• 제목/요약/키워드: Pyridine derivatives

검색결과 82건 처리시간 0.022초

Synthesis of New Pyrazolo[5,1-c]triazine, Triazolo[5,1-c]triazine, Triazino[4,3-b]indazole and Benzimidazo[2,1-c]triazine Derivatives Incorporating Chromen-2-one Moiety

  • Khalil, Mohamed A.;Sayed, Samia M.;Raslan, Mohamed A.
    • 대한화학회지
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    • 제57권5호
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    • pp.612-617
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    • 2013
  • The versatile, hitherto unreported 3-(4-(2-phenyldiazenyl)-2-oxo-2H-chromen-3-yl)-3-oxopropanenitrile 3 was prepared by two convenient routes: either by the reaction of ethyl 4-(2-phenyldiazenyl)-2-oxo-2H-chromen-3-carboxylate 2 with acetonitrile in the presence of sodium hydride or by treatment of 4-(2-phenyldiazenyl)-3-(2-bromoacetyl)-2H-chromen-2- one 5 with potassium cyanide. Reaction of 3 with heterocyclic diazonium salts 6, 7, 14 and 17 furnished the corresponding hydrazones 8, 9, 15 and 18. The latter hydrazones underwent intramolecular cyclization into the corresponding pyrazolo[5,1- c]-1,2,4-triazine 10, 1,2,4-triazolo[5,1-c]-1,2,4-triazine 11, 1,2,4-triazino[4,3-b]indazole 16 and imidazo[2,1-c]-1,2,4-triazine 19 derivatives, respectively upon refluxing in pyridine.

수용성 C-60을 이용한 양모섬유의 기능화 (Functionalization of Wool Fiber Using Water-Soluble C-60)

  • 전영실;권혁성;남성우;김인회
    • 한국염색가공학회:학술대회논문집
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    • 한국염색가공학회 2008년도 제38차 학술발표대회
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    • pp.77-79
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    • 2008
  • Polynitro fullerenes were synthesized by reaction C-60 in benzen solution with a mixture of NaNO$_2$ and HNO$_3$. Hydrolysis of polynitro fullerenes in aqueous NaOH gave the corresponding polyhydroxylated fullerenes. Sulfonation reaction was carried out in pyridine solution of ClSO$_3$H. Infrared spectra of the resultant fullerene derivatives showed the characteristic IR bands, corresponding to absorptions of O-H, N-O, and SO$_3$Na functions. Electric resistivity and thermal transmittance of wool fiber absorbed with the water-soluble C-60 were investigated. Thermal transmittances of wool fiber were increased with increasing water-soluble C-60 concentrations, but electric conductivity were decreased with raising water-soluble C-60 uptake values.

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Synthesis and Biological Evaluation of N-(Aminopyridine) Benzamide Analogues as Histone Deacetylase Inhibitors

  • Zhang, Qing-Wei;Li, Jian-Qi
    • Bulletin of the Korean Chemical Society
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    • 제33권2호
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    • pp.535-540
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    • 2012
  • A series of benzamide-based histone deacetylases (HDACs) inhibitors possessing N-(aminopyridine) residue as the zinc binding site of HDAC were synthesized and evaluated. Among these derivatives, compounds with N-(2-amino-4-pyridine) benzamide moiety have been found as the most potent ones. Moreover, introduction of appropriate substituents on the terminal aryl group acting as the surface-recognition domain could significantly improve the antiproliferative activity. In particular, the compound 4k possessed favorable pharmacokinetic characteristics and exhibited potent antitumor activity on xenograft model in mice at well tolerated doses, thus suggesting a good therapeutic index.

Synthesis of (2-pyridyl)-Acetyl Chitosan and Its Antioxidant Activity

  • Li, Rong-Chun
    • 대한화학회지
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    • 제55권5호
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    • pp.756-759
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    • 2011
  • In this paper, chloracetyl chitosan (CACTS) was prepared at first. In the molecules of CACTS, there are active chlorine groups, which can take part in other reactions. Thus, number of chitosan derivatives will be obtained after chlorine is substituted. Choosing pyridine as the active group, a novel water-soluble chitosan derivative, (2-pyridyl)-acetyl chitosan (PACTS) was obtained and its antioxidant activity against hydroxyl radicals and superoxide radicals was assessed. The results indicated that PACTS had better antioxidant activity than that of chitosan, carboxymethyl chitosan (CMCTS), hydroxypropyl chitosan (HPCTS), and Vitamin C. And the $IC_{50}$ values against hydroxyl radicals and superoxide radicals were 0.31 mg/mL and 0.21 mg/mL, respectively.

Synthesis of Novel Allylthio Heterocyclo(or aryl)alkylaminopyridazines and Their Anticancer Activity against SK-Hep-1 Cells

  • Lee, Myung-Sook;Kim, Eun-Sook;Moon, A-Ree;Park, Myung-Sook
    • Bulletin of the Korean Chemical Society
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    • 제30권1호
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    • pp.83-91
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    • 2009
  • To develop new anticancer agents, 3-allylthio-6-aminopyridazine derivatives were synthesized from maleic anhydrides or phthalic anhydrides by formation of a pyridazine nucleus, dichlorination, allylthiolation and amination. The pyridazine nuclei were obtained by condensing a hydrazine monohydrate with maleic anhydride. An allylthio group as a pharmacologically active group was introduced into one side of a pyridazine ring. Arylalkylamines with benzene or pyridine moieties or heterocycloalkylamines with heterocycle moieties such as morpholine, piperidine, or pyrrolidine were also introduced into the para-position of allylthio pyridazine. These new compounds showed antiproliferative activities against SK-Hep-1 human liver cancer cells in MTT assays. These compounds are thus promising candidates for chemotherapy of hepatocellular carcinomas. Two compounds, 20c and 22a, showed higher potencies for inhibiting growth of hepatocellular carcinoma cells than did K6 ($ID_50$=1.08 mM). This suggests the potential anticancer activity of these two compounds.

Design, Synthesis and Catalytic Property of L-Proline Derivatives as Organocatalysts for Direct Aldol Reaction

  • Wang, Lei;Tang, Ruiren;Yang, Hua
    • 대한화학회지
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    • 제57권5호
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    • pp.591-598
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    • 2013
  • A series of chiral prolinamide compounds with pyridine-2, 6-dicarboxylic acid moieties derived from L-proline have been designed and synthesized, their catalytic properties for direct asymmetric aldol reactions were also studied in this article. These catalysts gave the aldol product in high yield (87%) and high enantioselectivity, up to 85%, of the anti-structure at room temperature but gave disappointing results at a lower temperature or when additive was added. Conditions, including solvents, temperature and additives were screened for the reactions. Moreover, the influence of presence of water on yield and stereoselectivity was also discussed.

Studies on Synthesis and Heterocyclisation Reactions of Michael Products and Formation of New 1, 4-Thiazine Quinoxaline Derivatives

  • Mahgoub, S.A.
    • Archives of Pharmacal Research
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    • 제13권4호
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    • pp.319-324
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    • 1990
  • Synthesis of $\alpha$-piperidino and $\alpha$-morphelino styryl quinoxalinone 2f, 2g respectively by facile one step method is reported. The Michael adducts (3a-d) obtained by the interaction of 2-styryl-2 (1H) quinoxalinone (2) and ethylacetoacetate have been treated with resorcino and hydroxylamine separately. With resorcinol the chromones (4) are obtained whereas with ydroxylamine isoxazoles (6) are the products. Michael addition of acetylacetone to 2 leads to 3-[1'-aryl-2'-(2'-hydroxy-3'-quinoxalinyl)ethyl]-2, 4-pentanediones (5) which undergo cyclisation with hydroxylamine to give isoxazoles (7). Addition of thiopenol and thioglycolic acid to 2 gives 3-$\alpha$[$\beta$-(phenyl)-$\beta$-(plenylthio)]ethyl-2(1H)-quinoxalinone (8) and 3-$\alpha$-[$\beta$-phenyl)-$\beta$-(hydroxycarbonylmethylithio)]-ethyl-2(1H)-qui noxalinone (9) respectively. 2-Bromomethyl-2(1H)-quinoxalinone (1b) reacts with thioglycolic acid to gives S-[2 (1H)-oxoquionoxaline-3-yl-methyl] mercaptoacetic acid (10) which on cyclisation with acetic anhydride/pyridine affords 1, 2, 5, 6-tetrahydro [1, 4]thiazino[4, 3-a] quinoxaline-1, 6-dione (11).

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4-(Dimethylamino)pyridinium Dichromate를 이용한 치환 벤질 알코올류의 산화반응 속도 (Kinetics of the Oxidation of Substituted Benzyl Alcohols with 4-(Dimethylamino)pyridinium Dichromate)

  • 최선도;박영조
    • 공업화학
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    • 제16권1호
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    • pp.153-157
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    • 2005
  • $H_2O$ 용매하에서 4-(dimethylamino)pyridine과 chromium(VI) trioxide의 반응을 통하여 4-(dimethylamino)pyridinium dichromate를 합성하여, IR, EA 및 ICP 등으로 구조를 확인하였다. 여러 가지 용매하에서 4-(dimethylamino)pyridinium dichromate를 이용하여 벤질 알코올의 산화반응을 측정한 결과 유전상수 값이 큰 용매 순서인 시클로헥센 < 클로로포름 < 아세톤 < N,N-디메틸포름아미드 용매에서 높은 산화반응성을 보였다. 산 촉(HCl)를 이용한 N,N-디메틸포름아미드 용매하에서 4-(dimethylamino)pyridinium dichromate는 벤질 알코올과 그의 유도체들($p-CH_3$, H, m-Br, $m-NO_2$)을 효과적으로 산화시켰다. 그리고 전자받개 그룹들은 반응속도가 감소한 반면에 전자주개 치환체들은 반응속도를 증가시켰다. 또한 Hammett 반응상수 $\rho$값은 -0.70(303 K)이였다. 그러므로 본 실험에서 알코올의 산화반응 과정은 먼저 크토메이트 에스테르 형성과정을 거친 후, 속도결정단계에서 양성자 전이가 일어나는 메카니즘임을 알 수 있었다.

구절초 chrysanthemum sibiricum FISCHER의 성분 연구 (Studies on the consituents of Chrysanthemum sibiricum FISHER)

  • 이용주
    • 약학회지
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    • 제11권1_2호
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    • pp.7-16
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    • 1967
  • A yellowish microneedles, $C_{28}$ H$_{32}$ $O_{14}$ ${\cdot}$ I$_{1}$/$_2$, H$_{2}$O, m.p.262-$4^{\circ}$ , [${\alpha}$$_{D}^{20}$= -71,$43^{\circ}$(C = 0.42, pyridine), its acetate m.p.123-5.deg., were obtained in 0.3% yield from the leaves of Chrysanthemum sibiricum F$_{ISCHER}$. This substance is insoluble in water and the usual organic solvents except pyridine and ethylene glycol and, is not decomposed by dilute mineral acids but undergoes decomposition on being boiled in 60% H$_{2}$SO$_{4}$ or 35% HCl, giving one moel each of acacetin, glucose and rhamnose. It was not hydrolysed with a rhamnodiastase preparation obtained from the seeds of Rhamnus koraiensis. After permethylation of it, the uncrystallized product was hydrolysed and apigenin-5,4'-dimethyl ehter, m.p.$262^{\circ}$ was obtained, indicating that the disaccharide residue is at the 7 position of acacetin. Partial hydrolysis of this acacetin-7-rhamnoglucoside in cyclohexanol with formic acid gave acacetin-7-glucoside, m.p.246.deg. and rutinose, identifying them with authentic specimen on a paper chromatography. It was thus identified as linarin(acacetin-7-rutinoside) by means of mixed fusion, of paper partition chromatography and of its derivatives. Zemplen and Bognar suggested that the glucosidic linkage of linarin is .betha. by means of synthesis of this substance. But there is no evidence whether it is hydrolysed by emulsin or maltase or not. Linarin itself was not hydrolysed by an emulsin existing in the seed of Apricot or a maltase, but acacetin-7-glucoside(tilianin) which obtained from linarin gave acacetin and glucose on hydrolysis with the same emulsin and accordingly the glucosidic linkages of linarin and tilianin are thus regarded as ${\beta}$.

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두 종류의 중합기와 수소결합을 가지는 원반형 액정의 합성과 광중합 (Synthesis and Photopolymerization of Discotic Liquid Crystals Containing Hydrogen Bondings and Two Polymerizable Groups)

  • 이준협;이승준;장지선;조재영
    • 폴리머
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    • 제30권5호
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    • pp.373-379
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    • 2006
  • 플로로글루시놀과 중합가능한 피리딘 유도체의 수소결합을 이용해 디아세틸렌과 아크릴로일 그룹을 함유 한 새로운 중합가능한 원반형 액정들을 제조하였고 제조된 액정들의 광중합 거동을 조사하였다. 합성된 원반형 액정 복합체들은 메소겐의 방향족 고리의 개수에 따라 원반형 컬럼상과 장방형 컬럼상을 형성하였다. 원반형 액정복합체들의 광중합은 액정상에서 자외선을 조사하여 수행하였다. 자외선 조사 후 디아세틸렌과 아크릴로일 그룹이 선택적으로 중합되었으며, 짧은 공액구조의 디아세틸렌 올리고머를 가지는 가교 고분자들이 1,4-반응에 의해 형성됨을 적외선 분광법과 자외선-가시광선 분광분석을 통해 확인하였다. X-선 회절 실험 결과, 페닐피리딘을 함유한 원반형 액정 복합체의 컬럼상 질서는 광중합 후에도 유지되었고, 바이페닐 단위를 지닌 액정 복합체의 장방형 컬럼상 질서는 라멜라 질서로 변화됨을 확인하였다.