Tag: 100-200

Li, Zexian; Wang, Minyan; Shi, Zhuangzhi published an article on January 4 ,2021. The article was titled 《Radical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center》, and you may find the article in Angewandte Chemie, International Edition.Electric Literature of C4H6BrFO2 The information in the text is summarized as follows:

An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration was developed. The rearrangement reactions use fac-Ir(ppy)3, visible light and com. available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence. In the experiment, the researchers used Ethylbromofluoroacetate(cas: 401-55-8Electric Literature of C4H6BrFO2)

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.Electric Literature of C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design and synthesis of 7-O-1,2,3-triazole hesperetin derivatives to relieve inflammation of acute liver injury in mice》 was written by Zheng, Yan; Zhang, Yi-long; Li, Zeng; Shi, Wen; Ji, Ya-ru; Guo, Ya-Hui; Huang, Cheng; Sun, Guo-ping; Li, Jun. Name: (Bromomethyl)cyclopropaneThis research focused ontriazole hesperetin derivative preparation treatment inflammation acute liver injury; Anti-inflammatory activity introduction; Hesperetin; Structure-activity relationships; Synthesis; Triazole. The article conveys some information:

Based on the previous research results of our research group, to further improve the anti-inflammatory activity of hesperetin, we substituted triazole at the 7-OH branch of hesperetin. We also evaluated the anti-inflammatory activity of 39 new hesperetin derivatives All compounds showed inhibitory effects on nitric oxide (NO) and inflammatory factors in lipopolysaccharide-induced RAW264.7 cells. Compound I, 4-hydroxyimino-7-O-((1-propyl-1H-1,2,3-triazol-4-yl)methyl)hesperetin showed a strong inhibitory effect on NO (half maximal inhibitory concentration = 2.34 ± 0.7μM) and tumor necrosis factor-α, interleukin (IL)-1β, and (IL-6). Structure-activity relationships indicate that 7-O-triazole is buried in a medium-sized hydrophobic cavity that binds to the receptor. Compound 4-hydroxyimino-7-O-((1-propyl-1H-1,2,3-triazol-4-yl)methyl)hesperetin can also reduce the reactive oxygen species production and significantly inhibit the expression of inducible NO synthase and cyclooxygenase-2 through the nuclear factor-κB signaling pathway. In vivo results indicate that compound I can reduce liver inflammation in mice with acute liver injury (ALI) induced by CCI4, and may be a candidate drug for treating inflammation associated with ALI. In the experimental materials used by the author, we found (Bromomethyl)cyclopropane(cas: 7051-34-5Name: (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Name: (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of 1-Bromo-2-isopropylbenzeneIn 2017 ,《Homo- and heteroditopic sulfur-based bidentate ligands towards selective ethylene oligomerization: The critical influence of ligand structure on product profile》 was published in Applied Catalysis, A: General. The article was written by Makume, Boitumelo F.; Maumela, Munaka C.; Holzapfel, Cedric W.; Dixon, John T.. The article contains the following contents:

Homo- and heteroditopic sulfur-based bidentate ligands can be used successfully for ethylene oligomerization. The obtained liquid product distributions agree well with the metallacycle mechanism. Non-selective systems can be shifted towards predominantly 1-hexene and 1-octene formation (>80% 1-hexene and 1-octene combined, with up to 50% 1-octene selectivity in the liquid product) through appropriate ligand structure modifications. In the experimental materials used by the author, we found 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Safety 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. Safety 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 2022,Yuan, Wei; Zhu, Xujiang; Xu, Yankun; He, Chuan published an article in Angewandte Chemie, International Edition. The title of the article was 《Synthesis of Si-Stereogenic Silanols by Catalytic Asymmetric Hydrolytic Oxidation》.Recommanded Product: 1-Bromo-2-isopropylbenzene The author mentioned the following in the article:

Despite growing progress in the construction of chiral organosilicon compounds, the catalytic asym. synthesis of silicon-stereogenic silanols is less explored and remains a considerable challenge. Herein, authors report the first enantioselective construction of silicon-stereogenic silanols by the catalytic asym. hydrolytic oxidation of dihydrosilanes. This practical procedure features ambient reaction conditions, high atom economy, good functional-group compatibility, and H2 as the only byproduct, and produces a wide range of valuable chiral silanols and bis-silanols in decent yields with excellent chemo- and stereoselectivity.1-Bromo-2-isopropylbenzene(cas: 7073-94-1Recommanded Product: 1-Bromo-2-isopropylbenzene) was used in this study.

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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 contrast, terrestrial plants account only for a few bromine-containing compounds.Recommanded Product: 1-Bromo-2-isopropylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Intramolecular Cyclization of Brominated Oxime Ether Promoted with Ytterbium(0) to the Synthesis of Cyclic Imines》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Wang, Yiqiong; Huang, Fei; Zhang, Songlin. Name: 4-Bromobutanoic acid The article mentions the following:

The first utility of ytterbium(0) as a mediating-metal in the intramol. cyclization of brominated oxime ether was reported in this paper. In contrast to the prior methods, the N-O bond was used as a receptor of nucleophilic reagent, rather than as a source of N-centered radicals. Cyclic imines were obtained in this one-pot reaction with a broad scope of substrates and feasible reaction conditions. In the part of experimental materials, we found many familiar compounds, such as 4-Bromobutanoic acid(cas: 2623-87-2Name: 4-Bromobutanoic acid)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Name: 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Discovery of IAP-recruiting BCL-XL PROTACs as potent degraders across multiple cancer cell lines》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Zhang, Xuan; He, Yonghan; Zhang, Peiyi; Budamagunta, Vivekananda; Lv, Dongwen; Thummuri, Dinesh; Yang, Yang; Pei, Jing; Yuan, Yaxia; Zhou, Daohong; Zheng, Guangrong. Quality Control of Methyl 3-bromopropanoate The article mentions the following:

Targeting BCL-XL via PROTACs is a promising strategy in reducing BCL-XL inhibition associated platelet toxicity. Recently, we reported potent BCL-XL PROTAC degraders that recruit VHL or CRBN E3 ligase. However, low protein expression or mutation of the responsible E3 ligase has been known to result in decreased protein degradation efficiency of the corresponding PROTACs. To overcome these mechanisms of resistance, PROTACs based on recruiting alternative E3 ligases could be generated. Thus, we designed and synthesized a series of PROTACs that recruit IAP E3 ligases for BCL-XL degradation Among those PROTACs, compound 8a(I) efficiently degrades BCL-XL in malignant T-cell lymphoma cell line MyLa 1929 while CRBN-based PROTACs that have high potency in other cancer cell lines show compromised potency, likely due to the low CRBN expression. Moreover, compared with the parent compound ABT-263, PROTAC 8a shows comparable cell killing effects in MyLa 1929 cells whereas the on-target platelet toxicity is significantly reduced. Our findings expand the anti-tumor spectra of BCL-XL degraders and further highlight the importance of selecting suitable E3 members to achieve effective cellular activity. In addition to this study using Methyl 3-bromopropanoate, there are many other studies that have used Methyl 3-bromopropanoate(cas: 3395-91-3Quality Control of Methyl 3-bromopropanoate) was used in this study.

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Quality Control of Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Phage-Guided Targeting, Discriminative Imaging, and Synergistic Killing of Bacteria by AIE Bioconjugates》 was published in Journal of the American Chemical Society in 2020. These research results belong to He, Xuewen; Yang, Yujun; Guo, Yongcan; Lu, Shuguang; Du, Yao; Li, Jun-Jie; Zhang, Xuepeng; Leung, Nelson L. C.; Zhao, Zheng; Niu, Guangle; Yang, Shuangshuang; Weng, Zhi; Kwok, Ryan T. K.; Lam, Jacky W. Y.; Xie, Guoming; Tang, Ben Zhong. Reference of 4-Bromobutanoic acid The article mentions the following:

New agents with particular specificity toward targeted bacteria and superefficacy in antibacterial activity are urgently needed in facing the crisis of worldwide antibiotic resistance. Herein, a novel strategy by equipping bacteriophage (PAP) with photodynamic inactivation (PDI)-active AIEgens (luminogens with aggregation-induced emission property) was presented to generate a type of AIE-PAP bioconjugate with superior capability for both targeted imaging and synergistic killing of certain species of bacteria. The targeting ability inherited from the bacteriophage enabled the bioconjugates to specifically recognize the host bacteria with preserved infection activity of phage itself. Meanwhile, the AIE characteristic empowered them a monitoring functionality, and the real-time tracking of their interactions with targets was therefore realized via convenient fluorescence imaging. More importantly, the PDI-active AIEgens could serve as powerful in situ photosensitizers producing high-efficiency reactive oxygen species (ROS) under white light irradiation As a result, selective targeting and synergistic killing of both antibiotic-sensitive and multi-drug-resistant (MDR) bacteria were successfully achieved in in vitro and in vivo antibacterial tests with excellent biocompatibility. This novel AIE-phage integrated strategy would diversify the existing pool of antibacterial agents and inspire the development of promising drug candidates in the future. The results came from multiple reactions, including the reaction of 4-Bromobutanoic acid(cas: 2623-87-2Reference of 4-Bromobutanoic acid)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Reference of 4-Bromobutanoic acid

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 2022,Liao, Gang; Zhang, Tao; Jin, Liang; Wang, Bing-Jie; Xu, Cheng-Kai; Lan, Yu; Zhao, Yu; Shi, Bing-Feng published an article in Angewandte Chemie, International Edition. The title of the article was 《Experimental and Computational Studies on the Directing Ability of Chalcogenoethers in Palladium-Catalyzed Atroposelective C-H Olefination and Allylation》.Synthetic Route of C9H11Br The author mentioned the following in the article:

The exptl. and DFT computational studies on the directing ability of chalcogenoether motifs in Pd-catalyzed atroposelective C-H functionalization was presented. The thioether motif was found to be a superior directing group compared to the corresponding ether and selenoether in terms of reactivity and enantiocontrol. Remarkably, DFT calculation provided a predictive model for the optimization of reaction conditions and the interpretation of the origin of enantioselectivity. Both Pd-catalyzed enantioselective C-H olefination and allylation reactions were successfully developed using chiral phosphoric acids as efficient ligands, providing a broad range of axially chiral biaryls in good yields with excellent enantioselectivities. The highly enantio- and diastereoselective construction of polyaryls bearing multiple stereogenic axes, gram-scale reaction and various chem. transformations make this protocol more attractive and significant. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Synthetic Route of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Synthetic Route of C9H11Br Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ding, Chao; Ren, Yaoyu; Sun, Caocao; Long, Jiao; Yin, Guoyin published their research in Journal of the American Chemical Society in 2021. The article was titled 《Regio- and Stereoselective Alkylboration of Endocyclic Olefins Enabled by Nickel Catalysis》.Related Products of 7051-34-5 The article contains the following contents:

Whereas there is a significant interest in the rapid construction of diversely substituted saturated heterocycles, direct and modular access is currently limited to the mono-, 2,3-, or 3,4-substitution pattern. This Communication describes the straightforward and modular construction of 2,4-substituted saturated heterocycles from readily available materials in a highly stereo- and regioselective manner, which sets the stage for numerous readily accessible drug motifs. The strategy relies on chain walking catalysis. In the experiment, the researchers used many compounds, for example, (Bromomethyl)cyclopropane(cas: 7051-34-5Related Products of 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Related Products of 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary