Tag: M.W=100-150

Zhu, Yuchao; Zhang, Ziyao; Jin, Rui; Liu, Jianzhong; Liu, Guoquan; Han, Bing; Jiao, Ning published the artcile< DMSO-Enabled Selective Radical O-H Activation of 1,3(4)-Diols>, Quality Control of 6482-24-2, the main research area is diol silver DMSO aryl migration catalyst; ether keto preparation; DMSO; alkoxyl radicals; cleavage reactions; selectivity; silver.

Control of selectivity is one of the central topics in organic chem. Although unprecedented alkoxyl-radical-induced transformations have drawn a lot of attention, compared to selective C-H activation, selective radical O-H activation remains less explored. Herein, we report a novel selective radical O-H activation strategy of diols by combining spatial effects with proton-coupled electron transfer (PCET). It was found that DMSO is an essential reagent that enables the regioselective transformation of diols. Mechanistic studies indicated the existence of the alkoxyl radical and the selective interaction between DMSO and hydroxyl groups. Moreover, the distal C-C cleavage was realized by this selective alkoxyl-radical-initiation protocol.

Angewandte Chemie, International Edition published new progress about Aliphatic alcohols, radicals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Quality Control of 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Niwa, Hideaki; Watanabe, Chiduru; Sato, Shin; Harada, Toshiyuki; Watanabe, Hisami; Tabusa, Ryo; Fukasawa, Shunsuke; Shiobara, Ayane; Hashimoto, Tomoko; Ohno, Osamu; Nakamura, Kana; Tsuganezawa, Keiko; Tanaka, Akiko; Shirouzu, Mikako; Honma, Teruki; Matsuno, Kenji; Umehara, Takashi published the artcile< Structure-Activity Relationship and In Silico Evaluation of cis- and trans-PCPA-Derived Inhibitors of LSD1 and LSD2>, HPLC of Formula: 6482-24-2, the main research area is phenylcycloproylamine preparation diastereoselective SAR anticancer enzyme inhibitor activity.

Synthesis of 65 cis- and trans-PCPA derivatives I [R = R1 = H, F; R2 = H, Cl, Me, etc.; R3 = H, F, OH; R4 = H, Br, CF3, etc.] and evaluated their inhibitory activity against LSD1 and LSD2 were reported. One of the derivatives, I [R = R3 = H, R1 = R2 = F, R4 = Br] inhibited LSD1 and LSD2 with Ki values of 0.094μM and 8.4μM, resp., and increased the level of dimethylated histone H3 at K4 in CCRF-CEM cells. A machine learning-based regression model (Q2 = 0.61) to predict LSD1-inhibitory activity was also constructed and showed a good prediction accuracy (R2 = 0.81) for I. The present methodol. would be useful when designing covalent-binding inhibitors for other enzymes.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, HPLC of Formula: 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Tao; Hoffmann, Marvin; Dreuw, Andreas; Hasagic, Edina; Hu, Chao; Stein, Philipp M.; Witzel, Sina; Shi, Hongwei; Yang, Yangyang; Rudolph, Matthias; Stuck, Fabian; Rominger, Frank; Kerscher, Marion; Comba, Peter; Hashmi, A. Stephen K. published the artcile< A Metal-Free Direct Arene C-H Amination>, Recommanded Product: 2-Methoxy-N-methylaniline, the main research area is aryl amine preparation chemoselective; arene hydroxylamine amination.

Here, a metal-free arene e.g., mesitylene C-H amination using hydroxylamine derivatives 4-(CH3)C6H5S(O)2ON(R)R1 (R = H, Me; R1 = Me, Boc, Bn, etc.) under benign conditions was reported. A charge transfer interaction between the aminating reagents and the arene substrates enables the chemoselective amination of the arene, even in the presence of various functional groups. Oxygen was crucial for an effective conversion and its accelerating role for the electron transfer step was proven exptl. In addition, this was rationalized by a theor. study which indicated the involvement of a dioxygen-bridged complex with a “”Sandwich-like”” arrangement of the aromatic starting materials and the aminating agents at the dioxygen mol.

Advanced Synthesis & Catalysis published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Recommanded Product: 2-Methoxy-N-methylaniline.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Shaochun; Ibrahim, Jessica Juweriah; Yang, Yong published the artcile< A pincer ligand enabled ruthenium catalyzed highly selective N-monomethylation of nitroarenes with methanol as the C1 source>, Electric Literature of 10541-78-3, the main research area is aryl amine preparation; nitroarene alc selective monomethylation tandem.

A straightforward and highly selective N-monomethylation of nitro compounds RNO2 (R = 4-methylphenyl, quinolin-6-yl, 9-oxo-9H-fluoren-1-yl, etc.) with methanol as the C1 source was developed by employing [RuCl2(p-cymene)2]2 as the catalyst and an NNN pincer (amine-pyridine-imine, API) as the ligand. This protocol was found to be highly selective and effective in the N-monomethylation of a broad spectrum of nitroarenes including pharmaceutically relevant nitro compounds with good tolerance of a set of functional groups. The mechanistic studies revealed that the reaction proceeded via a borrowing-hydrogen pathway in a one-pot cascade manner and methanol serves as both a hydrogen source and a methylation agent.

Organic Chemistry Frontiers published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Electric Literature of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sakai, Norio; Sasaki, Kazuki; Suzuki, Hiroki; Ogiwara, Yohei published the artcile< One-pot synthesis of α-halo β-amino acid derivatives via the difunctional coupling of ethyl α-diazoacetate with silyl halides and N,O-acetals or aromatic tertiary amines>, HPLC of Formula: 10541-78-3, the main research area is halo beta amino acid ester synthesis solvent effect; ethyl diazoacetate difunctionalization silyl halide acetal aromatic tertiary amine; three component coupling reaction iminium intermediate.

The difunctionalization of Et α-diazoacetate (EDA) using silyl halides as a nucleophile and N,O-acetals as an electrophile under metal-free conditions is described. This process undergoes a novel three-component coupling (3-CC) reaction using EDA, which leads to a one-pot preparation of α-halo β-amino acid esters. Also, this protocol could be adapted to accept an electrophile composed of aromatic tertiary amines. In both 3-CC reactions, the key reaction intermediate is an iminium intermediate that can be easily and effectively generated either from N, O-acetals or from aromatic tertiary amines.

Synthesis published new progress about Multicomponent reaction. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, HPLC of Formula: 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Huang, Shuang; Hong, Xi; Cui, He-Zhen; Zhan, Bing; Li, Zhi-Ming; Hou, Xiu-Feng published the artcile< Bimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects>, Recommanded Product: 2-Methoxy-N-methylaniline, the main research area is potential energy surface iridacycle complex catalyzed methylation aniline DFT; bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand preparation catalyst; crystal structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; mol structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; isotope effect iridium carbene complex catalyzed methylation aniline.

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significantly increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogs (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones and nitro compounds with various functional groups, can be well tolerated. Mechanistic studies and DFT calculation highlights the significance of bimetallic centers cooperativity.

Organometallics published new progress about Anilines Role: SPN (Synthetic Preparation), PREP (Preparation) (N-Me). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Recommanded Product: 2-Methoxy-N-methylaniline.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wellaway, Christopher R.; Amans, Dominique; Bamborough, Paul; Barnett, Heather; Bit, Rino A.; Brown, Jack A.; Carlson, Neil R.; Chung, Chun-wa; Cooper, Anthony W. J.; Craggs, Peter D.; Davis, Robert P.; Dean, Tony W.; Evans, John P.; Gordon, Laurie; Harada, Isobel L.; Hirst, David J.; Humphreys, Philip G.; Jones, Katherine L.; Lewis, Antonia J.; Lindon, Matthew J.; Lugo, Dave; Mahmood, Mahnoor; McCleary, Scott; Medeiros, Patricia; Mitchell, Darren J.; O’Sullivan, Michael; Le Gall, Armelle; Patel, Vipulkumar K.; Patten, Chris; Poole, Darren L.; Shah, Rishi R.; Smith, Jane E.; Stafford, Kayleigh A. J.; Thomas, Pamela J.; Vimal, Mythily; Wall, Ian D.; Watson, Robert J.; Wellaway, Natalie; Yao, Gang; Prinjha, Rab K. published the artcile< Discovery of a Bromodomain and Extraterminal Inhibitor with a Low Predicted Human Dose through Synergistic Use of Encoded Library Technology and Fragment Screening>, SDS of cas: 78531-29-0, the main research area is dimethylpyridone benzimidazole compound preparation BET protein inhibitor.

The bromodomain and extraterminal (BET) family of bromodomain-containing proteins are important regulators of the epigenome through their ability to recognize N-acetyl lysine (KAc) post-translational modifications on histone tails. These interactions have been implicated in various disease states and, consequently, disruption of BET-KAc binding has emerged as an attractive therapeutic strategy with a number of small mol. inhibitors now under investigation in the clinic. However, until the utility of these advanced candidates is fully assessed by these trials, there remains scope for the discovery of inhibitors from new chemotypes with alternative physicochem., pharmacokinetic, and pharmacodynamic profiles. Herein, we describe the discovery of a candidate-quality dimethylpyridone benzimidazole compound which originated from the hybridization of a dimethylphenol benzimidazole series, identified using encoded library technol., with an N-Me pyridone series identified through fragment screening. Optimization via structure- and property-based design led to I-BET469, which possesses favorable oral pharmacokinetic properties, displays activity in vivo, and is projected to have a low human efficacious dose.

Journal of Medicinal Chemistry published new progress about Bromodomain and extra-terminal domain-containing proteins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 78531-29-0 belongs to class ethers-buliding-blocks, and the molecular formula is C5H13NO2, SDS of cas: 78531-29-0.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Fei; Chen, Ying; Ackermann, Lutz; Wang, Shun-Yi published the artcile< Efficient preparation of unsymmetrical alkyl-aryl tellurides via a nickel-catalyzed reductive coupling strategy>, Related Products of 6482-24-2, the main research area is alkylbromide diaryltellane nickel catalyst reductive tellurization; alkyltellanyl arene preparation.

Herein was described a selective cross-coupling between unactivated alkyl bromides and diaryl tellurides through reductive nickel catalysis, a process that efficiently led to unsym. alkyl-aryl tellurides. This strategy featured mild reaction conditions, excellent yields, easily available substrates, and a wide substrate scope.

Organic Chemistry Frontiers published new progress about Bromoalkanes Role: RCT (Reactant), RACT (Reactant or Reagent). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Related Products of 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Fang, Dawei; Li, Li; Miao, Jialin; Gao, Peizhen; Zhang, Yuxin; Hong, Mei; Liu, Jin; Wei, Jie published the artcile< Insight into the solute-solvent interactions by physicochemical and excess properties in binary systems of the ether- and allyl-based functionalized ionic liquids with acetonitrile>, Related Products of 6482-24-2, the main research area is ionic liquid solute solvent interaction physicochem property.

Ionic liquid is a significant new media and one of the most compelling solvents mentioned in many fields. It is clear that the introduction of ether or allyl group has the advantages of low viscosity and wide application. In this work, [C1OC2pyrr][DCA], [C1OC2pyrr][NTf2] and [Amim][NTf2] were synthesized and characterized. The d., surface tension, and refractive index of the three ionic liquids and their binary systems with acetonitrile were investigated across a complete composition range. The thermal expansion coefficient (αEp), excess molar volumes (VE), and refractive index deviations (ΔnD) are also calculated The αEp and VE are all neg. while the ΔnD are found pos. in the entire concentration range, indicating the presence of strong interactions between ionic liquids and acetonitrile. The properties are fitted to a Redlich-Kister equation and the results have been interpreted in terms of H-bonding interaction and structural effect, at the same time, the corresponding IR spectra are also carried out. The molar refraction and the molar polarizability calculated which suggest that the existent interactions between ionic liquids and acetonitrile are ion-dipole interactions. The molar Gibbs free energy can be measured and explained properly by the improved Eotvos equation. And the molar surface enthalpy also can be gained and is a temperature-independent constant

Journal of the Taiwan Institute of Chemical Engineers published new progress about Density. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Related Products of 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Yang, Xiaoguang; Hou, Zhuang; Wang, Dun; Mou, Yanhua; Guo, Chun published the artcile< Design, synthesis and biological evaluation of novel heptamethine cyanine dye-erlotinib conjugates as antitumor agents>, SDS of cas: 6482-24-2, the main research area is heptamethine cyanine dye erlotinib conjugate preparation EGFRTK lung cancer; EGFR-TK inhibitor; Heptamethine cyanine dye; Non-small cell lung cancer.

Epidermal growth factor receptor tyrosine kinase (EGFR-TK) has been proved as a target for the treatment of non-small cell lung cancer (NSCLC) with specific gene mutations. However, EGFR-TK inhibitors (EGFR-TKIs) need to enter cancer cells and then competitively interact with the active site of tyrosine kinase receptors to suppress the downstream signaling pathway to inhibit tumor proliferation. In this study, in order to improve the tumor cell targeting ability of EGFR-TKI, EGFR-TKI erlotinib was conjugated with the cancer cell-targeting heptamethine cyanine dyes to form seventeen novel erlotinib-dye conjugates. The efficiency of tumor targeting properties of conjugates against cancer cell growth and EGFR-TK inhibition was evaluated in vitro. The result revealed that most erlotinib-dye conjugates exhibited stronger inhibitory effect on A549, H460, H1299 and MDA-MB-231 cell lines than the parent drug erlotinib. Meanwhile, representative compounds exhibited weak cytotoxicity on human normal mammary epithelial MCF-10A cells. Moreover, the conjugate CE17 also showed ∼14-fold higher EGFR-TK inhibition activity (IC50 = 0.124 μM) than erlotinib (IC50 = 5.182 μM) in A549 cell line. Finally, mol. docking anal. verified that the erlotinib moiety of compound CE17 could form hydrogen bond with Met-769 and occupy active cavity of EGFR-TK. Therefore, we believed the integration strategy between heptamethine cyanine dyes and EGFR-TKI will contribute to enhancing the therapeutic effect of EGFR-TKI for NSCLC treatment.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, SDS of cas: 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem