Category: 31181-89-2

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 31181-89-2, is researched, SMILESS is O=CC1=NC=C(Cl)C=C1, Molecular C6H4ClNOJournal, RSC Advances called Novel cathepsin K inhibitors block osteoclasts in vitro and increase spinal bone density in zebrafish, Author is Xue, Si-tu; Wang, Ya-li; Han, Xiao-wan; Yi, Hong; Jiang, Wei; Si, Shu-yi; Guo, Hui-fang; Li, Zhuo-rong, the main research direction is cathepsin K osteoclast spinal bone density zebrafish.HPLC of Formula: 31181-89-2.

Cathepsin K (Cat K) is a predominant cysteine protease and highly potent collagenase expressed in osteoclasts. Cat K inhibitors are anti-resorptive agents to treat osteoporosis. A novel scaffold of cathepsin K inhibitors, exemplified by lead compound 1x, was used as the template for designing and synthesizing a total of 61 derivatives that have not been reported before. An exploratory structure-activity relationship anal. identified the potent Cat K inhibitor A22, which displayed an IC50 value of 0.44μM against Cat K. A22 was very specific for Cat K and caused a significantly higher in vitro inhibition of the enzyme as compared to that of lead compound 1x. A surface plasmon resonance anal. confirmed in vitro binding of A22 to Cat K. Mol. docking studies indicated several favorable interaction sites for A22 within the active pocket of Cat K. Furthermore, A22 also blocked active osteoclasts in vitro and increased spinal bone d. in zebrafish, in which it showed an activity that was higher than that of the marketed therapeutic bone metabolizer etidronate disodium. A22 represents a very promising lead compound for the development of novel antiresorptive agents functioning as orthosteric inhibitors of Cat K.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Synthetic Route of C6H4ClNO. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Chloropicolinaldehyde, is researched, Molecular C6H4ClNO, CAS is 31181-89-2, about Synthesis and anti-staphylococcal activity of novel bacterial topoisomerase inhibitors with a 5-amino-1,3-dioxane linker moiety. Author is Li, Linsen; Okumu, Antony; Dellos-Nolan, Sheri; Li, Zoe; Karmahapatra, Soumendrakrishna; English, Anthony; Yalowich, Jack C.; Wozniak, Daniel J.; Mitton-Fry, Mark J..

Novel bacterial type II topoisomerase inhibitors (NBTIs) constitute a promising new class of antibacterial agents. The authors report a series of NBTIs with potent anti-staphylococcal activity and diminished hERG inhibition. Dioxane-linked compound N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-2-(2-(6-methoxyquinolin-4-yl)ethyl)-trans-1,3-dioxan-5-amine demonstrated MICs ≤1μg/mL against both methicillin-susceptible (MSSA) and -resistant Staphylococcus aureus (MRSA), accompanied by reduced hERG inhibition as compared to cyclohexane- or piperidine-linked analogs.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Bai, Yaguang; Leng, Wei Lin; Li, Yongxin; Liu, Xue-Wei published the article 《A highly efficient dual catalysis approach for C-glycosylation: addition of (o-azaaryl)carboxaldehyde to glycals》. Keywords: C glycosylation azaarylcarboxaldehyde glycals palladium heterocyclic carbene catalyst.They researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).Product Details of 31181-89-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:31181-89-2) here.

A novel and efficient dual catalysis approach by concurrent activation of glycals and (o-azaaryl)-carboxaldehydes using palladium and N-heterocyclic carbene has been developed. The two electrophiles could react after activation through formation of the Breslow intermediate and a π-allyl Pd complex, widening the scope of reacting glycosylation partners and opening up possibilities for future glycosylation.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of copper and zinc 2-(pyridin-2-yl)imidazo[1,2-a]pyridine complexes and their potential anticancer activity, published in 2017-01-27, which mentions a compound: 31181-89-2, Name is 5-Chloropicolinaldehyde, Molecular C6H4ClNO, Name: 5-Chloropicolinaldehyde.

A small library of novel copper and zinc imidazo[1,2-a]pyridine complexes were synthesized. Their structures were confirmed by x-ray diffraction crystallog. and a selection of these compounds was tested against five cancer cell lines originating from breast cancer (MCF-7 and MDA-MB-231), leukemia (K562 and HL-60) and colorectal cancer (HT-29). The imidazo[1,2-a]pyridines and their zinc complexes showed poor anticancer activity, while the copper complexes were active against the cancer cell lines with IC50 values comparable to and lower than camptothecin. For example, copper 6-bromo-N-cyclohexyl-2-(pyridin-2-yl)imidazo[1,2-a]pyridin-3-amine acetate 21 had an IC50 value <1 μM against the HT-29 cells. Fluorescence microscopy with acridine orange, Hoechst 33342 and ethidium bromide, used in a preliminary study to evaluate morphol. changes showed that copper 6-bromo-N-cyclohexyl-2-(pyridin-2-yl)imidazo[1,2-a]pyridin-3-amine acetate 21 caused both apoptosis, necrosis and para-ptosis in the MCF-7 and HL-60 cells. A select group of copper N-cyclohexyl-2-(pyridin-2-yl)imidazo[1,2-a]pyridin-3-amines (26, 27, 29 and 31) induced apoptosis, para-ptosis and deformed nuclei in MCF-7 cells. In addition to the literature in the link below, there is a lot of literature about this compound(5-Chloropicolinaldehyde)Name: 5-Chloropicolinaldehyde, illustrating the importance and wide applicability of this compound(31181-89-2).

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Hanna, Luke E.; Harris, Michael R.; Domon, Kenji; Jarvo, Elizabeth R. researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).Computed Properties of C6H4ClNO.They published the article 《Nickel-Catalyzed Hydrogenolysis and Conjugate Addition of 2-(Hydroxymethyl)pyridines via Organozinc Intermediates》 about this compound( cas:31181-89-2 ) in Organic Letters. Keywords: nickel catalyzed hydrogenolysis conjugate addition hydroxymethylpyridine organozinc intermediate; conjugate addition alpha beta unsaturated ester. We’ll tell you more about this compound (cas:31181-89-2).

2-Hydroxymethylpyridines undergo nickel-catalyzed hydrogenolysis upon activation with a chlorophosphate. Reactions employ diethylzinc and are proposed to proceed through secondary benzylzinc reagents. Quenching with deuteromethanol provides straightforward incorporation of a deuterium label in the benzylic position. Intramol. conjugate additions with α,β-unsaturated esters are also demonstrated and support the intermediacy of a benzylzinc complex.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Zhang, Xin-Hui; Bo-Wang; Tao, Yuan-Yuan; Ma, Qin; Wang, Hao-Jie; He, Zhang-Xu; Wu, Hui-Pan; Li, Yi-Han; Zhao, Bing; Ma, Li-Ying; Liu, Hong-Min published the article 《Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents》. Keywords: thiosemicarbazone diastereoselective preparation SAR anticancer human cytotoxicity; Gastric cancer; Lead optimization; Migration; Thiosemicarbazone.They researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).Safety of 5-Chloropicolinaldehyde. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:31181-89-2) here.

A series of thiosemicarbazone derivatives I [R1 = H, 4-MeO, 2-Br, 3-Br, 4-Br; R2 = H, Me, 2-pyridyl, etc.; R3 = 2-furyl, 3-indolyl, 2-pyridyl, etc.; n = 0, 1, 2] containing different aromatic heterocyclic groups was synthesized and the tridentate donor system of the lead compound was optimized. Most of the target compounds I showed improved antiproliferative activity against MGC803 cells. SAR studies revealed that compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] displayed significant advantages in inhibition effect with an IC50 value of 0.031μM, and better selectivity between cancer and normal cells than 3-AP and DpC (about 15- and 5-fold improved resp.). Besides, compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] showed selective antiproliferative activity in not only other cancer cells but also different gastric cancer cell lines. In-depth mechanism studies showed that compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] could induce mitochondria-related apoptosis which might be related to the elevation of intracellular ROS level, and cause cell cycle arrest at S phase. Moreover, compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] could evidently suppressed the cell migration and invasion by blocking the EMT (epithelial-mesenchymal transition) process. Consequently, our studies provided a lead optimization strategy of thiosemicarbazone derivatives I which would contribute to discover high-efficiency and low-toxicity agents for the treatment of gastric cancer.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Bi, Weiyang; Yang, Yunhui; Ye, Song; Wang, Congyang published the article 《Umpolung coupling of pyridine-2-carboxaldehydes and propargylic carbonates via N-heterocyclic carbene/palladium synergetic catalysis》. Keywords: pyridine carboxaldehyde propargylic carbonate palladium NHC coupling catalyst; propargylic ketone preparation.They researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).Synthetic Route of C6H4ClNO. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:31181-89-2) here.

The umpolung cross-coupling reaction of pyridine-2-carboxaldehydes and propargylic carbonates has been developed for the first time through N-heterocyclic carbene/palladium cooperative catalysis with the judicious selection of the palladium catalyst, ligand and N-heterocyclic carbene, giving the propargylic ketones, I (R1 = H, 6-Me, 5-Cl, 3-F, etc.; R2 = Ph, 4-FC6H4, 4-MeC6H4, 2-MeOC6H4, n-Bu, 2-naphthyl, etc.) regioselectively.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Chloropicolinaldehyde, is researched, Molecular C6H4ClNO, CAS is 31181-89-2, about Collaborative virtual screening to elaborate an imidazo[1,2-a]pyridine hit series for visceral leishmaniasis, the main research direction is virtual screening imidazopyridine visceral leishmaniasis.HPLC of Formula: 31181-89-2.

An innovative pre-competitive virtual screening collaboration was engaged to validate and subsequently explore an imidazo[1,2-a]pyridine screening hit for visceral leishmaniasis. In silico probing of five proprietary pharmaceutical company libraries enabled rapid expansion of the hit chemotype, alleviating initial concerns about the core chem. structure while simultaneously improving antiparasitic activity and selectivity index relative to background cell line. Subsequent hit optimization informed by the structure activity relationship enabled by this virtual screening allowed thorough investigation of the pharmacophore, opening avenues for further improvement and optimization of the chem. series.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Electric Literature of C6H4ClNO. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Chloropicolinaldehyde, is researched, Molecular C6H4ClNO, CAS is 31181-89-2, about Nonacidic Farnesoid X Receptor Modulators. Author is Flesch, Daniel; Cheung, Sun-Yee; Schmidt, Jurema; Gabler, Matthias; Heitel, Pascal; Kramer, Jan; Kaiser, Astrid; Hartmann, Markus; Lindner, Mara; Lueddens-Daemgen, Kerstin; Heering, Jan; Lamers, Christina; Lueddens, Hartmut; Wurglics, Mario; Proschak, Ewgenij; Schubert-Zsilavecz, Manfred; Merk, Daniel.

As a cellular bile acid sensor, farnesoid X receptor (FXR) participates in regulation of bile acid, lipid and glucose homeostasis, and liver protection. Clin. results have validated FXR as therapeutic target in hepatic and metabolic diseases. To date, potent FXR agonists share a neg. ionizable function that might compromise their pharmacokinetic distribution and behavior. Here the authors report the development and characterization of a high-affinity FXR modulator not comprising an acidic residue.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Chai, Hongxin; Cao, Qun; Dornan, Laura M.; Hughes, N. Louise; Brown, Clare L.; Nockemann, Peter; Li, Jiarong; Muldoon, Mark J. published the article 《Cationic Palladium(II) Complexes for Catalytic Wacker-Type Oxidation of Styrenes to Ketones Using O2 as the Sole Oxidant》. Keywords: styrene palladium complex oxygen Wacker oxidation catalyst; ketone preparation.They researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).SDS of cas: 31181-89-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:31181-89-2) here.

A series of new cationic palladium(II) complexes were prepared and studied for their ability to catalyze the Wacker-type oxidation of styrenes to their corresponding acetophenones using O2 as the sole oxidant. Catalysts are active at room temperature and the study highlights the importance of solvent choice and the need for ligand development in improving catalyst performance.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate