Tag: 200-300

Structure-Based Design, Synthesis, and Biological Evaluation of Imidazo[4,5-b]Pyridin-2-one-Based p38 MAP Kinase Inhibitors: Part 2 was written by Kaieda, Akira;Takahashi, Masashi;Fukuda, Hiromi;Okamoto, Rei;Morimoto, Shinji;Gotoh, Masayuki;Miyazaki, Takahiro;Hori, Yuri;Unno, Satoko;Kawamoto, Tomohiro;Tanaka, Toshimasa;Itono, Sachiko;Takagi, Terufumi;Sugimoto, Hiroshi;Okada, Kengo;Lane, Weston;Sang, Bi-Ching;Saikatendu, Kumar;Matsunaga, Shinichiro;Miwatashi, Seiji. And the article was included in ChemMedChem in 2019.Product Details of 29421-99-6 This article mentions the following:

We identified novel potent inhibitors of p38 mitogen-activated protein (MAP) kinase using a structure-based design strategy, beginning with lead compound, 3-(butan-2-yl)-6-(2,4-difluoroanilino)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (1). To enhance the inhibitory activity of 1 against production of tumor necrosis factor-濞?(TNF-濞? in human whole blood (hWB) cell assays, we designed and synthesized hybrid compounds in which the imidazo[4,5-b]pyridin-2-one core was successfully linked with the p-methylbenzamide fragment. Among the compounds evaluated, 3-(3-tert-butyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-6-yl)-4-methyl-N-(1-methyl-1H-pyrazol-3-yl)benzamide (25) exhibited potent p38 inhibition, superior suppression of TNF-濞?production in hWB cells, and also significant in vivo efficacy in a rat model of collagen-induced arthritis (CIA). In this paper, we report the discovery of potent, selective, and orally bioavailable imidazo[4,5-b]pyridin-2-one-based p38 MAP kinase inhibitors. In the experiment, the researchers used many compounds, for example, 4-Bromo-5-methylthiophene-2-carboxylic acid (cas: 29421-99-6Product Details of 29421-99-6).

4-Bromo-5-methylthiophene-2-carboxylic acid (cas: 29421-99-6) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 29421-99-6

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Bromide – Wikipedia,
bromide – Wiktionary

A simple and mild acylation of alcohols, phenols, amines, and thiols with a reusable heteropoly acid catalyst (H₆P₂W₁₈O₆₂閻?4 H₂O) was written by Romanelli, Gustavo P.;Bennardi, Daniel O.;Autino, Juan C.;Baronetti, Graciela T.;Thomas, Horacio J.. And the article was included in E-Journal of Chemistry in 2008.Application In Synthesis of 3-Bromophenyl acetate This article mentions the following:

The acylation of alcs., phenols, thiols, and amines with varied substitution using acid anhydrides is efficiently catalyzed by Wells-Dawson heteropoly acid (H₆P₂W₁₈O₆₂閻?4 H₂O). Reactions proceed with very good to excellent yield in air at room temperature, using toluene as solvent (40 examples). The bulk catalyst was easily reused without appreciable loss of its activity. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Application In Synthesis of 3-Bromophenyl acetate).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Application In Synthesis of 3-Bromophenyl acetate

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Bromide – Wikipedia,
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Palladium-Catalyzed C-H Oxidation of Isoquinoline N-Oxides: Selective Alkylation with Dialkyl Sulfoxides and Halogenation with Dihalo sulfoxides was written by Yao, Bo;Song, Ren-Jie;Liu, Yan;Xie, Ye-Xiang;Li, Jin-Heng;Wang, Meng-Ke;Tang, Ri-Yuan;Zhang, Xing-Guo;Deng, Chen-Liang. And the article was included in Advanced Synthesis & Catalysis in 2012.Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

A novel palladium-catalyzed C-H oxidation of isoquinoline N-oxides has been developed for regioselectively synthesizing substituted isoquinolines, e.g., I (R¹ = F, Cl, MeO, CF₃; R² = Me, n-Bu) and II (R³ = H, CF₃). The method represents the first example of using dialkyl sulfoxides as the alkyl sources for the construction of 1-alkylated isoquinolines. Moreover, the regioselective halogenation of isoquinoline N-oxides is also successful using dihalo sulfoxides as the halide sources. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde

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Bromide – Wikipedia,
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Nucleophilicities of selected ions in water at 195 闁硅櫣鐓?was written by Reed, Gregg A.;Dimmel, Donald R.;Malcolm, Earl W.. And the article was included in Journal of Organic Chemistry in 1993.Recommanded Product: 6515-58-8 This article mentions the following:

The reaction of a benzyl aryl ether with selected ions was studied to determine relative nucleophilicities at 195 闁硅櫣鐓?in water. Nucleophilic displacement by the ions occurred at the benzyl carbon to liberate a phenolic group. The primary products of the displacement were independently synthesized and reacted in alkali to determine their stability. Hydrosulfide ion was 20 times more reactive than hydroxide ion with this substrate, while anthrahydroquinone ion was 17 times more reactive. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Recommanded Product: 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Recommanded Product: 6515-58-8

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Bromide – Wikipedia,
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Novel Selective PDE4 Inhibitors. 3. In Vivo Antiinflammatory Activity of a New Series of N-Substituted cis-Tetra- and cis-Hexahydrophthalazinones was written by Van der Mey, Margaretha;Boss, Hildegard;Hatzelmann, Armin;Van der Laan, Ivonne J.;Sterk, Geert J.;Timmerman, Hendrik. And the article was included in Journal of Medicinal Chemistry in 2002.Formula: C8H7BrO2 This article mentions the following:

The synthesis and biol. activities of a series of N-substituted cis-4a,5,6,7,8,8a-hexa- and cis-4a,5,8,8a-tetrahydro-2H-phthalazin-1-ones I [XY = (CH₂)₂, HC:CH; R = Me, cyclopentyl, allyl, PhCOCH₂, etc.] are described. It was found that compounds bearing a cycloalkyl group at the 2-position exhibit the highest PDE4 inhibitory activities (pIC₅₀ = 8.6-9.4). The N-cycloheptyl- and N-adamantanyltetrahydrophthalazinones I (XY = HC:CH; R = cycloheptyl, 2-adamantyl) and II [R¹ = R² = Me, R¹R² = (CH₂)₄] show high in vivo antiinflammatory activities after oral application. Addnl., some phthalazinones were found to exhibit potent suppression of LPS-induced TNF濞?release and show moderate potency against fMLP-stimulated production of ROS. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Formula: C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Formula: C8H7BrO2

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Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular Charge-Transfer Interaction in a New Dyad Based on C₆₀ and Bis(4′-tert-butylbiphenyl-4-yl)aniline (BBA) Donor was written by Ohno, Toshinobu;Moriwaki, Kazuyuki;Miyata, Toshiyuki. And the article was included in Journal of Organic Chemistry in 2001.Synthetic Route of C16H17Br This article mentions the following:

A novel methanofullerene dyad based on C₆₀ and bis(4′-tert-butylbiphenyl-4-yl)aniline (BBA) has been prepared and characterized. Cyclic voltammetry (CV) and UV-vis spectra of the C₆₀-BBA methanofullerene dyad, 61-phenyl-1,2-methanofullerene[60], 1,2-methanofullerene[60], and BBA were measured and analyzed. CV measurements showed that a reversible oxidation wave of the C₆₀-BBA methanofullerene dyad was pos. shifted by 40 mV compared to that of BBA. More remarkably, comparing UV-vis spectra of the C₆₀-BBA methanofullerene dyad and 1,2-methanofullerene[60] shows a large increase in intensity for a broad band at 500 nm in the dyad despite the lack of an absorbance at >400 nm for BBA. These results indicate the presence of charge-transfer interactions in the C₆₀-BBA methanofullerene dyad between the fullerene moiety and diarylaniline moieties. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Synthetic Route of C16H17Br).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Synthetic Route of C16H17Br

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On the Scope of Trimethylaluminum-Promoted 1,2-Additions of ArZnX Reagents to Aldehydes was written by Glynn, Daniel;Shannon, Jonathan;Woodward, Simon. And the article was included in Chemistry – A European Journal in 2010.Recommanded Product: 35065-86-2 This article mentions the following:

A practical asym. 1,2-addition of functionalized arylzinc halides to aromatic and aliphatic aldehydes is described by the use of aminoalc. catalysis in the presence of AlMe₃. The process is simple to carry out, uses only com. available reagents/ligands and provides moderate to good (80-96 % ee) enantioselectivities for a wide range of substrates. Either com. ArZnX reagents or those prepared in situ from low cost aryl bromides can be used. In the latter case electrophilic functional groups are tolerated (CO₂Et, CN). The reaction relies on rapid exchange between ArZnX and AlMe₃ to generate mixed organometallic species that lead to the formation of a key intermediate that is distinctly different from the classic “anti” transition states of Noyori. NMR monitoring and related experiments have been used to probe the validity of the proposed selective transition state. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Recommanded Product: 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon闁艰京鐗梤omine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 35065-86-2

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Bromide – Wikipedia,
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Synthesis of benzocarbacephem and benzocarbapemen derivatives by copper-promoted intramolecular aromatic substitution was written by Joyeau, Roger;Yadav, Lal D. S.;Wakselman, Michel. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1987.Product Details of 2178-24-7 This article mentions the following:

Copper-mediated cyclization of 4-[2-(o-bromophenyl)ethyl]azetidinones and 4-[o-bromophenyl)methyl]azetidinones gave benzocarbacephem and benzocarbapenem derivatives resp. Halogenation of the diastereoisomeric 2-hydroxybenzocarbacephem-4′-carboxylate (I, R = OH) afforded I (R=Cl) as racemic diastereoisomers or I (R = F) as a single racemic diastereoisomer. The free carboxylic acids of I (R = Cl, F) were inactivators of 閻?lactamases. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Product Details of 2178-24-7).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Product Details of 2178-24-7

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Bromide – Wikipedia,
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Rational Design of a Red Fluorescent Sensor for ALDH1A1 Displaying Enhanced Cellular Uptake and Reactivity was written by Bearrood, Thomas E.;Aguirre-Figueroa, Guadalupe;Chan, Jefferson. And the article was included in Bioconjugate Chemistry in 2020.SDS of cas: 107317-58-8 This article mentions the following:

High aldehyde dehydrogenase 1A1 (ALDH1A1) activity has emerged as a reliable marker for the identification of both normal and cancer stem cells. To facilitate the detection, mol. imaging, and sorting of stem cells, a green fluorescent probe based on the xanthene dye scaffold was recently developed. However, green dyes are less amenable to multicolor imaging because most com. reagents are also green. Overcoming this limitation will enable the simultaneous tracking of multiple stem cell markers. Herein, we report the development of a red congener, red-AlDeSense. Through chem. tuning we were able to achieve excellent isoform selectivity and chemostability, a good turn on response, and enhanced cellular uptake and reactivity. Importantly, red-AlDeSense represents one of only a few turn-on sensors in the red region that use the d-PeT quenching mechanism. By employing red-AlDeSense and a green anti-CD44 antibody, we were able to demonstrate staining of these two stem cell markers is independent of one another in A549 lung adenocarcinoma cells. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8SDS of cas: 107317-58-8).

Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.SDS of cas: 107317-58-8

Referemce:
Bromide – Wikipedia,
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One-Pot Copper-Catalyzed Three-Component Reaction of Sulfonyl Azides, Alkynes and Allylamines To Access 2,3-Dihydro-1H-imidazo[1,2-a]indoles was written by Jin, Hongwei;Liu, Daohong;Zhou, Bingwei;Liu, Yunkui. And the article was included in Synthesis in 2020.Reference of 85118-24-7 This article mentions the following:

A copper-catalyzed multicomponent reaction of sulfonyl azides, alkynes and allylamines affording 2,3-dihydro-1H-imidazo-[1,2-a]indoles in moderate yields was reported. Four C-N bonds were constructed by way of azide-alkyne cycloaddition (CuAAC) and double Ullmann-type coupling reactions in a one-pot process. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Reference of 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Reference of 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary