Category: 145349-62-8

Rowbottom, Martin W. published the artcileSynthesis and structure-activity relationships of biarylcarboxamide bis-aminopyrrolidine urea derived small-molecule antagonists of the melanin-concentrating hormone receptor-1 (MCH-R1), Computed Properties of 145349-62-8, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(14), 3439-3445, database is CAplus and MEDLINE.

A novel series of bis-aminopyrrolidine ureas containing either a 4-biphenylcarboxamide or 5-phenyl-2-thiophenecarboxamide group have been identified as potent and functional antagonists of the melanin-concentrating hormone receptor-1. Syntheses and SAR are described, which led to the discovery of compounds with high binding affinity (K_i = 1 nM) for the receptor. Preliminary in vitro metabolic stability data are also reported for key compounds

Bioorganic & Medicinal Chemistry Letters published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Computed Properties of 145349-62-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cardenas, Mariel M. published the artcileEnantioselective Synthesis of Pyrrolopyrimidine Scaffolds through Cation-Directed Nucleophilic Aromatic Substitution, Related Products of chlorides-buliding-blocks, the publication is Organic Letters (2018), 20(7), 2037-2041, database is CAplus and MEDLINE.

The catalytic enantioselective synthesis of 3-aryl-substituted pyrrolopyrimidines (PPYs), a common motif in drug discovery, is achieved through a kinetic resolution via quaternary ammonium salt-catalyzed nucleophilic aromatic substitution (S_NAr). Both enantioenriched products and starting materials can be functionalized with no observed racemization to give enantiodivergent access to diverse chiral analogs of an important class of kinase inhibitor. One of the compounds was found to be a potent and selective inhibitor of breast tumor kinase.

Organic Letters published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zhang, Lei published the artcileMulticomponent multicatalyst reactions (MC)²R: One-pot synthesis of 3,4-dihydroquinolinones, Related Products of chlorides-buliding-blocks, the publication is Organic Letters (2013), 15(9), 2128-2131, database is CAplus and MEDLINE.

A Rh/Pd/Cu catalyst system led to an efficient synthesis of dihydroquinolinones e. g., I, II in one-pot, two operations. The reaction features the first triple metal-catalyzed transformations in one reaction vessel, without any intermediate workup. The conjugate-addition/amidation/amidation reaction sequence is highly modular, divergent, and practical.

Organic Letters published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C15H20O6, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Nikhar, Sameer published the artcileDesign of pyrido[2,3-d]pyrimidin-7-one inhibitors of receptor interacting protein kinase-2 (RIPK2) and nucleotide-binding oligomerization domain (NOD) cell signaling, Formula: C7H8BClO2, the publication is European Journal of Medicinal Chemistry (2021), 113252, database is CAplus and MEDLINE.

Receptor interacting protein kinase-2 (RIPK2) is an enzyme involved in the transduction of pro-inflammatory nucleotide-binding oligomerization domain (NOD) cell signaling, a pathway implicated in numerous chronic inflammatory conditions. Herein, a pyrido[2,3-d]pyrimidin-7-one based class of RIPK2 kinase and NOD2 cell signaling inhibitors is described. For example, 33 (e.g. UH15-15) inhibited RIPK2 kinase (IC50 = 8 ± 4 nM) and displayed > 300-fold selectivity vs. structurally related activin receptor-like kinase 2 (ALK2). This mol. blocked NOD2-dependent HEKBlue NF-κB activation (IC50 = 20 ± 5 nM) and CXCL8 production (at concentrations > 10 nM). Mol. docking suggests that engagement of Ser25 in the glycine-rich loop may provide increased selectivity vs. ALK2 and optimal occupancy of the region between the gatekeeper and the αC-helix may contribute to potent NOD2 cell signaling inhibition. Finally, this compound also demonstrated favorable in vitro ADME and pharmacokinetic properties (e.g. Cmax = 5.7μM, Tmax = 15 min, t1/2 = 3.4 h and Cl = 45 mL/min/kg following single 10 mg/kg i.p. administration) further supporting the use of pyrido[2,3-d]pyrimidin-7-ones as a new structure class of RIPK2 kinase and NOD cell signaling inhibitors.

European Journal of Medicinal Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Formula: C7H8BClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xia, Yuehan published the artcileDiscovery of tetrahydroquinolines and benzomorpholines as novel potent RORγt agonists, Formula: C7H8BClO2, the publication is European Journal of Medicinal Chemistry (2021), 113013, database is CAplus and MEDLINE.

The retinoic acid receptor-related orphan receptor γt (RORγt) is an important nuclear receptor that regulates the differentiation of Th17 cells and production of interleukin 17(IL-17). RORγt agonists increase basal activity of RORγt and could provide a potential approach to cancer immunotherapy. Herein, hit compound I was identified as a weak RORγt agonist during inhouse library screening. Changes in LHS core of I led to the identification of tetrahydroquinoline compound II as a partial RORγt agonist (maximum act. = 39.3%). Detailed structure-activity relationship on substituent of the LHS core, amide linker and RHS arylsulfonyl moiety was explored and a novel series of tetrahydroquinolines and benzomorpholines was discovered as potent RORγt agonists. Tetrahydroquinoline compound III (EC₅₀ = 8.9 ± 0.4 nM, maximum act. = 104.5%) and benzomorpholine compound IV (EC₅₀ = 7.5 ± 0.6 nM, maximum act. = 105.8%) were representative compounds with high RORγt agonistic activity in dual FRET assay, and they showed good activity in cell-based Gal4 reporter gene assay and Th17 cell differentiation assay (104.5% activation at 300 nM of III; 59.4% activation at 300 nM of IV). The binding modes of III and IV as well as the two RORγt inverse agonists accidentally discovered were also discussed.

European Journal of Medicinal Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C13H11NO, Formula: C7H8BClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Wen-Shan published the artcileDesign, synthesis and biological evaluation of pyridine derivatives as selective SHP2 inhibitors, Related Products of chlorides-buliding-blocks, the publication is Bioorganic Chemistry (2020), 103875, database is CAplus and MEDLINE.

SHP2 is a non-receptor protein tyrosine phosphatase encoded by the PTPN11 gene, which affects the transduction of multiple signaling pathways, including RAS-ERK, PI3K-AKT and JAK-STAT. SHP2 also plays an important role in the programmed cell death pathway (PD-1/PD-L1). Studies have shown that SHP2 is associated with a variety of cancers, including breast, liver and gastric cancers. Therefore, the development of SHP2 inhibitors has attracted extensive attention. In this study, based on the known inhibitor 1 (SHP099), novel SHP2 inhibitors were designed by means of scaffold hopping, and 35 pyridine derivatives as SHP2 inhibitors were found. The in vitro enzyme activity assay was performed on these compounds, and multiple selective SHP2 inhibitors with activity potency similar to that of SHP099 were obtained. Among them, compound (2-(4-(aminomethyl)piperidin-1-yl)-5-(2,3-dichlorophenyl)pyridin-3-yl)methanol (11a) was the most potent and highly selective SHP2 inhibitor with an in vitro enzyme activity IC₅₀ value of 1.36 μM. Fluorescence titration assay verified that 11a bound directly to SHP2 protein. Subsequently, cell assay of representative compounds showed that these compounds could effectively inhibit the proliferation of Ba/F₃ cells. In addition, the pharmacokinetic characteristics of the designed compounds were analyzed by the in silico ADMET prediction. Mol. docking study provided more detailed information on the binding mode of compounds and SHP2 protein. In brief, this study reported for the first time that pyridine derivatives as novel SHP2 inhibitors had good inhibitory activity and selectivity, providing new clues for the development of small mol. SHP2 inhibitors.

Bioorganic Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chen, Cheng published the artcileDiscovery of cytochrome bc₁ complex inhibitors inspired by the natural product karrikinolide, Safety of 2-Chloro-4-methylphenylboronic acid, the publication is RSC Advances (2016), 6(100), 97580-97586, database is CAplus.

The cytochrome bc₁ complex (cyt bc₁ or complex III) is a promising target of numerous antibiotics and fungicides. With an aim to indentify new lead structures for the bc₁ complex, a series of novel inhibitors were discovered from the natural product karrikinolide for the first time. Extensive screening results suggested variable inhibitory activities of these compounds against succinate-cytochrome reductase [SCR, a mixture of respiratory complex II (SQR) and complex III (the bc₁ complex)], implying the essential role of a 4-substituted Ph group for the high potency. Exceptionally, compound 12g showed excellent inhibition potency having an IC₅₀ value in the sub-micromolar range, demonstrating its higher potency than the com. control amisulbrom by over two orders of magnitude. Further experiments inferred that these newly prepared compounds mainly target the bc₁ complex. Seemingly, this work has presented a new lead scaffold for further development of bc₁ complex inhibitors.

RSC Advances published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Safety of 2-Chloro-4-methylphenylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wu, Yu-Xi published the artcileCopper-Catalyzed Synthesis of O/N-Alkyl S-Phenyl Phenylcarbamothioates: An Odorless and Chemo-selective Chan-Lam Reaction to Construct C-S Bond, Name: 2-Chloro-4-methylphenylboronic acid, the publication is European Journal of Organic Chemistry (2022), 2022(32), e202200707, database is CAplus.

The O/N-alkyl-S-phenyl-(Z)-phenylcarbamothioates I [R¹ = H, 4-Me, 4-Cl, etc.; R² = OMe, OEt, OBu, N-morpholinyl; R³ = H, 3-Br, 4-Ph, etc.] were synthesized via copper-catalyzed chemoselective Chan-Lam reaction of odorless O/N-alkyl phenylthiocarbamates as sulfur sources and com. available phenylboronic acids as substrates. This methodol. featured simple performance, odorless sulfur source, easily available starting material, good functional group tolerance, and high chemo-selectivity to construct C-S bonds, thereby provided an alternative way to the synthesis of potentially bioactive compounds

European Journal of Organic Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H3IN2O2, Name: 2-Chloro-4-methylphenylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yan, Dingyuan published the artcileA selenium-catalysed para-amination of phenols, SDS of cas: 145349-62-8, the publication is Nature Communications (2018), 9(1), 1-9, database is CAplus and MEDLINE.

Se-catalyzed para-amination of phenols was reported while, in contrast, the reactions with sulfur donors were stoichiometric. A catalytic amount of phenylselenyl bromide smoothly converts N-aryloxyacetamides to N-acetyl p-aminophenols. When the para position was substituted (for example, with tyrosine), the dearomatization occurred and 4,4-disubstituted cyclodienone products were obtained. A combination of exptl. and computational studies was conducted and suggested the weaker Se-N bond plays a key role in the completion of the catalytic cycle. Our method extends the selenium-catalyzed processes to the functionalization of aromatic compounds Finally, the mild nature of the para-amination reaction was demonstrated by generating an AIEgen 2-(2′-hydroxyphenyl)benzothiazole (HBT) product in a fluorogenic fashion in a PBS buffer.

Nature Communications published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C6H4ClNO2, SDS of cas: 145349-62-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cardenas, Mariel M. published the artcileCatalytic atroposelective dynamic kinetic resolutions and kinetic resolutions towards 3-arylquinolines via S_NAr, Computed Properties of 145349-62-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(78), 10087-10090, database is CAplus and MEDLINE.

Herein authors report the catalytic atroposelective syntheses of pharmaceutically relevant 3-arylquinolines via the nucleophilic aromatic substitution (SNAr) of thiophenols into 3-aryl-2-fluoroquinolines mediated by catalytic amounts of Cinchona alkaloid-derived ureas. These reactions displayed a spectrum of dynamic kinetic resolution (DKR) and kinetic resolution (KR) characters depending upon the stereochem. stability of the starting material. Low barrier substrates proceeded via DKR while higher barrier substrates proceeded via KR. On the other hand, substrates with intermediate stabilities displayed hallmarks of both DKR and KR. Finally, authors also show that they can functionalize the atropisomerically enriched quinolines into pharmaceutically privileged scaffolds with minimal observed racemization.

Chemical Communications (Cambridge, United Kingdom) published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Computed Properties of 145349-62-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics