Month: November 2022

In 2019,Bioorganic Chemistry included an article by Karamitri, Angeliki; Sadek, Mirna S.; Journe, Anne-Sophie; Gbahou, Florence; Gerbier, Romain; Osman, Mai B.; Habib, Samy A. M.; Jockers, Ralf; Zlotos, Darius P.. Recommanded Product: 14660-52-7. The article was titled 《O-linked melatonin dimers as bivalent ligands targeting dimeric melatonin receptors》. The information in the text is summarized as follows:

A series of dimeric melatonin analogs 3a-e obtained by connecting two melatonin mols. through the methoxy oxygen atoms with spacers spanning 16-24 atoms and the agomelatine dimer 7 were synthesized and characterized in 2-[125-I]-iodomelatonin binding assays, bioluminescence resonance energy transfer (BRET) experiments, and in functional cAMP and β-arrestin recruitment assays at MT1 and MT2 receptors. The binding affinity of 3a-e generally increased with increasing linker length. Bivalent ligands 3a-e increased BRET signals of MT1 dimers up to 3-fold compared to the monomeric control ligand indicating the simultaneous binding of the two pharmacophores to dimeric receptors. Bivalent ligands 3c and 7 exhibited important changes in functional properties on the Gi/cAMP pathway but not on the β-arrestin pathway compared to their monomeric counterparts. Interestingly, 3c (20 atoms spacer) shows inverse agonistic properties at MT2 on the Gi/cAMP pathway. In conclusion, these findings indicate that O-linked melatonin dimers are promising tools to develop signaling pathway-based bivalent melatonin receptor ligands. The experimental process involved the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Recommanded Product: 14660-52-7)

Ethyl 5-bromovalerate(cas: 14660-52-7) 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.Recommanded Product: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,New Journal of Chemistry included an article by Zare, Abdolkarim; Kohzadian, Alireza; Abshirini, Zahra; Sajadikhah, Seyed Sajad; Phipps, Joshua; Benamara, Mourad; Beyzavi, M. Hassan. Product Details of 6630-33-7. The article was titled 《Nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride as a novel basic catalyst for the efficient synthesis of pyrido[2,3-d:6,5-d’]dipyrimidines》. The information in the text is summarized as follows:

This study describes the synthesis and characterization of nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride {nano-[DMSPDE][Cl]}, and its application as a highly effective, heterogeneous and recyclable basic catalyst for the promotion of a useful organic reaction. The catalyst was characterized using FTIR, SEM, TEM, TGA, XRD, Brunauer-Emmett-Teller (BET) and energy-dispersive x-ray spectroscopy (EDS) methods. The nanocatalyst was used to facilitate the solvent-free preparation of pyrido[2,3-d:6,5-d’]dipyrimidines by the multi-component reaction of 2-thiobarbituric acid, arylaldehydes and NH4OAc. Nano-[DMSPDE][Cl] furnished the products in high yields and in short reaction times, and showed no significant loss of activity after multiple runs. In the literature, pyrido[2,3-d:6,5-d’]dipyrimidines were synthesized using Lewis or acidic catalysts; however, a basic catalyst was applied for their preparation In the experiment, the researchers used many compounds, for example, o-Bromobenzaldehyde(cas: 6630-33-7Product Details of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Product Details of 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《A Photostable AIEgen for Specific and Real-time Monitoring of Lysosomal Processes》 were Zhang, Weijie; Zhou, Fan; Wang, Zhiming; Zhao, Zujin; Qin, Anjun; Tang, Ben Zhong. And the article was published in Chemistry – An Asian Journal in 2019. Application In Synthesis of 1,6-Dibromohexane The author mentioned the following in the article:

Lysosomes are recognized as advanced organelles involved in many cellular processes and are also considered as crucial regulators of cell homeostasis. The current strategies for monitoring activities of lysosomes exhibit some limitations. Herein, the authors synthesized a novel fluorescent probe named 2M-DPAS with AIE characteristics, which has significant advantages of good biocompatibility, high selectivity, bright emission and excellent photostability. Based on those, 2M-DPAS can be used to continuously monitor the dynamic changes of lysosomes, including autophagy and mitophagy, as well as to track the process of endocytosis of macromols. in lysosomes, which are of benefit to better know about the lysosomes-related diseases. The experimental process involved the reaction of 1,6-Dibromohexane(cas: 629-03-8Application In Synthesis of 1,6-Dibromohexane)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of pyrrolo-tetrathiafulvalene molecular bridge (6PTTF6) to study redox switching behavior of single molecules; synthesis of water-soluble thermoresponsive polylactides.Application In Synthesis of 1,6-Dibromohexane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Pillar[5]arene-Based Resilient Supramolecular Gel with Dual-Stimuli Responses and Self-Healing Properties》 were Chen, Jin-Fa; Chen, Pangkuan. And the article was published in ACS Applied Polymer Materials in 2019. Application of 629-03-8 The author mentioned the following in the article:

Pillararene-based supramol. gels represent a new type of soft matter due to the dynamic assembly and promising applications in biomaterials. However, few examples of these gel materials were previously reported on their remarkable elasticity and self-healing properties. To address this issue, we herein demonstrated a novel pillar[5]arene-based fluorescent supramol. gel by using the two cooperative interactions. In our work, the host-guest complexation led first to the formation of a pillararene-based supramol., which was further polymerized with the monomer via UV initiation, resulting in strong cross-links for the gelation of this supramol. system. The dynamic host-guest recognition enabled a quick self-healing process of the gel. In addition, this supramol. gel also exhibits dual-stimuli responsive behaviors. We expect the current investigation to afford another avenue to robust bioinspired soft materials with macrocyclic functionality involved in the polymeric networks. In the part of experimental materials, we found many familiar compounds, such as 1,6-Dibromohexane(cas: 629-03-8Application of 629-03-8)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of pyrrolo-tetrathiafulvalene molecular bridge (6PTTF6) to study redox switching behavior of single molecules; synthesis of water-soluble thermoresponsive polylactides.Application of 629-03-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Pd/C as Heterogeneous Catalyst for the Direct Arylation of (Poly)fluorobenzenes》 were Mao, Shuxin; Shi, Xinzhe; Soule, Jean-Francois; Doucet, Henri. And the article was published in Chemistry – A European Journal in 2019. Synthetic Route of C7H4BrF3 The author mentioned the following in the article:

The potential of the heterogeneous catalyst 10 % Pd/C in the direct arylation of (poly)fluorobenzene derivatives with aryl bromides has been investigated. In general, high yields of biaryl derivatives were obtained by using tri-, tetra-, and pentafluorobenzenes, whereas mono- and difluorobenzenes exhibited poor reactivity. The regioselectivities of the arylation reactions were similar to those observed with homogeneous palladium catalysts. Both electron-withdrawing and -donating substituents, such as nitrile, nitro, acetyl, ester, trifluoromethyl, tert-Bu, methoxy, or Me, on the aryl bromide were tolerated. Unexpectedly, tetrafluoro-substituted [1,1′-biphenyl]-4-ols were obtained from pentafluorobenzene at 150° due to a formal regioselective hydroxylation, whereas at lower temperatures the expected pentafluorobiphenyls were obtained. However, no C-F bond cleavage was observed with the other polyfluorobenzene derivatives These arylation reactions were carried out with only 1 mol % Pd/C as the catalyst and KOAc as an inexpensive base. Therefore, this protocol represents a very attractive access to (poly)fluoro-substituted biphenyls in terms of cost, simplicity, and sustainable chem. because the Pd/C catalyst can be easily removed at the end of the reaction, there is no contamination with phosphine ligand residues, and the major side-product of the reaction is KOAc.HBr. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Synthetic Route of C7H4BrF3)

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) 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. Synthetic Route of C7H4BrF3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Green chemistry: efficient acetalization of aldehydes with alcohols using the acid red 52 photocatalyst》 was published in Environmental Chemistry Letters in 2020. These research results belong to Yu, Linyu; Lin, Chuyuan; Liao, Chunshu; Zeng, Xianghua; Chen, Xiuwen; Zhu, Zhongzhi; Huang, Yubing; Li, Yibiao; Chen, Lu. Quality Control of o-Bromobenzaldehyde The article mentions the following:

A sodium 4-[6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl]benzene-1,3-disulfonate (acid red 52) is used here as photocatalyst under yellow light irradiation A wide array of acyclic and cyclic acetals R1CH(OR2)2 (R1 = 4-fluorophenyl, 2-phenylethynyl, 3-methoxyphenyl, etc.; R2 = Et, methyl) and 2-(4-chlorophenyl)-1,3-dioxolane in 75-93% yields was obtained. Results show the efficient acetalization of aldehydes R1CHO with alcs. R2OH and ethylene glycol at room temperature, the use of abundant and sustainable alcs. as both the solvents and coupling agents, low catalyst loading, short reaction time, and readily available catalyst, which might be applied to green-catalyzed systems.o-Bromobenzaldehyde(cas: 6630-33-7Quality Control of o-Bromobenzaldehyde) was used in this study.

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Quality Control of o-BromobenzaldehydeIt is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《”Bulky-Yet-Flexible” α-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air》 was published in Journal of Organic Chemistry in 2020. These research results belong to Yang, Xu-Wen; Li, Dong-Hui; Song, A-Xiang; Liu, Feng-Shou. Synthetic Route of C9H11Br The article mentions the following:

To pursue a highly regioselective and efficient reductive Heck reaction, a series of moisture- and air-stable α-diimine palladium precatalysts was rationally designed, readily synthesized, and fully characterized. The relationship between the structures of the palladium complexes and the catalytic properties was investigated. It was revealed that the “”bulky-yet-flexible”” palladium complexes allowed highly anti-Markovnikov-selective hydroarylation of alkenes with (hetero)aryl bromides under aerobic conditions. Further, synthetic application of the present protocol could provide rapid and straightforward access to functional and biol. active mols. In the experiment, the researchers used many compounds, for example, 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Synthetic Route of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Synthetic Route of C9H11Br Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Catch and Anchor Approach To Combat Both Toxicity and Longevity of Botulinum Toxin A》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Lin, Lucy; Olson, Margaret E.; Sugane, Takashi; Turner, Lewis D.; Tararina, Margarita A.; Nielsen, Alexander L.; Kurbanov, Elbek K.; Pellett, Sabine; Johnson, Eric A.; Cohen, Seth M.; Allen, Karen N.; Janda, Kim D.. Reference of 8-Bromooctanoic acid The article mentions the following:

Botulinum neurotoxins have remarkable persistence (~weeks to months in cells), outlasting the small-mol. inhibitors designed to target them. To address this disconnect, inhibitors bearing two pharmacophores-a zinc binding group and a Cys-reactive warhead-were designed to leverage both affinity and reactivity. A series of first-generation bifunctional inhibitors was achieved through structure-based inhibitor design. Through X-ray crystallog., engagement of both the catalytic Zn2+ and Cys165 was confirmed. A second-generation series improved on affinity by incorporating known reversible inhibitor pharmacophores; the mechanism was confirmed by exhaustive dialysis, mass spectrometry, and in vitro evaluation against the C165S mutant. Finally, a third-generation inhibitor was shown to have good cellular activity and low toxicity. In addition to our findings, an alternative method of modeling time-dependent inhibition that simplifies assay setup and allows comparison of inhibition models is discussed. In the part of experimental materials, we found many familiar compounds, such as 8-Bromooctanoic acid(cas: 17696-11-6Reference of 8-Bromooctanoic acid)

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.Reference of 8-Bromooctanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Stereoselective Bromoboration of Acetylene with Boron Tribromide: Preparation and Cross-Coupling Reactions of (Z)-Bromovinylboronates》 was published in Journal of Organic Chemistry in 2020. These research results belong to Polasek, Jan; Paciorek, Jan; Stosek, Jakub; Semrad, Hugo; Munzarova, Marketa; Mazal, Ctibor. Quality Control of 1-Bromo-3,4,5-trimethoxybenzene The article mentions the following:

The mechanism of acetylene bromoboration in neat boron tribromide was studied carefully by means of experiment and theory. Besides the syn-addition mechanism through a four-center transition state, radical and polar anti-addition mechanisms are postulated, both triggered by HBr, which is evidenced also to take part in the Z/E isomerization of the product. The proposed mechanism is well supported by ab initio calculations at the MP2/6-31+G* level with Ahlrichs’ SVP all-electron basis for Br. Implicit solvation in CH2Cl2 has been included using the PCM and/or SMD continuum solvent models. Comparative case studies have been performed involving the B3LYP/6-31+G* with Ahlrichs’ SVP for Br and MP2/Def2TZVPP levels. The mechanistic studies resulted in development of a procedure for stereoselective bromoboration of acetylene yielding E/Z mixtures of dibromo(bromovinyl)borane (I) with the Z-isomer as a major product (up to 85%). Transformation to the corresponding pinacol and neopentyl glycol boronates and stereoselective decomposition of their E-isomer provided pure (Z)-(2-bromovinyl)boronates in 57-60% overall yield. Their reactivity in a Negishi cross-coupling reaction was tested. An example of the one-pot reaction sequence of Negishi and Suzuki-Miyaura cross-couplings for synthesis of combretastatin A4 is also presented. After reading the article, we found that the author used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Quality Control 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.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

《Discovery of Potent and Selective Epidermal Growth Factor Receptor (EGFR) Bifunctional Small-Molecule Degraders》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Cheng, Meng; Yu, Xufen; Lu, Kaylene; Xie, Ling; Wang, Li; Meng, Fanye; Han, Xiaoran; Chen, Xian; Liu, Jing; Xiong, Yue; Jin, Jian. Recommanded Product: Ethyl 3-bromopropanoate The article mentions the following:

Several epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors have been developed and approved by Food and Drug Administration for the treatment of non-small-cell lung cancers, but their efficacy can be compromised by acquired drug resistance conferred by EGFR-mutant variants. Here, we described the discovery of a novel E3 ligase von Hippel-Lindau-recruiting EGFR degrader, MS39 (compound 6), and a first-in-class E3 ligase cereblon-recruiting EGFR degrader, MS154 (compound 10), using the proteolysis targeting chimera technol. These compounds potently induced the degradation of mutant but not wild-type EGFR in an E3 ligase-dependent manner in cancer cell lines and effectively suppressed the growth of lung cancer cells compared with the corresponding neg. controls. The global proteomic analyses revealed that the compounds were highly selective for EGFR. Furthermore, both compounds were bioavailable in mouse pharmacokinetic studies, and compound 6 is the first EGFR degrader suitable for in vivo efficacy studies. Overall, we provide a set of well-characterized chem. tools to the research community. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-bromopropanoate(cas: 539-74-2Recommanded Product: Ethyl 3-bromopropanoate)

Ethyl 3-bromopropanoate(cas: 539-74-2) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Recommanded Product: Ethyl 3-bromopropanoateSome of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary