Month: October 2022

In 2022,Powell, Chelsea E.; Hatcher, John M.; Jiang, Jie; Vatsan, Prasanna S.; Che, Jianwei; Gray, Nathanael S. published an article in ACS Medicinal Chemistry Letters. The title of the article was 《Selective Macrocyclic Inhibitors of DYRK1A/B》.Related Products of 14660-52-7 The author mentioned the following in the article:

Dual-specificity tyrosine-(Y)-phosphorylation regulated kinase 1A (DYRK1A) is a therapeutic target of interest due to the roles it plays in both neurol. diseases and cancer. We present the development of the first macrocyclic inhibitors of DYRK1A. Initial lead inhibitor JH-XIV-68-3 (3) displayed selectivity for DYRK1A and close family member DYRK1B in biochem. and cellular assays, and demonstrated antitumor efficacy in head and neck squamous cell carcinoma (HNSCC) cell lines. However, we noted that it suffered from rapid aldehyde oxidase (AO)-mediated metabolism To overcome this liability, we generated a derivative (JH-XVII-10 (10)), where fluorine was introduced to block the 2-position of the azaindole and render the mol. resistant to AO activity. We showed that 10 maintains remarkable potency and selectivity in biochem. and cellular assays as well as antitumor efficacy in HNSCC cell lines and improved metabolic stability. Therefore, 10 represents a promising new scaffold for developing DYRK1A-targeting chem. probes and therapeutics.Ethyl 5-bromovalerate(cas: 14660-52-7Related Products of 14660-52-7) was used in this study.

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.Related Products of 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Tang, Qun; Xie, Yu; Liu, Yongpeng; Zheng, Lifang published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Synthesis of mitochondria-targeted menadione cation derivatives: Inhibiting mitochondrial thioredoxin reductase (TrxR2) and inducing apoptosis in MGC-803 cells》.Application In Synthesis of 8-Bromooctanoic acid The author mentioned the following in the article:

Menadione (VK3) is used as a powerful inducer of cellular reactive oxygen species (ROS) for many years and displays high anti-cancer activities in vivo. Recently, the development of mitochondria-targeted drugs has been more and more appreciated. Here, thirteen derivatives of VK3, I [R1 = H, Me, MeO, R2 = pyridinium, quinolinium, triphenylphosphonium, n = 9, 6, 4], were synthesized, which could localize in mitochondria by the triphenylphosphonium (TPP) cation or the nitrogen-based cation. The results of cytotoxicity from six human cancer cell lines showed that the targeted compounds I displayed higher activity than VK3 with the average IC50 value around 1μM. The results of cytotoxicity indicated that the substituents on C-2, the linear alkyl chains on C-3 and the cation moiety all could affect the cytotoxicity. The mechanistic studies showed that five representative compounds, I [R1 = Me, R2 = triphenylphosphonium, n = 9; R1 = MeO, R2 = triphenylphosphonium, n = 9; R1 = Me, R2 = pyridinium, n = 9; R1 = Me, R2 = quinolinium, n = 9; R1 = Me, R2 = triphenylphosphonium, n = 4], could localize in cellular mitochondria, elicit ROS burst and collapse mitochondrial membrane potential (ΔΨm), leading to cytochrome C release and apoptosis in MGC-803 cells. Particularly, they could obviously inhibit mitochondrial thioredoxin reductase TrxR2 expression, thus leading to aggravate cellular oxidative stress. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis of 8-Bromooctanoic acid)

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.Application In Synthesis of 8-Bromooctanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of Tris(4-bromophenyl)amineIn 2020 ,《Porphyrin-Based Porous Organic Polymer as Peroxidase Mimics for Sulfide-Ion Colorimetric Sensing》 appeared in ACS Sustainable Chemistry & Engineering. The author of the article were Li, Yanhong; Fang, Yishan; Gao, Wenqiang; Guo, Xiaojun; Zhang, Xiaomei. The article conveys some information:

The effective synthesis of functional nanoplatforms for simple, selective, and sensitive hydrogen sulfide detection has received significant attention because of the toxicity of hydrogen sulfide. Here, a new porphyrin-based porous organic polymer, FePPOPEPA, was fabricated through a Pd-/CuI-catalyzed Sonogashira cross-coupling reaction between tris(4-ethynylphenyl)amine and iron(III) 5,10,15,20-tetrakis-(4′-bromophenyl)porphyrinato (FeTBrPP). Results showed that FePPOPEPA has a porous framework, high BET surface areas, wide pore size distribution, abundant surface catalytic active sites, and excellent stability as well as reusability. In the presence of H2O2, FePPOPEPA showed high peroxidase-like activity toward 3,3′,5,5′-tetramethylbenzidine. Based on these findings, FePPOPEPA was used for the first time as an efficient colorimetric probe for sensitive and selective detection of sulfide ions with a low detection limit (0.013μM) within 3 min. The feasibility of this method for real water samples was validated via a standard addition experiment Moreover, the catalytic inhibition mechanism of S2- to FePPOPEPA was disclosed by XPS spectra. The graphic porphyrin-based porous organic polymer as peroxidase mimics for sulfide-ion colorimetric sensing. In the experiment, the researchers used many compounds, for example, Tris(4-bromophenyl)amine(cas: 4316-58-9Application In Synthesis of Tris(4-bromophenyl)amine)

In general, Tris(4-bromophenyl)amine(cas: 4316-58-9) is often used in the synthesis of porous luminescent covalent–organic polymers (COPs)Application In Synthesis of Tris(4-bromophenyl)amine

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1129-28-8In 2016 ,《Discovery of Novel Indoline Cholesterol Ester Transfer Protein Inhibitors (CETP) through a Structure-Guided Approach》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Wilson, Jonathan E.; Kurukulasuriya, Ravi; Reibarkh, Mikhail; Reiter, Maud; Zwicker, Aaron; Zhao, Kake; Zhang, Fengqi; Anand, Rajan; Colandrea, Vincent J.; Cumiskey, Anne-Marie; Crespo, Alejandro; Duffy, Ruth A.; Murphy, Beth Ann; Mitra, Kaushik; Johns, Douglas G.; Duffy, Joseph L.; Vachal, Petr. The article conveys some information:

Using the collective body of known (CETP) inhibitors as inspiration for design, a structurally novel series of tetrahydroquinoxaline CETP inhibitors were discovered. An exemplar from this series, compound I, displayed potent in vitro CETP inhibition and was efficacious in a transgenic cynomologus-CETP mouse HDL PD (pharmacodynamic) assay. However, an undesirable metabolic profile and chem. instability hampered further development of the series. A three-dimensional structure of tetrahydroquinoxaline inhibitor was proposed from 1H NMR structural studies, and this model was then used in silico for the design of a new class of compounds based upon an indoline scaffold. This work resulted in the discovery of compound II, which displayed potent in vitro CETP inhibition, a favorable PK-PD profile relative to tetrahydroquinoxaline I, and dose-dependent efficacy in the transgenic cynomologus-CETP mouse HDL PD assay. After reading the article, we found that the author used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Application of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Application of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 539-74-2In 2021 ,《Synthesis of novel pyrazolo[3,4-b]quinolinebisphosphonic acids and an unexpected intramolecular cyclization and phosphonylation reaction》 appeared in Organic & Biomolecular Chemistry. The author of the article were Teixeira, Fatima C.; Lucas, Carla; Curto, M. Joao M.; Andre, Vania; Duarte, M. Teresa; Teixeira, Antonio P. S.. The article conveys some information:

Novel pyrazolo[3,4-b]quinoline α-ketophosphonic and hydroxymethylenebisphosphonic acid compounds were synthesized using different methodologies, starting from 2-chloro-3-formylquinoline 1. New phosphonic acid compounds were obtained as N-1 derivatives with a side chain with 1 or 3 (n = 1 or 3) methylene groups. All phosphonic acid compounds and their corresponding ester and carboxylic acid precursors were fully characterized, and their structures elucidated by spectroscopic data, using NMR techniques and IR and high-resolution mass spectroscopy. During the process to obtain the N-1 substituted derivative with two methylene groups (n = 2) in the side chain, an unexpected addition-cyclization cascade reaction was observed, involving the phosphonylation of an aromatic ring and the formation of a new six-member lactam ring to afford a tetracyclic ring system. This was an unexpected result since other pyrazolo[3,4-b]quinoline derivatives and all corresponding pyrazolo[3,4-b]pyridine derivatives already prepared, under similar exptl. conditions, did not undergo this reaction. This domino reaction occurs with different phosphite reagents but only affords the six-member ring. The spectroscopic data allowed the identification of the new synthesized tetracyclic compounds and the x-ray diffraction data of compound 11 enabled the confirmation of the proposed structures. The results came from multiple reactions, including the reaction of Ethyl 3-bromopropanoate(cas: 539-74-2Related Products of 539-74-2)

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.Related Products of 539-74-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of Ethyl 5-bromovalerateIn 2020 ,《Discovery of potent epidermal growth factor receptor (EGFR) degraders by proteolysis targeting chimera (PROTAC)》 appeared in European Journal of Medicinal Chemistry. The author of the article were Zhang, Hao; Zhao, Hong-Yi; Xi, Xiao-Xiao; Liu, Yan-Jie; Xin, Minhang; Mao, Shuai; Zhang, Jun-Jie; Lu, A-Xin; Zhang, San-Qi. The article conveys some information:

Herein, the discovery of small mol. EGFR degraders based on the proteolysis targeting chimera (PROTAC) strategy was reported. In the present study, 13 EGFR degraders containing pyrido[3,4-d]pyrimidine moiety I [X = CH2C(O)NHCH2CH2C(O), CH2CH2CH2CH2C(O), CH2CH2CH2CH2CH2C(O), etc.], II [C = CH2C(O)NHCH2CH2C(O), CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2C(O), CH2CH2OCH2CH2OCH2CH2, CH2CH2CH2CH2CH2CH2C(O), etc.] were designed and synthesized. Promising PROTACs I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] induced degradation of EGFR in HCC827 cells with the DC50 values of 45.2 and 34.8 nM, resp. Cellular protein-controlling machinery ubiquitin proteasome system (UPS) was involved in the degradation process. Furthermore, the degraders I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] could significantly induce the apoptosis of HCC827 cells and arrest the cells in G1 phase. These findings demonstrated that compounds I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] could serve as effective EGFRdel19-targeting degraders in HCC827 cells. v. In the part of experimental materials, we found many familiar compounds, such as Ethyl 5-bromovalerate(cas: 14660-52-7Reference of Ethyl 5-bromovalerate)

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.Reference of Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 523-27-3In 2020 ,《Quantitative Supramolecular Heterodimerization for Efficient Energy Transfer》 appeared in Angewandte Chemie, International Edition. The author of the article were Wu, Guanglu; Huang, Zehuan; Scherman, Oren A.. The article conveys some information:

The challenge of quant. forming self-assembled heterodimers without other equilibrium byproducts is overcome through self-sorting favored by the introduction of designed shape-complementary moieties. Such a supramol. strategy based on cucurbit[8]uril-directed dimerization is further applied to generate hetero-chromophore dimers quant., leading to efficient energy transfer (>85%) upon photoexcitation. The experimental process involved the reaction of 9,10-Dibromoanthracene(cas: 523-27-3Recommanded Product: 523-27-3)

9,10-Dibromoanthracene(cas: 523-27-3) is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence.Recommanded Product: 523-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Product Details of 626-40-4In 2016 ,《Substituted quinolines as noncovalent proteasome inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were McDaniel, Tanner J.; Lansdell, Theresa A.; Dissanayake, Amila A.; Azevedo, Lauren M.; Claes, Jacob; Odom, Aaron L.; Tepe, Jetze J.. The article conveys some information:

Screening of a library of diverse heterocyclic scaffolds identified substituted quinolines as inhibitors of the human proteasome. The heterocyclic library was prepared via a novel titanium-catalyzed multicomponent coupling reaction, which rendered a diverse set of isoxazoles, pyrimidines, pyrroles, pyrazoles and quinolines. SAR of the parent lead compound indicated that hydrophobic residues on the benzo-moiety significantly improved potency. Lead compound 3-cyclohexenyl-2-methyl-6-piperidinylquinoline (25) inhibits the chymotryptic-like proteolytic activity of the proteasome (IC50 5.4 μM), representing a new class of nonpeptidic, noncovalent proteasome inhibitors. After reading the article, we found that the author used 3,5-Dibromoaniline(cas: 626-40-4Product Details of 626-40-4)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Product Details of 626-40-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Formula: C18H12Br3NIn 2020 ,《Reticular Synthesis of tbo Topology Covalent Organic Frameworks》 appeared in Journal of the American Chemical Society. The author of the article were Kang, Xing; Han, Xing; Yuan, Chen; Cheng, Cheng; Liu, Yan; Cui, Yong. The article conveys some information:

The metal-organic framework (MOF) HKUST-1 with a tbo topol. serves as an archetypal tunable and isoreticular framework platform for targeting desired applications, but the design and synthesis of tbo-covalent organic frameworks (COFs) remains a formidable challenge. Here we demonstrate the successful use of reticular chem. as an appropriate strategy for the design and deliberate construction of COFs with a tbo-topol. The judicious selection of the perquisite planar building blocks, 4-connected square tetramine of porphyrin and 3-connected trigonal trialdehydes of triphenylamine, allows the condensation of two tbo-COFs, the first examples of COFs with a tbo topol. The resulting COFs both crystallize in the cubic Pm3 space group and adopt a non-interpenetrated open framework, in which each tritopic linker connects to three square units forming a truncated Td-octahedron and occupies the alternating triangular faces of the truncated octahedron. Owing to the presence of two different types of photoredox-active moieties, the two COFs can be efficient heterogeneous photocatalysts for the oxidative hydroxylation of arylboronic acids and the reductive defluoroalkylation of trifluoromethylaroms. with alkenes. The present finding will provide an impetus to examine the potential of tbo-COFs as a new platform for engineering multifunctional materials via expansion and functionalization of building blocks. The results came from multiple reactions, including the reaction of Tris(4-bromophenyl)amine(cas: 4316-58-9Formula: C18H12Br3N)

In general, Tris(4-bromophenyl)amine(cas: 4316-58-9) is often used in the synthesis of porous luminescent covalent–organic polymers (COPs)Formula: C18H12Br3N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 6825-20-3In 2021 ,《Rigid Polyimides with Thermally Activated Delayed Fluorescence for Polymer Light-Emitting Diodes with High External Quantum Efficiency up to 21%》 was published in Angewandte Chemie, International Edition. The article was written by Long, Yubo; Chen, Xiaojie; Wu, Huiyan; Zhou, Zhuxin; Sriram Babu, Seenivasagaperumal; Wu, Minming; Zhao, Juan; Aldred, Matthew P.; Liu, Siwei; Chen, Xudong; Chi, Zhenguo; Xu, Jiarui; Zhang, Yi. The article contains the following contents:

Rigid nonconjugated polyimide (PI)-based thermally activated delayed fluorescence (TADF) polymers were reported, based on a TADF-linker-host strategy. Among of which, the TADF unit contains a typical TADF luminous core structure, the Host unit exhibits effective conjugation length that endows polyimide with high triplet energy, and the Linker unit has an aliphatic ring structure to improve solubility and inhibits intramol. charge transfer effect. All the TADF polymers exhibit high thermal stability (Tg > 308.7°) and refractive index (1.76-1.79). Highly-efficient polymer light-emitting diodes (PLEDs) based on the polymers are successfully realized, leading to a maximal external quantum efficiency of 21.0% along with low efficiency roll-off. Such outstanding efficiency is amongst the state-of-the-art performance of nonconjugated PLEDs, confirming the effectiveness of structural design strategy, providing helpful and valuable guidance on the development of highly-efficient fluorescent polymer materials and PLEDs. The results came from multiple reactions, including the reaction of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3HPLC of Formula: 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 in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.HPLC of Formula: 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary