Category: 209919-30-2

Wang, Kai published the artcileSynthesis of Diboronic Acid-Based Fluorescent Probes for the Sensitive Detection of Glucose in Aqueous Media and Biological Matrices, HPLC of Formula: 209919-30-2, the publication is ACS Sensors (2021), 6(4), 1543-1551, database is CAplus and MEDLINE.

Reliable and accurate glucose detection in biol. samples is of great importance in clin. diagnosis and medical research. Chem. probes are advantageous in simple operation and flexible design, especially for the development of fluorescent probes. Anthracene-based diboronic acid (P-DBA) has shown potential in glucose probing because of its high sensitivity. However, poor solubility limits its applications in aqueous media. In this work, we systemically modify P-DBA by introducing fluoro (F-), chloro (Cl-), methoxyl (MeO-), or cyano (CN-) substituents. Among these probes, the cyano-substituted probe (CN-DBA) displays the highest glucose-binding constant (6489.5 M^-1, 33% MeOH). More importantly, it shows good water solubility in the aqueous solution (0.5% MeOH), with ultrasensitive recognition with glucose (LOD = 1.51 μM) and robust sensing from pH 6.0 to 9.0. Based on these features, the CN-DBA is finally applied to detect glucose in cell lysates and plasma, with satisfactory recovery and precision. These results demonstrate that CN-DBA could serve as an accurate, sensitive fluorescent probe for glucose assays in biol. samples.

ACS Sensors published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C15H22BBrO3, HPLC of Formula: 209919-30-2.

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

Yao, Qi-Jun published the artcileAtroposelective Synthesis of Axially Chiral Biaryls by Palladium-Catalyzed Asymmetric C-H Olefination Enabled by a Transient Chiral Auxiliary, Name: 4-Chloro-2-methylphenylboronic acid, the publication is Angewandte Chemie, International Edition (2017), 56(23), 6617-6621, database is CAplus and MEDLINE.

Atroposelective synthesis of axially chiral biaryls by palladium-catalyzed C-H olefination, using tert-leucine as an inexpensive, catalytic, and transient chiral auxiliary, has been realized. This strategy provides a highly efficient and straightforward access to a broad range of enantioenriched biaryls, e.g., I (X-rays single crystal structure shown), in good yields (up to 98 %) with excellent enantioselectivities (95 to >99 % ee). Kinetic resolution of trisubstituted biaryls bearing sterically more demanding substituents is also operative, thus furnishing the optically active olefinated products with excellent selectivity (95 to >99 % ee, s-factor up to 600).

Angewandte Chemie, International Edition published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C10H14O, Name: 4-Chloro-2-methylphenylboronic acid.

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

Liu, Jianbo published the artcileEnantioselective construction of remote tertiary carbon-fluorine bonds, Product Details of C7H8BClO2, the publication is Nature Chemistry (2019), 11(8), 710-715, database is CAplus and MEDLINE.

The carbon-fluorine bond engenders distinctive physicochem. properties and significant changes to general reactivity. The development of catalytic, enantioselective methods to set stereocenters that contain a benzylic C-F bond is a rapidly evolving goal in synthetic chem. Although there have been notable advances that enable the construction of secondary stereocenters that contain both a C-F and a C-H bond on the same carbon, significantly fewer strategies are defined to access stereocenters that incorporate a tertiary C-F bond, especially those remote from pre-existing activating groups. Here we report a general method that establishes C-F tertiary benzylic stereocenters by forging a C-C bond via a Pd-catalyzed enantioselective Heck reaction of acyclic alkenyl fluorides with arylboronic acids. This method provides a platform to rapidly incorporate significant functionality about the benzylic tertiary fluoride by virtue of the diversity of both reaction partners, as well as the ability to install the stereocenters remotely from pre-existing functional groups.

Nature Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Product Details of C7H8BClO2.

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

Lutz, Toni published the artcileDevelopment of Highly Potent GAT1 Inhibitors: Synthesis of Nipecotic Acid Derivatives with N-Arylalkynyl Substituents, Name: 4-Chloro-2-methylphenylboronic acid, the publication is ChemMedChem (2017), 12(5), 362-371, database is CAplus and MEDLINE.

A new scaffold of highly potent and mGAT1-selective inhibitors has been developed. Compounds in this class are characterized by an alkyne-type spacer connecting nipecotic acid with an aromatic moiety. Preliminary evaluations made it apparent that a nipecotic acid derivative with an N-butynyl linker and a terminal 2-biphenyl residue exhibiting a binding affinity (pK_i) of 7.61±0.03 to mGAT1 and uptake inhibition (pIC₅₀) of 7.00±0.06 selective for mGAT1 could serve as a hit compound Docking calculations for compounds based on this structure in an hGAT1 homol. modeling study indicated binding affinities similar to or even higher than that of the well-known mGAT1 inhibitor tiagabine. Synthesis of the designed compounds was readily carried out by two consecutive cross-coupling reactions, giving flexible access to variously substituted biphenyl subunits. With an appropriate substitution pattern of the biphenyl moiety, the binding affinity of enantiopure (R)-nipecotic acid derivatives to mGAT1 increased to pK_i=8.33±0.01, and the uptake inhibitory potency up to pIC₅₀=7.72±0.02.

ChemMedChem published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Name: 4-Chloro-2-methylphenylboronic acid.

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

Liu, Jiwen published the artcileOptimization of GPR40 Agonists for Type 2 Diabetes, Recommanded Product: 4-Chloro-2-methylphenylboronic acid, the publication is ACS Medicinal Chemistry Letters (2014), 5(5), 517-521, database is CAplus and MEDLINE.

GPR40 (FFA1 and FFAR1) has gained significant interest as a target for the treatment of type 2 diabetes. TAK-875 (1), a GPR40 agonist, lowered Hb A1c (HbA1c) and lowered both postprandial and fasting blood glucose levels in type 2 diabetic patients in phase II clin. trials. We optimized phenylpropanoic acid derivatives as GPR40 agonists and identified AMG 837 (2) as a clin. candidate. Here we report our efforts in searching for structurally distinct back-ups for AMG 837. These efforts led to the identification of more polar GPR40 agonists, such as AM-4668 (10), that have improved potency, excellent pharmacokinetic properties across species, and min. central nervous system (CNS) penetration.

ACS Medicinal Chemistry Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Recommanded Product: 4-Chloro-2-methylphenylboronic acid.

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

Zhu, Chen published the artcileMild and Rapid Hydroxylation of Aryl/Heteroaryl Boronic Acids and Boronate Esters with N-Oxides, Product Details of C7H8BClO2, the publication is Organic Letters (2012), 14(13), 3494-3497, database is CAplus and MEDLINE.

Aryl and heteroaryl boronic acids and boronate esters are rapidly, often within minutes, transformed into the corresponding phenols by N-oxides in an open flask at ambient temperature This transformation has broad compatibility with a variety of functional groups.

Organic Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C6H10F3NO, Product Details of C7H8BClO2.

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

Zhan, Bei-Bei published the artcileSynthesis of Axially Chiral Biaryl-2-amines by Pd^II-Catalyzed Free-Amine-Directed Atroposelective C-H Olefination, Computed Properties of 209919-30-2, the publication is Angewandte Chemie, International Edition (2020), 59(9), 3568-3572, database is CAplus and MEDLINE.

A simple and ubiquitously present group, free amine, is used as a directing group to synthesize axially chiral biaryl compounds by Pd^II-catalyzed atroposelective C-H olefination. A broad range of axially chiral biaryl-2-amines can be obtained in good yields with high enantioselectivities (up to 97% ee). Chiral spiro phosphoric acid (SPA) proved to be an efficient ligand and the loading could be reduced to 1 mol % without erosion of enantiocontrol in gram-scale synthesis. The resulting axially chiral biaryl-2-amines also provide a platform for the synthesis of a set of chiral ligands.

Angewandte Chemie, International Edition published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C24H29N5O3, Computed Properties of 209919-30-2.

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

Huang, Xiaohua published the artcileDiscovery and Hit-to-Lead Optimization of Non-ATP Competitive MK2 (MAPKAPK2) Inhibitors, Formula: C7H8BClO2, the publication is ACS Medicinal Chemistry Letters (2011), 2(8), 632-637, database is CAplus and MEDLINE.

A novel series of non-ATP-competitive MK2 inhibitors based on a furan-2-carboxyamide scaffold was discovered through high-throughput screening using the affinity selection-mass spectrometry-based Automated Ligand Identification System platform. Medicinal chem. efforts optimized the initial screening hit to lead-like compounds with significant improvements in biochem. and cellular potencies, while maintaining excellent kinase selectivity and in vitro pharmacokinetic properties. Biophys. and biochem. studies confirmed the unique non-ATP-competitive binding mode of this series and suggested that highly selective inhibitors of MK2 should be feasible by targeting the outside ATP pocket.

ACS Medicinal Chemistry Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Formula: C7H8BClO2.

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

Miwa, Takuya published the artcileRhodium-Catalyzed Synthesis of Silicon-Bridged 1,2-Dialkenylbenzenes via 1,4-Rhodium Migration, COA of Formula: C7H8BClO2, the publication is Organic Letters (2019), 21(6), 1627-1631, database is CAplus and MEDLINE.

An efficient synthesis of 1,3-dialkylidene-2,3-dihydro-1H-benzo[c]siloles, a new type of Si-bridged π-conjugated compounds, was developed from a simple substrate combination of dialkynylsilanes and arylboronic acids under Rh catalysis through the use of 1,4-Rh migration. The reaction pathway was probed by D-labeling experiments, and the use of o-tolylboronic acids gave 6-membered silacycles via 1,5-Rh migration.

Organic Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, COA of Formula: C7H8BClO2.

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

Yamamoto, Kosuke published the artcileRational Design and Synthesis of [5]Helicene-Derived Phosphine Ligands and Their Application in Pd-Catalyzed Asymmetric Reactions, Quality Control of 209919-30-2, the publication is Scientific Reports (2016), 36211pp., database is CAplus and MEDLINE.

A series of novel optically active [5]helicene-derived phosphine ligands I and II were synthesized. Despite their structural similarities, I and II exhibited particularly different characteristics in their use as chiral ligands. I Was highly effective in the asym. allylation of indoles with 1,3-diphenylallyl acetate, afforded substituted indoles III [R = H, Me, Ph; R¹ = H, Br, Me, OMe; R² = H, Me] (up to 99% ee), and in the etherification of alcs., afforded allylic ethers IV [R³ = Et, allyl, Bn, etc.] (up to 96% ee). In contrast, II was highly effective in the stereocontrol of helical chirality in Suzuki-Miyaura coupling (SMC) reaction, afforded biaryls V [R⁴ = Me, Et; R⁵ = H, Me, Cl, OMe; R⁶ = H, Me] (up to 99% ee). D. functional theory anal. was employed to propose a model that accounts for the origin of the enantioselectivity in these reactions.

Scientific Reports published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C2H2N4O2, Quality Control of 209919-30-2.

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