• Title/Summary/Keyword: 2-heteroaryl

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Synthesis of Chrysin Analogs with a Heteroaryl Group and Evaluation for their Anti-inflammatory Activities (헤테로 고리를 갖는 크리신 유도체의 합성 및 항염증 작용에 대한 평가)

  • Che, Hai-Yan;Truong, Ngoc Tuyen;Kim, Hyun-Pyo;Park, Hae-Il
    • YAKHAK HOEJI
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    • v.55 no.6
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    • pp.462-465
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    • 2011
  • Chrysin analogs with 2-heteroaryl groups were synthesized and evaluated for their inhibitory activities against $PGE_2$ and NO production from LPS-induced RAW 264.7 cells. Chrysin analogs were synthesized from 2-hydroxy-4,6-dimethoxy-acetophenone and heteroaryl aldehydes in 3 steps. The tested chrysin analogs showed decreased inhibitory activity against $PGE_2$ and NO production than those of chrysin.

2-Heteroaryl Benzimidazole Derivatives as Melanin Concentrating Hormone Receptor 1 (MCH-R1) Antagonists

  • Lim, Chae Jo;Kim, Jeong Young;Lee, Byung Ho;Oh, Kwang-Seok;Yi, Kyu Yang
    • Bulletin of the Korean Chemical Society
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    • v.34 no.8
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    • pp.2305-2310
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    • 2013
  • A novel series of 2-heteroaryl substituted benzimidazole derivatives, containing the piperidinylphenyl acetamide group at the 1-position, were synthesized and evaluated as MCH-R1 antagonists. Extensive SAR investigation probing the effects of C-2 heteroaryl group led to the identification of 2-[2-(pyridin-3-yl)ethyl] analog 3o, which exhibits highly potent MCH-R1 binding activity with an $IC_{50}$ value of 1 nM. This substance 3o also has low hERG binding activity, good metabolic stability, and favorable pharmacokinetic properties.

Synthesis and Biological Evaluation of 4-Heteroaryl-2-amino-5-methylimidazole Analogs as NHE-1 Inhibitors

  • Lee, Sun-Kyung;Yi, Kyu-Yang;Lee, Byung-Ho;Yoon, Boo-Soon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2621-2625
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    • 2009
  • To identify a non-acylguanidine NHE-1 inhibitor, an acylguanidne group was replaced with an imidazole group in the potent NHE-1 inhibitors with furan or benzothiphene core template, found from our previous studies. We synthesized and biologically evaluated 4-heteroaryl-2-amino-5-methylimidazole derivatives. All those imidazole compounds (16-18) represented the potent NHE-1 inhibitory activities, similar to the corresponding acylguanidine compounds.

Synthesis and Photoluminescence Properties of Heteroleptic 9-Arylated Carbazole Iridium(III) Complexes (9-Arylated Carbazole을 주리간드로 사용하는 Heteroleptic Iridium(III) 착물의 합성과 분광학적 특성)

  • Oh, Se Hwan;Yum, Eul Kgun;Kim, Younghoon;Im, Yung-Jae;Heo, Jungseok;Kim, Yeong-Joon
    • Applied Chemistry for Engineering
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    • v.32 no.2
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    • pp.180-189
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    • 2021
  • N-Heteroaryl carbazoles were synthesized with thermal heating in the presence of Cu(I) catalyst and used as main ligands for the preparation of heteroleptic Ir(III) complexes. In these Ir(III) complexes, 6-membered ring structures of Ir-ligand chelation were found by single crystal X-ray diffraction. The blue shift of photoluminescence for Ir(III) complexes was observed in the case of the strong bond formation between Ir and ancillary ligands. It also has been clearly shown that the higher electron density of heteroaryl aromatic ring influenced shorter maximum photoluminescence wavelength (λmax) of Ir(III) complexes. Since the new Ir(III) complexes showed good phosphorescent emission, they could be potentially used as OLED materials in the emission Layer.

Synthesis and Antibacterial Activity of Novel 5-(heteroaryl)isoxazole Derivatives (5-(Heteroaryl)isoxazole계 화합물의 합성 및 항균 활성)

  • RamaRao, R. Janaki;Rao, A.K.S. Bhujanga;Sreenivas, N.;Kumar, B. Suneel;Murthy, Y. L. N.
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.243-250
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    • 2011
  • The synthesis, characterization and antibacterial activity of novel isoxazole derivatives were reported. 3-Di (alkylamino)acryloalkanones were prepared and used as synthons to get the target isoxazole derivatives via reaction with hydroxylamine hydrochloride or hydroxylamine-O-sulphonic acid.

Synthesis of Heteroarylferrocenes by FriedlanderReaction and Their Spectral Properties

  • Lee, Woo-Jin;Chea, Jong-Myoung;Jahng, Yurng-Dong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.3061-3065
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    • 2009
  • A series of mono- and 1,1'-bis(heteroaryl)-substituted ferrocenes were prepared by employing Frielander reaction of acetyl- and 1,1'-diacetylferrocene with a series of o-aminoaldehydes. Reactions of 1,1'-diacetylferrocene with two equivalents of 1-aminonaphthalene-2-carbaldehyde and 8-aminoquinoline-7-carbaldehyde afforded a mixture of mono- and 1,1'-bis(heteroaryl)-substituted ferrocenes in a ratio of 1 : 3.1 - 3.8, while the reaction with 4-aminoacridine-3-carbaldehyde did not provide any characterizable product presumably due to the redox instability of the product induced by low reduction potential of benzo[b]-1,10-phenanthroline. Structural and optical properties of the compounds prepared were described.

Synthesis and Tautomerism of Novel Quinoxalines (Part I) (새로운 Quinoxaline류의 합성과 토토머화 현상 (제1보))

  • Ho Sik Kim;Jin Hee Kim
    • Journal of the Korean Chemical Society
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    • v.47 no.3
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    • pp.241-249
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    • 2003
  • The reaction of 3-(1-ethoxycarbonyl)ethyl-1,2-dihydro-2-oxoquinoxaline (8) with hydrazine hydrate gave 3-(1-hydrazinocarbonyl)ethyl-2-hydroxyquinoxaline (9). The reaction of compound 9 with substituted benzaldehydes and heteroaryl aldehydes afforded 2-hydroxyquinoxalines (10-12), respectively. The reaction of compound 9 with alkyl (ethoxymethylene)cyanoacetates and ethoxymethylenemalononitrile resulted in the intramolecular cyclization to give the 5-amino-1-[2-(3-hydroxyquinoxalin-2-yl)propanoyl]-pyrazoles (13), respectively. Compounds 10-13 showed the tautomerism between the lactam and lactim forms in dimethyl sulfoxide solution. The tautomer ratios were determined by the $^1H$ NMR. The herbicidal and fungicidal activities of the synthesized compounds were investigated.

Antimicrobial Activities of Novel 3-Substituted [1,2,4] Triazolo[4,3-b]pyridazines Derivatives

  • Ruso, Jayaraman Sembian;Rajendiran, Nagappan;Srinivas, Chowdappa;Murthy, Konappa Narasimha;Soumya, Krishnamurthy
    • Journal of the Korean Chemical Society
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    • v.58 no.4
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    • pp.377-380
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    • 2014
  • A noval derivatives of 3-substituted[1,2,4]triazolo[4,3-b]pyridazine (4a-4o) and 7,8,9,10-tetrahydrobenzo[4,5] thieno[2,3-d][1,2,4]triazolo[4,3-b]pyridazine (7a-7l) is prepared by the reaction of heteroaryl hydrazone from the aldehyde and pyridazinohydrazine derivative, followed by subjecting the intermediate directly to oxidative cyclization employing the mixture of $Me_4NBr$ and Oxone. These derivatives were subjected to preliminary antimicrobial activities against microorganism. All these compounds exhibit good to moderate activity.

Oxidative Cyclisation Based One-Pot Synthesis of 3-Substituted[1,2,4]triazolo[4,3-b]pyridazines Using Me4NBr/Oxone

  • Ruso, Jayaraman Sembian;Nagappan, Rajendiran;Kumaran, Rajendran Senthil
    • Journal of the Korean Chemical Society
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    • v.57 no.5
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    • pp.606-611
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    • 2013
  • A facile one-pot syhthesis of 3-substituted triazolopyridazine and thieno-triazolopyridazine derivatives is described. This protocol involves the preparation of heteroaryl hydrazone from the aldehyde and pyridazinohydrazine derivative followed by subjecting the intermediate directly to oxidative cyclization to assemble the desired 1,2,4-triazloe moiety by employing the mixture of Me4NBr and oxone. This condition is efficient and is able to tolerate wide range of functional groups.