Tag: 200-300

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

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

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,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 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 2022,Tang, Qun; Xie, Yu; Liu, Yongpeng; Zheng, Lifang published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Synthesis of mitochondria-targeted menadione cation derivatives: Inhibiting mitochondrial thioredoxin reductase (TrxR2) and inducing apoptosis in MGC-803 cells》.Application In Synthesis of 8-Bromooctanoic acid The author mentioned the following in the article:

Menadione (VK3) is used as a powerful inducer of cellular reactive oxygen species (ROS) for many years and displays high anti-cancer activities in vivo. Recently, the development of mitochondria-targeted drugs has been more and more appreciated. Here, thirteen derivatives of VK3, I [R1 = H, Me, MeO, R2 = pyridinium, quinolinium, triphenylphosphonium, n = 9, 6, 4], were synthesized, which could localize in mitochondria by the triphenylphosphonium (TPP) cation or the nitrogen-based cation. The results of cytotoxicity from six human cancer cell lines showed that the targeted compounds I displayed higher activity than VK3 with the average IC50 value around 1μM. The results of cytotoxicity indicated that the substituents on C-2, the linear alkyl chains on C-3 and the cation moiety all could affect the cytotoxicity. The mechanistic studies showed that five representative compounds, I [R1 = Me, R2 = triphenylphosphonium, n = 9; R1 = MeO, R2 = triphenylphosphonium, n = 9; R1 = Me, R2 = pyridinium, n = 9; R1 = Me, R2 = quinolinium, n = 9; R1 = Me, R2 = triphenylphosphonium, n = 4], could localize in cellular mitochondria, elicit ROS burst and collapse mitochondrial membrane potential (ΔΨm), leading to cytochrome C release and apoptosis in MGC-803 cells. Particularly, they could obviously inhibit mitochondrial thioredoxin reductase TrxR2 expression, thus leading to aggravate cellular oxidative stress. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis 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. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Application In Synthesis of 8-Bromooctanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Powell, Chelsea E.; Hatcher, John M.; Jiang, Jie; Vatsan, Prasanna S.; Che, Jianwei; Gray, Nathanael S. published an article in ACS Medicinal Chemistry Letters. The title of the article was 《Selective Macrocyclic Inhibitors of DYRK1A/B》.Related Products of 14660-52-7 The author mentioned the following in the article:

Dual-specificity tyrosine-(Y)-phosphorylation regulated kinase 1A (DYRK1A) is a therapeutic target of interest due to the roles it plays in both neurol. diseases and cancer. We present the development of the first macrocyclic inhibitors of DYRK1A. Initial lead inhibitor JH-XIV-68-3 (3) displayed selectivity for DYRK1A and close family member DYRK1B in biochem. and cellular assays, and demonstrated antitumor efficacy in head and neck squamous cell carcinoma (HNSCC) cell lines. However, we noted that it suffered from rapid aldehyde oxidase (AO)-mediated metabolism To overcome this liability, we generated a derivative (JH-XVII-10 (10)), where fluorine was introduced to block the 2-position of the azaindole and render the mol. resistant to AO activity. We showed that 10 maintains remarkable potency and selectivity in biochem. and cellular assays as well as antitumor efficacy in HNSCC cell lines and improved metabolic stability. Therefore, 10 represents a promising new scaffold for developing DYRK1A-targeting chem. probes and therapeutics.Ethyl 5-bromovalerate(cas: 14660-52-7Related Products of 14660-52-7) was used in this study.

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.Related Products of 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Liu, Xinyu; Wang, Zhifan; Wang, Qiwei; Wang, Yuanhua published an article in Angewandte Chemie, International Edition. The title of the article was 《Rhodium(II)-Catalyzed C(sp3)-H Diamination of Arylcyclobutanes》.COA of Formula: C9H11BrO3 The author mentioned the following in the article:

Activated by multiple consecutive oxidative radical-polar crossover and desaturation processes, the selective diamination of arylcyclobutanes, which is difficult to perform by classical metallonitrene C-H insertion, was achieved in a short time by rhodium(II) catalysis using N-fluorobenzenesulfonimide (NFSI) as the oxidant and nitrogen source.1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8COA of Formula: C9H11BrO3) 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.COA of Formula: C9H11BrO31-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

Imae, Ichiro; Tada, Naofumi; Harima, Yutaka published an article in 2021. The article was titled 《Tuning of electronic properties of novel donor-acceptor polymers containing oligothiophenes with electron-withdrawing ester groups》, and you may find the article in Polymer Bulletin (Heidelberg, Germany).Name: 2,5-Dibromothiophene The information in the text is summarized as follows:

To investigate the substituent effects introduced into oligothiophene units, a series of novel donor-acceptor conjugated polymers containing ester-substituted oligothiophenes were synthesized by the direct C-H arylation polycondensation of bis(ester-substituted thienyl)benzothiadiazole and dibromo-substituted oligothiophenes. The UV-visible absorption spectra of three polymers showed two absorption bands in the visible light wavelength region, ascribed to π-π* transition and the intramol. charge transfer bands. The oxidation potentials of the polymers exhibited a neg. shift with an increase in the chain length of the oligothiophene units. By comparing these polymers with alkyl-substituted analogs, it was found that the introduction of electron-withdrawing ester groups induced a neg. shift in the HOMO (HOMO) and the LUMO (LUMO) energy levels and affected the LUMO rather than the HOMO energy levels. As a preliminary experiment, organic photovoltaic cells using these polymers were prepared, and their photoelec. conversion characteristics were investigated in relation to their chem. structures. In the part of experimental materials, we found many familiar compounds, such as 2,5-Dibromothiophene(cas: 3141-27-3Name: 2,5-Dibromothiophene)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used as starting reagent for the synthesis of α,α′-didecylquater-, -quinque- and -sexi-thiophenes.Name: 2,5-Dibromothiophene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chrysochos, Nicolas; Ahmadi, Mohsen; Trentin, Ivan; Lokov, Maert; Tshepelevitsh, Sofja; Ullmann, G. Matthias; Leito, Ivo; Schulzke, Carola published an article in 2021. The article was titled 《Aiding a Better Understanding of Molybdopterin: Syntheses, Structures, and pKa Value Determinations of Varied Pterin-Derived Organic Scaffolds Including Oxygen, Sulfur and Phosphorus Bearing Substituents》, and you may find the article in Journal of Molecular Structure.Recommanded Product: Ethyl 5-bromovalerate The information in the text is summarized as follows:

Multistep synthetic procedures were established for the preparation of a set of four compounds serving as models for aspects of molybdopterin (mpt), a unique ligand system in the active sites of molybdenum and tungsten dependent oxidoreductases. The synthesized compounds were investigated with various anal. techniques including single crystal X-ray structural determination and the measurement of the specific pKa values of all four compounds in the non-aqueous solvent acetonitrile, which range from 11.09 to 11.82. The obtained physico-chem. data supported by theor. anal. indicate that even functional groups quite far away from the cofactor sites which are reactive can have an impact on characteristics which are important for the reactivity. The data were used to identify the likely protonation sites on the model compounds and thereby allow for a better understanding of molybdopterin′s potential active role in transformations in the active sites of oxidoreductases in relation to specific functional groups of mpt with respect to protonation events and tautomerization. The experimental process involved the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Recommanded Product: Ethyl 5-bromovalerate)

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: Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary