• Title/Summary/Keyword: Quinoline-4-Ones

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Synthesis of 3-Aryl-3-hydroxypyrrolidin-2-ones and 2-Benzyl-9b-hydroxy-3,3a,5,9b-tetrahydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione Derivatives from the Baylis-Hillman Adducts of Isatins

  • Kim, Seung Chan;Lee, Ka Young;Gowrisankar, Saravanan;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.27 no.8
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    • pp.1133-1139
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    • 2006
  • We prepared 3-aryl-3-hydroxypyrrolidin-2-one and tricyclic 2-benzyl-9b-hydroxy-3,3a,5,9b-tetrahydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione derivatives starting from the Baylis-Hillman adducts of isatin derivatives.

Synthesis of 8-Alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-ones and Evaluation of their Anticonvulsant Properties

  • Sun, Xian-Yu;Jin, Yun-Zhe;Li, Fu-Nan;Li, Gao;Chai, Kyu-Yun;Quan, Zhe-Shan
    • Archives of Pharmacal Research
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    • v.29 no.12
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    • pp.1080-1085
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    • 2006
  • A series of 8-alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-one derivatives were synthesized using 7-hydroxy-3,4-dihydro-2(1H)-quinolone as the starting material. Their anticonvulsant activities were evaluated by the maximal electroshock test (MES) and the subcutaneous pentylenetetrazole test (sc-PTZ), and their neurotoxicities were measured by the rotarod neurotoxicity test (Tox). The tests demonstrated that 8-hexyloxy-4,5-dihydro-[1.2.4]triazole[4.3-a]quinoline-1-one (4e) and 8-heptyloxy-4,5-dihydro-[1,2,4]triazole[4, 3-a]quinoline-1-one (4f) were the most potent anticonvulsants, with 4e having $ED_{50}$ values of 17.17 mg/kg and 24.55 mg/kg and protective index ($PI=TD_{50}/ED_{50}$) values of 41.9 and 29.3 in the MES and sc-PTZ tests, respectively, and 4f having $ED_{50}$ values of 19.7 mg/kg and 21.2 mg/kg and PI values of 36.5 and 33.9 in the MES and sc-PTZ tests, respectively. The PI values of 4e and 4f were many fold better than that of the marketed drugs phenytoin, carbamazepine, phenobarbital and valproate, which have PI values in the range of 1.6-8.1 in the MES test and <0.22-5.2 in the sc-PTZ test. Structure-activity relationships were also discussed.

Kinetic Study on the Oxidation Reaction of Alcohols by Cr(VI)-Quinoline Compound (크롬(VI)-퀴놀린 화합물에 의한 알코올류의 산화반응에 대한 반응속도론적 연구)

  • Park, Young-Cho;Kim, Soo-Jong
    • Journal of Convergence for Information Technology
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    • v.11 no.9
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    • pp.109-114
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    • 2021
  • Cr(VI)-quinoline compound[(C9H7NH)2Cr2O7] was synthesized by the reaction between of quinoline and chromium(VI) trioxide, and structure was FT-IR, elemental analysis. The oxidation ability of benzyl alcohol greatly depends upon the dielectric constant of the used organic solvent, where carbon tetrachloride was worst and N,N'-dimethylformamide was best solvent. Noticeably, in N,N'-dimethylformamide solvent, Cr(VI)-quinoline compound oxidized substituted benzyl alcohols. The Hammett reaction constant(ρ)=-0.69(303K). As a resuit, Cr(VI)-quinoline compound was found as efficicent oxidizing agent that converted benzyl alcohol, allyl alcohol, primary alcohol and secondary alcohols to the corresponding aldehydes or ketones. Cr(VI)-quinoline compound was selective oxidizing agent of benzyl alcohol, allyl alcohol and primary alcohol in the presence of secondary alcohol ones.

NaHSO4/SiO2: An Efficient Catalyst for the Synthesis of β-Enaminones and 2-Methylquinolin-4(1H)-Ones under Solvent-Free Condition (NaHSO4/SiO2: Solvent-Free 반응 조건에서 β-Enaminone들과 2-Methylquinolin-4(1H)-One들의 합성을 위한 효율적인 촉매)

  • Sapkal, Suryakant B.;Shelke, Kiran F.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Journal of the Korean Chemical Society
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    • v.54 no.6
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    • pp.723-726
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    • 2010
  • An efficient and simplified protocol for $NaHSO_4/SiO_2$ catalyzed solvent-free synthesis of $\beta$-enaminone and 2-methylquinolin-4(1H)-one derivatives under microwave irradiation is described. A series of functionalized derivatives have been synthesized in shorter reaction times with moderate to good yields. The use of milder catalyst in non-conventional method offers significant advantages over conventional methods, such as higher selectivities, simplicity, solvent-free reaction and non-environmental polluting conditions.

Herbicidal Phytotoxicity of Early Rice Seedlings as Affected by Cultural Practices - I. Screening of Promising Herbicides (재배조건(栽培條件)의 차이(差異)가 수도(水稻)어린묘(苗)의 제초제(除草劑) 약해발생(藥害發生)에 미치는 영향(影響) - I. 유망제초제(有望除草劑) 선발(選拔))

  • Han, S.U.;Guh, J.O.;Chon, S.U.
    • Korean Journal of Weed Science
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    • v.10 no.4
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    • pp.255-260
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    • 1990
  • Seventeen different herbicides were screened to select promising ones for the control of weeds, which may be used in paddy fields transplanted with 8 days old young rice seedlings. Four classes of herbicides were chosen and tested with seedlings grown under different cultivating conditions. Contact herbicides such as diphenyl-ether and oxadiazol showed severe growth retardation of rice seedlings. Carbamate class(dimepiperate), quinoline class (quinclorac), pyrazol class(pyrazolate), acid amide class(mefenacet and pretilachlor), addition of safener (pretilachlor+fenclorim and mefenacet+bensulfuron+dymuron) and unknown class (KC-7079) exhibited normal growth of seedlings. Sulfonyl urea herbicide class(cimosulfuron, bensulfuron, pyrazosulfuron), and oxarane class(tridiphane) showed the slight growth inhibition but recovered shortly.

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