Tag: 200-300

Song, Zefeng; Jia, Yuping; Zhang, Daizhou; Wang, De published their research in European Journal of Organic Chemistry in 2021. The article was titled 《DMAP Mediated Efficient Construction of Functionalized Chromenes through One-Pot Reaction of para-Quinone Methides with Allenoates》.Electric Literature of C9H9BrO2 The article contains the following contents:

A novel DMAP-mediated Rauhut-Currier/oxa-Michael addition cascade reaction of hydroxylphenyl-substituted para-quinone methide with allenoate was reported for the first time. A series of functionalized chromenes were successfully obtained with moderate to good yields under this one-pot cascade reaction. The chromene products could be easily transformed into different derivatives and a plausible mechanism was proposed to elucidate this novel reaction. The results came from multiple reactions, including the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6Electric Literature of C9H9BrO2)

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is an aromatic chemical, usually appearing as a clear liquid with a moderate sweet-jasmine fragrance. This compound appears as a component of some of our fragrance blends.Electric Literature of C9H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

McCarney, Eoin P.; McCarthy, William J.; Lovitt, June I.; Gunnlaugsson, Thorfinnur published their research in Organic & Biomolecular Chemistry in 2021. The article was titled 《Macrocyclic vs. [2]catenane btp structures: influence of (aryl) substitution on the self templation of btp ligands in macrocyclic synthesis》.Recommanded Product: 1129-28-8 The article contains the following contents:

The synthesis of four 2,6-bis(1,2,3-triazol-4-yl)pyridine (btp) olefin based ligands I (n = 1, 9) and II (n = 3, 9) and their attempted use to form mech. interlocked mols. using ring closing metatheses (RCM) reactions are described. The btp ligands were modified in two ways, in I the aryl substitution pattern was changed from 4th position to 3rd position and in the case of II, the arms were replaced with aliphatic chains. This study demonstrates that for all four ligands I and II, the RCM reactions only result in the formation of macrocyclic structures, which in three of the cases, were structurally characterized in both solution (using NMR and HRMS) and in the solid-state using X-ray crystallog. NMR studies were also carried out to investigate if these ligands could preorganize in solution via hydrogen bonding interactions. This study provides a handle of how such precursor substitution can be used to direct the formation of macrocycles or mech. interlocked structures. The experimental process involved the reaction of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Recommanded Product: 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Recommanded Product: 1129-28-8 Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Siqi; Zhang, Han; Jin, Hongwei; Cai, Xiaobo; Zhang, Rongxue; Jin, Zefang; Yang, Wei; Yu, Peilin; Zhang, Liangren; Liu, Zhenming published their research in European Journal of Medicinal Chemistry in 2021. The article was titled 《Design, synthesis and biological activities of benzo[d]imidazo[1,2-a]imidazole derivatives as TRPM2-specific inhibitors》.Quality Control of Benzyl 2-bromoacetate The article contains the following contents:

Transient receptor potential melastatin 2 (TRPM2) channel is associated with ischemia/reperfusion injury, inflammation, cancer and neurodegenerative diseases. However, the lack of specific inhibitors impedes the development of TRPM2 targeted therapeutic agents. To develop a selective TRPM2 inhibitor, three-dimensional similarity-based screening strategy was employed using the energy-minimized conformation of non-selective TRPM2 inhibitor 2-APB as the query structure, which resulted in the discovery of a novel tricyclic TRPM2 inhibitor I with benzo[d]imidazo[1,2-a]imidazole skeleton. A series of I derivatives were subsequently synthesized and evaluated using calcium imaging and electrophysiol. approaches. Among them, preferred compounds II and III inhibited the TRPM2 channel with micromolar half-maximal inhibitory concentration values and exhibited TRPM2 selectivity over the TRPM8 channel, TRPV1 channel, InsP3 receptor and Orai channel. The anal. of structure-activity relationship provides valuable insights for further development of selective TRPM2 inhibitors. Neuroprotection assay showed that II and III could effectively reduce the mortality of SH-SY5Y cells induced by H2O2. These findings enrich the structure types of existing TRPM2 inhibitors and might provide a new tool for the study of TRPM2 function in Reactive oxygen species (ROS) -related diseases. In addition to this study using Benzyl 2-bromoacetate, there are many other studies that have used Benzyl 2-bromoacetate(cas: 5437-45-6Quality Control of Benzyl 2-bromoacetate) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is a synthetic chemical produced for industry from benzyl alcohol and acetic acid, but is also naturally present in the essential oils of many plants, including jasmine and ylang ylang.Quality Control of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bugday, Nesrin; Khan, Siraj; Yasar, Sedat; Ozdemir, Ismail published their research in Journal of Organometallic Chemistry in 2021. The article was titled 《C-H Bond activation of 2-isobutylthiazole at C5 position catalysed by Pd-N-heterocyclic carbene complexes》.Quality Control of 2,5-Dibromothiophene The article contains the following contents:

A highly efficient and effective protocol was developed for the synthesis of C5-(hetero)arylated 2-isobutylthiazole derivatives I [Ar = Ph, 4-MeC6H4, 1-naphthyl, etc.]. Four different palladium N-heterocyclic carbene (Pd-NHCs) complexes [Pd(μ-Cl)Cl(SIMes)]2, (LCl2Pd-SIMes) (L = PPh3; L = Py; L = 3-CHO-Py) were synthesized and used for the first time as a catalysts in direct C-H arylation reaction of 2-isobutylthiazole at C5 position. Utilizations of these catalytic systems, the arylation of 2-isobutylthiazole with substituted (hetero)aryl bromides efficiently proceeded at low catalyst loading (1 mol%) and without any additives such as PivOH under argon or aerobic conditions at 120°C in a short time. Different substituted (hetero)aryl bromides, even some deactivated or highly sterically hindered (hetero)arylbromides, with a wide range of functional groups were successfully utilized under the optimum reaction conditions. In all cases, the C5 arylated 2-isobutylthiazoles were obtained in moderate to excellent yields. The experimental part of the paper was very detailed, including the reaction process of 2,5-Dibromothiophene(cas: 3141-27-3Quality Control of 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 in the preparation of soluble α,ω-diformyl-a-oligothiophenes.Quality Control of 2,5-Dibromothiophene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Ke; Bai, Bing; Liu, Yu-Hsuan; Lowary, Todd L. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Synthesis of a Tridecasaccharide Lipooligosaccharide Antigen from the Opportunistic Pathogen Mycobacterium kansasii》.Category: bromides-buliding-blocks The article contains the following contents:

The outer surfaces of mycobacteria, including the organism that causes tuberculosis, are decorated with an array of immunomodulatory glycans. Among these are lipooligosaccharides (LOSs), a class of mols. for which the function remains poorly understood. We describe the chem. synthesis of the glycan portion of a tridecasaccharide LOS from the opportunistic pathogen Mycobacterium kansasii. The target contains a number of unusual structural motifs that complicate its assembly and is the most complex mycobacterial LOS glycan to be synthesized to date when considering size and number of unique monosaccharides and glycosidic linkages. These studies not only provide a road-map for the preparation of addnl. members of this family of glycans, but also provides a valuable probe for use in structure-activity relationship investigations.8-Bromooctanoic acid(cas: 17696-11-6Category: bromides-buliding-blocks) was used in this study.

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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Catalytic Enantioselective Synthesis of anti-Vicinal Silylboronates by Conjunctive Cross-Coupling》 was written by Meng, Yan; Kong, Ziyin; Morken, James P.. Quality Control of 5-Bromobenzo[d][1,3]dioxole And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Chiral 1,2-bimetallic reagents are useful motifs in synthetic chem. Although syn-1,2-bimetallic compounds can be prepared by alkene dimetalation, anti-1,2-bimetallics are still rare. The stereospecific 1,2-metalate shift that occurs during conjunctive cross-coupling is shown to enable a practical and modular approach to the catalytic synthesis of enantioenriched anti-1,2-borosilanes. In addition to reaction development, the synthetic utility of anti-1,2-borosilanes was studied, including applications to the synthesis of anti-1,2-diols and anti-1,2-amino alcs. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Quality Control of 5-Bromobenzo[d][1,3]dioxole)

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.Quality Control of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schneider, Leon N.; Tanzer Krauel, Eva-Maria; Deutsch, Carl; Urbahns, Klaus; Bischof, Tobias; Maibom, Kristina A. M.; Landmann, Johannes; Keppner, Fabian; Kerpen, Christoph; Hailmann, Michael; Zapf, Ludwig; Knuplez, Tanja; Bertermann, Ruediger; Ignat’ev, Nikolai V.; Finze, Maik published an article in Chemistry – A European Journal. The title of the article was 《Stable and Storable N(CF3)2 Transfer Reagents》.Application In Synthesis of 4-Bromo-1-(bromomethyl)-2-fluorobenzene The author mentioned the following in the article:

Fluorinated groups are essential for drug design, agrochems., and materials science. The bis(trifluoromethyl)amino group is an example of a stable group that has a high potential. While the number of mols. containing perfluoroalkyl, perfluoroalkoxy, and other fluorinated groups is steadily increasing, examples with the N(CF3)2 group are rare. One reason is that transfer reagents are scarce and metal-based storable reagents are unknown. Herein, a set of CuI and AgI bis(trifluoromethyl)amido complexes stabilized by N- and P-donor ligands with unprecedented stability are presented. The complexes are stable solids that can even be manipulated in air for a short time. They are bis(trifluoromethyl)amination reagents as shown by nucleophilic substitution and Sandmeyer reactions. In addition to a series of benzylbis(trifluoromethyl)amines, 2-bis(trifluoromethyl)amino acetate was obtained, which, upon hydrolysis, gives the fluorinated amino acid-N,N-bis(trifluoromethyl)glycine.4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Application In Synthesis of 4-Bromo-1-(bromomethyl)-2-fluorobenzene) was used in this study.

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) 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 4-Bromo-1-(bromomethyl)-2-fluorobenzene 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

《XCage: A Tricyclic Octacationic Receptor for Perylene Diimide with Picomolar Affinity in Water》 was written by Liu, Wenqi; Bobbala, Sharan; Stern, Charlotte L.; Hornick, Jessica E.; Liu, Yugang; Enciso, Alan E.; Scott, Evan A.; Stoddart, J. Fraser. Product Details of 623-24-5This research focused onXCage tricyclic octacationic receptor perylene diimide fluorescence. The article conveys some information:

The rational design of wholly synthetic receptors that bind active substrates with ultrahigh affinities is a challenging goal, especially in water. Here, we report the synthesis of a tricyclic octacationic cyclophane, which exhibits complementary stereoelectronic binding toward a widely used fluorescent dye, perylene diimide, with picomolar affinity in water. The ultrahigh binding affinity is sustained by a large and rigid hydrophobic binding surface, which provides a highly favorable enthalpy and a slightly pos. entropy of complexation. The receptor-substrate complex shows significant improvement in optical properties, including red-shifted absorption and emission, turn-on fluorescence, and efficient energy transfer. An unusual single-excitation, dual-emission, imaging study of living cells was performed by taking advantage of a large pseudo-Stokes shift, produced by the efficient energy transfer. In the experiment, the researchers used many compounds, for example, 1,4-Bis(bromomethyl)benzene(cas: 623-24-5Product Details of 623-24-5)

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) 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. Product Details of 623-24-5 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Identification and optimization of biphenyl derivatives as novel tubulin inhibitors targeting colchicine-binding site overcoming multidrug resistance》 was written by Cheng, Bao; Zhu, Guirong; Meng, Linghua; Wu, Guolin; Chen, Qin; Ma, Shengming. Reference of 1-Bromo-3,4,5-trimethoxybenzeneThis research focused ontubulin optimization biphenyl colchicine multidrug resistance; Anticancer activity; Biphenyl derivatives; Multidrug resistance; Tubulin inhibitors. The article conveys some information:

Microtubule targeting agents (MTAs) are among the most successful chemotherapeutic drugs, but their efficacy is often limited by the development of multidrug resistance (MDR). Therefore, the development of novel MTAs with the ability to overcome MDR is urgently needed. In this contribution, through modification of the unsym. biaryl compounds, we discovered a novel compound dxy-1-175 with potent anti-proliferative activity against cancer cells. Mechanistic study revealed that dxy-1-175 inhibited tubulin polymerization by interacting with the colchicine-binding site of tubulin, which caused cell cycle arrest at G2/M phase. Based on the predicted binding model of dxy-1-175 with tubulin, a series of new 4-benzoylbiphenyl analogs were designed and synthesized. Among them, the hydrochloride compound 12e with improved solubility and good stability in human liver microsome, exhibited the most potent anti-proliferative activity with IC50 value in the low nanomolar range, and markedly inhibited the growth of breast cancer 4T1 xenograft in vivo. Notably, 12e effectively overcame P-gp-mediated MDR and our preliminary data suggested that 12e may not be a substrate of P-glycoprotein (P-gp). Taken together, our study reveals a novel MTA 12e targeting the colchicine-binding site with potent anticancer activity and the ability to circumvent MDR. 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: 2675-79-8Reference 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.Reference of 1-Bromo-3,4,5-trimethoxybenzene1-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3141-27-3In 2021 ,《Donor-Acceptor-Donor Thienopyrazine-Based Dyes as NIR-Emitting AIEgens》 was published in European Journal of Organic Chemistry. The article was written by Goti, Giulio; Calamante, Massimo; Coppola, Carmen; Dessi, Alessio; Franchi, Daniele; Mordini, Alessandro; Sinicropi, Adalgisa; Zani, Lorenzo; Reginato, Gianna. The article contains the following contents:

Organic Near-IR luminophores have found broad application as functional materials, but the development of efficient NIR emitters is still a challenging goal. Here we report on a new class of thieno[3,4-b]pyrazine-based NIR emitting materials with Aggregation Induced Emission (AIE) properties. The dyes feature a donor-acceptor-donor (D-A-D) structure, with a thienopyrazine acceptor core connected to two triarylamine donor groups bearing a tetraphenylethylene (TPE) moiety. Fast and efficient synthesis allowed the modular preparation of three dyes of tunable absorption and emission profiles. These constructs were extensively characterized by spectroscopic studies in different solvents, which revealed intense light-harvesting ability and emissions in the deep-red and NIR region with large Stokes shift values. Remarkably, the dyes exhibited AIE properties, retaining emissive ability in the aggregate state, thus emerging as attractive materials for their potential application in the development of luminescent devices. In the experiment, the researchers used 2,5-Dibromothiophene(cas: 3141-27-3Application of 3141-27-3)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene polymerizes by debromination with magnesium catalyzed by nickel compounds to form poly(2,5- thienylene) .Application of 3141-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary