Tag: 100-200

《Synthesis of Novel Vindoline-Chrysin Hybrids》 was written by Mayer, Szabolcs; Nagy, Nora; Keglevich, Peter; Szigetvari, Aron; Dekany, Miklos; Szantay, Csaba Junior; Hazai, Laszlo. COA of Formula: C4H7BrO2This research focused onvindoline chrysin doxorubicin cisplatin ciglitazone diphenylamine 10 chloroacetamidovindoline anticancer; anticancer effect; chrysin; hybrid molecule; reaction mechanism; vindoline. The article conveys some information:

Vinca alkaloids are well-known microtubule targeting agents, which are used against some types of cancer. Vindoline is one of the monomeric Vinca alkaloids which does not have anti-tumor effect, although its derivatives have serious impact on the field of these indole alkaloids. Chrysin is a secondary plant metabolite, which has broad-spectrum biol. activity, among others anticancer activity. Chrysin had shown synergic effect with several antiproliferative compounds (e. g., doxorubicin, cisplatin and ciglitazone), therefore, we attempted the synthesis of a novel vindoline-chrysin hybrid mol. However, in the first case a diphenylamine structure was isolated. The mechanism of the unexpected reaction was studied, and then the originally targeted hybrid was synthesized by a reverse route coupling. A further hybrid was produced using a different site of the mol. The antitumor activities were determined against 60 human tumor cell lines (NCI60), where the aimed hybrid showed low micromolar GI50 values on most of the cell lines. In addition to this study using 4-Bromobutanoic acid, there are many other studies that have used 4-Bromobutanoic acid(cas: 2623-87-2COA of Formula: C4H7BrO2) was used in this study.

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).COA of Formula: C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of C7H5BrOIn 2019 ,《Enantioselective Gold-Catalyzed Pictet-Spengler Reaction》 was published in Organic Letters. The article was written by Glinsky-Olivier, Nicolas; Yang, Shengwen; Retailleau, Pascal; Gandon, Vincent; Guinchard, Xavier. The article contains the following contents:

Cationic chiral Au(I) complexes catalyze asym. Pictet-Spengler reactions between tryptamines and arylaldehydes. The resulting tetrahydro-β-carbolines I (R1 = H, 5-Me, 5-OMe; R2 = Allyl, Bn, CH2Mes, etc.; R3 = Ph, 4-Et-C6H4, 2-CN-C6H4, 3ClC6H4, etc.)are obtained with wide functional group tolerance in high yield and with high enantioselectivities (up to 95%). Aldehydes bearing polar or protic functions are well tolerated. The reaction features a hitherto unknown C2-auration of the indole as the key step, supported by d. functional theory calculations The experimental part of the paper was very detailed, including the reaction process of o-Bromobenzaldehyde(cas: 6630-33-7Synthetic Route of C7H5BrO)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Synthetic Route of C7H5BrOIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2623-87-2In 2019 ,《Imprinting supramolecular chirality on silica from natural triterpenoid-regulated helical ribbons》 was published in Materials Chemistry Frontiers. The article was written by Gao, Yuxia; Hao, Jie; Liu, Jinguo; Liang, Yun; Du, Fengpei; Hu, Jun; Ju, Yong. The article contains the following contents:

Supramol. chirality has attracted significant attention because of its critical roles in the life and material sciences. In this study, a natural triterpenoid-tailored amphiphilic mol. C4-MOP was designed and synthesized, in which the pyridinium head group was modified on the skeleton of triterpenoid through an alkyl linker. The introduction of pyridinium not only offers a hydrophilic cation to promote the assembly process but also renders itself as the nucleation point to adsorb silica precursors. The results showed that by adjusting the solvent compositions and the concentration of C4-MOP, well-ordered helical nanoribbons with both right- and left-handedness were fabricated by the assembly of C4-MOP, where the hydrophilic pyridinium cations were helically displayed on the surface of ribbons. Subsequently, by taking advantage of electrostatic interactions between pyridinium and the silica precursor, the supramol. chirality of C4-MOP was successfully imprinted onto the silica nanostructures using the gel-sol mineralization process. Our work provides a simple yet useful strategy to prepare chiral silica, which could promote the applications of chiral natural products in material science. The experimental part of the paper was very detailed, including the reaction process of 4-Bromobutanoic acid(cas: 2623-87-2Application of 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Application of 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Category: bromides-buliding-blocksIn 2019 ,《Discovery of Novel Dual Histone Deacetylase and Mammalian Target of Rapamycin Target Inhibitors as a Promising Strategy for Cancer Therapy》 appeared in Journal of Medicinal Chemistry. The author of the article were Chen, Yong; Yuan, Xue; Zhang, Wanhua; Tang, Minghai; Zheng, Li; Wang, Fang; Yan, Wei; Yang, Shengyong; Wei, Yuquan; He, Jun; Chen, Lijuan. The article conveys some information:

In the present study, a series of novel dual-target histone deacetylase (HDAC) and mammalian target of rapamycin (mTOR) inhibitors were designed and synthesized using pyrimidine-pyrazolyl pharmacophore to append HDAC recognition cap and hydroxamic acid as a zinc-binding motif. Among them, I was the optimal lead compound with potent inhibition activities against mTOR and HDAC1 with half-maximal inhibitory concentration of 1.2 and 0.19 nM, resp. Western blot confirmed that I could upregulate acetylation of H3 and α-tubulin and downregulate mTOR-related downstream mediators. I could also stimulate cell cycle arrest in G0/G1 phase and induce tumor cell apoptosis. I showed comparable antitumor activity with the combination medication in MM1S xenograft model with a tumor growth inhibitory rate of 72.5%, without causing significant loss of body weight and toxicity. All of the results indicated that I could be a promising dual target inhibitor for treating hematol. malignancies. The experimental process involved the reaction of Ethyl 3-bromopropanoate(cas: 539-74-2Category: bromides-buliding-blocks)

Ethyl 3-bromopropanoate(cas: 539-74-2) 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Wang, Lucia; Lin, Shengjia; Santos, Emmanuel; Pralat, Jenna; Spotton, Kaylyn; Sharma, Abhishek published an article in Journal of Organic Chemistry. The title of the article was 《Boron-Promoted Deprotonative Conjugate Addition: Geminal Diborons as Soft Pronucleophiles and Acyl Anion Equivalents》.Recommanded Product: 7051-34-5 The author mentioned the following in the article:

The 1,4-addition of α,α-diboryl carbanions generated via deprotonation of the corresponding geminal diborons R1CH(Bpin)2 (R1 = prop-2-en-1-yl, thiophen-3-ylmethyl, cyclopropylmethyl, etc.) has been reported. The methodol. provided a general route to highly substituted and synthetically useful γ,γ-diboryl ketones R1C(Bpin)2CH(R3)C(O)R2 (R2 = C6H5, 4-ClC6H4, cyclohexyl, etc.; R3 = Me, Ph, Et, etc.). The development of geminal diborons as soft pronucleophiles also enabled their use as acyl anion equivalent via a one-pot tandem conjugate addition-oxidation sequence. The results came from multiple reactions, including the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5Recommanded Product: 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Recommanded Product: 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tian, Yanxin; He, Yulin; Liu, Pan; Zhang, Hui; Zheng, Qiuying; Liu, Jialiang; Xiao, Linghan; Wang, Xibin; Ao, Yuhui; Li, Ming published their research in Journal of Materials Science in 2021. The article was titled 《Mild and in situ photo-crosslinking of anthracene-functionalized poly(aryl ether ketone) for enhancing temporal stability of organic NLO materials》.Quality Control of 4-Bromobutanoic acid The article contains the following contents:

Developing a mild and efficient method to simultaneously enhance poling efficiency and temporal stability is meaningful and challenging for organic second-order nonlinear optical materials. In this paper, a new poly(aryl ether ketone) and chromophores functionalized with anthracene groups have been designed and prepared Poling and crosslinking process could be separated by the mild and photo-initiated cycloaddition of anthracene group. As the UV-Vis spectrum, DSC and TGA curves, the networks had formed by 30-min irradiation of the lower-power UV light which led little decomposition of dipolar chromophores. The maximum electro-optic coefficient (r33) of these polymers is 28.5 pm V-1 (at 1.3μm), and the order parameter reaches 0.22. Moreover, the depolarization temperature of α peak, related to the dipole relaxation, has been increased to 129°C after crosslinking, which is 17°C higher than uncrosslinked ones. All these results indicated that the photo-crosslinking of anthracene exhibited promising potential for improving alignment stability and NLO activity at the same time. After reading the article, we found that the author used 4-Bromobutanoic acid(cas: 2623-87-2Quality Control of 4-Bromobutanoic acid)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Quality Control of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Discovery of Potent and Selective Epidermal Growth Factor Receptor (EGFR) Bifunctional Small-Molecule Degraders》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Cheng, Meng; Yu, Xufen; Lu, Kaylene; Xie, Ling; Wang, Li; Meng, Fanye; Han, Xiaoran; Chen, Xian; Liu, Jing; Xiong, Yue; Jin, Jian. Recommanded Product: Ethyl 3-bromopropanoate The article mentions the following:

Several epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors have been developed and approved by Food and Drug Administration for the treatment of non-small-cell lung cancers, but their efficacy can be compromised by acquired drug resistance conferred by EGFR-mutant variants. Here, we described the discovery of a novel E3 ligase von Hippel-Lindau-recruiting EGFR degrader, MS39 (compound 6), and a first-in-class E3 ligase cereblon-recruiting EGFR degrader, MS154 (compound 10), using the proteolysis targeting chimera technol. These compounds potently induced the degradation of mutant but not wild-type EGFR in an E3 ligase-dependent manner in cancer cell lines and effectively suppressed the growth of lung cancer cells compared with the corresponding neg. controls. The global proteomic analyses revealed that the compounds were highly selective for EGFR. Furthermore, both compounds were bioavailable in mouse pharmacokinetic studies, and compound 6 is the first EGFR degrader suitable for in vivo efficacy studies. Overall, we provide a set of well-characterized chem. tools to the research community. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-bromopropanoate(cas: 539-74-2Recommanded Product: Ethyl 3-bromopropanoate)

Ethyl 3-bromopropanoate(cas: 539-74-2) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Recommanded Product: Ethyl 3-bromopropanoateSome 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

《”Bulky-Yet-Flexible” α-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air》 was published in Journal of Organic Chemistry in 2020. These research results belong to Yang, Xu-Wen; Li, Dong-Hui; Song, A-Xiang; Liu, Feng-Shou. Synthetic Route of C9H11Br The article mentions the following:

To pursue a highly regioselective and efficient reductive Heck reaction, a series of moisture- and air-stable α-diimine palladium precatalysts was rationally designed, readily synthesized, and fully characterized. The relationship between the structures of the palladium complexes and the catalytic properties was investigated. It was revealed that the “”bulky-yet-flexible”” palladium complexes allowed highly anti-Markovnikov-selective hydroarylation of alkenes with (hetero)aryl bromides under aerobic conditions. Further, synthetic application of the present protocol could provide rapid and straightforward access to functional and biol. active mols. In the experiment, the researchers used many compounds, for example, 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Synthetic Route of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Synthetic Route of C9H11Br Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Green chemistry: efficient acetalization of aldehydes with alcohols using the acid red 52 photocatalyst》 was published in Environmental Chemistry Letters in 2020. These research results belong to Yu, Linyu; Lin, Chuyuan; Liao, Chunshu; Zeng, Xianghua; Chen, Xiuwen; Zhu, Zhongzhi; Huang, Yubing; Li, Yibiao; Chen, Lu. Quality Control of o-Bromobenzaldehyde The article mentions the following:

A sodium 4-[6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl]benzene-1,3-disulfonate (acid red 52) is used here as photocatalyst under yellow light irradiation A wide array of acyclic and cyclic acetals R1CH(OR2)2 (R1 = 4-fluorophenyl, 2-phenylethynyl, 3-methoxyphenyl, etc.; R2 = Et, methyl) and 2-(4-chlorophenyl)-1,3-dioxolane in 75-93% yields was obtained. Results show the efficient acetalization of aldehydes R1CHO with alcs. R2OH and ethylene glycol at room temperature, the use of abundant and sustainable alcs. as both the solvents and coupling agents, low catalyst loading, short reaction time, and readily available catalyst, which might be applied to green-catalyzed systems.o-Bromobenzaldehyde(cas: 6630-33-7Quality Control of o-Bromobenzaldehyde) was used in this study.

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Quality Control of o-BromobenzaldehydeIt is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,New Journal of Chemistry included an article by Zare, Abdolkarim; Kohzadian, Alireza; Abshirini, Zahra; Sajadikhah, Seyed Sajad; Phipps, Joshua; Benamara, Mourad; Beyzavi, M. Hassan. Product Details of 6630-33-7. The article was titled 《Nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride as a novel basic catalyst for the efficient synthesis of pyrido[2,3-d:6,5-d’]dipyrimidines》. The information in the text is summarized as follows:

This study describes the synthesis and characterization of nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride {nano-[DMSPDE][Cl]}, and its application as a highly effective, heterogeneous and recyclable basic catalyst for the promotion of a useful organic reaction. The catalyst was characterized using FTIR, SEM, TEM, TGA, XRD, Brunauer-Emmett-Teller (BET) and energy-dispersive x-ray spectroscopy (EDS) methods. The nanocatalyst was used to facilitate the solvent-free preparation of pyrido[2,3-d:6,5-d’]dipyrimidines by the multi-component reaction of 2-thiobarbituric acid, arylaldehydes and NH4OAc. Nano-[DMSPDE][Cl] furnished the products in high yields and in short reaction times, and showed no significant loss of activity after multiple runs. In the literature, pyrido[2,3-d:6,5-d’]dipyrimidines were synthesized using Lewis or acidic catalysts; however, a basic catalyst was applied for their preparation In the experiment, the researchers used many compounds, for example, o-Bromobenzaldehyde(cas: 6630-33-7Product Details of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Product Details of 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary