas: 121282-70-0Related Products of 121282-70-0).

tert-Butyl (trans-2-hydroxycyclohexyl)carbamate (cas: 121282-70-0) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Related Products of 121282-70-0

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Molecular encapsulation and bioactivity of gnetol, a resveratrol analogue, for use in foods was written by Navarro-Orcajada, Silvia;Conesa, Irene;Matencio, Adrian;Garcia-Carmona, Francisco;Lopez-Nicolas, Jose Manuel. And the article was included in Journal of the Science of Food and Agriculture in 2022.Reference of 10083-24-6 This article mentions the following:

Gnetol is a stilbene whose characterization and bioactivity have been poorly studied. It shares some bioactivities with its analog resveratrol, such as anti-inflammatory, anti-thrombotic, cardioprotective and anti-cancer activities. However, the low solubility of stilbenes may limit their potential applications in functional foods. Encapsulation in cyclodextrins could be a solution The antioxidant activity of gnetol was evaluated by 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation and ferric reducing antioxidant power methods (Trolox equivalent 13.48 μmol L^-1 and 37.08 μmol L^-1 resp. at the highest concentration) and it was higher than that of resveratrol, and depending on the method, similar or higher to that of oxyresveratrol. Spectrophotometric and spectrofluorimetric characterization of gnetol is published for the first time. Moreover, its water solubility was determined and improved almost threefold after its mol. encapsulation in cyclodextrins, as well as its stability after storage for a week. A physicochem. and computational study revealed that cyclodextrins complex gnetol in a 1:1 stoichiometry, with better affinity for like 2-hydroxypropyl-β-cyclodextrin (KF = 4542.90 ± 227.15 mol^-1 L). Temperature and pH affected the encapsulation constants These results could increase interest of gnetol as an alternative to the most studied stilbene, resveratrol, as well as aid in the development of more stable inclusion complexes that improve its aqueous solubility and stability so that it can be incorporated into functional foods. 2022 Society of Chem. Industry. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Reference of 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Reference of 10083-24-6

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Population-based in vitro hazard and concentration-response assessment of chemicals: the 1000 genomes high-throughput screening study was written by Abdo, Nour;Xia, Menghang;Brown, Chad C.;Kosyk, Oksana;Huang, Ruili;Sakamuru, Srilatha;Zhou, Yi-Hui;Jack, John R.;Gallins, Paul;Xia, Kai;Li, Yun;Chiu, Weihsueh A.;Motsinger-Reif, Alison A.;Austin, Christopher P.;Tice, Raymond R.;Rusyn, Ivan;Wright, Fred A.. And the article was included in Environmental Health Perspectives in 2015.Computed Properties of C10H14O5 This article mentions the following:

Background: Understanding of human variation in toxicity to environmental chems. remains limited, so human health risk assessments still largely rely on a generic 10-fold factor (101/2 each for toxicokinetics and toxicodynamics) to account for sensitive individuals or subpopulations. Objectives: We tested a hypothesis that population-wide in vitro cytotoxicity screening can rapidly inform both the magnitude of and mol. causes for interindividual toxicodynamic variability. Methods: We used 1086 lymphoblastoid cell lines from the 1000 Genomes Project, representing nine populations from five continents, to assess variation in cytotoxic response to 179 chems. Anal. included assessments of population variation and heritability, and genome-wide association mapping, with attention to phenotypic relevance to human exposures. Results: For about half the tested compounds, cytotoxic response in the 1% most “sensitive” individual occurred at concentrations within a factor of 101/2 (i.e., approx. 3) of that in the median individual; however, for some compounds, this factor was > 10. Genetic mapping suggested important roles for variation in membrane and transmembrane genes, with a number of chems. showing association with SNP rs13120371 in the solute carrier SLC7A11, previously implicated in chemoresistance. Conclusions: This exptl. approach fills critical gaps unaddressed by recent large-scale toxicity testing programs, providing quant., exptl. based estimates of human toxicodynamic variability, and also testable hypotheses about mechanisms contributing to interindividual variation. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Computed Properties of C10H14O5).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Computed Properties of C10H14O5

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Detection and structural characterization of the metabolites of dihydroresveratrol in rats by liquid chromatography coupled to high-resolution tandem mass spectrometry was written by Ji, Qiang-Guo;Ma, Ming-Hua;Hu, Xue-Mei;Zhang, Yi-Jun;Xu, Xiao-Hong;Nian, Hua. And the article was included in Rapid Communications in Mass Spectrometry in 2021.HPLC of Formula: 10083-24-6 This article mentions the following:

Dihydroresveratrol has been demonstrated to possess a wide spectrum of bioactivities, such as anti-oxidant and anti-inflammatory effects. The aim of the present study was to investigate the metabolic profiles of dihydroresveratrol in rats. The in vitro metabolism was elucidated by incubating dihydroresveratrol with rat hepatocytes for 2 h at 37°C. For in vivo metabolism, dihydroresveratrol was orally administered to rats at a single dose of 50 mg/kg and the resulting biliary and urinary samples were collected. All the samples were analyzed by liquid chromatog. combined with electrospray ionization high-resolution mass spectrometry. The structures of the metabolites were proposed based on their accurate masses and their MS/MS product ions. A total of 16 metabolites including three phase I metabolites and 13 phase II metabolites were detected and structurally proposed. Among these metabolites, M6 and M14 were unambiguously identified as 3-hydroxylresveratrol and resveratrol, resp., using reference standards Dihydroresveratrol was mainly metabolized into resveratrol (M14) and a glucuronide conjugate (M12), which were excreted into urine and bile as the major metabolites. The metabolic pathways of dihydroresveratrol involved hydroxylation, dehydrogenation, glucuronidation, glutathione (GSH) conjugation and methylation. The present study provided useful information with regard to the metabolic profiles of dihydroresveratrol in rats. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6HPLC of Formula: 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.HPLC of Formula: 10083-24-6

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