Month: October 2022

The author of 《Synthesis of bis(aryloxy)fluoromethanes using a heterodihalocarbene strategy》 were Recsei, Carl; Barda, Yaniv. And the article was published in Beilstein Journal of Organic Chemistry in 2021. Reference of Ethylbromofluoroacetate The author mentioned the following in the article:

A simple and new procedure was developed for the construction of a bis(aryloxy)fluoromethane moiety I and ROCH(F)OR [R = 4-O2NC6H4, 2,5-di-ClC6H4], for which no existing method was available. The results came from multiple reactions, including the reaction of Ethylbromofluoroacetate(cas: 401-55-8Reference of Ethylbromofluoroacetate)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Reference of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Chen, Yan-yan; Chen, Zhen-yu; Zhang, Niu-niu; Chen, Jia-hua; Zhang, Xue-jing; Yan, Ming published 《Intramolecular Addition of Triarylmethanes to Alkynes Promoted by KOtBu/DMF: A Synthetic Approach to Indene Derivatives》.European Journal of Organic Chemistry published the findings.Application In Synthesis of 1-Bromo-2-isopropylbenzene The information in the text is summarized as follows:

A method for the intramol. addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives, e.g., I, were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives The reaction is proposed to proceed through the generation of a triphenylmethyl radical. In the experimental materials used by the author, we found 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application In Synthesis of 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application In Synthesis of 1-Bromo-2-isopropylbenzene Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Zhu, Ru-Yi; Saint-Denis, Tyler G.; Shao, Ying; He, Jian; Sieber, Joshua D.; Senanayake, Chris H.; Yu, Jin-Quan published 《Ligand-Enabled Pd(II)-Catalyzed Bromination and Iodination of C(sp3)-H Bonds》.Journal of the American Chemical Society published the findings.Application In Synthesis of Methyl 3-bromopropanoate The information in the text is summarized as follows:

We herein report the palladium(II)-catalyzed bromination and iodination of a variety of α-hydrogen-containing carboxylic acid and amino acid-derived amides. These reactions are exclusively enabled by quinoline-type ligands. The halogenated products obtained in this reaction are highly versatile and rapidly undergo further diversification. Further, we report the first example of a free carboxylic acid-directed Pd(II)-catalyzed C(sp3)-H bromination, enabled by quinoline ligands. The experimental process involved the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Application In Synthesis of Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.Application In Synthesis of Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Shibuya, Kimiyuki; Kawamine, Katsumi; Miura, Toru; Ozaki, Chiyoka; Edano, Toshiyuki; Mizuno, Ken; Yoshinaka, Yasunobu; Tsunenari, Yoshihiko published 《Design, synthesis and pharmacology of aortic-selective acyl-CoA: Cholesterol O-acyltransferase (ACAT/SOAT) inhibitors》.Bioorganic & Medicinal Chemistry published the findings.COA of Formula: C8H15BrO2 The information in the text is summarized as follows:

We describe our mol. design of aortic-selective acyl-CoA:cholesterol O-acyltransferase (ACAT, also abbreviated as SOAT) inhibitors, their structure-activity relationships (SARs) and their pharmacokinetic (PK) and pharmacol. profiles. The connection of two weak ligands-N-(2,6-diisopropylphenyl)acetamide (50% inhibitory concentration [IC50] = 8.6 μM) and 2-(methylthio)benzo[d]oxazole (IC50 = 31 μM)-via a linker comprising a 6 methylene group chains yielded a highly potent mol., 9-(benzo[d]oxazol-2-ylthio)-N-(2,6-diisopropylphenyl)nonanamide (3h) that exhibited high potency (IC50 = 0.004 μM) toward aortic ACAT. This head-to-tail design made it possible to markedly enhance the activity to 2150- to 7750-fold and to discriminate the isoform-selectivity based on the double-induced fit mechanism. At doses of 1 and 3 mg/kg, 3h significantly decreased the lipid-accumulation areas in the aortic arch to 74 and 69%, resp. without reducing the plasma total cholesterol level in high fat- and cholesterol-fed F1B hamsters. Here, we demonstrate the antiatherosclerotic effect of 3h in vivo via its direct action on aortic ACAT and its powerful modulator of cholesterol level. This mol. is a potential therapeutic agent for the treatment of diseases involving ACAT-1 overexpression. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6COA of Formula: C8H15BrO2)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.COA of Formula: C8H15BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Alonso-Maranon, Lorena; Sarandeses, Luis A.; Martinez, M. Montserrat; Perez Sestelo, Jose published 《Synthesis of fused chromenes by the indium(III)-catalyzed cascade hydroarylation/cycloisomerization reactions of polyyne-type aryl propargyl ethers》.Organic Chemistry Frontiers published the findings.Product Details of 13465-09-3 The information in the text is summarized as follows:

Fused 2H-chromenes were prepared by the cascade hydroarylation/cycloisomerization reactions of polyyne-type aryl propargyl ethers using indium(III) catalysis. The transformation proceeded with 6-endo-dig regioselectivity using InBr3 (5 mol%). The method was extended to triynes allowing the formation of three bonds in one pot. Indium(III) also catalyzed the hydroamination/hydroarylation cascade reaction of o-aryldiynyl anilines to form fused carbazoles. In the experimental materials used by the author, we found Indium(III) bromide(cas: 13465-09-3Product Details of 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.Product Details of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Angewandte Chemie, International Edition included an article by Wang, Wang; Ding, Chao; Li, Yangyang; Li, Zheqi; Li, Yuqiang; Peng, Long; Yin, Guoyin. Safety of 1-Bromo-3,4,5-trimethoxybenzene. The article was titled 《Migratory Arylboration of Unactivated Alkenes Enabled by Nickel Catalysis》. The information in the text is summarized as follows:

An unprecedented arylboration of unactivated terminal alkenes, featuring 1,n-regioselectivity, has been achieved by nickel catalysis. The nitrogen-based ligand plays an essential role in the success of this three-component reaction. This transformation displays good regioselectivity and excellent functional-group tolerance. In addition, the incorporation of a boron group into the products provides substantial opportunities for further transformations. Also demonstrated is that the products can be readily transformed into pharmaceutically relevant mols. Unexpectedly, preliminary mechanistic studies indicate that although the metal migration favors the α-position of boron, selective and decisive bond formation is favored at the benzylic position. In the experiment, the researchers used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Safety of 1-Bromo-3,4,5-trimethoxybenzene)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Safety of 1-Bromo-3,4,5-trimethoxybenzene1-Bromo-3,4,5-trimethoxybenzene can be used to synthesize symmetric 3,3′,4,4′,5,5′-hexamethoxydiphenylacetylene via Stille-type coupling with bis-(tributylstannyl)acetylene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Reaction Chemistry & Engineering included an article by Aand, Dnyaneshwar; Mahajan, Bhushan; Pabbaraja, Srihari; Singh, Ajay K.. Electric Literature of C8H7BrO2. The article was titled 《Integrated continuous flow/batch protocol for the photoreduction of ortho-methyl phenyl ketones using water as the hydrogen source》. The information in the text is summarized as follows:

Direct utilization of the abundant hydrogen in water for the transfer hydrogenation reaction (THR) is a very attractive and challenging research area. Herein, the first integrated photo-transfer hydrogenation reaction (PTHR) platform for the synthesis of benzhydrol derivatives R1CH(OH)R2 (R1 = Ph, 2-MeC6H4, 4-FC6H4, etc.; R2 = Ph, 2,5-(Me)2C6H3, 3,4-(Me)2C6H3) (26 examples, 33-89% yields) with water as a green reducing agent is reported. This transformation is time and labor-efficient, catalyst-free, and economical and utilizes readily available hydrocarbon(s) (o-Me Ph ketones) as starting materials.3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Electric Literature of C8H7BrO2) was used in this study.

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) 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. Electric Literature of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Bioorganic & Medicinal Chemistry included an article by Nowikow, Christina; Fuerst, Rita; Kauderer, Maria; Dank, Christian; Schmid, Walther; Hajduch, Marian; Rehulka, Jiri; Gurska, Sona; Mokshyna, Olena; Polishchuk, Pavel; Zupko, Istvan; Dzubak, Petr; Rinner, Uwe. Quality Control of 1-Bromo-3,4,5-trimethoxybenzene. The article was titled 《Synthesis and biological evaluation of cis-restrained carbocyclic combretastatin A-4 analogs: Influence of the ring size and saturation on cytotoxic properties》. The information in the text is summarized as follows:

Combretastatin A-4 (CA-4) is a highly cytotoxic natural product and several derivatives have been prepared which underwent clin. trial. These investigations revealed that the cis-stilbene moiety of the natural product is prone to undergo cis/trans isomerization under physiol. conditions, reducing the overall activity of the drug candidates. Herein, we report the preparation of cis-restrained carbocyclic analogs of CA-4. The compounds, which differ by the size and hybridization of the carbocyclic ring have been evaluated for their cytotoxic properties and their ability to inhibit tubulin polymerization Biol. data, supported by mol. docking studies, identified cyclobutenyl and cyclobutyl derivatives of the natural product as highly promising drug candidates. In addition to this study using 1-Bromo-3,4,5-trimethoxybenzene, there are many other studies that have used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Quality Control of 1-Bromo-3,4,5-trimethoxybenzene) was used in this study.

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Quality Control of 1-Bromo-3,4,5-trimethoxybenzene1-Bromo-3,4,5-trimethoxybenzene can be used to synthesize N,N′-diarylated indolo[3,2-b]carbazole derivatives, which can find applications in electrophotography.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Physical properties of ethylene glycol-based deep eutectic solvents》 were Ibrahim, Rusul Khaleel; Hayyan, Maan; AlSaadi, Mohammed Abdulhakim; Ibrahim, Shaliza; Hayyan, Adeeb; Hashim, Mohd Ali. And the article was published in Journal of Molecular Liquids in 2019. Quality Control of Methyltriphenylphosphonium bromide The author mentioned the following in the article:

Deep eutectic solvents (DESs) have been widely recognized as ionic liquids (ILs) analogs due to their low production cost and superior favorable properties over conventional ILs. Studying the phys. properties of these solvents will contribute to design processes involving DESs. In this study, five DESs have been successfully prepared using ethylene glycol (EG) as hydrogen bond donor (HBD) with N,N-diethylethanolammonium chloride (DAC), benzyltriphenylphosphonium chloride (BTPC), choline chloride (ChCl), methyltriphenylphosphonium bromide (MTPB) and tetra-n-butylammonium bromide (TBAB) as salts. The f.p. of each of the five studied DESs was measured using Differential Scanning Calorimetry (DSC) and the DES functional groups were identified using the Fourier transform IR (FTIR) spectroscopy. Moreover, the viscosity, d., elec. conductivity and surface tension were measured at a temperature range of 293.15-353.15 K and they were highly affected by the variation of the temperature It is worth mentioning that the studied DESs showed many phys. characteristics similar to that of ILs, which boost their possibilities to be employed in interdisciplinary domains.Methyltriphenylphosphonium bromide(cas: 1779-49-3Quality Control of Methyltriphenylphosphonium bromide) was used in this study.

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.Quality Control of Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Heteroaryl Phosphonates as Noncovalent Inhibitors of Both Serine- and Metallocarbapenemases》 were Pemberton, Orville A.; Jaishankar, Priyadarshini; Akhtar, Afroza; Adams, Jessie L.; Shaw, Lindsey N.; Renslo, Adam R.; Chen, Yu. And the article was published in Journal of Medicinal Chemistry in 2019. Application In Synthesis of 3,5-Dibromoaniline The author mentioned the following in the article:

Gram-neg. pathogens expressing serine β-lactamases (SBLs) and metallo-β-lactamases (MBLs), especially those with carbapenemase activity, threaten the clin. utility of almost all β-lactam antibiotics. Here we describe the discovery of a heteroaryl phosphonate scaffold that exhibits noncovalent cross-class inhibition of representative carbapenemases, specifically the SBL KPC-2 and the MBLs NDM-1 and VIM-2. The most potent lead, compound 16, exhibited low nM to low μM inhibition of KPC-2, NDM-1, and VIM-2. Compound 16 potentiated imipenem efficacy against resistant clin. and laboratory bacterial strains expressing carbapenemases while showing some cytotoxicity toward human HEK293T cells only at concentrations above 100μg/mL. Complex structures with KPC-2, NDM-1, and VIM-2 demonstrate how these inhibitors achieve high binding affinity to both enzyme classes. These findings provide a structurally and mechanistically new scaffold for drug discovery targeting multidrug resistant Gram-neg. pathogens and more generally highlight the active site features of carbapenemases that can be leveraged for lead discovery. The experimental part of the paper was very detailed, including the reaction process of 3,5-Dibromoaniline(cas: 626-40-4Application In Synthesis of 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Application In Synthesis of 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary