Category: 660867-80-1

Xu, Zhixiang; Xu, Xiangxiang; O’Laoi, Ruadhan; Ma, Haikuo; Zheng, Jiyue; Chen, Shuaishuai; Luo, Lusong; Hu, Zhilin; He, Sudan; Li, Jiajun; Zhang, Hongjian; Zhang, Xiaohu published the artcile< Design, synthesis, and evaluation of novel porcupine inhibitors featuring a fused 3-ring system based on the 'reversed' amide scaffold>, Formula: C12H18BNO2, the main research area is Wnt3A inhibitor amide scaffold; Antagonist; Cancer therapy; Porcupine; Scaffold hybridization; Wnt signaling pathway.

The Wnt signaling pathway is an essential signal transduction pathway which leads to the regulation of cellular processes such as proliferation, differentiation and migration. Aberrant Wnt signaling is known to have an association with multiple cancers. Porcupine is an enzyme that catalyzes the addition of palmitoleate to a serine residue in Wnt proteins, a process which is required for the secretion of Wnt proteins. Here the authors report the synthesis and structure-activity-relationship of the novel porcupine inhibitors based on a ‘reversed’ amide scaffold. The leading compound I was as potent as the clin. compound LGK974 in a cell based STF reporter gene assay. Compound I potently inhibited the secretion of Wnt3A, therefore was confirmed to be a porcupine inhibitor. Furthermore, compound I showed excellent chem. and plasma stabilities. However, the clearance of compound I in liver microsomal tests was moderate to high, and the solubility of compound I was suboptimal. Collective efforts toward further optimization of this novel tricyclic template to develop better porcupine inhibitors will be subsequently undertaken and reported in due course.

Bioorganic & Medicinal Chemistry published new progress about Homo sapiens. 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Formula: C12H18BNO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kamatsuka, Takuto; Shinokubo, Hiroshi; Miyake, Yoshihiro published the artcile< Design and synthesis of tunable ligands with 4,4'-bipyridyl as an electron-accepting unit and their rhenium complexes>, Electric Literature of 660867-80-1, the main research area is rhenium bipyridine pendant amine phosphine complex preparation reduction catalyst; carbon dioxide reduction photocatalyst rhenium bipyridine carbonyl complex; crystal structure rhenium bipyridine pendant amine complex; mol structure rhenium bipyridine pendant amine complex.

We have designed and prepared a series of rhenium complexes with 4,4′-bipyridyl, [(2-R1-6-R2-2′-CH2Q-4,4′-bpy)ReCl(CO)3] (2a-i, Q = NEt2, PtBu2, POtBu2; R1, R2 = H, Me, Cl, Br) as an electron-accepting unit. Electrochem. studies revealed that oxidation and reduction of these complexes occurred on the rhenium center and the 4,4′-bipyridyl skeleton, resp. The redox potentials of the rhenium complexes are controllable by tuning the substituents on the 4,4′-bipyridyl skeleton and the coordinating groups to the rhenium center. We have also examined the reactivity of the rhenium complexes in electrochem. and photochem. CO2 reduction

Organometallics published new progress about Crystal structure. 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Electric Literature of 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Huai-Wei; Wu, Jia-Xue; Huang, Xian-Qiang; Li, Da-Cheng; Wang, Su-Na; Lu, Yi; Dou, Jian-Min published the artcile< RhIII-Catalyzed C-H N-Heteroarylation and Esterification Cascade of Carboxylic Acid with Organoboron Reagents and 1,2-Dichloroethane in One-Pot Synthesis>, Application of C12H18BNO2, the main research area is aryl carboxylic acid heteroaromatic boronate heteroarylation esterification cascade rhodium.

A RhIII-catalyzed C(sp2)-H N-heteroarylation and esterification cascade of aryl carboxylic acids with N-heteroaromatic boronates and 1,2-dichloroethane in a one-pot synthesis has been disclosed. The strong coordinating ability of ortho- and meta-substituted pyridine boronates and pyrazoles as well as unsubstituted pyrimidine allows them to serve as the coupling partners. This protocol allows late-stage modification of the key precursor of roflumilast and compounds of pharmaceutical interest, which highlights the potential application of this synthetic method.

Organic Letters published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Application of C12H18BNO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sadler, Scott A.; Tajuddin, Hazmi; Mkhalid, Ibraheem A. I.; Batsanov, Andrei S.; Albesa-Jove, David; Cheung, Man Sing; Maxwell, Aoife C.; Shukla, Lena; Roberts, Bryan; Blakemore, David C.; Lin, Zhenyang; Marder, Todd B.; Steel, Patrick G. published the artcile< Iridium-catalyzed C-H borylation of pyridines>, Computed Properties of 660867-80-1, the main research area is iridium catalyzed carbon hydrogen borylation pyridine; crystal mol structure boryl pyridine.

The iridium-catalyzed C-H borylation is a valuable and attractive method for the preparation of aryl and heteroaryl boronates. However, application of this methodol. for the preparation of pyridyl and related azinyl boronates can be challenged by low reactivity and propensity for rapid protodeborylation, particularly for a boronate ester ortho to the azinyl nitrogen. Competition experiments have revealed that the low reactivity is due to inhibition of the active catalyst through coordination of the azinyl nitrogen lone pair at the vacant site on the iridium. This effect can be overcome through the incorporation of a substituent at C-2. Moreover, when this is sufficiently electron-withdrawing protodeborylation is sufficiently slowed to permit isolation and purification of the C-6 boronate ester. Following functionalization, reduction of the directing C-2 substituent provides the product arising from formal ortho borylation of an unhindered pyridine ring.

Organic & Biomolecular Chemistry published new progress about Borylation. 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Computed Properties of 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kondo, Mizuho; Miyake, Jun-ichi; Tada, Kazuya; Kawatsuki, Nobuhiro published the artcile< Tuning photoluminescent wavelength of water-soluble oligothiophene/polymer complex film by proton bonding>, Reference of 660867-80-1, the main research area is thiophene oligomer pyridyl end group preparation photoluminescence photochromism protonation.

An oligothiophene derivative with pyridine end groups was prepared and the UV-visible absorption and photoluminescence of the compound were studied. Upon addition of aqueous polystyrenesulfonic acid solution, homogeneous complex films with protonated structure were observed Reversible color change in photoluminescence, in response to exposure of the protonated species to base solution was observed, which is due to reversible protonation of pyridyl end groups; this response can be applied to acid sensors.

Chemistry Letters published new progress about Luminescence. 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Reference of 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Li, Jian-Yuan; Huang, Hongbing published the artcile< Development of DNA-Compatible Suzuki-Miyaura Reaction in Aqueous Media>, SDS of cas: 660867-80-1, the main research area is DNA Suzuki Miyaura reaction aryl halide boronic acid.

DNA-encoded chem. libraries (DELs) are a cost-effective technol. for the discovery of novel chem. probes and drug candidates. A major limiting factor in assembling productive DELs is the availability of DNA-compatible chem. reactions in aqueous media. In an effort to increase the chem. accessibility and structural diversity of small mols. displayed by DELs, the authors developed a robust Suzuki-Miyaura reaction protocol that is compatible with the DNA structures. By employing a water-soluble Pd-precatalyst, the authors developed conditions that allow efficient coupling of DNA-linked aryl halides with a wide variety of boronic acids/esters including heteroaryl boronates.

Bioconjugate Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent) (DNA-conjugate). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, SDS of cas: 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Haydl, Alexander M.; Hartwig, John F. published the artcile< Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters>, Application In Synthesis of 660867-80-1, the main research area is palladium catalyzed methylation aryl heteroaryl boronate ester iodomethane; methylated arene heterocycle preparation palladium catalyzed methylation.

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biol. active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

Organic Letters published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation) (methylated). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Application In Synthesis of 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Haydl, Alexander M.; Hartwig, John F. published the artcile< Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters>, Application In Synthesis of 660867-80-1, the main research area is palladium catalyzed methylation aryl heteroaryl boronate ester iodomethane; methylated arene heterocycle preparation palladium catalyzed methylation.

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biol. active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

Organic Letters published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation) (methylated). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Application In Synthesis of 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yang, Lichen; Uemura, Nao; Nakao, Yoshiaki published the artcile< meta-Selective C-H Borylation of Benzamides and Pyridines by an Iridium-Lewis Acid Bifunctional Catalyst>, Related Products of 660867-80-1, the main research area is meta selective borylation benzamide pyridine iridium aluminum bifunctional catalyst; borane pyridyl benzamide derivative preparation.

The authors report herein the Ir-catalyzed meta-selective C-H borylation of benzamides by using a newly designed 2,2′-bipyridine (bpy) ligand bearing an alkylaluminum biphenoxide moiety. The authors also demonstrate the Ir-catalyzed C3-selective C-H borylation of pyridine with a 1,10-phenanthroline (Phen) ligand bearing an alkylborane moiety. Probably the Lewis acid-base interaction between the Lewis acid moiety and the aminocarbonyl group or the sp2-hybridized N atom accelerates the reaction and controls the site-selectivity.

Journal of the American Chemical Society published new progress about Benzamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Related Products of 660867-80-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Heinrich, Timo; Seenisamy, Jeyaprakashnarayanan; Emmanuvel, Lourdusamy; Kulkarni, Santosh S.; Bomke, Joerg; Rohdich, Felix; Greiner, Hartmut; Esdar, Christina; Krier, Mireille; Graedler, Ulrich; Musil, Djordje published the artcile< Fragment-Based Discovery of New Highly Substituted 1H-Pyrrolo[2,3-b]- and 3H-Imidazolo[4,5-b]-Pyridines as Focal Adhesion Kinase Inhibitors>, Name: 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is pyrrolopyridine imidazolopyridine preparation focal adhesion kinase inhibitor.

Focal adhesion kinase (FAK) is considered as an attractive target for oncol., and small-mol. inhibitors are reported to be in clin. testing. In a surface plasmon resonance (SPR)-mediated fragment screening campaign, we discovered bicyclic scaffolds like 1H-pyrazolo[3,4-d]pyrimidines binding to the hinge region of FAK. By an accelerated knowledge-based fragment growing approach, essential pharmacophores were added. The establishment of highly substituted unprecedented 1H-pyrrolo[2,3-b]pyridine derivatives provided compounds with submicromolar cellular FAK inhibition potential, e.g. I. The combination of substituents on the bicyclic templates and the nature of the core structure itself have a significant impact on the compounds FAK selectivity. Structural anal. revealed that the appropriately substituted pyrrolo[2,3-b]pyridine induced a rare helical DFG-loop conformation. The discovered synthetic route to introduce three different substituents independently paves the way for versatile applications of the 7-azaindole core.

Journal of Medicinal Chemistry published new progress about Drug discovery (fragment-based). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Name: 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts