• 제목/요약/키워드: Indole synthesis

검색결과 70건 처리시간 0.021초

Zirconium(IV) Chloride - Catalysed Reaction of Indoles: An Expeditious Synthesis of Bis(indolyl)methanes

  • Nagawade, Rahul R.;Shinde, Devanand B.
    • Bulletin of the Korean Chemical Society
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    • 제26권12호
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    • pp.1962-1964
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    • 2005
  • Zirconium(IV) chloride is found to be an efficient catalyst for the electrophilic addition reaction of indole with aldehydes/ketones to afford the corresponding bis(indolyl methanes in good yields. The remarkable features of this new procedure are high conversions, shorter reaction times, cleaner reaction profiles and simple experimental and work-up procedures.

인돌 유도체의 Pseudohalogen 화 및 Halogen 화 반응에 관한 연구(II) - 인돌의 Azido 및 Thiocyanato 유도체의 새로운 합성법 (Pseudohalogenation and Halogenation of Indole Derivativs(II) - A Novel Synthetic Method of Azido and Thiocyanato Indoles)

  • 채동규;천문우;조재천
    • 약학회지
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    • 제23권3_4호
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    • pp.187-189
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    • 1979
  • A new method for the synthesis of azido and thiocyanatoindoles by iodine and sodium azide or sodium thiocyanate in acetonitile at room temperature or 60.deg.C was found. Azidoindoles (3-azido-3-methyl -2-phenylindolenine, 3-azido-2,3-diphenylindolenine, 2-azidomethyl-3-metbylindole and 1-azido-1,2,3,4-tetrahyrocarbazole) and thiocyanatoindoles(3-thiocyanatoindole, 2-phenyl-3-thiocyanato indole, 3-methyl-2-phenyl-6-thiocyanatoindole and 2, 3-diphenyl-6-thiocyanatoindole) were prepared by this method in good yields.

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Synthesis of 6-[2-(Benzoxazol-2-ylmethylamino )ethoxy]-1-Alkyl­1 H-lndole-2-Carboxylic Acid and Inhibitory Activity on $\beta$-Amyloid Aggregation

  • Lee, Sun-Mi;Jeon, Raok
    • Archives of Pharmacal Research
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    • 제28권11호
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    • pp.1219-1223
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    • 2005
  • 6-[2-(Benzoxazol-2-ylmethylamino)ethoxy]-1-alkyl-1H-indole-2-carboxylic acids were designed and synthesized as $\beta$-amyloid (A$\beta$) fibril assembly inhibitors. Their inhibitory activity on A$\beta$, aggregation was evaluated by thioflavin T assay although their activities were insignificant.

Synthesis of Silicon Tracelsss Linker for Solid-Phase Reaction

  • Mun Han-Seo;Seong Jin-Hyun
    • Archives of Pharmacal Research
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    • 제27권4호
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    • pp.371-375
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    • 2004
  • The silicon linker is the foremost traceless linker used in solid-phase reactions. Hydrogen fluo-ride (HF) or trifluoroacetic aicd (TFA) can remove the silicon linker with the silicon atom being replaced by a hydrogen atom. In this experiment, the linkers 1c and 2d, which are the most useful in solid-phase reactions, were synthesized, Linker 1c is composed of seven linearly linked carbons and linker 2d includes an oxygen atom in the linear carbon chain to increase the solvation capacity. The carboxylic acid component of linker 1c and 2d forms an amide or ester bond with resin. The synthesized linkers 1c and 2d could be utilized in constructing a chemical compound library that includes indole, benzodiazepine and phenothiazine (aromatic ring compounds).

Chlorella의 생리에 미치는 Indole acetic acid의 영향 (Physiological effects of indole acetic acid (IAA) on chlorella ellipsoidea)

  • 채인기
    • 미생물학회지
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    • 제10권3호
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    • pp.117-127
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    • 1972
  • To study the effect of IAA on the growth of Chlorella, the alage wre cultured on the media for six days by bubbling $_{2}$ enriched air under 10K lux at 20-$25^{\circ}C$. The culture media were made by adding a concentration of $10^{-3}$M, $10^{-4}$M, and 0M(as a control) IAA to the standard media. During the period of culture, Chlorella was smapled for the given time of interval and photosynthetic and respiratory activities were measured by Warburg manometer and change of chemical components of Chlorella was determined by spectrophotometry after the Chlorella cell was fractionated by Schmidt-Thannhauser method. 1) Photosynthetic and respiratory activities were enhanced by IAA ; especially the enhancement of respiratory activity was so remarkable. 2) As to the chemical components of Chlorella, carbohydrates and amino acids were reduced a little but phosphate, RNA, DNA, and protein were increased by $10^{-3}$M IAA ; the increase of RNA, in particular, was noticable. 3) The above results suggest that the enhancement of growth of Chlorella, by IAA and ATP induced by respiratory activity accelerated with IAA enhanced RNA synthesis, resulting in an increase of protein synthesis.

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Alum Catalyzed Simple and Efficient Synthesis of Bis(indolyl)methanes by Ultrasound Approach

  • Sonar, Swapnil S.;Sadaphal, Sandip A.;Kategaonkar, Amol H.;Pokalwar, Rajkumar U.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Bulletin of the Korean Chemical Society
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    • 제30권4호
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    • pp.825-828
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    • 2009
  • Alum $(KAl(SO_4)_2{\cdot}12H_2O)$ is an inexpensive, efficient, non‐toxic and mild catalyst for the synthesis of bis(indolyl)methanes by the reaction of 1H-indole with various aldehydes/ketones under the influence of ultrasound irradiation in solvent‐free condition. The remarkable advantages of this method are the simple experimental procedures, shorter reaction times, high yields of product and green aspects by avoiding toxic catalysts and solvents.

A Novel Method for Synthesis of Bis(indolyl)methanes Using 1,3-Dibromo-5,5-dimethylhydantoin as a Highly Efficient Catalyst Under Solvent-free Conditions

  • Hojati, Seyedeh Fatemeh;Zeinali, Toktam;Nematdoust, Zahra
    • Bulletin of the Korean Chemical Society
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    • 제34권1호
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    • pp.117-120
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    • 2013
  • The reactions of indole with carbonyl groups have been efficiently carried out in the presence of catalytic amounts of 1,3-dibromo-5,5-dimethylhydantoin under solvent-free conditions and corresponding bis(indolyl)-mathanes were obtained in good to excellent yields. Synthesis of di[bis(indolyl)methyl]benzene was also accomplished by this catalyst. Furthermore, chemoselective conversion of aromatic aldehydes to their corresponding bis(indolyl)methanes in the presence of aliphatic aldehydes or ketones was achieved by this method.

Synthetic Approaches to Natural Antioxidant Benzastatin E, F and G Analogues

  • Le, Thanh Nguyen;Yang, Su-Hui;Khadka, Daulat Bikram;Cho, Suk-Hee;Zhao, Chao;Cho, Won-Jea
    • Bulletin of the Korean Chemical Society
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    • 제32권12호
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    • pp.4309-4315
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    • 2011
  • For synthesis of benzastatin E, F and G analogues, the indole-2-carbaldehydes with or without substituents at C-5 position were prepared as key intermediates. Several synthetic attempts to achieve benzastatin E-G analogues were suggested using the indole-2-carbaldehyde intermediates.

3,5-Bis(aminopyrimidinyl)indole Derivatives: Synthesis and Evaluation of Pim Kinase Inhibitory Activities

  • Lee, Jinho;More, Kunal N.;Yang, Seun-Ah;Hong, Victor S.
    • Bulletin of the Korean Chemical Society
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    • 제35권7호
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    • pp.2123-2129
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    • 2014
  • Pim kinases are promising targets in the treatment of hematopoietic and solid cancers. Meridianin C was chosen as a starting point to discover novel pim kinase inhibitors. Using known pim kinase's structural information, aminopyrimidine was introduced to provide the hydrogen-bonding interactions with the conserved lysine residue in the ATP binding pocket of all three Pim kinases. Synthesized 3,5-bis(aminopyrimidinyl)indole derivatives showed pan-pim inhibitory activity. Aminoalkyl substituent was attached on the aminopyrimidine to further enhance the potency and physicochemical properties of compound. The research reveals a significative way of designing compounds with high potency and kinase selectivity for pan-pim kinases.