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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Structural and luminescent properties of a series of Cd(II) pyridyl benzimidazole complexes that exhibit extended three-dimensional hydrogen bonded networks, published in 2017, which mentions a compound: 2208-59-5, mainly applied to cadmium pyridylbenzimidazole complex preparation crystal structure; thermal stability photoluminescence cadmium pyridylbenzimidazole complex, Formula: C12H9N3.

Five new coordination complexes, [CdI2(3-PyBim)4](H2O)3 (1), [Cd(SO4)(3-PyBim)(H2O)4] (2), [CdCl2(4-PyBim)2(H2O)2] (3), [CdBr2(4-PyBim)2(H2O)2] (4) and [CdI2(4-PyBim)2(H2O)2] (3) [=2-Pyridin-3-yl-1H-benzoimidazole, =2-Pyridin-4-yl-1H-benzoimidazole], were obtained under hydrothermal conditions and characterized by single crystal x-ray diffraction, IR, elemental anal., and powder X-ray diffraction. All of the complexes have mononuclear structures. Among the crystal structures of these complexes, there exist a variety of intermol. hydrogen bonding interactions and π···π interactions, which further extend to a 3-D supramol. architecture. The solid state photoluminescent properties of – vary with the electronegativity of the coordination anion. Addnl., the thermogravimetric analyses of these complexes are discussed.

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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

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole(SMILESS: C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1,cas:2208-59-5) is researched.Recommanded Product: 2-Chloropyridine 1-oxide. The article 《Effects of 2-arylbenzimidazoles on rat hepatic microsomal monooxygenase system》 in relation to this compound, is published in Comparative Biochemistry and Physiology, Part C: Pharmacology, Toxicology & Endocrinology. Let’s take a look at the latest research on this compound (cas:2208-59-5).

The effects of eight newly synthesized 2-aryl substituted benzimidazole derivatives on control and phenobarbital (PB)-treated rat liver microsomal aniline 4-hydroxylase and ethylmorphine N-demethylase activities, and their binding to control and PB-treated rat liver microsomal oxidized cytochrome P 450 are presented. All compounds inhibited ethylmorphine N-demethylase activity with IC50 values ranging from 8.50 × 10-4 M to 27.83 × 10-4 M in control and from 2.80 × 10-4 M to 15.79 × 10-4 M in PB-treated rats. Aniline 4-hydroxylase activity was inhibited by all of the compounds tested having IC50 values in the range of 7.04 × 10-4 M to 31.37 × 10-4 M in PB-treated rats, but only five of the compounds showed inhibitory activity in control rats. Only a few significant regression coefficients could be found between the parameters of the chems. studied and their inhibitory patterns. No correlation has been observed between the binding of the derivatives and their inhibitory pattern. The compound 2-benzylbenzimidazole was prepared by refluxing o-phenylenediamine with phenylacetic acid.

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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

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 2208-59-5, is researched, Molecular C12H9N3, about pH-Dependent Assembly of 1D to 3D Octamolybdate Hybrid Materials Based on a New Flexible Bis-[(pyridyl)-benzimidazole] Ligand, the main research direction is pH dependent preparation octamolybdate copper pyridylbenzimidazolebutane polymer; crystal structure octamolybdate copper pyridylbenzimidazolebutane polymer.Synthetic Route of C12H9N3.

Four octamolybdate hybrid materials based on a new flexible multidentate ligand, namely, H4L(γ-Mo8O26)·2H2O (1), [Cu(H2L)(β-Mo8O26)(H2O)2]·3H2O (2), [Cu(H2L)(γ-Mo8O26)]·3H2O (3), and Cu(HL)2(β-Mo8O26) (4), where L is 1,1′-(1,4-butanediyl)bis[2-(4-pyridyl)benzimidazole], were synthesized at different pH values under hydrothermal conditions. Compound 1, which is hydrothermally prepared at pH ≈ 1, exhibits a rare 1-dimensional (1D) Mo oxide chain. Compounds 2 and 3 are hydrothermally obtained at pH ≈ 2.5. In 2, CuII cations are bridged by H2L2+ ligands and (β-Mo8O26)4- anions to form an interesting two-dimensional (2D) layer. In 3, the H2L2+ ligands and (γ-Mo8O26)4- clusters bridge adjacent CuII cations to form a 3-dimensional framework. When the pH value is adjusted to 3.5, compound 4 was obtained. Because the HL+ cation acts as a monodentate ligand, 4 only exhibits a 1-dimensional chain structure. The structural diversities of 1-4 reveal that the pH value of the reaction system plays a crucial role in the assembly of POM-based metal-organic frameworks (MOFs). The electrochem. property of compound 4 also was studied in 1 M H2SO4 aqueous solution

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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

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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

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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

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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

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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 Deliberately Losing Control of C-H Activation Processes in the Design of Small-Molecule-Fragment Arrays Targeting Peroxisomal Metabolism.Quality Control of 2-Phenylpyridine.

1-Biphenylylpyrrolidones,and 2-biphenylyl- and 2-terphenylylpyridines were prepared by photochem. arylation of 1-arylpyrrolidones and 2-arylpyridines with arenediazonium tetrafluoroborates. Combined photochem. arylation, “”nuisance effect”” (SNAr) reaction sequences have been employed in the design of small arrays for immediate deployment in medium-throughput X-ray protein-ligand structure determination Reactions were deliberately allowed to run “”out of control”” in terms of selectivity; for example the ortho-arylation of 2-phenylpyridine gave five products resulting from mono- and bisarylations combined with SNAr processes. As a result, a number of crystallog. hits against NUDT7, a key peroxisomal CoA ester hydrolase, have been identified.

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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

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Application In Synthesis of 2-(Pyridin-4-yl)-1H-benzo[d]imidazole. 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: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, is researched, Molecular C12H9N3, CAS is 2208-59-5, about Dependence of acute toxicity on structure in a series of 2-substituted benzimidazoles. Author is Lebedeva, M. N.; Kolosova, M. I.; Gladkikh, V. F.; Lychko, N. D..

A comparison of the acute toxicities of 52 benzimidazoles (I) in mice indicated that single substitution at position 2, especially with o-bromophenyl, o-, m-, or p-chlorophenyl, and o-aminophenyl, decreased toxicity ≥10-fold, whereas substitution also at position 5(6) or 1 increased toxicity. Of the 18 2-aryl substituted I, H-620 (I, R = o-aminophenyl, R1 = R2 = H) [5805-39-0] was the least toxic; H-728 (I, R = o-chlorophenyl, R1 = CO2Me, R2 = H) [34675-55-3] was most toxic. Of the 13 2-heteryl substituted I, H-725 (I, R = α-piperidyl, R1 = COMe, R2 = H) [34675-57-5] was least toxic; H-582 (I, R = γ-pyridyl, R1 = R2 = H) [2208-59-5] was most toxic. Of the 21 2-amino substituted I, H-738 (I, R = NHCOMe, R1 = R2 = H) [21202-05-1] was least toxic; H-658 (I, R = piperidyl, R1 = R2 = H) [2851-12-9] was most toxic.

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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

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HPLC of Formula: 2208-59-5. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, is researched, Molecular C12H9N3, CAS is 2208-59-5, about Ground and excited state prototropism of 2-(4′-pyridyl)benzimidazole in micelles. Author is Khorwal, Vijaykant; Datta, Anindya.

The effect of micelles on ground and excited state prototropism of 2-(4′-pyridyl)benzimidazole (4PBI) has been studied by fluorescence spectroscopy. It has been observed that in sodium dodecyl sulfate (SDS) micelle, 4PBI is preferentially protonated at the pyridyl nitrogen atom, in contrast to the situation in neat aqueous solutions, in which imidazole and pyridyl nitrogen atoms have equal propensity for protonation. In SDS, the protonation of the benzimidazole nitrogen occurs only in the excited state. Such effects are not observed in cationic cetyl tri-Me ammonium bromide (CTAB) and neutral Triton X-100 (TX-100). Thus, 4PBI shows very good sensitivity for neg. charged interfaces between aqueous and apolar compartments in microheterogeneous media.

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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

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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