Tag: 200-300

In 2010,Payne, Sara L.; Rodriguez-Aristegui, Sonsoles; Bardos, Julia; Cano, Celine; Golding, Bernard T.; Hardcastle, Ian R.; Peacock, Marcus; Parveen, Nahida; Griffin, Roger J. published 《Mapping the ATP-binding domain of DNA-dependent protein kinase (DNA-PK) with coumarin- and isocoumarin-derived inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: 3-Bromo-2-methylbenzoic acid The information in the text is summarized as follows:

Replacement of the core heterocycle of a defined series of chromen-4-one DNA-PK inhibitors by the isomeric chromen-2-one (coumarin) and isochromen-1-one (isocoumarin) scaffolds was investigated. Structure-activity relationships for DNA-PK inhibition were broadly consistent, albeit with a reduction of potency compared with the parent chromenone. In the experiment, the researchers used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Recommanded Product: 3-Bromo-2-methylbenzoic acid)

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. Recommanded Product: 3-Bromo-2-methylbenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Angewandte Chemie, International Edition included an article by Garg, Neeraj; Conway, Louis P.; Ballet, Caroline; Correia, Mario S. P.; Olsson, Frida K. S.; Vujasinovic, Miroslav; Loehr, J.-Matthias; Globisch, Daniel. Electric Literature of C7H4BrNO4. The article was titled 《Chemoselective Probe Containing a Unique Bioorthogonal Cleavage Site for Investigation of Gut Microbiota Metabolism》. The information in the text is summarized as follows:

While metabolites derived from gut microbiota metabolism have been linked to disease development in the human host, the chem. tools required for their detailed anal. and the discovery of biomarkers are limited. A unique and multifunctional chem. probe for mass spectrometric anal., which contains p-nitrocinnamyloxycarbonyl as a new bioorthogonal cleavage site has been designed and synthesized. Coupled to magnetic beads, this chem. probe allows for straightforward extraction of metabolites from human samples and release under mild conditions. This isolation from the sample matrix results in significantly reduced ion suppression, an increased mass spectrometric sensitivity, and facilitates the detection of metabolites in femtomole quantities. The chemoselective probe was applied to the anal. of human fecal samples, resulting in the discovery of four metabolites previously unreported in this sample type and confirmation of the presence of medically relevant gut microbiota-derived metabolites. In addition to this study using 3-Bromo-2-nitrobenzoic acid, there are many other studies that have used 3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4Electric Literature of C7H4BrNO4) was used in this study.

3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4) 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.Electric Literature of C7H4BrNO4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzeneOn September 15, 2019 ,《A fragment-like approach to PYCR1 inhibition》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H. N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven. The article contains the following contents:

Pyrroline-5-carboxylate reductase 1 (PYCR1) is the final enzyme involved in the biosynthesis of proline and has been found to be upregulated in various forms of cancer. Due to the role of proline in maintaining the redox balance of cells and preventing apoptosis, PYCR1 is emerging as an attractive oncol. target. Previous PYCR1 knockout studies led to a reduction in tumor growth. Accordingly, a small mol. inhibitor of PYCR1 could lead to new treatments for cancer, and a focused screening effort identified pargyline as a fragment-like hit. Herein the design and synthesis of the first tool compounds as PYCR1 inhibitors, derived from pargyline, which were assayed to assess their ability to attenuate the production of proline, are reported. Structural activity studies have revealed the key determinants of activity, with the most potent compound, 4-bromobenzyl(propargyl)methylamine, showing improved activity in vitro in enzyme (IC50 = 8.8μM) and pathway relevant effects in cell-based assays. The results came from multiple reactions, including the reaction of 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzene)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzene The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《6,7-Benzotropolone Syntheses Based on Ring-Closing Metatheses and Four-Electron Oxidations》 was written by Kreibich, Michael; Gemander, Manuel; Peter, David; Yadav, Dharmendra B.; de Koning, Charles B.; Fernandes, Manuel A.; Green, Ivan R.; van Otterlo, Willem A. L.; Brueckner, Reinhard. Computed Properties of C9H11BrO3This research focused onvinylaryl ketone ring closing metathesis oxidation selenium Grubbs catalyst; benzotropolone preparation. The article conveys some information:

Four homoallyl ortho-vinylaryl ketones, e. g., I – 1,8-dienes of sorts – were prepared by several approaches. In the presence of 1-2 mol-% Grubbs-II catalyst, they ring-closed to give 6,7-dihydrobenzocyclohepten-5-ones, e.g., II, in 90-96% yield. With SeO2 the parent compound delivered benzocyclohepten-5-one (III) and/or selenium-containing compounds, e.g., IV, but no more than traces of 6,7-benzotropolone (V). However, V was accessible from compound II via the sodium enolate and allowing it to react with a stream of oxygen (43% yield). The sodium enolates of the substituted 6,7-dihydrobenzocyclohepten-5-ones and oxygen underwent analogous 4-electron oxidations This furnished the substituted 6,7-benzotropolones. In contrast, the corresponding lithium enolates were inert towards oxygen. The 6,7-dihydrobenzocyclohepten-5-one was also accessed differently, namely by a Grubbs-II catalyst-mediated RCM/C=C migration tandem reaction of the allyl ortho-allylaryl ketone VI – another 1,8-diene of sorts (90% yield). The experimental process involved the reaction of 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Computed Properties of C9H11BrO3)

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.Computed Properties of C9H11BrO31-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C8H8Br2In 2022 ,《A Ribonucleotide ↔ Phosphoramidate Reaction Network Optimized by Computer-Aided Design》 was published in Journal of the American Chemical Society. The article was written by Englert, Andreas; Vogel, Julian F.; Bergner, Tim; Loske, Jessica; von Delius, Max. The article contains the following contents:

A growing number of out-of-equilibrium systems have been created and investigated in chem. laboratories over the past decade. One way to achieve this is to create a reaction cycle, in which the forward reaction is driven by a chem. fuel and the backward reaction follows a different pathway. Such dissipative reaction networks are still relatively rare, however, and most non-enzymic examples are based on the carbodiimide-driven generation of carboxylic acid anhydrides. In this work, we describe a dissipative reaction network that comprises the chem. fueled formation of phosphoramidates from natural ribonucleotides (e.g., GMP or AMP) and phosphoramidate hydrolysis as a mild backward reaction. Because the individual reactions are subject to a multitude of interconnected parameters, the software-assisted tool “”Design of Experiments”” (DoE) was a great asset for optimizing and understanding the network. One notable insight was the stark effect of the nucleophilic catalyst 1-ethylimidazole (EtIm) on the hydrolysis rate, which is reminiscent of the action of the histidine group in phosphoramidase enzymes (e.g., HINT1). We were also able to use the reaction cycle to generate transient self-assemblies, which were characterized by dynamic light scattering (DLS), confocal microscopy (CLSM), and cryogenic transmission electron microscopy (cryo-TEM). Because these compartments are based on prebiotically plausible building blocks, our findings may have relevance for origin-of-life scenarios.1,4-Bis(bromomethyl)benzene(cas: 623-24-5Electric Literature of C8H8Br2) was used in this study.

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Electric Literature of C8H8Br2 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Echemendia, Radell; De Jesus, Matheus P.; Furniel, Lucas G.; Day, David Philip; Burtoloso, Antonio C. B. published an article in European Journal of Organic Chemistry. The title of the article was 《Molecular Iodine Mediated Oxidation of Arylated α-Carbonyl Sulfoxonium Ylides to 1,2-Dicarbonyl-Containing Compounds》.Category: bromides-buliding-blocks The author mentioned the following in the article:

In this work, a new oxidative, mol. iodine-mediated transformation on sterically encumbered arylated sulfoxonium ylides, which give access to 1,2-dicarbonyl containing compounds was reported. Twenty-six examples were realized (47-92% yields), with structural diversity modified at two key sites on the sulfoxonium ylide reactants. Furthermore, the protocol benefits from the use of inexpensive mol. iodine to mediate the oxidation and, from a sustainability viewpoint, short reaction times (30 min), ambient temperature, and Et acetate as a greener reaction solvent. Exptl. studies also gave insight to the mechanism of the reaction, involving DMSO as an oxygen source. The results came from multiple reactions, including the reaction of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Category: bromides-buliding-blocks)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Xue, Cece; Peng, Min; Zhang, Zhikai; Han, Xue; Wang, Qing; Li, Conger; Liu, Haiming; Li, Tao; Yu, Na; Ren, Yi published an article in Macromolecules (Washington, DC, United States). The title of the article was 《Conjugated Boron Porous Polymers Having Strong p-π* Conjugation for Amine Sensing and Absorption》.Recommanded Product: 3141-27-3 The author mentioned the following in the article:

Conjugated porous polymers (CPPs) have drawn significant attention in materials science. We envisioned that simple building blocks may provide a more general platform for constructing functional CPPs. Herein, we report a new synthetic strategy to incorporate a simple boron element building block into CPPs by using efficient boron/tin (B/Sn) exchange reaction, which is distinct from the commonly employed Pd-catalyzed C-C coupling toward CPPs in the literature. More importantly, this synthetic strategy allows us to construct the first example of the CPPs having the nonprotected B-centers and the highest B-content reported to date, which is beneficial for strong Lewis acid-base interactions. The boron (B)-CPPs exhibit the well-defined chem. structures and the microsized porous structures. This synthetic protocol also allows us to access the B-CPPs having the smallest aromatic linker between the B-centers, which can enhance the electronic communications of the adjacent B-centers and increase Lewis acidity of the B-centers. Because of the strong electronic communications of the adjacent B-centers via the p-π* coupling, the B-CPPs exhibit higher Lewis acidity compared to that of the B-monomer. Combining the high microporosity, the high Lewis acidity, and small steric protection of the B-centers endows these B-CPPs with excellent triethylamine and pyridine sensing and absorptivity properties.2,5-Dibromothiophene(cas: 3141-27-3Recommanded Product: 3141-27-3) was used in this study.

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used in the preparation of soluble α,ω-diformyl-a-oligothiophenes.Recommanded Product: 3141-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,King, Andrew J.; Zhukhovitskiy, Aleksandr V. published an article in Angewandte Chemie, International Edition. The title of the article was 《A Chain-Growth Mechanism for Conjugated Polymer Synthesis Facilitated by Dinuclear Complexes with Redox-Active Ligands》.Synthetic Route of C4H2Br2S The author mentioned the following in the article:

Conjugated polymers are widely used in energy conversion and sensor applications, but their synthesis relies on imprecise step-growth or narrow-scope chain-growth methods, typically based on transition metal (TM)-catalyzed cross-coupling. Here we report that a dinickel complex with a redox-active naphthyridine diimine ligand accesses new chain-growth mechanistic manifolds for both donor and acceptor conjugated polymers, represented by poly(3-hexylthiophene), poly(2,3-bis(2-ethylhexyl)thienopyrazine), and poly(2-(2-octyldodecyl)benzotriazole). For the latter, our method is particularly effective: we achieve high ds.p. (DP) (>100) with moderate dispersities (D) of ≈1.4. Mechanistic anal. supports a radical/radical anion chain-growth mechanism with organometallic intermediates instead of TM-catalyzed cross-couplings. Hence, our work develops new mechanisms for conjugated polymer synthesis and furnishes insights about the elementary reactivity of dinuclear complexes.2,5-Dibromothiophene(cas: 3141-27-3Synthetic Route of C4H2Br2S) was used in this study.

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used in the preparation of soluble α,ω-diformyl-a-oligothiophenes.Synthetic Route of C4H2Br2S

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pecnard, Shannon; Provot, Olivier; Levaique, Helene; Bignon, Jerome; Askenatzis, Laurie; Saller, Francois; Borgel, Delphine; Michallet, Sophie; Laisne, Marie-Catherine; Lafanechere, Laurence; Alami, Mouad; Hamze, Abdallah published an article in 2021. The article was titled 《Cyclic bridged analogs of isoCA-4: Design, synthesis and biological evaluation》, and you may find the article in European Journal of Medicinal Chemistry.Related Products of 2675-79-8 The information in the text is summarized as follows:

In this work, a series of cyclic bridged analogs of isocombretastatin A-4 (isoCA-4) with Ph or pyridine linkers were designed and synthesized. The synthesis of the desired analogs was performed by the formation of nitro-vinyl intermediates, followed by a Cadogan cyclization. Structure activity relationship (SAR) study demonstrates the critical role of the combination of quinaldine as ring A, pyridine as the linker, and indole as ring B in the same mol., for the cytotoxic activity. Among all tested compounds, compound I showed the highest antiproliferative activity against a panel of cancer cell lines with average IC50 values of 5.6 nM. Also, compound I showed high antiproliferative activity against the MDR1-overexpressing K562R cell line; thus, it was 1.5- and 12-fold more active than the reference compounds, isoCA-4 and CA-4, resp. Moreover, I displayed a strong antiproliferative activity against the colon-carcinoma cells (HT-29), which are resistant to combretastatin A-4 and isoCA-4, and it was found to be 8000-fold more active than natural CA-4. Compound I also effectively inhibited tubulin polymerization both in vitro and in cells, and induced cell cycle arrest in G2/M phase. Next, we demonstrated that compound I dose-dependently caused caspase-induced apoptosis of K562 cells through mitochondrial dysfunction. Finally, we evaluated the effect of compound I in human no cancer cells compared to the reference compound We demonstrated that I was 73 times less cytotoxic than isoCA-4 in quiescent peripheral blood lymphocytes (PBLs). In summary, these results suggest that compound I represents a promising tubulin inhibitor worthy of further investigation. In the experiment, the researchers used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Related Products of 2675-79-8)

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.Related Products of 2675-79-81-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Bingbing; Peng, Pan; Ma, Wan; Liu, Zhao; Huang, Cheng; Cao, Yangmin; Hu, Ping; Qi, Xiaotian; Lu, Qingquan published their research in Journal of the American Chemical Society in 2021. The article was titled 《Electrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters》.HPLC of Formula: 14660-52-7 The article contains the following contents:

Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X = I, Br, Cl) enabled by electroreduction is reported. This process provides an efficient and practical access to primary, secondary, and tertiary boronic esters at a high current. More than 70 examples, including the late-stage borylation of natural products and drug derivatives, are furnished at room temperature, thereby demonstrating the broad utility and functional-group tolerance of this protocol. Mechanistic studies disclosed that B2cat2 serves as both a reagent and a cathodic mediator, enabling electroreduction of difficult-to-reduce alkyl bromides or chlorides at a low potential. The experimental process involved the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7HPLC of Formula: 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.HPLC of Formula: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary