Category: 1008-89-5

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.Zhu, Cuiju; Kuniyil, Rositha; Jei, Becky B.; Ackermann, Lutz researched the compound: 2-Phenylpyridine( cas:1008-89-5 ).Electric Literature of C11H9N.They published the article 《Domino C-H Activation/Directing Group Migration/Alkyne Annulation: Unique Selectivity by d6-Cobalt(III) Catalysts》 about this compound( cas:1008-89-5 ) in ACS Catalysis. Keywords: domino bond activation pyridine directing group migration alkyne annulation; cobalt catalyst. We’ll tell you more about this compound (cas:1008-89-5).

Distinct selectivity control in Cp*CoIII-catalyzed domino C-H activation/pyridine directing group migration/alkyne annulation has been accomplished through the nucleophilicity of an organometallic cobalt intermediate with a d6 electron configuration. Detailed mechanistic studies provided compelling evidence for a facile C-H activation along with a favorable migration of the directing group for the Cp*CoIII catalysis, rather than the β-oxygen elimination observed for a (CO)3MnI manifold.

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Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Peng, Wan; Hegazy, Ahmed M.; Jiang, Ning; Chen, Xi; Qi, Hua-Xin; Zhao, Xu-Dong; Pu, Jun; Ye, Rui-Rong; Li, Rong-Tao published an article about the compound: 2-Phenylpyridine( cas:1008-89-5,SMILESS:C1(C2=CC=CC=C2)=NC=CC=C1 ).HPLC of Formula: 1008-89-5. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1008-89-5) through the article.

Glioma stem cells (GSCs) are thought to be responsible for the recurrence and invasion of glioblastoma multiform (GBM), which have been evaluated and exploited as the therapeutic target for GBM. Cyclometalated iridium(III) complexes have been demonstrated as the potential anticancer agents, however, their antitumor efficacies against GSCs are still unknown. Herein, we investigated the antitumor activity of two cyclometalated iridium(III) complexes [Ir(ppy)2L](PF6) (Ir1) and [Ir(thpy)2L](PF6) (Ir2) (ppy = 2-phenylpyridine, thpy = 2-(2-thienyl)pyridine and L = 4,4′-Bis(hydroxymethyl)-2,2′-bipyridine) against GSCs. The results clearly indicate that Ir1 and Ir2 kill GSCs selectively with IC50 values ranging from 5.26-9.05μM. Further mechanism research display that Ir1 and Ir2 can suppress the proliferation of GSCs, penetrate into GSCs efficiently, localize to mitochondria, and induce mitochondria-mediated apoptosis, including the loss of mitochondrial membrane (MMP), elevation of intracellular reactive oxygen species (ROS) and caspases activation. Moreover, Ir1 and Ir2 can destroy the GSCs self-renewal and unlimited proliferation capacity by affecting the GSCs colony formation. According our knowledge, this is the first study to investigate the anti-GSCs properties of cyclometalated iridium(III) complexes.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Nickel(II) Nanoparticles Immobilized on EDTA-Modified Fe3O4@SiO2 Nanospheres as Efficient and Recyclable Catalysts for Ligand-Free Suzuki-Miyaura Coupling of Aryl Carbamates and Sulfamates.Electric Literature of C11H9N.

A highly efficient and air-, thermal-, and moisture-stable nickel-based catalyst with excellent magnetic properties supported on silica-coated magnetic Fe3O4 nanoparticles was successfully synthesized. It was well characterized by Fourier transform IR spectroscopy, powder X-ray diffraction, transmission electron microscopy, field emission SEM, thermogravimetric anal., dynamic light scattering (DLS), XPS, vibration sample magnetometry, energy-dispersive X-ray anal., inductively coupled plasma anal., and nitrogen adsorption-desorption isotherm anal. The Suzuki-Miyaura coupling reaction between aryl carbamates and/or sulfamates ArOX [Ar = 2-methoxyphenyl, pyridin-3-yl, pyrimidin-5-yl, etc.; X = C(O)NEt2, SO2NMe2, SO2NEt2, Tf, etc.] with arylboronic acids Ar1B(OH)2 (Ar1 = 3,4-dimethylphenyl, 1-naphthyl, 2-thiophenyl, etc.) was selected to demonstrate the catalytic activity and efficiency of the as-prepared magnetic nanocatalyst. Using the mentioned heterogeneous nanocatalyst in such reactions, corresponding products were generated in good to excellent yields in which the catalyst could easily be recovered from the reaction mixture with an external magnetic field to reuse directly for the next several cycles without significant loss of its activity.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Cobalt-catalysed C-H methylation for late-stage drug diversification, the main research direction is cobalt catalyst methylation drug diversification.Reference of 2-Phenylpyridine.

The magic Me effect is well acknowledged in medicinal chem., but despite its significance, accessing such analogs via derivatization at a late stage remains a pivotal challenge. In an effort to mitigate this major limitation, the authors here present a strategy for the cobalt-catalyzed late-stage C-H methylation of structurally complex drug mols. Enabling broad applicability, the transformation relies on a boron-based Me source and takes advantage of inherently present functional groups to guide the C-H activation. The relative reactivity observed for distinct classes of functionalities were determined and the sensitivity of the transformation towards a panel of common functional motifs was tested under various reaction conditions. Without the need for prefunctionalization or postdeprotection, a diverse array of marketed drug mols. and natural products could be methylated in a predictable manner. Subsequent physicochem. and biol. testing confirmed the magnitude with which this seemingly minor structural change can affect important drug properties.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Reference of 2-Phenylpyridine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Electrochemically Driven and Acid-Driven Pyridine-Directed ortho-Phosphorylation of C(sp2)-H Bonds. Author is Gryaznova, Tatyana V.; Khrizanforov, Mikhail N.; Levitskaya, Alina I.; Kh. Rizvanov, Ildar; Balakina, Marina Yu.; Ivshin, Kamil A.; Kataeva, Olga N.; Budnikova, Yulia H..

The key intermediate palladacycles (mono, bi, and tetranuclear) with phosphonate, acetate, and other counterions in the C(sp2)-H phosphonation are analyzed in terms of their redox properties, mutual transitions, reactivity, and reaction pathways for the selective production of desired products. In the presence of pyridine, the reaction proceeds through a mononuclear palladacycle, which at a relatively high electrolysis potential gives the product of ortho-phosphonation of the arene with a C-P bond in good yield. Under acidic conditions, the process involves the tetrapalladium intermediate and leads to a product with a C-O-P bond. Phosphorous acid gives inorganic phosphoric derivatives of 2-phenylpyridine. The electrochem. data on the redox properties of key palladacycles 4 and 5, their potentials and energy gaps, are confirmed by DFT calculations

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Ligand-to-metal charge transfer of a pyridine surface complex on TiO2 for selective dehydrogenative cross-coupling with benzene, the main research direction is ligand metal charge transfer pyridine surface complex dehydrogenative crosscoupling.Application of 1008-89-5.

Dehydrogenative cross-coupling (DCC) between pyridine and benzene proceeded selectively using a TiO2 photocatalyst under visible light irradiation at optimized concentrations of the substrates. Visible light induces ligand-to-metal charge transfer (LMCT) between pyridine and a TiO2 surface to give a pyridine radical cation, which produces a pyridyl radical by its deprotonation or oxidation of another pyridine mol. The pyridyl radical attacks a benzene ring to form an sp2C-sp2C bond and a hydrogen atom is subsequently removed to complete DCC. Selective excitation of the pyridine LMCT complex in the presence of an excess amount of benzene would be the key for higher selectivity.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Iridium(III) complexes entrapped in liposomes trigger mitochondria-mediated apoptosis and GSDME-mediated pyroptosis》. Authors are Zhang, Huiwen; Liao, Xiaofei; Wu, Xiaoyun; Shi, Chuanling; Zhang, Yuanyuan; Yuan, Yuhan; Li, Wenlong; Wang, Jiawen; Liu, Yunjun.The article about the compound:2-Phenylpyridinecas:1008-89-5,SMILESS:C1(C2=CC=CC=C2)=NC=CC=C1).Formula: C11H9N. Through the article, more information about this compound (cas:1008-89-5) is conveyed.

In this report, a new ligand TFBIP (TFBIP = 2-(4′-trifluoromethyl)-[1,1′-biphenyl]-4-yl)-1H-imidazo[4,5-f][1,10]phenanthroline) and its three iridium (III) complexes [Ir(ppy)2(TFBIP)](PF6) (Ir1, ppy = 2-phenylpyridine), [Ir(bzq)2(TFBIP)](PF6) (Ir2, bzq = benzo[h]quinolone) and [Ir(piq)2(TFBIP)](PF6) (Ir3, piq = 1-phenylisoquinoline) were synthesized and characterized. The cytotoxicity in vitro of the complexes toward several cancer cells was evaluated by 3-(4,5-dimethylthiazole-2-yl)-2,5-biphenyl tetrazolium bromide (MTT) methods. The complexes show no cytotoxicity (IC50 > 100 μM) against these cancer cells. To enhance anticancer activity, these complexes were trapped in liposomes to form Ir1Lipo, Ir2Lipo and Ir3Lipo. The liposomes Ir1Lipo, Ir2Lipo and Ir3Lipo exhibit high or moderate cytotoxic activity. In particular, Ir1Lipo can effectively inhibit the cell growth with a low IC50 value (< 10 μM) toward A549, HepG2, BEL-7402, B16, HeLa and SGC-7901 cells. Surprisingly, Ir1Lipo has no cytotoxic activity against the normal cell LO2 (IC50 > 100 μM). The apoptosis and pyroptosis were investigated. Ir3Lipo induces apoptosis with a high early apoptotic number of 37%. The reactive oxygen species (ROS) levels, mitochondrial permeability transition pore open and mitochondrial membrane potential were detected. The intracellular Ca2+ concentration and release of cytochrome c were investigated. The expression of Bcl-2 (B-cell lymphoma-2) family proteins was explored by western blot. The antitumor activity in vivo of Ir1Lipo was evaluated with an inhibitory rate of 53%.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Recommanded Product: 1008-89-5. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Bromide-Promoted Visible-Light-Induced Reductive Minisci Reaction with Aldehydes. Author is Wang, Zhongzhen; Liu, Qiong; Ji, Xiaochen; Deng, Guo-Jun; Huang, Huawen.

Radical addition is a robust tool for bond formation. While ketyl radical reactivity of aldehydes by photoredox has been well-established, herein, a pathway for umpolung addition of aldehydes with or without external reductant is revealed. Hence, the reductive alkylations and challenging benzylations of nitrogen heteroarenes (i.e., Minisci reactions) are enabled by the bromide-promoted visible light-mediated photocatalysis. The present protocol offers a mild, viable method for late-stage alkylations and transition-metal-free benzylations of biol. active nitrogen-heteroarene mols. Mechanistic studies are indicative of a bromide-initiated acyl radical mechanism in the absence of external reductant.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Cyclometalated Ruthenium Catalyst Enables Ortho-Selective C-H Alkylation with Secondary Alkyl Bromides, the main research direction is arene alkyl bromide ruthenium catalyst regioselective alkylation; alkyl arene preparation; phenylethanimine alkyl bromide ruthenium catalyst regioselective alkylation; acetophenone alkyl preparation.Computed Properties of C11H9N.

The use of a cyclometalated Ru-complex, RuBnN, as the catalyst results in a complete switch of the inherent meta-selectivity to ortho selectivity in the Ru-catalyzed sp2 C-H alkylation reaction with unactivated secondary alkyl halides was demonstrated. The high catalytic activity of RuBnN allowed mild reaction conditions that resulted in a transformation of broad scope and versatility. Preliminary mechanistic studies suggested that a bis-cycloruthenated species was the key intermediate undergoing oxidative addition with the alkyl bromides, thus avoiding the more common SET pathway associated with meta-selectivity.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Angewandte Chemie, International Edition called Rhodium-Catalyzed Dealkenylative Arylation of Alkenes with Arylboronic Compounds, Author is Tan, Guangying; Das, Mowpriya; Maisuls, Ivan; Strassert, Cristian A.; Glorius, Frank, which mentions a compound: 1008-89-5, SMILESS is C1(C2=CC=CC=C2)=NC=CC=C1, Molecular C11H9N, Recommanded Product: 1008-89-5.

Herein, the first example of rhodium-catalyzed dealkenylative arylation of alkenes with arylboronic compounds, thereby providing an unconventional access to biaryls with excellent chemoselectivity was diclosed. In this method, C(aryl)-C(alkenyl) and C(alkenyl)-C(alkenyl) bonds in various alkenes and 1,3-dienes could be cleaved via a hydrometalation and followed by β-carbon elimination pathway for Suzuki-Miyaura reactions. Furthermore, a series of novel organic fluorescent mols. with excellent photophys. properties were efficiently constructed with this protocol.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles