Month: October 2022

Huang, Wei; Bender, Markus; Seehafer, Kai; Wacker, Irene; Schroeder, Rasmus R.; Bunz, Uwe H. F. published the artcile< Novel Functional TPE Polymers: Aggregation-Induced Emission, pH Response, and Solvatochromic Behavior>, Product Details of C26H18Br2, the main research area is TPE polymer aggregation emission pH solvatochromic behavior; conjugated polymers; fluorescence; modification; selectivity.

Four tetraphenylethylene (TPE)-based aryleneethynylene polymers with amino or nitro groups are reported. They display strong aggregation-induced emission (AIE). The functional groups trigger acidochromic changes in the emission behavior of these polymers. Amino-substituted P1-P3 exhibit pH response through protonation of the amino groups. The position of the amino groups (on TPE or the side chains) influences the fluorescence intensity or emission wavelength as a response to different pH values. Nitro-P4 is solvatochromic due to its donor-acceptor structure. AIE, intramol. charge transfer, and Foerster resonance energy transfer define the fluorescence-based performance of the polymers. The amino-functionalized TPE polymers show excellent nitroarene-sensing performance. P4 is less effective than the amino polymers. A sensor array based on P1-P3 identifies 12 different nitroarenes in water.

Macromolecular Rapid Communications published new progress about Aggregation-induced emission. 184239-35-8 belongs to class bromides-buliding-blocks, and the molecular formula is C26H18Br2, Product Details of C26H18Br2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rabal, Obdulia; Sanchez-Arias, Juan A.; Cuadrado-Tejedor, Mar; de Miguel, Irene; Perez-Gonzalez, Marta; Garcia-Barroso, Carolina; Ugarte, Ana; Estella-Hermoso de Mendoza, Ander; Saez, Elena; Espelosin, Maria; Ursua, Susana; Tan, Haizhong; Wu, Wei; Xu, Musheng; Garcia-Osta, Ana; Oyarzabal, Julen published the artcile< Design, synthesis, biological evaluation and in vivo testing of dual phosphodiesterase 5 (PDE5) and histone deacetylase 6 (HDAC6)-selective inhibitors for the treatment of Alzheimer's disease>, Recommanded Product: Methyl 4-(bromomethyl)-3-fluorobenzoate, the main research area is phosphodiesterase PDE5 histone deacetylase HDAC6 inhibitor Alzheimer disease; Alzheimer; Dual inhibitors; HDAC6 selective; In-vivo test; PDE5 inhibition; Pharmacological tool compound; Tg2576 mice.

The authors have identified chem. probes that act as dual phosphodiesterase 5 (PDE5) and histone deacetylase 6 (HDAC6)-selective inhibitors (>1 log unit difference vs. class I HDACs) to decipher the contribution of HDAC isoforms to the pos. impact of dual-acting PDE5 and HDAC inhibitors on mouse models of Alzheimer’s disease (AD) and fine-tune this systems therapeutics approach. Structure- and knowledge-based approaches led to the design of first-in-class mols. with the desired target compound profile: dual PDE5 and HDAC6-selective inhibitors. Compound 44b (5-[[4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl]methyl]thiophene-2-carbohydroxamic acid), which fulfilled the biochem., functional and ADME-Tox profiling requirements and exhibited adequate pharmacokinetic properties, was selected as pharmacol. tool compound and tested in a mouse model of AD (Tg2576) in vivo.

European Journal of Medicinal Chemistry published new progress about Alzheimer disease. 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, Recommanded Product: Methyl 4-(bromomethyl)-3-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Satz, Alexander Lee; Cai, Jianping; Chen, Yi; Goodnow, Robert; Gruber, Felix; Kowalczyk, Agnieszka; Petersen, Ann; Naderi-Oboodi, Goli; Orzechowski, Lucja; Strebel, Quentin published the artcile< DNA Compatible Multistep Synthesis and Applications to DNA Encoded Libraries>, Recommanded Product: Methyl 3-bromo-2-(bromomethyl)benzoate, the main research area is nitrogen heterocyclic DNA encoded library synthesis high throughput sequencing.

Complex mixtures of DNA encoded small mols. may be readily interrogated via high-throughput sequencing. These DNA encoded libraries (DELs) are commonly used to discover mols. that interact with pharmaceutically relevant proteins. The chem. diversity displayed by the library is key to successful discovery of potent, novel, and drug-like chem. matter. The small mol. moieties of DELs are generally synthesized though a multistep process, and each chem. step is accomplished while it is simultaneously attached to an encoding DNA oligomer. Hence, library chem. diversity is often limited to DNA compatible synthetic reactions. Herein, protocols for 24 reactions are provided that have been optimized for high-throughput production of DELs. These protocols detail the multistep synthesis of benzimidazoles, imidazolidinones, quinazolinones, isoindolinones, thiazoles, and imidazopyridines. Addnl., protocols are provided for a diverse range of useful chem. reactions including BOC deprotection (under pH neutral conditions), carbamylation, and Sonogashira coupling. Last, step-by-step protocols for synthesizing functionalized DELs from trichloronitropyrimidine and trichloropyrimidine scaffolds are detailed.

Bioconjugate Chemistry published new progress about Benzimidazoles Role: SPN (Synthetic Preparation), PREP (Preparation). 337536-14-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8Br2O2, Recommanded Product: Methyl 3-bromo-2-(bromomethyl)benzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Begnini, Fabio; Geschwindner, Stefan; Johansson, Patrik; Wissler, Lisa; Lewis, Richard J.; Danelius, Emma; Luttens, Andreas; Matricon, Pierre; Carlsson, Jens; Lenders, Stijn; Koenig, Beate; Friedel, Anna; Sjoe, Peter; Schiesser, Stefan; Kihlberg, Jan published the artcile< Importance of Binding Site Hydration and Flexibility Revealed When Optimizing a Macrocyclic Inhibitor of the Keap1-Nrf2 Protein-Protein Interaction>, Computed Properties of 337536-14-8, the main research area is binding site hydration flexibility Keap1 Nrf2 protein interaction inhibitor.

Upregulation of the transcription factor Nrf2 by inhibition of the interaction with its neg. regulator Keap1 constitutes an opportunity for the treatment of disease caused by oxidative stress. We report a structurally unique series of nanomolar Keap1 inhibitors obtained from a natural product-derived macrocyclic lead. Initial exploration of the structure-activity relationship of the lead, followed by structure-guided optimization, resulted in a 100-fold improvement in inhibitory potency. The macrocyclic core of the nanomolar inhibitors positions three pharmacophore units for productive interactions with key residues of Keap1, including R415, R483, and Y572. Ligand optimization resulted in the displacement of a coordinated water mol. from the Keap1 binding site and a significantly altered thermodn. profile. In addition, minor reorganizations of R415 and R483 were accompanied by major differences in affinity between ligands. This study therefore indicates the importance of accounting both for the hydration and flexibility of the Keap1 binding site when designing high-affinity ligands.

Journal of Medicinal Chemistry published new progress about Biological permeation. 337536-14-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8Br2O2, Computed Properties of 337536-14-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, Di; Pi, Chao; Hu, Wei; Han, Xiliang; Wu, Yangjie; Cui, Xiuling published the artcile< Ru(III)-catalyzed construction of variously substituted quinolines from 2-aminoaromatic aldehydes (ketones) and isoxazoles: Isoxazoles as cyclization reagent and cyano sources>, Electric Literature of 29124-57-0, the main research area is aminoarom carbonyl compound isoxazole ruthenium catalyst cyclization; cyanoquinoline preparation green chem.

A Ru(III)-catalyzed annulation reaction of 2-aminoarom. aldehydes (ketones) and isoxazoles to afford diverse 3-cyanoquinolines was developed. Notably, isoxazole acted as a cyclization reagent and nontoxic cyano source via N-O bond cleavage and fragmentation. Variously substituted (especially 6- or 7-substituted) quinolines could be easily afforded. This procedure featured wide functional group compatibility, efficiency and avoiding toxic cyano source. Meanwhile, this protocol could be successfully applied to scale-up synthesis. Further chem. transformations of 3-cyanoquinoline could give some valuable skeletons, demonstrating its potential in synthetic application.

Chinese Chemical Letters published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 29124-57-0 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO, Electric Literature of 29124-57-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shan, Chao; Xu, Jinping; Cao, Liming; Liang, Chaoming; Cheng, Ruihua; Yao, Xiantong; Sun, Maolin; Ye, Jinxing published the artcile< Rapid Synthesis of α-Chiral Piperidines via a Highly Diastereoselective Continuous Flow Protocol>, Related Products of 576-83-0, the main research area is chiral piperidine preparation diastereoselective; butylsulfinyl imine Grignard reagent debromocyclization continuous flow.

A practical continuous flow protocol has been developed using readily accessible N-(tert-butylsulfinyl)-bromoimine and Grignard reagents, providing various functionalized piperidines (34 examples) in superior results (typically >80% yield and with >90:10 dr) within minutes. The high-performance scale-up is smoothly carried out, and efficient synthesis of the drug precursor further showcases its utility. This flow process offers rapid and scalable access to enantioenriched α-substituted piperidines.

Organic Letters published new progress about Cyclization (debromo-). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Related Products of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Viveki, Amol B.; Pol, Mahesh D.; Halder, Priyanka; Sonavane, Sameer R.; Mhaske, Santosh B. published the artcile< Annulation of Enals with Carbamoylpropiolates via NHC-Catalyzed Enolate Pathway: Access to Functionalized Maleimides/Iso-maleimides and Synthesis of Aspergillus FH-X-213>, Electric Literature of 3893-18-3, the main research area is maleimide preparation; isomaleimide preparation diastereoselective; carbamoylpropiolate unsaturated aldehyde heterocyclization heterocyclic carbene catalyst.

Herein, the N-heterocyclic carbene (NHC)-catalyzed [3+2] annulation of α,β-unsaturated aldehydes RCH=CHC(O)H (R = cyclohexyl, Ph, anthracen-9-yl, pyridin-3-yl, etc.) with carbamoylpropiolates R1NHC(O)CCC(O)OCH2CH3 (R1 = Ph, hexyl, 4-methylcyclohexyl, 4-nitrophenyl, etc.) and di-Et 4,4′-(hexane-1,6-diylbis(azanediyl))bis(4-oxobut-2-ynoate) via an unusual enolate pathway leading to the construction of highly functionalized maleimides I or isomaleimides II and III was reported. The electronic effect imposed by the alkyl/aryl group present on the amide nitrogen of carbamoylpropiolates plays a crucial role in the selective formation of these important five-membered heterocyclic building blocks I, II and III. The developed protocol is mild and tolerates a wide range of substituents on both substrates. The application of this protocol in the synthesis of the antibacterial natural product Aspergillus FH-X-213 IV has also been demonstrated.

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Liu Zeng; Shu, Hai Yang; Wu, Jing; Yu, Yun Long; Ma, Duo; Huang, Xin; Liu, Ming Ming; Liu, Xin Hua; Shi, Jing Bo published the artcile< Discovery and development of novel pyrimidine and pyrazolo/thieno-fused pyrimidine derivatives as potent and orally active inducible nitric oxide synthase dimerization inhibitor with efficacy for arthritis>, Application In Synthesis of 3959-07-7, the main research area is pyrazolopyrimidine thienopyrimidine preparation SAR antiinflammatory iNOS inhibitor arthritis; Anti-inflammatory activity; Arthritis; Drug-like properties; Thieno[3,2-d]pyrimidine; iNOS inhibitory activity.

In order to discover and develop drug-like anti-inflammatory agents against arthritis, based on “”Hit”” authours found earlier and to overcome drawbacks of toxicity, twelve series of total 89 novel pyrimidine, pyrazolo[4,3-d]pyrimidine and thieno[3,2-d]pyrimidine derivatives were designed, synthesized and screened for their anti-inflammatory activity against NO and toxicity for normal liver cells (LO2). Relationships of balance toxicity and activity have been summarized through multi-steps, and title compounds (E)-N-(4-methylbenzyl)-2-(3,4,5-trimethoxystyryl)thieno[3,2-d]pyrimidin-4-amine, (E)-4-((2-(3,4,5-trimethoxystyryl)thieno[3,2-d]pyrimidin-4-yl)amino)phenol were found to show lower toxicity (against LO2: IC50 = 2934, 2301μM, resp.) and potent effect against NO release (IR = 98.3, 97.67%, at 10μM, resp.). Furthermore, compound (E)-N-(4-methylbenzyl)-2-(3,4,5-trimethoxystyryl)thieno[3,2-d]pyrimidin-4-amine showed potent iNOS inhibitory activity with value of IC50 is 0.96μM and could interfere stability and formation of the active dimeric iNOS. It’s anti-inflammatory activity in vivo was assessed by AIA rat model. Furthermore, the results of metabolic stability, CYP, PK study in vivo, acute toxicity study and subacute toxicity assessment indicated this compound had good drug-like properties for treatment.

European Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 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

Jin, Jia; Ye, Xiaoqing; Boateng, Derrick; Dai, Kaili; Ye, Fei; Du, Pengfei; Yu, Han published the artcile< Identification and characterization of potent and selective inhibitors targeting protein tyrosine phosphatase 1B (PTP1B)>, Safety of 3-(4-Bromophenyl)acrylaldehyde, the main research area is PTP1B type 2 diabetes protein tyrosine phosphatase 1B; Dihydropyridine thione; PTP1B; Selective inhibitors; TCPTP; Type 2 diabetes.

Protein tyrosine phosphatase 1B (PTP1B) plays an important role in the neg. regulation of insulin and leptin signaling. The development of small mol. inhibitors targeting PTP1B has been validated as a potential therapeutic strategy for Type 2 diabetes (T2D). In this work, we have identified a series of compounds containing dihydropyridine thione and particular chiral structure as novel PTP1B inhibitors. Among those, compound 4b(I, CAS 2071719-61-2) showed moderate activity with IC50 value of 3.33 μM and meanwhile with good selectivity (>30-fold) against TCPTP. The further MOA study of PTP1B demonstrated that I is a substrate-competitive inhibitor. The binding mode anal. suggested that I simultaneously occupies the active site and the second phosphotyrosine (pTyr) binding site of PTP1B. Furthermore, the cell viability assay of I showed tolerable cytotoxicity in L02 cells, thus I may be prospectively used to further in vivo study.

Bioorganic & Medicinal Chemistry Letters published new progress about Enzyme kinetics. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Safety of 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Johnson, Kristen N.; Hurlock, Matthew J.; Zhang, Qiang; Hipps, K. W.; Mazur, Ursula published the artcile< Balancing Noncovalent Interactions in the Self-Assembly of Nonplanar Aromatic Carboxylic Acid MOF Linkers at the Solution/Solid Interface: HOPG vs. Au(111)>, COA of Formula: C26H18Br2, the main research area is tetraphenylethene tetracarboxylic acid self assembly MOF solution solid interface.

This study explores directed noncovalent bonding in the self-assembly of nonplanar aromatic carboxylic acids on Au and graphite surfaces. It is the 1st step in developing a new design strategy to create 2-dimensional surface metal-organic frameworks (SURFMOFs). The acid mols. used are tetraphenylethene-based and are typically employed in the synthesis of 3-dimensional (3D) MOF crystalline solids. They include tetraphenylethene tetracarboxylic acid, tetraphenylethene bisphenyl carboxylic acid, and tetraphenylethene tetrakis-Ph carboxylic acid. The 2-dimensional structures formed from these mols. on highly ordered pyrolytic graphite (HOPG) and Au(111) are studied by scanning tunneling microscopy in a solution environment. The process of monolayer formation and final surface linker structures are strongly dependent on the combination of the mol. and substrate used and are discussed in terms of intermol. and mol.-substrate interactions, bonding geometry, and symmetry of the acid mols. In the case of linker self-assembly on HOPG, the mol.-substrate interactions play a significant role in the resulting surface structure. When the acid mols. are adsorbed on Au(111), the intermol. interactions tend to dominate over the weaker mol.-substrate bonding. Addnl., the interplay of π-π interactions and hydrogen bonding that directs the surface self-assembly on different supports can be modified by varying the linker concentration This is particularly applicable for the case of the acid mols. adsorbing on the Au(111) substrate. Precise control over predesigned surface structures and orientation of the nonplanar aromatic carboxylic linkers open up an exciting prospect for manipulating the direction of SURFMOF growth in 2 dimensions and potentially in 3D.

Langmuir published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 184239-35-8 belongs to class bromides-buliding-blocks, and the molecular formula is C26H18Br2, COA of Formula: C26H18Br2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary