Tag: 300-400

In 2022,Grantham, Helena F.; Kimber, Marc C. published an article in ChemPhotoChem. The title of the article was 《Dimeric Cyclobutane Formation Under Continuous Flow Conditions Using Organophotoredox-Catalyzed [2+2] Cycloaddition》.Product Details of 6825-20-3 The author mentioned the following in the article:

By merging organophotoredox catalysis and continuous flow technol., a batch vs. continuous flow study was performed providing a convenient synthetic route to an important carbazole cyclobutane material dimer 1,2-trans-dicarbazylcyclobutane (t-DCzCB) using only 0.1 mol % of an organophotoredox catalyst. The scope of this methodol. was explored giving a new class of functional materials, as well as an improved synthetic route to styrene-based lignan dimeric natural products. The cyclobutane dimers were isolated in higher chem. yields under continuous flow conditions and reaction times were reduced significantly compared to traditional batch reaction conditions. The experimental part of the paper was very detailed, including the reaction process of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Product Details of 6825-20-3)

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 as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent.Product Details of 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Global profiling and identification of bile acids by multi-dimensional data mining to reveal a way of eliminating abnormal bile acids》 was written by Lin, Miao; Chen, Xiong; Wang, Zhe; Wang, Dongmei; Zhang, Jin-Lan. Recommanded Product: 21085-72-3 And the article was included in Analytica Chimica Acta in 2020. The article conveys some information:

Bile acids (BAs), as crucial endogenous metabolites, are closely related to cholestasis, metabolic disorders, and cancer. To better understand their function and disease pathogenesis, global profiling of BAs is necessary. Here, multidimensional data mining was developed for the discovery and identification of potentially unknown BAs in cholestasis rats. Based on an inhouse theor. BA database and using a newly established liquid chromatog.-tandem high-resolution mass spectrometry (LC-HRMS/MS) method, four-dimensional (4D) data including the retention times (RT), abundances, HRMS, and HRMS/MS spectra were acquired and elucidated. And 491 BAs were totally profiled. Then, the relations between RT with different conjugation types, different positions and configurations of hydroxyl/ketone groups as well as fragmentation rules of hydroxyl, ortho-hydroxyl, ketone, and conjugated groups of BAs were summarized to assist BA identification for the first time. Finally, 292 BAs were assigned with mol. formulas, 201 of which were putatively identified by integrating the 4D data, applying structure-driven relative retention time rules, and a comparison with synthetic BAs. The estimated concentrations of 201 BAs, including 93 reported and 108 newly identified BAs, were quantified by using surrogate standards with similar structure. Among 201 BAs, 38 BAs were detected in both humans and rats for the first time. The authors′ strategy has expanded the scope of BAs and provides a way to identify a class of metabolites. Compared to normal rats, the significantly increased sulfated and glucuronide conjugated BAs in urine and feces from exptl. cholestatic rats may reveal a way to diagnose intrahepatic cholestasis. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Recommanded Product: 21085-72-3)

(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.Recommanded Product: 21085-72-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Catalytic radical generation of π-allylpalladium complexes》 was published in Nature Catalysis in 2020. These research results belong to Huang, Huan-Ming; Koy, Maximilian; Serrano, Eloisa; Pflueger, Philipp Miro; Schwarz, J. Luca; Glorius, Frank. Application of 1779-49-3 The article mentions the following:

A radical approach for the generation of π-allylpalladium complexes by employing N-hydroxyphthalimide esters e.g., I as bifunctional reagents in combination with 1,3-dienes RCH=CHCH=CH2 (R = H, Me, 2-phenylethyl, cyclohexyl, etc.) and 1,3-cyclohexadiene was shown. Using this strategy, 1,4-aminoalkylation of dienes were reported. The remarkable scope and functional group tolerance of this redox-neutral and mild protocol were demonstrated across >60 examples e.g., II. The utility of this strategy was further demonstrated in radical cascade reactions and in the late-stage modification of drugs and natural products. The experimental process involved the reaction of Methyltriphenylphosphonium bromide(cas: 1779-49-3Application of 1779-49-3)

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. Application of 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,De Leon, Cesar A.; Lang, Geoffrey; Saavedra, Marcos I.; Pratt, Matthew R. published 《Simple and efficient preparation of O- and S-GlcNAcylated amino acids through InBr3-catalyzed synthesis of β-N-acetylglycosides from commercially available reagents》.Organic Letters published the findings.Related Products of 13465-09-3 The information in the text is summarized as follows:

The facile synthesis of serine, threonine, and cysteine β-glycosides using com. available peracetylated β-N-acetylglucosamine (β-Ac4GlcNAc) and catalytic amounts of indium bromide (InBr3) is described. This method involves only inexpensive reagents that require no further modification or special handling. The reagents are simply mixed, dissolved, and refluxed to afford the GlcNAcylated amino acids in great yields (70-80%). This operationally simple procedure should facilitate the study of O-GlcNAcylation without necessitating expertise in synthetic carbohydrate chem. In the part of experimental materials, we found many familiar compounds, such as Indium(III) bromide(cas: 13465-09-3Related Products of 13465-09-3)

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.Related Products of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nakayama, Yoshiki; Ando, Gaku; Abe, Manabu; Koike, Takashi; Akita, Munetaka published an article in ACS Catalysis. The title of the article was 《Keto-Difluoromethylation of Aromatic Alkenes by Photoredox Catalysis: Step-Economical Synthesis of α-CF2H-Substituted Ketones in Flow》.Synthetic Route of C10H16Br3N The author mentioned the following in the article:

A step-economical method for synthesis of α-CF2H-substituted ketones from readily available alkene feedstocks was developed. Radical difluoromethylation of aromatic alkenes combining DMSO oxidation and photoredox catalysis is a key to the successful transformation. Electrochem. anal., laser flash photolysis (LFP), and d. functional theory (DFT) calculations reveal that N-tosyl-S-difluoromethyl-S-phenylsulfoximine serves as the best CF2H radical source among analogous sulfone-based CF2H reagents. The present photocatalytic keto-difluoromethylation was applied to flow synthesis and easily scaled up to gram-scale synthesis within a reasonable reaction time. Furthermore, potentials of the α-CF2H-substituted ketones for useful synthetic intermediates are shown; e.g., synthesis of the CF2H-containing α-hydroxyamide with the same carbon skeleton as that of the anticonvulsant active CF3-analog, is disclosed. Addnl., mechanistic studies are also discussed. In addition to this study using Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, there are many other studies that have used Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide(cas: 111865-47-5Synthetic Route of C10H16Br3N) was used in this study.

Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide(cas: 111865-47-5) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Synthetic Route of C10H16Br3NSome 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

《anti-Carbometalation of Alkynyl Sulfides Using Indium Tribromide and Ketene Silyl Acetals》 was published in Chemistry Letters in 2020. These research results belong to Kang, Kyoungmin; Sakamoto, Kosuke; Nishimoto, Yoshihiro; Yasuda, Makoto. Category: bromides-buliding-blocks The article mentions the following:

Regioselective anti-carbometalation of alkynyl sulfides via the use of InBr3 and organosilicon nucleophiles to give β-mercaptoalkenylindium compounds was developed. The structure of β-mercaptoalkenylindium was characterized by X-ray crystallog. anal. A variety of disubstituted alkenyl sulfides were regio- and stereoselectively obtained by either halogenation or Pd-catalyzed cross-coupling with aryl halides using the mercaptoalkenylindiums. In the experimental materials used by the author, we found Indium(III) bromide(cas: 13465-09-3Category: bromides-buliding-blocks)

Indium(III) bromide(cas: 13465-09-3) is used in organic synthesis as a water tolerant Lewis acid. It efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《InBr3 as a self-defensed redox mediator for Li-O2 batteries: In situ construction of a stable indium-rich composite protective layer on the Li anode》 were Liu, Jia; Wu, Tong; Zhang, Siqi; Li, Dan; Wang, Ying; Xie, Haiming; Yang, Jinghai; Sun, Guiru. And the article was published in Journal of Power Sources in 2019. Formula: Br3In The author mentioned the following in the article:

One big obstacle for a redox mediator (RM)-based Li-O2 system is the redox shuttling between the diffusible RM+ and Li anode, leading to the unexpected RM degradation and continuous deterioration of Li anode, which inevitably results in a low energy efficiency and a poor cycling stability for the Li-O2 battery. Here, InBr3 as a self-defensed RM is firstly introduced into Li-O2 batteries, which can lower the cell overpotential and thus improve the cycling performance. Moreover, due to the In3+ existence, an In-rich composite protective layer can be in situ generated on the Li anode, which contributes to suppressing the redox shuttling, improving the interface stability of Li and electrolyte, and inhibiting the dendrite formation. This work gives an insight into the development of self-defensed RM and the protection of the Li anode for Li-O2 batteries. In the part of experimental materials, we found many familiar compounds, such as Indium(III) bromide(cas: 13465-09-3Formula: Br3In)

Indium(III) bromide(cas: 13465-09-3) is used in organic synthesis as a water tolerant Lewis acid. It efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones.Formula: Br3In

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Chemistry of Materials included an article by Yuan, Yang; Li, Jiantang; Sun, Xiaodong; Li, Guanghua; Liu, Yunling; Verma, Gaurav; Ma, Shengqian. Product Details of 13465-09-3. The article was titled 《Indium-Organic Frameworks Based on Dual Secondary Building Units Featuring Halogen-Decorated Channels for Highly Effective CO2 Fixation》. The information in the text is summarized as follows:

Using a “”bifunctional ligand-directed strategy””, three isostructural indium-organic frameworks based on dual secondary building units (SBUs) were successfully constructed with targeted structures. In their frameworks, two types of unsaturated monomeric indium SBUs-[In(OOC-)2(-N-)X(H2O)] and [In(OOC-)2(-N-)X2]- (X = Cl, Br, and I; OOC- = dicarboxylphenyl-nicotinate) assemble to form 1D tubular channels with both open metal sites and weak base polarizing substituents. The trimeric indium SBUs [In3O(OOC-)6(DMA)3]+ serve as robust external linkers to extend into a 3D honeycomb double-walled framework with nanoscale channels. By changing the polarizing substituents in situ with different halogens (Cl-, Br-, and I-), three obtained isostructural MOFs show different channel characteristics, such as alkalinity of the polarizing substituents, acidity of the polarized open indium sites, extended channel sizes, and increased pore volumes (from -I to -Cl). Subsequently, the authors took the three MOFs collectively as a platform to investigate the impact of the different coordinated halide ions on channel functions, especially on CO2 adsorption and chem. conversion. Accordingly, the three nanochannel MOF catalysts exhibited highly effective performances in catalyzing cycloaddition of CO2 with large-sized epoxides, particularly styrene oxide, into value-added products-styrene carbonates with yields of 91-93% and high selectivity of 95-98%-under mild conditions. The authors speculated that the superior catalytic efficiencies of the three MOF catalysts could be ascribed to the synergistic effect of open indium sites as Lewis acid with different halide ions as weak base sites, which might enhance the catalytic selectivity through polarizing and activating CO2 mols. during the reaction process. After reading the article, we found that the author used Indium(III) bromide(cas: 13465-09-3Product Details of 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used in organic synthesis as a water tolerant Lewis acid. It efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones.Product Details of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,MedChemComm included an article by Sharipova, Radmila R.; Belenok, Mayya G.; Garifullin, Bulat F.; Sapunova, Anastasiya S.; Voloshina, Alexandra D.; Andreeva, Olga V.; Strobykina, Irina Yu.; Skvortsova, Polina V.; Zuev, Yuriy F.; Kataev, Vladimir E.. Recommanded Product: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate. The article was titled 《Synthesis and anti-cancer activities of glycosides and glycoconjugates of diterpenoid isosteviol》. The information in the text is summarized as follows:

A series of glycosides and glycoconjugates of diterpenoid isosteviol (16-oxo-ent-beyeran-19-oic acid) with various monosaccharide residues were synthesized and their cytotoxicity against some human cancer and normal cell lines was assayed. Most of the synthesized compounds demonstrated moderate to significant cytotoxicity against human cancer cell lines M-HeLa and MCF-7. Three lead compounds exhibited selective cytotoxic activities against M-HeLa (IC50 = 10.0-15.1μM) that were three times better than the cytotoxicity of the anti-cancer drug Tamoxifen (IC50 = 28.0μM). Moreover, the lead compounds were not cytotoxic with respect to the normal human cell line Chang liver (IC50 > 100μM), whereas Tamoxifen inhibited the viability of normal human Chang liver cells with an IC50 value of 46.0μM. It was determined that the cytotoxicity of the lead compounds was due to induction of apoptosis proceeding along the mitochondrial pathway. The cytotoxic activity of the synthesized compounds substantially depended on the nature of the monosaccharide residue and its position, i.e., whether the monosaccharide residue was attached directly to the isosteviol skeleton or was moved away from it by means of a polymethylene linker. After reading the article, we found that the author used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Recommanded Product: (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.Recommanded Product: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Bioconjugate Chemistry included an article by Park, Suho; Kim, Sun Young; Cho, Jongun; Jung, Doohwan; Seo, Donghoon; Lee, Jaeho; Lee, Sangkwang; Yun, Sanghyeon; Lee, Hyangsook; Park, Okku; Seo, Beomseok; Woo, Sung Ho; Park, Tae Kyo. SDS of cas: 21085-72-3. The article was titled 《Aryl Sulfate is a Useful Motif for Conjugating and Releasing Phenolic Molecules: Sulfur Fluorine Exchange Click Chemistry Enables Discovery of Ortho-Hydroxy-Protected Aryl Sulfate Linker》. The information in the text is summarized as follows:

A new self-immolative linker motif, Ortho Hydroxy-Protected Aryl Sulfate (OHPAS), was devised, and OHPAS-containing antibody drug conjugates (ADC) were tested in vitro and in vivo. Conveniently synthesized using Sulfur Fluorine Exchange (SuFEx) chem., it is based structurally on diaryl sulfate, with one aryl acting as a payload and the other as a self-immolative sulfate unit having a latent phenol function at the ortho position. The chem. stable OHPAS linker was stable in plasma samples from 5 different species, yet it can release the payload mol. smoothly upon chem. or biol. triggering. The payload release proceeds via intramol. cyclization, producing a cyclic sulfate coproduct that eventually hydrolyzes to a catechol monosulfate. A set of OHPAS-containing ADCs based on Trastuzumab were prepared with a drug to antibody ratio of ∼2, and were shown to be cytotoxic in 5 different cancer cell lines in vitro and dose-dependently inhibited tumor growth in a NCI-N87 mouse xenograft model. We conclude that OHPAS conjugates will be of considerable use for delivering phenol-containing payloads to tissues targeted for medical intervention. The experimental process involved the reaction of (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3SDS of cas: 21085-72-3)

(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.SDS of cas: 21085-72-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary