Tag: 200-300

Category: bromides-buliding-blocksIn 2022 ,《Soft Alloys Constructed with Distinct Mesoatoms via Self-Sorting Assembly of Giant Shape Amphiphiles》 was published in Angewandte Chemie, International Edition. The article was written by Wang, Yicong; Huang, Jiahao; Yan, Xiao-Yun; Lei, Huanyu; Liu, Xian-You; Guo, Qing-Yun; Liu, Yuchu; Liu, Tong; Huang, Mingjun; Bian, Fenggang; Su, Zebin; Cheng, Stephen Z. D.. The article contains the following contents:

The packing structures of spherical motifs affect the properties of resultant condensed materials such as in metal alloys. Inspired by the classic metallurgy, developing complex alloy-like packing phases in soft matter (also called “”soft alloys””) is promising for the next-generation superlattice engineering. Nevertheless, the formation of many alloy-like phases in single-component soft matter is usually thermodynamically unfavorable and tech. challenging. Here, we utilize a novel self-sorting assembly approach to tackle this challenge in binary blends of soft matter. Two types of giant shape amphiphiles self-sort to form their discrete spherical motifs, which further simultaneously pack into alloy-like phases. Three unconventional spherical packing phases have been observed in these binary systems, including MgZn2, NaZn13, and CaCu5 phases. It′s the first time that the CaCu5 phase is exptl. observed in soft matter. This work demonstrates a general approach to constructing unconventional spherical packing phases and other complex superlattices in soft matter. The results came from multiple reactions, including the reaction of 3,5-Dibromoaniline(cas: 626-40-4Category: bromides-buliding-blocks)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of C7H13BrO2In 2021 ,《Hydrazone exchange: a viable route for the solid-tethered synthesis of [2]rotaxanes》 was published in New Journal of Chemistry. The article was written by Da Silva Rodrigues, Rafael; Luis, Ena T.; Marshall, David L.; McMurtrie, John C.; Mullen, Kathleen M.. The article contains the following contents:

Building on the success of other dynamic covalent synthetic methods, hydrazone exchange as a strategy to improve the formation of rotaxanes in solution and on solid surfaces were presented. Solution-state analogs containing naphthalenediimide (NDI) or bipyridinium motifs and 1,5-dinaphtho[38]crown-10 were initially prepared to establish ideal conditions for maintaining thermal equilibrium throughout the exchange reaction. Solid-state rotaxanes were synthesized on hydrazide-functionalised TentaGel polymer resins and analyzed with HR MAS 1H NMR spectroscopy. Surface rotaxane functionalisation of 80% was achieved for the NDI rotaxane, which was significantly higher than previously reported with either dynamic covalent or traditional irreversible synthetic strategies.Ethyl 5-bromovalerate(cas: 14660-52-7Synthetic Route of C7H13BrO2) was used in this study.

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Synthetic Route of C7H13BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Nickel-Catalyzed Electrochemical Reductive Relay Cross-Coupling of Alkyl Halides to Aryl Halides》 was written by Jiao, Ke-Jin; Liu, Dong; Ma, Hong-Xing; Qiu, Hui; Fang, Ping; Mei, Tian-Sheng. Category: bromides-buliding-blocks And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

A highly regioselective Ni-catalyzed electrochem. reductive relay cross-coupling between an aryl halide and an alkyl halide was developed in an undivided cell. Various functional groups are tolerated under these mild reaction conditions, which provides an alternative approach for the synthesis of 1,1-diarylalkanes. In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Category: bromides-buliding-blocks)

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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《A Tumor-Microenvironment-Responsive Lanthanide-Cyanine FRET Sensor for NIR-II Luminescence-Lifetime In Situ Imaging of Hepatocellular Carcinoma》 was written by Zhao, Mengyao; Li, Benhao; Wu, Yifan; He, Haisheng; Zhu, Xinyan; Zhang, Hongxin; Dou, Chaoran; Feng, Lishuai; Fan, Yong; Zhang, Fan. Category: bromides-buliding-blocks And the article was included in Advanced Materials (Weinheim, Germany) in 2020. The article conveys some information:

Deep tissue imaging in the second near-IR (NIR-II) window holds great promise for widespread fundamental research. However, inhomogeneous signal attenuation due to tissue absorption and scattering hampers its application for accurate in vivo biosensing. Here, lifetime-based in situ hepatocellular carcinoma (HCC) detection in NIR-II region is presented using a tumor-microenvironment (peroxynitrite, ONOO-)-responsive lanthanide-cyanine Foerster resonance energy transfer (FRET) nanosensor. A specially designed ONOO–responsive NIR-II dye, MY-1057, was synthesized as the FRET acceptor. Robust lifetime sensing is independent of tissue penetration depth. Tumor lesions are accurately distinguished from normal tissue due to the recovery lifetime. Magnetic resonance imaging and liver dissection results illustrate the reliability of lifetime-based detection in single and multiple HCC models. Moreover, the ONOO- amount can be calculated according to the standard curve. The results came from multiple reactions, including the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Category: bromides-buliding-blocks)

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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Structure Ligation Relationship of Amino Acids for the Selective Indole C-H Arylation Reaction: L-Aspartic acid as Sustainable Alternative of Phosphine Ligands》 was written by Lokhande†, Shyam Kumar; Vaidya†, Gargi Nikhil; Satpute, Dinesh Parshuram; Venkatesh, Ashwini; Kumar, Sanjeev; Kumar, Dinesh. Name: 5-Bromobenzo[d][1,3]dioxole And the article was included in Advanced Synthesis & Catalysis in 2020. The article conveys some information:

The Structure Ligation Relationship (SLR) of free amino acids (AAs) under Pd-catalysis were examined for the chemo- and regioselective indole C-H arylation reactions. While the majority of AAs were minor or ineffective, the L-aspartic acid (L-Asp) stands out promising to deliver high-value C3-arylated indoles with excellent chemo- (C vs N) and regioselectivity (C3 vs C2) with high functional group tolerance. Thus, the protocol offers a cost-effective and sustainable alternative of phosphine-based ligands for the indole C3-H arylation reactions. Preliminary mechanistic investigations suggested the simultaneous involvement of -NH2, α-CO2H, and β-CO2H functionalities of L-Asp and found critical for its ligation efficiency. The developed catalytic system was compatible with the tandem decarboxylation/arylation procedure for the chemoselective synthesis of 3-aryl indoles. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Name: 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.Name: 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《One-pot synthesis of porphyrin-based [5]rotaxanes》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Martinez-Bulit, Pablo; Wilson, Benjamin H.; Loeb, Stephen J.. Synthetic Route of C6H5Br2N The article mentions the following:

A one-pot reaction is used to make a series of [5]rotaxanes. The protocol involves simultaneous threading-followed-by-stoppering to trap a macrocycle (dibenzo[24]crown-8, DB24C8) on an axle to form a mech. interlocked mol. (MIM) – in this case a rotaxane – and the condensation of an aldehyde with a pyrrole to form a porphyrin precursor. For each [5]rotaxane, a different combination of recognition site and stoppering group was used; the protonation state of the [5]rotaxane can be used to generate different co-conformational states for each [5]rotaxane making these systems potential multi-state switches for further study in solution or the solid-state. In the experimental materials used by the author, we found 3,5-Dibromoaniline(cas: 626-40-4Synthetic Route of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Synthetic Route of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Tumor-Triggered Disassembly of a Multiple-Agent-Therapy Probe for Efficient Cellular Internalization》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Yang, Juliang; Dai, Jun; Wang, Quan; Cheng, Yong; Guo, Jingjing; Zhao, Zujin; Hong, Yuning; Lou, Xiaoding; Xia, Fan. COA of Formula: C6H12Br2 The article mentions the following:

Integration of multiple agent therapy (MAT) into one probe is promising for improving therapeutic efficiency for cancer treatment. However, MAT probe, if entering the cell as a whole, may not be optimal for each therapeutic agent (with different physicochem. properties), to achieve their best performance, hindering strategy optimization. A peptide-conjugated-AIEgen (FC-PyTPA) is presented: upon loading with siRNA, it self-assembles into FCsiRNA-PyTPA. When approaching the region near tumor cells, FCsiRNA-PyTPA responds to extracellular MMP-2 and is cleaved into FCsiRNA and PyTPA. The former enters cells mainly by macropinocytosis and the latter is internalized into cells mainly through caveolae-mediated endocytosis. This two-part strategy greatly improves the internalization efficiency of each individual therapeutic agent. Inside the cell, self-assembly of nanofiber precursor F, gene interference of CsiRNA, and ROS production of PyTPA are activated to inhibit tumor growth. After reading the article, we found that the author used 1,6-Dibromohexane(cas: 629-03-8COA of Formula: C6H12Br2)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of pyrrolo-tetrathiafulvalene molecular bridge (6PTTF6) to study redox switching behavior of single molecules; synthesis of water-soluble thermoresponsive polylactides.COA of Formula: C6H12Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Application of Hammett equation to hydrogen bond interactions of benzoic acid in chloroform/water system and explanation for non-linear Hammett relation to partition coefficients for the same system》 was published in Computational & Theoretical Chemistry in 2020. These research results belong to Rachuru, Sanjeev; Skelton, Adam A.; Vandanapu, Jagannadham. Reference of 4-Bromobenzoic acid The article mentions the following:

It is well known that benzoic acid distributes itself between chloroform and water. The partition coefficients (Kp) of seven different benzoic acids in chloroform/water are documented in the literature. Plausible hydrogen bonded structures of these seven benzoic acids with the two immiscible solvents were envisaged and the DFT calculation for these hydrogen bonds were carried out. Further, the conformity of Hammett relation to the hydrogen bond interactions was assessed. Application of Hammett equation to the hydrogen bonding of distribution of different para-substituted benzoic acids to these immiscible solvents is done for the first time. Further, an explanation for non-linear plot of partition coefficients logKp of para-substituted benzoic acids in chloroform-water system vs. Hammett σ value has been explained for the first time. In the experiment, the researchers used 4-Bromobenzoic acid(cas: 586-76-5Reference of 4-Bromobenzoic acid)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.Reference of 4-Bromobenzoic acid It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design, synthesis and biological activity of novel substituted 3-benzoic acid derivatives as MtDHFR inhibitors》 was published in Bioorganic & Medicinal Chemistry in 2020. These research results belong to Kronenberger, Thales; Ferreira, Glaucio Monteiro; Ferreira de Souza, Alfredo Danilo; da Silva Santos, Soraya; Poso, Antti; Ribeiro, Joao Augusto; Tavares, Mauricio Temotheo; Pavan, Fernando Rogerio; Trossini, Gustavo Henrique Goulart; Dias, Marcio Vinicius Bertacine; Parise-Filho, Roberto. Synthetic Route of C9H9BrO2 The article mentions the following:

The fragment MB872 I [R1 = H; R2 = 3-C(O)OH; W = O; Y = CH2] was used as a prototype for analog development by bioisosterism/retro-bioisosterism, which resulted in substituted 3-benzoic acid derivatives I [R1 = H, OH, OMe, NO2; R2 = 3-C(O)OH, 4-C(O)OH, 3-C(O)OMe, 4-C(O)OMe, 3-NO2; W = O, S, NH, CH2; Y = O, CH2]. Compounds I were active against MtDHFR, with IC50 values ranging from 7 to 40μM, where compound I [R1 = H; R2 = 3-C(O)OH; W = NH; Y = CH2] not only had the best inhibitory activity (IC50 = 7μM), but also was 71-fold more active than the original fragment MB872. The compound I [R1 = H; R2 = 3-C(O)OH; W = NH; Y = CH2] inhibition kinetics indicated an uncompetitive mechanism, which was supported by mol. modeling which suggested that the compounds I could access an independent backpocket from the substrate and competitive inhibitors. Thus, based on these results, substituted 3-benzoic acid derivatives I had strong potential to be developed as novel MtDHFR inhibitors and also anti-TB agents. In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Synthetic Route of C9H9BrO2)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Synthetic Route of C9H9BrO2 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

Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzeneOn November 15, 2021 ,《Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters》 appeared in European Journal of Medicinal Chemistry. The author of the article were Pokorny, Jan; Olejnikova, Denisa; Frydrych, Ivo; Liskova, Barbora; Gurska, Sona; Benicka, Sandra; Sarek, Jan; Kotulova, Jana; Hajduch, Marian; Dzubak, Petr; Urban, Milan. The article conveys some information:

A set of new substituted dienes were synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Four compounds had IC50 below 5μmol/L; I and II were selected for studies of the mechanism of action. Cell cycle anal. revealed an increase in the number of apoptotic cells at 5 x IC50 concentration, where activation of irreversible changes leading to cell death can be expected. Both I and II led to the accumulation of cells in the G0/G1 phase with partial inhibition of DNA/RNA synthesis at 1 x IC50 and almost complete inhibition at 5 x IC50. Interestingly, compound II at 5 x IC50 caused the accumulation of cells in the S phase. Higher concentrations of tested drugs probably inhibit more off-targets than lower concentrations Mechanisms disrupting cellular metabolism can induce the accumulation of cells in the S phase. Both compounds I and II trigger selective apoptosis in cancer cells via intrinsic pathway, which we have demonstrated by changes in the expression of the crucial apoptosis-related protein. Pharmacol. parameters of derivative I were superior to II, therefore I was the finally selected candidate for the development of anticancer drug. In the experiment, the researchers used 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) 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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary