Tag: 300-400

《Ultrasensitive small molecule fluorogenic probe for human heparanase》 was written by Liu, Jun; Schleyer, Kelton A.; Bryan, Tyrel L.; Xie, Changjian; Seabra, Gustavo; Xu, Yongmei; Kafle, Arjun; Cui, Chao; Wang, Ying; Yin, Kunlun; Fetrow, Benjamin; Henderson, Paul K. P.; Fatland, Peter Z.; Liu, Jian; Li, Chenglong; Guo, Hua; Cui, Lina. Name: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetateThis research focused onultrasensitive fluorogenic probe human heparanase. The article conveys some information:

Heparanase (HPA) is a critical enzyme involved in the remodeling of the extracellular matrix (ECM), and its elevated expression has been linked with diseases such as various types of cancer and inflammation. The detection of heparanase enzymic activity holds tremendous value in the study of the cellular microenvironment, and search of mol. therapeutics targeting heparanase, however, no structurally defined probes are available for the detection of heparanase activity. Here we present the development of the first ultrasensitive fluorogenic small-mol. probe for heparanase enzymic activity via tuning the electronic effect of the substrate. The probe exhibits a 756-fold fluorescence turn-on response in the presence of human heparanase, allowing one-step detection of heparanase activity in real-time with a picomolar detection limit. The high sensitivity and robustness of the probe are exemplified in a high-throughput screening assay for heparanase inhibitors. In the experiment, the researchers used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Name: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Name: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Organic Letters included an article by Ju, Baihang; Chen, Shigui; Kong, Wangqing. Product Details of 1779-49-3. The article was titled 《Pd-Catalyzed Enantioselective Double Heck Reaction》. The information in the text is summarized as follows:

An asym. Pd-catalyzed intra- followed by an intermol. double Heck reaction of arenediazonium salts with simple alkenes is disclosed. This reaction features mild reaction conditions, simple operation and excellent functional group tolerance, provides a rapid access to functionalized dihydrobenzofurans bearing all-carbon quaternary centers in good regioselectivity (>95/5) and enantioselectivity (90-99% ee). The results came from multiple reactions, including the reaction of Methyltriphenylphosphonium bromide(cas: 1779-49-3Product Details of 1779-49-3)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.Product Details of 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Dyes and Pigments included an article by Zhao, Fei; Chen, Zhao; Fan, Congbin; Liu, Gang; Pu, Shouzhi. Recommanded Product: 6825-20-3. The article was titled 《Aggregation-induced emission (AIE)-active highly emissive novel carbazole-based dyes with various solid-state fluorescence and reversible mechanofluorochromism characteristics》. The information in the text is summarized as follows:

Three new carbazole-based fluorescent mols. 1-3 functionalized with tetraphenylethene were successfully synthesized, and these compounds have high thermal stability, and they exhibited different fluorescence in solid states with the superior luminescence quantum yields of 99.04% (1), 98.90% (2) and 39.83% (3). Their aggregation-induced behaviors were explored by the study of photoluminescence spectroscopy. Luminogens 1-3 exhibited remarkable aggregation-induced emission effect. Also, their distinct mech. stimulus-responsive fluorescence characteristics were also surveyed by solid-state photoluminescence spectroscopy. The various emitting colors of these luminogens could be changed into the same green, and the repeatabilities of their mechanochromic luminescence behaviors were outstanding, and the powder x-ray diffraction results indicated that the reversible conversion from a crystalline to an amorphous state was responsible for the obvious mechanofluorochromism phenomena of compounds 1-3. This work will be valuable for the exploitation of mech.-force sensors with typical aggregation-induced emission feature. In the experiment, the researchers used 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Recommanded Product: 6825-20-3)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent. And it has been used in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.Recommanded Product: 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,ACS Catalysis included an article by Wang, Quannan; Chen, Rongjun; Lou, Jiang; Zhang, Dong H.; Zhou, Yong-Gui; Yu, Zhengkun. Quality Control of Methyltriphenylphosphonium bromide. The article was titled 《Highly Regioselective C-H Alkylation of Alkenes Through an Aryl to Vinyl 1,4-Palladium Migration/C-C Cleavage Cascade》. The information in the text is summarized as follows:

Palladium-catalyzed C-H alkylation of gem-disubstituted ethylenes has been efficiently achieved with cyclobutanols as the coupling partners through an aryl to vinyl 1,4-palladium migration/ring-opening C-C cleavage cascade, giving trisubstituted alkenes in high yields. The protocol features good regioselectivity, high yields, broad substrate scopes, and good functional group tolerance. The mechanistic studies implicate that the cross-coupling reaction occurs via oxidative addition, 1,4-palladium migration, ring-opening C-C cleavage, and reductive elimination. DFT calculations have revealed that the high efficiency of the protocol is attributed to the thermodynamically favored 1,4-palladium migration assisted by 2-fluorophenol. In the experimental materials used by the author, we found Methyltriphenylphosphonium bromide(cas: 1779-49-3Quality Control of Methyltriphenylphosphonium bromide)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is used for methylenation through the Wittig reaction. It is utilized in the synthesis of an enyne and 9-isopropenyl -phenanthrene by using sodium amide as reagent. Quality Control of Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Yonekura, Kyohei; Shinoda, Mika; Yonekura, Yuko; Tsuchimoto, Teruhisa published 《Indium-catalyzed annulation of o-acylanilines with alkoxyheteroarenes: synthesis of heteroaryl[b]quinolines and subsequent transformation to cryptolepine derivatives》.Molecules published the findings.Category: bromides-buliding-blocks The information in the text is summarized as follows:

An efficient method for the synthesis of heteroaryl[b]quinolines such as I [R = H, 4-OH, 2,3-di-MeO, etc.; R1 = Me, i-Pr, Ph, etc.; X = N, S] was developed via annulation of o-acylanilines and MeO-heteroarenes using an indium Lewis acid as catalyst for tandem N-C and C-C bond formation. A series of indolo[3,2-b]quinolines was subsequently transformed to structurally unprecedented cryptolepine derivatives Mechanistic studies showed that the N-C bond formation was followed by the C-C bond formation. The indium-catalyzed annulation reaction thus started with the nucleophilic attack of the NH2 group of o-acylanilines to the MeO-connected carbon atom of the heteroaryl ring in an SNAr fashion and thereby the N-C bond was formed. The resulting intermediate then cyclized and gave C-C bond through the nucleophilic attack of the heteroaryl-ring-based carbon atom to the carbonyl carbon atom, provided the HA[b]Q after aromatizing dehydration. The experimental process involved the reaction of Indium(III) bromide(cas: 13465-09-3Category: bromides-buliding-blocks)

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Highly efficient non-doped blue fluorescent OLEDs with low efficiency roll-off based on hybridized local and charge transfer excited state emitters》 was written by Lv, Xianhao; Sun, Mizhen; Xu, Lei; Wang, Runzhe; Zhou, Huayi; Pan, Yuyu; Zhang, Shitong; Sun, Qikun; Xue, Shanfeng; Yang, Wenjun. Application of 523-27-3 And the article was included in Chemical Science in 2020. The article conveys some information:

Designing a donor-acceptor (D-A) mol. with a hybridized local and charge transfer (HLCT) excited state is a very effective strategy for producing an organic light-emitting diode (OLED) with a high exciton utilization efficiency and external quantum efficiency. Herein, a novel twisting D-π-A fluorescent mol. (triphenylamine-anthracene-phenanthroimidazole; TPAAnPI) is designed and synthesized. The excited state properties of the TPAAnPI investigated through photophys. experiments and d. functional theory (DFT) anal. reveal that its fluorescence is due to the HLCT excited state. The optimized non-doped blue OLED using TPAAnPI as a light-emitting layer exhibits a novel blue emission with an electroluminescence (EL) peak at 470 nm, corresponding to the Commission International de L’Eclairage (CIE) coordinates of (0.15, 0.22). A fabricated device termed Device II exhibits a maximum current efficiency of 18.09 cd A-1, power efficiency of 12.35 lm W-1, luminescence of ≈29 900 cd cm-2, and external quantum efficiency (EQE) of 11.47%, corresponding to a high exciton utilization efficiency of 91%. Its EQE remains as high as 9.70% at a luminescence of 1000 cd m-2 with a low efficiency roll-off of 15%. These results are among the best for HLCT blue-emitting materials involved in non-doped blue fluorescent OLEDs. The performance of Device II highlights a great industrial application potential for the TPAAnPI mol. In the experiment, the researchers used many compounds, for example, 9,10-Dibromoanthracene(cas: 523-27-3Application of 523-27-3)

9,10-Dibromoanthracene(cas: 523-27-3) is synthesized by the bromination of anthracene. The bromination reaction is carried out at room temperature using carbon tetrachloride as a solvent. Using 80-85% anthracene as raw material, adding bromine to react for half an hour, the yield is 83-88%.Application of 523-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings》 was published in Chemical Science in 2020. These research results belong to Wu, Guanglu; Bae, Youn Jue; Olesinska, Magdalena; Anton-Garcia, Daniel; Szabo, Istvan; Rosta, Edina; Wasielewski, Michael R.; Scherman, Oren A.. Synthetic Route of C14H8Br2 The article mentions the following:

A modular strategy has been employed to develop a new class of fluorescent mols., which generates discrete, dimeric stacked fluorophores upon complexation with multiple cucurbit[8]uril macrocycles. The multiple constraints result in a “”static”” complex (remaining as a single entity for more than 30 ms) and facilitate fluorophore coupling in the ground state, showing a significant bathochromic shift in absorption and emission. This modular design is surprisingly applicable and flexible and has been validated through an investigation of nine different fluorophore cores ranging in size, shape, and geometric variation of their clamping modules. All fluorescent dimers evaluated can be photoexcited to atypical excimer-like states with elongated excited lifetimes (up to 37 ns) and substantially high quantum yields (up to 1). This strategy offers a straightforward preparation of discrete fluorophore dimers, providing promising model systems with explicitly stable dimeric structures and tunable photophys. features, which can be utilized to study various intermol. processes. In the part of experimental materials, we found many familiar compounds, such as 9,10-Dibromoanthracene(cas: 523-27-3Synthetic Route of C14H8Br2)

9,10-Dibromoanthracene(cas: 523-27-3) is synthesized by the bromination of anthracene. The bromination reaction is carried out at room temperature using carbon tetrachloride as a solvent. Using 80-85% anthracene as raw material, adding bromine to react for half an hour, the yield is 83-88%.Synthetic Route of C14H8Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Tuning the thermoelectrical properties of anthracene-based self-assembled monolayers》 was published in Chemical Science in 2020. These research results belong to Ismael, Ali; Wang, Xintai; Bennett, Troy L. R.; Wilkinson, Luke A.; Robinson, Benjamin J.; Long, Nicholas J.; Cohen, Lesley F.; Lambert, Colin J.. COA of Formula: C14H8Br2 The article mentions the following:

It is known that the elec. conductance of single mols. can be controlled in a deterministic manner by chem. varying their anchor groups to external electrodes. Here, by employing synthetic methodologies to vary the terminal anchor groups around aromatic anthracene cores, and by forming self-assembled monolayers (SAMs) of the resulting mols., we demonstrate that this method of control can be translated into cross-plane SAM-on-gold mol. films. The cross-plane conductance of SAMs formed from anthracene-based mols. with four different combinations of anchors are measured to differ by a factor of approx. 3 in agreement with theor. predictions. We also demonstrate that the Seebeck coefficient of such films can be boosted by more than an order of magnitude by an appropriate choice of anchor groups and that both pos. and neg. Seebeck coefficients can be realized. This demonstration that the thermoelec. properties of SAMs are controlled by their anchor groups represents a critical step towards functional ultra-thin-film devices for future mol.-scale electronics. After reading the article, we found that the author used 9,10-Dibromoanthracene(cas: 523-27-3COA of Formula: C14H8Br2)

9,10-Dibromoanthracene(cas: 523-27-3) can be sublimated and oxidized to generate anthraquinone. Soluble in hot benzene and hot toluene, slightly soluble in alcohol, ether and cold benzene, insoluble in water.COA of Formula: C14H8Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Efficient Synthesis of Substituted Morpholine Derivatives via an Indium(III)-catalyzed Reductive Etherification Reaction》 was published in Chemistry Letters in 2020. These research results belong to Wang, Di; Liu, Yafei; Zhu, Wei; Shen, Hong; Liu, Haixia; Fu, Lei. HPLC of Formula: 13465-09-3 The article mentions the following:

An efficient synthesis of morpholine derivatives was developed using indium(III)-catalyzed intramol. reductive etherification reaction. This method allowed the construction of various 2-substituted, and 2,3-, 2,5-, 2,6-disubstituted morpholines with good to excellent yields and high diastereoselectivity. In addition, this method demonstrated good compatibility with a broad range of functional groups. In addition to this study using Indium(III) bromide, there are many other studies that have used Indium(III) bromide(cas: 13465-09-3HPLC of Formula: 13465-09-3) was used in this study.

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.HPLC of Formula: 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《New insight into the formation of polyhalogenated carbazoles: Aqueous chlorination of residual carbazole under bromide condition in drinking water》 were Wang, Guowei; Yang, Jiakuan; Gao, Shixiang; Hou, Huijie; Xiao, Keke; Hu, Jingping; Liang, Sha; Liu, Bingchuan. And the article was published in Water Research in 2019. Reference of 3,6-Dibromo-9H-carbazole The author mentioned the following in the article:

Although polyhalogenated carbazoles (PHCZs) have been increasingly delected in aquatic environments, studies on their source and formation are extremely scarce. After investigation of PHCZs and carbazole in drinking water, an overlooked formation route of chloro/bromo-CZs was now proposed as aqueous chlorination of residual carbazole under bromide condition. Four groups of PHCZ, including mono-, di-, tri-, and tetra-halogenated groups, were identified in chlorinated drinking water, and the mechanism of the formation of the four groups of PHCZs was proposed. Twenty-six PHCZ congeners, including chloro-, bromo-, and chlorobromo-mixed species, were thoroughly studied and it was revealed for the first time the four groups of PHCZs shifted from chlorinated to being more brominated with increasing bromide level. The speciation of the four groups of PHCZs was modeled. It was revealed that the shift of PHCZs from chlorinated to being more brominated was caused by the reactivity differences between HOCl and HOBr in reactions forming PHCZs. Furthermore, this study revealed that the species numbers and concentrations of PHCZs formed in chlorination were much higher than those in chloramination, and the formation of PHCZs was decreased by ~50% with an increase of pH from 6.0 to 9.0. This study of the variety of PHCZs in chlorinated water is an important step toward revealing the occurrence of PHCZs in aquatic environments.3,6-Dibromo-9H-carbazole(cas: 6825-20-3Reference of 3,6-Dibromo-9H-carbazole) was used in this study.

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a pharmaceutical intermediate, and also an important intermediate of synthesizing optoelectronic materials. It has been used in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.Reference of 3,6-Dibromo-9H-carbazole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary