• Title/Summary/Keyword: 1,3-Diones

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Synthesis and Antifungal Activity of Naphthalene-1,4-diones Modified at Positions 2, 3, and 5

  • Ryu, Chung-Kyu;Chae, Mi-Jin
    • Archives of Pharmacal Research
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    • v.28 no.7
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    • pp.750-755
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    • 2005
  • A series of 2-arylamino-5-hydroxy-naphthalene-1,4-diones, 3-arylamino-5-methoxy-naphthalene-1,4-diones, and 2-arylamino-3chloro-5-hydroxy-naphthalene-1,4-diones were synthesized and tested for in vitro antifungal activity against the species Candida and Aspergillus niger. Among those tested, 3-arylamino-5-methoxy-naphthalene-1,4-diones exhibited potent antifungal activity. In general, the 3-arylamino-5-methoxy-naphthalene-1,4-diones showed more potent antifungal activity than the 2-arylamino-5-hydroxy-naphthalene-1,4-diones and the 2-arylamino-3-chloro-5-hydroxy-naphthalene-1,4-diones.

Synthesis of Dibenzoylmethanes as Intermediates for Flavone Synthesis by a Modified Baker-Venkataraman Rearrangement

  • Song, Gyu-Yong;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.434-437
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    • 1994
  • 1-Polyoxyphenyl-3-(2, 6-dioxyphenyl)propane-1, 3-diones have been synthesized as intermediates for flavone synthesis by condensation of 2-(2, 6-dioxybenzoyloxy)polyoxyacetophenone in the presence of phae transfer catalyst. The average yields of 1-polyoxyphenyl-3-phenylpropane-1, 3-diones, 1-polyoxyphenyl-3(2-benzyloxyphenyl)propane-1, 3-diones and 1-polyoxy-3-(2, 6-dibenzyloxyphenyl)propane-1, 3-dions were 79%, 74% and 71% respectively. The bulkiness of the benzyloxy groups or methyoxy gorups exerted steric hindrance and reduced the yield. Nevertheless, the yield were higher than the previously reported ones.

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Synthesis and Herbicidal Activity of Cyclohexane-1,3-diones : Rice Selective 5-(2-alkyl-2-methylindanyl) cyclohexane-1,3-dione herbicides under paddy submerged conditions (담수조건에서 벼에 선택적인 5-(2-alkyl-2-methylindanyl)cyclohexane-1,3-diones 유도체의 합성과 제초활성)

  • Kim, Kyoung-Mahn;Lee, Byung-Hoe;Ryu, Eung-Kul
    • The Korean Journal of Pesticide Science
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    • v.4 no.3
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    • pp.89-92
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    • 2000
  • A series of 5-(2-metllyl-2-alkylindallyl)cyclohexane-1,3-diones were synthesized and evaluated for herbicidal activities in a green house. Under submerged paddy conditions, those compounds showed high herbicidal activity against barnyardgrass with good tolerance on rice.

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Synthesis and Antibacterial Activity of New Tetrazole Derivatives (새로운 Tetrazole유도체의 합성과 항균활성)

  • Mulwad, V.V.;Pawar, Rupesh B;Chaskar, Atul C
    • Journal of the Korean Chemical Society
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    • v.52 no.3
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    • pp.249-256
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    • 2008
  • 3-Acetyl/Formyl 4-hydroxy-2H(1)-benzopyran-2-one on treatment with malonitrile and ethyl cyanoacetate yielded 1,1-dicyano-2-[4/-hydroxy-2/H(1)-benzopyran-2/-one-3/-yl] ethene/propene 2a-h and ethyl-2-cyano-3-[4/-hydroxy-2/H (1)-benzopyran-2/-one-3/-yl] propenoate/butenoate 3a-h respectively. The 1,3 dipolar reaction of 2a-h with NaN3 gave the tetrazole derivative 4a-h. 3a-h on cyclization with PPA gave 3-cyano-2H,5H-pyrano [3, 2-c] benzopyran-2,5-diones 5a-h which on 1,3 dipolar reaction with NaN3 to gave 3-(1/H-tetrazol-5/-yl)-2H,5H-pyrano[3, 2-c] benzopyran-2,5-diones 6a-h. The structures of the compounds have been established on the basis of the spectral and analytical data. All the compounds were screened for their antimicrobial activities and have been found to exhibited significant antibacterial activities. Compounds 2h and 4h showed the activity 50g/mL.

PEG-Mediated Catalyst-Free Expeditious Synthesis of Functionalized Benzene/Biaryl and Fluoren-9-one Derivatives from Activated Acetylenes and 1,3-Diones

  • Piltan, Mohammad;Yavari, Issa;Moradi, Loghman;Zarei, Seyed Amir
    • Journal of the Korean Chemical Society
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    • v.56 no.3
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    • pp.316-321
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    • 2012
  • Poly(ethylene glycol) (PEG) has been used as a sustainable, non-volatile, and environmentally friendly reaction solvent for the synthesis of functionalized benzene/biaryl and fluoren-9-one derivatives from activated acetylenes and 1,3-diones at $100^{\circ}C$. No additional solvent and catalyst are required.

Montmorillonite KSF Clay as Novel and Recyclable Heterogeneous Catalyst for the Microwave Mediated Synthesis of Indan-1,3-Diones

  • Marvi, Omid;Giahi, Masoud
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.2918-2920
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    • 2009
  • Various indan-1,3-dione derivatives were synthesized from the reaction of different phthalic anhydrides with diethylmalonate using montmorillonite KSF clay as a recyclable heterogeneous acidic catalyst and microwave irradiation in good yields and short reaction times.

Synthesis and In Vitro Cytotoxic Activities of 2-Alkyl-2,3-dihydro-1H-2-azacyclopenta[b]anthracene-5,10-diones (2-알킬-2,3-다이하이드로-1H-2-아자사이클로펜타[b]안트라센-5,10-디온계 유도체 합성 및 세포독성)

  • Kwak, Jae-Hwan;Jeong, Eun-Kyeong;Oh, Ju-Hoon;Jung, Jae-Kyung;Hong, Jin-Tae;Lee, Hee-Soon
    • YAKHAK HOEJI
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    • v.53 no.1
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    • pp.41-44
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    • 2009
  • A series of 2-alkyl-2,3-dihydro-1H-2-azacyclopenta[b]anthracene-5,10-diones ($3a{\sim}h$) were synthesized and evaluated in vitro cytotoxicity against colon cancer cell lines (HCT116 and SW620) and nuroblastoma cell lines (SK-N-SH and SK-N-MC). Among them, compound 3f showed significant cytotoxic activity ($IC_{50}$ against SK-N-SH; $14.8{\mu}M$, $IC_{50}$ against SK-N-MC; $11.3{\mu}M$).

Structure-Activity Relationship (Ⅰ). Conformational Analysis of 3-Phenyl-5,5-dimethyloxazolidine-2,4-diones and their Antifungal Activities (구조-활성 관계 (제 1 보). 3-Phenyl-5,5-dimethyloxazolidine-2,4-diones 와 그들의 Antifungal Activity 에 관한 형태 분석)

  • Park Seongsik;Yoh Soo-Dong;Chung Duk-Young
    • Journal of the Korean Chemical Society
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    • v.34 no.5
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    • pp.476-482
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    • 1990
  • The relationship between chemical structure and antifungal activity of benzene ring substituents of 3-phenyl-5,5-dimethyloxazolidine-2,4-diones is studied by testing of model compounds and use of conformational data. The analysis revealed a number of structural features as essential for the antifungal effect: (1) the presence of an intact -NCO group and benzene moiety; (2) the distance between para substituents and the N atom within the 5.32∼5.37${\AA}$ range; (3) the distance between substituents X3 and X4, in the interval 5.59 ∼ 5.77 ${\AA}$ for the active analogues.

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Synthesis of -4,9-Dione Derivatives via Intramolecular Cyclization (분자내 고리화반응에 의한 -4,9-Dione 유도체 합성)

  • 신상희;서명은
    • YAKHAK HOEJI
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    • v.35 no.3
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    • pp.231-235
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    • 1991
  • Compounds of the structure of -4,9-dione are known to have an antibacterial activity against Gram-positive bacteria. New kinds of 2-amino-$\alpha$-cyano-$\alpha$-ethoxycarbonyl-niethyl)-1,4-naphthoquino ne was reacted with some alkylamines(methylamine, ethylamine, ethanolarnine, isopropylamine, cyclohexylamine, benzylamine) to yield 2-amino-3-ethoxycarbonyl-N-alkyl-4,9-diones.

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A Regiospecific One-Pot, Three Component Synthesis of 4-Aryl-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones as New Potential Monoamine Oxidase Inhibitors

  • Khalafy, Jabbar;Rimaz, Mehdi;Panahi, Leila;Rabiei, Hossein
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2428-2432
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    • 2011
  • A series of new 4-aryl-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones have been synthesized via three component reaction of 1,3-dimethylbarbituric acid with arylglyoxals in the presence of hydrazinium dihydrochloride in ethanol. All of these derivatives may act as potential monoamine oxidase inhibitors.