Month: January 2023

C-H Activation and Cross-Coupling of Acyclic Aldonitrone was written by Brzeskiewicz, Jakub;Stanska, Barbara;Dabrowski, Piotr;Loska, Rafal. And the article was included in European Journal of Organic Chemistry in 2021.Product Details of 334792-52-8 This article mentions the following:

Palladium-catalyzed activation of C(sp²)-H bond in a readily E,Z-isomerizable aldonitrone, bearing an ester group at the C terminus, enabled its cross-coupling with a variety of aryl and heteroaryl bromides to give ketonitrones, including products with functional groups not compatible with the classical nitrone synthesis via condensation with hydroxylamines. The reactions proceeded with very high (usually complete) E selectivity. The key to obtaining good yields of the cross-coupling products was the use of sterically hindered carboxylic acid as additive and non-polar solvent (toluene), in which the starting nitrone exists mainly as E isomer. Further use of the obtained ketonitrones in dipolar cycloaddition or nucleophilic addition has also been demonstrated. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-fluorobenzoate (cas: 334792-52-8Product Details of 334792-52-8).

Methyl 3-bromo-5-fluorobenzoate (cas: 334792-52-8) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 334792-52-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Construction of 1,3-Dithio-Substituted Tetralins by [1,5]-Alkylthio Group Transfer Mediated Skeletal Rearrangement was written by Hisano, Naoya;Kamei, Yuto;Kansaku, Yaoki;Yamanaka, Masahiro;Mori, Keiji. And the article was included in Organic Letters in 2018.Related Products of 61150-57-0 This article mentions the following:

A novel skeletal rearrangement involving a [1,5]-alkylthio group transfer/cyclization sequence is described. Treatment of benzylidene malonates having a thioketal moiety at the homobenzyl position with a catalytic amount of Sc(OTf)₃ afforded alkylthio group rearranged adducts in good chem. yields. Detailed investigation of the reaction mechanism revealed that an intramol. conjugate addition/ring opening sequence (not through-space transfer) is the key to achieving this reaction. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Related Products of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Related Products of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Imidazole-Functionalized Multiquaternary Side-Chain Polyethersulfone Anion-Exchange Membrane for Fuel Cell Applications was written by Li, Songsong;Du, Shenghua;Xie, Ning;Zhang, Tong;Xu, Yaoyao;Ning, Xingming;Chen, Pei;Chen, Xinbing;An, Zhongwei. And the article was included in ACS Applied Energy Materials in 2022.Name: 1-Bromopyrrolidine-2,5-dione This article mentions the following:

A series of rPES(x/y)-MI membranes with different rigid side chains and high-d. imidazole cationic groups have been prepared for anion-exchange membrane (AEM) fuel cells (AEMFC). These AEM rPES(x/y)-MIs with IEC values of 1.91-2.31 mequiv g^-1 exhibit high conductivities of 92.92-142.69 mS cm^-1 at 80 °C, acceptable water uptake, and dimensional change. D. functional theory (DFT) was used to demonstrate the excellent alkali stability of this class of copolymers, which is consistent with exptl. results. In addition, the degradation mechanism of this type of AEM has also been investigated. Significantly, rPES(1/4)-MI-based AEMFC has the maximum power d. of 195 mW cm^-2 at a c.d. of 525 mA cm^-2, which is much higher than com. reference membrane FAS-30 measured in the same environment. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Name: 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Name: 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Metabolism of halogenated compounds in the white rot fungus Bjerkandera adusta studied by membrane inlet mass spectrometry and tandem mass spectrometry was written by Beck, H. C.;Lauritsen, F. R.;Patrick, J. S.;Cooks, R. G.. And the article was included in Biotechnology and Bioengineering in 1996.Application of 108940-96-1 This article mentions the following:

Membrane inlet mass spectrometry has been used for the characterization of halogenated organic compounds produced by the fungus Bjerkandera adusta. Using this technique we obtained electron impact-, chem. ionization-, electron capture neg. chem. ionization-mass spectra and tandem mass spectra directly from the growth medium. Through this direct anal. of the samples we identified novel bioconversion products and confirmed recently published data on the production of both chlorinated and brominated methoxybenzaldehyde metabolites. Growth profiles of the culture grown on a defined medium showed that the production of secondary metabolites starts after approx. 6 days and reaches maximal concentrations of 25-250 μM after 15-20 days. Although delayed, the production of secondary metabolites paralleled a depletion of glucose from the medium and stopped shortly after all glucose had been consumed. Experiments in which fluoro- and bromo-labeled 4-methoxybenzaldehydes were added to the medium at day 8 showed biotransformation of these compounds into chloro-3-fluoro-4-methoxybenzaldehyde and chloro-3-bromo-4-methoxybenzaldehyde, resp. No dichlorinated products were observed, suggesting that halogenation takes place only at the meta position on the 4-methoxybenzaldehydes. These experiments are the first to bring direct evidence of a halogenation mechanism in which the enzymic attack takes place directly on the 4-methoxybenzaldehyde intermediates. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Application of 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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–bromine bond is electrophilic in nature. 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 of 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid was written by Melin, Lea;Abdullayev, Shuay;Fnaiche, Ahmed;Vu, Victoria;Gonzalez Suarez, Narjara;Zeng, Hong;Szewczyk, Magdalena M.;Li, Fengling;Senisterra, Guillermo;Allali-Hassani, Abdellah;Chau, Irene;Dong, Aiping;Woo, Simon;Annabi, Borhane;Halabelian, Levon;LaPlante, Steven R.;Vedadi, Masoud;Barsyte-Lovejoy, Dalia;Santhakumar, Vijayaratnam;Gagnon, Alexandre. And the article was included in ChemMedChem in 2021.Electric Literature of C8H6BrFO2 This article mentions the following:

The YAP-TEAD transcriptional complex is responsible for the expression of genes that regulate cancer cell growth and proliferation. Dysregulation of the Hippo pathway due to overexpression of TEAD has been reported in a wide range of cancers. Inhibition of TEAD represses the expression of associated genes, demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biol. evaluation of LM98, a flufenamic acid analog. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization experiments confirmed that LM98 is anchored within the palmitic acid pocket of TEAD. LM98 reduces the expression of CTGF and Cyr61, inhibits MDA-MB-231 breast cancer cell migration and arrests cell cycling in the S phase during cell division. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Electric Literature of C8H6BrFO2).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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). 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.Electric Literature of C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A diboronic acid ‘glucose cleft’ and a biscrown ether ‘metal sandwich’ are allosterically coupled was written by James, Tony D.;Shinkai, Seiji. And the article was included in Journal of the Chemical Society, Chemical Communications in 1995.Safety of 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane This article mentions the following:

Glucose is released from the diboronic acid ‘cleft’ I when a metal ‘sandwich’ is formed by two 15-crown-5 rings; the binding events are sensitively monitored by changes in the fluorescence intensity. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Safety of 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Safety of 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sequentially Fluorinated Polythiophene Donors for High-Performance Organic Solar Cells with 16.4% Efficiency was written by Jeong, Dahyun;Kim, Geon-U.;Lee, Dongchan;Seo, Soodeok;Lee, Seungjin;Han, Daehee;Park, Hyeonjung;Ma, Biwu;Cho, Shinuk;Kim, Bumjoon J.. And the article was included in Advanced Energy Materials in 2022.Safety of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Polythiophenes (PTs) have attracted considerable interest for application in organic solar cells (OSCs) owing to their simple mol. structures and low-cost synthesis. However, the power conversion efficiencies (PCEs) of PT-based OSCs are lower than those of state-of-the-art OSCs. Herein, the development of two sequentially fluorinated PT donors (PT-2F and PT-4F) is reported for realizing highly efficient OSCs. PT-2F and PT-4F are designed to contain two and four fluorine atoms, resp., per repeating unit to decrease their HOMO energy levels and increase the open-circuit voltages of the OSCs. Importantly, the PT-4F polymers exhibit high backbone rigidity and the desired temperature-dependent aggregation behavior, affording well-developed crystalline structures in thin films for efficient charge transport. These beneficial features promote the construction of an optimal blend morphol. of PT-4F:small-mol. acceptor with a suitable energy offset and low energetic disorder. Thus, the PT-4F-based binary and ternary OSCs achieve high PCEs of 15.6% and 16.4%, resp. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Safety of 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Safety of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Thiolated amphiphilic β-cyclodextrin-decorated gold colloids: Synthesis, supramolecular nanoassemblies and controlled release of dopamine was written by Trapani, Mariachiara;Scala, Angela;Mineo, Placido G.;Pistone, Alessandro;Diaz-Moscoso, Alejandro;Fragoso, Alex;Monsu Scolaro, Luigi;Mazzaglia, Antonino. And the article was included in Journal of Molecular Liquids in 2021.Application In Synthesis of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin This article mentions the following:

We report a hybrid nanoassembly based on gold colloids decorated with a new thiolated amphiphilic cyclodextrin complexing dopamine (AuNPs@SC16SH/DA). The novel amphiphilic β-cyclodextrin SC16SH, bearing on average one thiol group at the end of an oligoethylene glycol chain per CyD unit, was obtained in a multi-step synthesis and fully characterized by NMR spectroscopy and MALDI anal. The AuNPs@SC16SH hybrid assembly was prepared by mixing AuNPs and SC16SH in aqueous solution and investigated by UV/Vis and TEM measurements. The AuNPs@SC16SH/DA supramol. assembly, bearing both thiol-stabilized gold nanoparticles and the neurotransmitter dopamine, has been conceived as stimuli-responsive delivery system able to control the release of dopamine upon proper stimuli. Two redox functionalities (i.e. the Au-S bond and the redox behavior of dopamine) have been exploited to detach SC16SH/DA complex from the AuNPs@SC16SH/DA progenitor platform, using dithiothreitol (DTT), and to detect the complex by cyclic voltammetry (CV). Following, dopamine was finally released from the SC16SH/DA assembly upon treatment with Brij S20 and the free dopamine was monitored by CV. Overall, our hybrid nanoassemblies turned out to be able to release dopamine, upon combined action of redox and digestion agents in medium emulating biol. environment. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Application In Synthesis of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin).

Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) 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. 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 Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tachykinin NK-1 receptor probed with constrained analogs of substance P was written by Sagan, Sandrine;Josien, Hubert;Karoyan, Philippe;Brunissen, Alie;Chassaing, Gerard;Lavielle, Solange. And the article was included in Bioorganic & Medicinal Chemistry in 1996.Reference of 83902-02-7 This article mentions the following:

The action of rotameric probes introduced either in position 7 or 8 in the sequence of substance P (SP) was investigated. i.e., L-tetrahydroisoquinoleic acid (Tic), L-fluorenylglycine (Flg), L-diphenylalanine (Dip), the diastereoisomers of L-1-indanylglycine (Ing) and L-benz[f]indanylglycine (Bfi), the Z- and E-isomers of dehydrophenylalanine and dehydronaphthylalanine (Δ^ZPhe, Δ^EPhe, Δ^ZNal, Δ^ENal) and L-o,o’-dimethylphenylalanine (Dmp). The aim this study was the topog. characterization of the binding subsites of human NK-1 receptor expressed in CHO cells, especially the S₇ and S₈ subsites, corresponding to residues Phe⁷ and Phe⁸ of substance P. According to the binding potencies of these substituted-SP analogs, the S₇ binding subsite is smaller than the S₈ subsite: the S₇ subsite accepts only one aromatic nucleus, while the S₈ can accommodate three coplanar nuclei altogether. These findings are compatible with the idea that the S₈ binding subsite may reside in the extracellular loops of the hNK-1 receptor. NK-1 agonists bind to human NK-1 receptor and activate the production of both inositol phosphates and cAMP. As already quoted for septide, [pGlu⁶, Pro⁹]SP(6-11), discrepancies are observed between affinity (K_i) and activity (EC₅₀) values for IPs production While a weak correlation between K_i and EC₅₀ values for IPs production could be found (r= 0.70), an excellent correlation could be demonstrated between their affinities (K_i) and their potencies (EC₅₀) for cAMP production (r= 0.97). The high potency (EC₅₀) observed for “septide-like” mols. on PI hydrolysis, compared to their affinity is not an artifact related to the high level of NK-1 receptors expressed on CHO cells since a good correlation was found between EC₅₀ values obtained for PI hydrolysis and those measured for spasmogenic activity in guinea pig ileum bioassay (r= 0.94). In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Reference of 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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–bromine bond is electrophilic in nature. 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.Reference of 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nucleophilic and Radical Heptafluoroisopropoxylation with Redox-Active Reagents was written by Tong, Chao-Lai;Xu, Xiu-Hua;Qing, Feng-Ling. And the article was included in Angewandte Chemie, International Edition in 2021.Computed Properties of C3H4BrN3 This article mentions the following:

The practical and efficient heptafluoroisopropoxylation reactions through the invention of a series of redox-active N-OCF(CF₃)₂ reagents e.g., I were described. These reagents were readily prepared from the oxidative heptafluoroisopropylation of hydroxylamines e.g., II with AgCF(CF₃)₂. The substitutions on the nitrogen atom significantly affected the properties and reactivities of N-OCF(CF₃)₂ reagents. Accordingly, two types of N-OCF(CF₃)₂ reagents including I and III were used as OCF(CF₃)₂ anion and radical precursors, resp. This protocol enables the direct heptafluoroisopropoxylation of a range of substrates, delivering the corresponding products in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5Computed Properties of C3H4BrN3).

4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5) 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.Computed Properties of C3H4BrN3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary