Category: 14425-64-0

A Biocatalytic Platform for Synthesis of Chiral α-Trifluoromethylated Organoborons was written by Huang, Xiongyi;Garcia-Borras, Marc;Miao, Kun;Kan, S. B. Jennifer;Zutshi, Arjun;Houk, K. N.;Arnold, Frances H.. And the article was included in ACS Central Science in 2019.Safety of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

There are few biocatalytic transformations that produce fluorine-containing mols. prevalent in modern pharmaceuticals. To expand the scope of biocatalysis for organofluorine synthesis, we have developed an enzymic platform for highly enantioselective carbene B-H bond insertion to yield versatile α-trifluoromethylated (α-CF₃) organoborons, an important class of organofluorine mols. that contain stereogenic centers bearing both CF₃ and boron groups. In contrast to current “carbene transferase” enzymes that use a limited set of simple diazo compounds as carbene precursors, this system based on Rhodothermus marinus cytochrome c (Rma cyt c) can accept a broad range of trifluorodiazo alkanes and deliver versatile chiral α-CF₃ organoborons with total turnovers up to 2870 and enantiomeric ratios up to 98.5:1.5. Computational modeling reveals that this broad diazo scope is enabled by an active-site environment that directs the alkyl substituent on the heme CF₃-carbene intermediate toward the solvent-exposed face, thereby allowing the protein to accommodate diazo compounds with diverse structural features. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Safety of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.Safety of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Undecahydro-closo-dodecaborates as good leaving groups in organic synthesis: generation of substituted styrenes via elimination of arylethyl dodecaborates was written by Genady, Afaf R.;Nakamura, Hiroyuki. And the article was included in Organic & Biomolecular Chemistry in 2010.COA of Formula: C9H11BrO This article mentions the following:

New functionalized arylethyl undecahydro-closo-dodecaborates (S,S-disubstituted [B₁₂H₁₁SH]^2-, N,N-disubstituted [B₁₂H₁₁NH₃]^– and O-substituted [B₁₂H₁₁OH]^2-) are prepared by a simple one-step reaction. Moderate to good yields are obtained in the presence of various functional aryl groups. The synthesis of functionalized styrene derivatives can be readily achieved by treating arylethyl undecahydro-closo-dodecaborates with various bases. The scope and limitations of this procedure are demonstrated by investigating an array of alkylated dodecaborates. Based on an E2 elimination reaction, we identify the mechanistic pathway for dealkylation of arylethyl dodecaborates. Mechanistic studies indicate the following essential requirements to promote the elimination reaction: (i) the presence of α-CH acidity of the phenethyl group; (ii) steric hindrance; (iii) a substituted heteroatom on the closo-[B₁₂H₁₁]^2- cage and (iv) the presence of an electron-withdrawing group on the aromatic ring. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0COA of Formula: C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.COA of Formula: C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective semireduction of allenes was written by Chen, Zhiwei;Dong, Vy M.. And the article was included in Nature Communications in 2017.Electric Literature of C9H11BrO This article mentions the following:

Herein, Rh-catalyzed regio- and enantioselective semiredn. of allenes to generate chiral benzylic motifs is reported. Rh-hydride catalysis solves a synthetic challenge by affording the enantioselective reduction of allenes, thereby yielding access to motifs commonly used in medicinal chem. A designer Josiphos ligand promotes the generation of chiral benzylic isomers, when combined with a Hantzsch ester as the reductant. This semiredn. proceeds chemoselectively in the presence of other functional groups, which are typically reduced using conventional hydrogenations. Isotopic labeling studies support a mechanism where the hydride is delivered to the branched position of a Rh-allyl intermediate. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Electric Literature of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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 C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors was written by Cowen, Scott D.;Russell, Daniel;Dakin, Leslie A.;Chen, Huawei;Larsen, Nicholas A.;Godin, Robert;Throner, Scott;Zheng, Xiaolan;Molina, Audrey;Wu, Jiaquan;Cheung, Tony;Howard, Tina;Garcia-Arenas, Renee;Keen, Nicholas;Pendleton, Christopher S.;Pietenpol, Jennifer A.;Ferguson, Andrew D.. And the article was included in Journal of Medicinal Chemistry in 2016.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

Protein lysine methyltransferases (KMTs) have emerged as important regulators of epigenetic signaling. These enzymes catalyze the transfer of donor Me groups from the cofactor S-adenosylmethionine to specific acceptor lysine residues on histones, leading to changes in chromatin structure and transcriptional regulation. These enzymes also methylate an array of non-histone proteins, suggesting addnl. mechanisms by which they influence cellular physiol. SMYD2 is reported to be an oncogenic methyltransferase that represses the functional activity of the tumor suppressor proteins p53 and RB. HTS screening led to identification of five distinct substrate-competitive chem. series, e.g., I (X = C, R¹ = H, CN, OMe; X = N, R¹ = H, OMe, NHMe). Determination of liganded crystal structures of SMYD2 contributed significantly to ‘hit-to-lead’ design efforts, culminating in the creation of potent and selective inhibitors that were used to understand the functional consequences of SMYD2 inhibition. Taken together these results have broad implications for inhibitor design against KMTs, and clearly demonstrate the potential for developing novel therapies against these enzymes. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electroreductive Nickel-Catalyzed Thiolation: Efficient Cross-Electrophile Coupling For C-S Formation was written by Ang, Nate W. J.;Ackermann, Lutz. And the article was included in Chemistry – A European Journal in 2021.Reference of 14425-64-0 This article mentions the following:

An efficient and mild electrochem. thiolation by cross-electrophile coupling of alkyl bromides with functionalized bench-stable thiosulfonates to access alkyl sulfides RSR¹ [R = (CH₂)₅Cl, Cy, (CH₂)₂Ph, etc.; R¹ = Cy, Ph, 2-thienyl, etc.] with excellent efficacy and broad functional group tolerance. Cyclic voltammetry and potentiostatic anal. were performed to elucidate mechanistic insights into this electrocatalytic thiolation reaction. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Reference of 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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.Reference of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-Activity Relationship of Anti-Mycobacterium abscessus Piperidine-4-carboxamides, a New Class of NBTI DNA Gyrase Inhibitors was written by Beuchel, Andreas;Robaa, Dina;Negatu, Dereje A.;Madani, Abdeldjalil;Alvarez, Nadine;Zimmerman, Matthew D.;Richter, Adrian;Mann, Lea;Hoenke, Sophie;Csuk, Rene;Dick, Thomas;Imming, Peter. And the article was included in ACS Medicinal Chemistry Letters in 2022.Computed Properties of C9H11BrO This article mentions the following:

Mycobacterium abscessus causes difficult-to-cure pulmonary infections. The bacterium is resistant to most anti-infective agents, including first line antituberculosis (anti-TB) drugs. MMV688844 (844) is a piperidine-4-carboxamide (P4C) with bactericidal properties against M. abscessus. We recently identified DNA gyrase as the mol. target of 844. Here, we present in silico docking and genetic evidence suggesting that P4Cs display a similar binding mode to DNA gyrase as gepotidacin. Gepotidacin is a member of the Novel Bacterial Topoisomerase Inhibitors (NBTIs), a new class of nonfluoroquinolone DNA gyrase poisons. Thus, our work suggests that P4Cs present a novel structural subclass of NBTI. We describe structure-activity relationship studies of 844 leading to analogs showing increased antibacterial activity. Selected derivatives were tested for their inhibitory activity against recombinant M. abscessus DNA gyrase. Further optimization of the lead structures led to improved stability in mouse plasma and increased oral bioavailability. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Computed Properties of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.Computed Properties of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Total Synthesis of Dictyodendrins A-F by the Gold-Catalyzed Cascade Cyclization of Conjugated Diyne with Pyrrole was written by Matsuoka, Junpei;Inuki, Shinsuke;Matsuda, Yuka;Miyamoto, Yoichi;Otani, Mayumi;Oka, Masahiro;Oishi, Shinya;Ohno, Hiroaki. And the article was included in Chemistry – A European Journal in 2020.COA of Formula: C9H11BrO This article mentions the following:

The total synthesis of dictyodendrins A-F was achieved by using the gold(I)-catalyzed annulation of a conjugated diyne with N-Boc-pyrrole for direct construction of the pyrrolo[2,3-c]carbazole scaffold. Late-stage functionalization of the resulting pyrrolo[2,3-c]carbazole to introduce various substituents provided divergent access to dictyodendrins. Some dictyodendrin analogs exhibited inhibitory activities toward CDK2/CycA2 and GSK3. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0COA of Formula: C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.COA of Formula: C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary