Month: October 2022

Shintani, Ryo; Otomo, Haruka; Ota, Kensuke; Hayashi, Tamio published the artcile< Palladium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzosiloles via Enantioselective C-H Bond Functionalization>, HPLC of Formula: 135999-16-5, the main research area is palladium catalyzed asym carbon hydrogen bond activation silylaryl triflate; dibenzosilole silicon stereogenic preparation; crystal structure dibenzosilole silicon stereogenic; mol structure dibenzosilole silicon stereogenic.

A Pd-catalyzed asym. synthesis of Si-stereogenic dibenzosiloles, e.g., 4-methoxy-5-tert-butyl-5-phenyl-5H-dibenzosilole, is developed through enantioselective C-H bond functionalization of prochiral 2-(arylsilyl)aryl triflates. High chemo- and enantioselectivities are achieved by employing a Josiphos-type ligand under mild conditions.

Journal of the American Chemical Society published new progress about Bidentate ligands Role: CAT (Catalyst Use), USES (Uses). 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, HPLC of Formula: 135999-16-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ye, Zhi-Peng; Hu, Yuan-Zhuo; Guan, Jian-Ping; Chen, Kai; Liu, Fang; Gao, Jie; Xiao, Jun-An; Xiang, Hao-Yue; Chen, Xiao-Qing; Yang, Hua published the artcile< Photocatalytic Cyclization/Defluorination Domino Sequence to Access 3-Fluoro-1,5-dihydro-2H-pyrrol-2-one Scaffold>, Application In Synthesis of 3959-07-7, the main research area is fluoro dihydropyrrolone preparation photochem; allylbromodifluoroacetamide cyclic secondary amine tandem cyclization defluorination.

Herein an unprecedented photoinduced cyclization/defluorination domino process of N-allylbromodifluoroacetamide with cyclic secondary amines is reported. Consequently, a wide array of valuable 3-fluoro-1,5-dihydro-2H-pyrrol-2-ones I (R = Ph, 4-i-PrC6H4, Bn, etc.; X = O, N(Boc), N(COMe), etc.; R1 = H, Me) were facilely prepared from readily available starting materials under mild conditions. Preliminary mechanistic investigations suggest that a radical chain propagation and amine-promoted defluorination pathway are presumably involved in this transformation.

Organic Letters published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (N-allylbromodifluoro). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wan, Lin-Xi; Miao, Shi-Xing; He, Zhen-Xiang; Li, Xiaohuan; Zhou, Xian-Li; Gao, Feng published the artcile< Pd-Catalyzed Direct Modification of an Anti-Alzheimer's Disease Drug: Synthesis and Biological Evaluation of α-Aryl Donepezil Analogues>, Related Products of 401-78-5, the main research area is benzylpiperidinylmethyl dimethoxy aryldihydroindenone preparation antialzheimer mol docking.

Palladium/BuAd2P catalyzed efficiently the direct α-arylation of ketone in the anti-Alzheimer’s disease drug donepezil I (Ar = H), leading to 15 aryldonepezil analogs I (Ar = 3-methylpyridin-2-yl (II), 4-chlorophenyl, naphth-1-yl, etc.) exhibiting high selective inhibition of acetylcholinesterase (AChE). The cell-based assays revealed that the 3-methylpridinyl analog (II) shows significantly lower toxicity compared to donepezil and remarkable neuroprotective activity against H2O2-induced damage in SH-SY5Y cells. Docking results of compound II also interpreted the possible mechanism of the selective inhibition between AChE and butyrylcholinesterase.

ACS Omega published new progress about Alzheimer disease. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Related Products of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Jufeng; Ambrus, Joey I.; Russell, Cecilia C.; Baker, Jennifer R.; Cossar, Peter J.; Pirinen, Melanie J.; Sakoff, Jennette A.; Scarlett, Christopher J.; McCluskey, Adam published the artcile< Targeting the S100A2-p53 Interaction with a Series of 3,5-Bis(trifluoromethyl)benzenesulfonamides: Synthesis and Cytotoxicity>, Safety of 4-Bromobenzylamine, the main research area is benzenesulfonamide aminoalkyl trifluoromethyl preparation antitumor pancreatic cancer; S100A2; focuse libraries; p53; pancreatic cancer; protein-protein interaction.

In silico approaches identified N-(6-((4-bromobenzyl)amino)hexyl)-3,5-bis(trifluoromethyl)benzenesulfonamide I [X = (CH2)4; R1 = 4-BrC6H4; R2 = H] as a potential inhibitor of the S100A2-p53 protein-protein interaction, a validated pancreatic cancer drug target. Subsequent cytotoxicity screening revealed it to be a 2.97μM cell growth inhibitor of the MiaPaCa-2 pancreatic cell line. This is in keeping with the hypothesis that inhibiting this interaction would have an anti-pancreatic cancer effect with S100A2, the validated PC drug target. A combination of focused library synthesis [24 compounds I (X = nothing, CH2, CH2CH2; R1 = 4-BrC6H4, 3,4-Cl2C6H3, 1-naphthyl, etc.; R2 = H, Me)] and cytotoxicity screening identified a Pr alkyl diamine spacer as optimal; the nature of the terminal Ph substituent had limited impact on observed cytotoxicity, whereas N-methylation was detrimental to activity. In total 15 human cancer cell lines were examined, with most analogs showing broad-spectrum activity. Near uniform activity was observed against a panel of six pancreatic cancer cell lines: MiaPaCa-2, BxPC-3, AsPC-1, Capan-2, HPAC and PANC-1. In all cases there was good to excellent correlation between the predicted docking pose in the S100A2-p53 binding groove and the observed cytotoxicity, especially in the pancreatic cancer cell line with high endogenous S100A2 expression. This supports S100A2 as a pancreatic cancer drug target.

ChemMedChem published new progress about Amino amides Role: ADV (Adverse Effect, Including Toxicity), PAC (Pharmacological Activity), PRP (Properties), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bai, Peng; Tong, Xinli; Gao, Yiqi; Guo, Pengfei published the artcile< Oxygen-free water-promoted selective photocatalytic oxidative coupling of amines>, SDS of cas: 3959-07-7, the main research area is imine synthesis water promoted photocatalytic oxidative coupling amine; oxygen free water promoted photocatalytic oxidative coupling amine.

A novel photocatalytic selective oxidative transformation of amines to imines using water as a primary oxidant is achieved under oxygen-free conditions. In the presence a single 1%Pt@TiO2-500 catalyst, the photocatalytic oxidative coupling of benzylamine to N-benzylidenebenzylamine has been efficiently performed using water as an oxidant, in which a 99.8% conversion and a 92.5% selectivity were obtained at room temperature; meanwhile, a certain amount of hydrogen was detected that confirms the simultaneous occurrence of water splitting reaction. Further investigations revealed that the introduction of the Pt element facilitates the formation of O-holes on the surface of TiO2, which efficiently promotes the generation of active oxygen species from water and the following oxidative coupling of benzylamine. Then, the photocatalytic oxidative coupling of various aromatic and aliphatic amines with water as the primary oxidant were also studied, and excellent conversion and high selectivities to corresponding products were attained. Based on the control experiment and the catalytic principle, a possible reaction mechanism is proposed for the oxidative coupling of benzylamine with water as the primary oxidant.

Catalysis Science & Technology published new progress about Aliphatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, SDS of cas: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lin, Shuangzheng; Zhao, Gui-Ling; Deiana, Luca; Sun, Junliang; Zhang, Qiong; Leijonmarck, Hans; Cordova, Armando published the artcile< Dynamic kinetic asymmetric domino oxa-Michael/carbocyclization by combination of transition-metal and amine catalysis: catalytic enantioselective synthesis of dihydrofurans>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is dihydrofuran derivative enantioselective synthesis; propargyl alc enal Michael carbocyclization chiral amine; transition metal catalyst reduction oxidation epoxidation.

An unprecedented highly enantioselective domino oxa-Michael/carbocyclization between propargyl alcs. and enals by combination of asym. amine and transition-metal catalysis has been developed. The DYKAT gives access to valuable dihydrofurans I (R = 4-NO2-C6H4, 4-CN-C6H4, 3-NO2-C6H4, 4-Br-C6H4, 4-Cl-C6H4, Ph, 4-Me-C6H4, 2-naphtheyl, 4-F-C6H4, nPr) in good to high yields with e.r. of up to 99.5 :0.5. The reduction of I (R = 2-naphthyl, 4-Cl-C6H4) yields alcs. Oxidation or epoxidation reactions are investigated.

Chemistry – A European Journal published new progress about Alcohols, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Qin, Mengmeng; Xu, Yuxiao; Gao, H.; Han, Guoying; Cao, Rong; Guo, Peili; Feng, Wei; Chen, Li published the artcile< Tetraphenylethylene@graphene oxide with switchable fluorescence triggered by mixed solvents for the application of repeated information encryption and decryption>, Product Details of C26H18Br2, the main research area is aggregation induced emission optical information storage; composite; graphene oxide; solvent treatment; switchable microstructure and fluorescence; tetraphenylethylene.

Aggregation-induced emission (AIE) materials present unique solid-state fluorescence. However, there remains a challenge in the switching of fluorescence quenching/emitting of AIE materials, limiting the application in information encryption. Herein, we report a composite of tetraphenylethylene@graphene oxide (TPE@GO) with switchable microstructure and fluorescence. We choose GO as a fluorescence quencher to control the fluorescence of TPE by controlling the aggregation structure. First, TPE coating with an average thickness of about 31 nm was deposited at the GO layer surface, which is the critical thickness at which the fluorescence can be largely quenched because of the fluorescence resonance energy transfer. After spraying a mixed solvent (good and poor solvents of TPE) on TPE@GO, a blue fluorescence of TPE was emitted during the drying process. During the treatment of mixed solvents, the planar TPE coating was dissolved in THF first and then the TPE mols. aggregated into nanoparticles (an average diameter of 65 nm) in H2O during the volatilization of THF. We found that the fluorescence switching of the composite is closely related to the microstructural change of TPE between planar and granular structures, which can make the upper TPE mols. in and out of the effective quenching region of GO. This composite, along with the treatment method, was used as an invisible ink in repeated information encryption and decryption. Our work not only provides a simple strategy to switch the fluorescence of solid-state fluorescent materials but also demonstrates the potential for obtaining diverse material structures through compound solvent treatment.

ACS Applied Materials & Interfaces published new progress about Aggregation. 184239-35-8 belongs to class bromides-buliding-blocks, and the molecular formula is C26H18Br2, Product Details of C26H18Br2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lee, Kun-Hung; Yen, Wan-Ching; Lin, Wen-Hsing; Wang, Pei-Chen; Lai, You-Liang; Su, Yu-Chieh; Chang, Chun-Yu; Wu, Cai-Syuan; Huang, Yu-Chen; Yang, Chen-Ming; Chou, Ling-Hui; Yeh, Teng-Kuang; Chen, Chiung-Tong; Shih, Chuan; Hsieh, Hsing-Pang published the artcile< Discovery of BPR1R024, an Orally Active and Selective CSF1R Inhibitor that Exhibits Antitumor and Immunomodulatory Activity in a Murine Colon Tumor Model>, Safety of 2-Amino-4-bromobenzoic acid, the main research area is quinazoline derivative preparation oral CSF1R inhibitor antitumor immunomodulator.

Colony-stimulating factor-1 receptor (CSF1R) is implicated in tumor-associated macrophage (TAM) repolarization and has emerged as a promising target for cancer immunotherapy. Herein, we describe the discovery of orally active and selective CSF1R inhibitors by property-driven optimization of BPR1K871 (9), our clin. multitargeting kinase inhibitor. Mol. docking revealed an addnl. nonclassical hydrogen-bonding (NCHB) interaction between the unique 7-aminoquinazoline scaffold and the CSF1R hinge region, contributing to CSF1R potency enhancement. Structural studies of CSF1R and Aurora kinase B (AURB) demonstrated the differences in their back pockets, which inspired the use of a chain extension strategy to diminish the AURA/B activities. A lead compound BPR1R024 (12) exhibited potent CSF1R activity (IC50 = 0.53 nM) and specifically inhibited protumor M2-like macrophage survival with a minimal effect on antitumor M1-like macrophage growth. In vivo, oral administration of 12 mesylate delayed the MC38 murine colon tumor growth and reversed the immunosuppressive tumor microenvironment with the increased M1/M2 ratio.

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Safety of 2-Amino-4-bromobenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ling, Bo; Yang, Wenjun; Wang, Yan-En; Mao, Jianyou published the artcile< Cooperative N-Heterocyclic Carbene/Palladium-Catalyzed Umpolung 1,4-Addition of Vinyl Bromides to Enals>, Related Products of 3893-18-3, the main research area is unsaturated carbonyl preparation cooperative catalyzed addition vinyl bromide enal.

A highly stereoselective umpolung 1,4-addition of vinyl bromides to enals is enabled by NHC/palladium cooperative catalysis, generating various valuable γ,δ-unsaturated carbonyl derivatives in excellent yields (up to 90%). A detailed mechanism investigation indicates the NHC act as both organocatalyst and ligand for palladium during this system.

Organic Letters published new progress about Addition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Related Products of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lu, Dehua; Qu, Lailiang; Wang, Cheng; Luo, Heng; Li, Shang; Yin, Fucheng; Liu, Xingchen; Chen, Xinye; Luo, Zhongwen; Cui, Ningjie; Peng, Wan; Ji, Limei; Kong, Lingyi; Wang, Xiaobing published the artcile< Harmine-based dual inhibitors targeting histone deacetylase (HDAC) and DNA as a promising strategy for cancer therapy>, Safety of Methyl 4-(bromomethyl)-3-fluorobenzoate, the main research area is cancer therapy histone deacetylase harmine DNA damage; Cancer; DNA; DNA damage; HDAC; Harmine.

Overexpression of histone deacetylases (HDACs) are observed in different types of cancers, but histone deacetylase inhibitors (HDACIs) have not shown significant efficacy as monotherapy against solid tumors. Recently, studies demonstrated that it is promising to combine HDACIs with DNA damage agents to improve DNA damage level to gain better effect on treating solid tumor. Harmine has been demonstrated to cause DNA damage by intercalating DNA. Therefore, we designed a series of harmine-based inhibitors targeting HDAC and DNA with multi-target strategy, the most potential compound 27 could bind to DNA and cause DNA damage. Furthermore 27 caused cells apoptosis through p53 signaling pathway, and exhibited significant anti-proliferation effects against HCT-116 cells (IC50 = 1.41 μM). As a DNA damage agent, 27 displayed low toxicity in normal cells. Compound 27 was demonstrated as a dual inhibitor targeting HDAC (HDAC1 IC50 = 0.022 μM and HDAC6 IC50 = 0.45 μM) and DNA, and had the potential in the treatment of solid tumor.

Bioorganic Chemistry published new progress about Acetylation. 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, Safety of Methyl 4-(bromomethyl)-3-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary