• Title/Summary/Keyword: Aromatic amines

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Synthesis and Antimicrobial Activity of Oxazolone, Imidazolone and Triazine Derivatives Containing Benzothiophene

  • Naganagowda, Gadada;Thamyongkit, Patchanita;Petsom, Amorn
    • Journal of the Korean Chemical Society
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    • v.55 no.5
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    • pp.794-804
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    • 2011
  • 3-Chloro-1-benzothiophene-2-carbonylchloride (1) was allowed to react with glycine to give 3-chloro-1-benzothiophen-2-yl-carbonylaminoacetic acid (2). Various aldehydes were treated with compound (2) in acetic anhydride to get 1,3-oxazol-5-ones (3a-d). These oxazolones were treated with aromatic amines or hydrazides to get various imidazol-4-ones (4a-h or 5al) separately. Oxazolones was also treated with aromatic hydrazine, through which expansion of five membered oxazole ring to six member triazine ring occurs to yield 1,2,4-triazin-6-ones (6a-h). The structures of all the synthesized compounds were confirmed by spectral data and were screened for antibacterial and antifungal activities.

Curing of Epoxy Resins by Aminophosphazene Derivatives and Its Thermal Properties (아미노포스파젠 유도체에 의한 에폭시수지의 경화와 열적성질)

  • 윤흥수
    • Textile Coloration and Finishing
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    • v.11 no.6
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    • pp.7-17
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    • 1999
  • Aminophosphazene derivatives were prepared from hexachlorocyclotriphosphazene and used for the curing agents of epoxy resins. The effect of the curing agent on the dynamic viscoelastic properties, flame proofing, and heat resistance of the cured epoxy resins were investigated and compared with those for the epoxy resins cured with aliphatic and aromatic amines. The epoxy resin cured by 1,1-diamino-3,3,5,5-tetrachlorocyclotriphosphazene showed the highest storage modulus and glass transition temperature when cured at 19$0^{\circ}C$ for 6 hours. The epoxy resins cured with phosphazene derivatives showed superior flame proofing to those with aliphatic amine and aromatic amine. Particularly it is an effective curing agent for epoxy resins to enhance the storage modulus, flame proofing and resistance to heat.

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Cancer Activation and Polymorphisms of Human Cytochrome P450 1B1

  • Chun, Young-Jin;Kim, Donghak
    • Toxicological Research
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    • v.32 no.2
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    • pp.89-93
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    • 2016
  • Human cytochrome P450 enzymes (P450s, CYPs) are major oxidative catalysts that metabolize various xenobiotic and endogenous compounds. Many carcinogens induce cancer only after metabolic activation and P450 enzymes play an important role in this phenomenon. P450 1B1 mediates bioactivation of many procarcinogenic chemicals and carcinogenic estrogen. It catalyzes the oxidation reaction of polycyclic aromatic carbons, heterocyclic and aromatic amines, and the 4-hydroxylation reaction of $17{\beta}$-estradiol. Enhanced expression of P450 1B1 promotes cancer cell proliferation and metastasis. There are at least 25 polymorphic variants of P450 1B1 and some of these have been reported to be associated with eye diseases. In addition, P450 1B1 polymorphisms can greatly affect the metabolic activation of many procarcinogenic compounds. It is necessary to understand the relationship between metabolic activation of such substances and P450 1B1 polymorphisms in order to develop rational strategies for the prevention of its toxic effect on human health.

Carbon-Based Solid Acid as an Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines Under Solvent-Free Conditions

  • Davoodnia, Abolghasem;Khojastehnezhad, Amir;Tavakoli-Hoseini, Niloofar
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2243-2248
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    • 2011
  • Carbon-based solid acid catalyst was found to be highly efficient, eco-friendly and recyclable heterogeneous catalyst for the multicomponent reaction of dimedone, aromatic aldehydes, and a nitrogen source (ammonium acetate or aromatic amines) under solvent-free conditions, giving rise to 1,8-dioxodecahydroacridines in high yields. The present methodology offers several advantages, such as a simple procedure with an easy work-up, short reaction times, high yields, and the absence of any volatile and hazardous organic solvents.

Carbon-based Solid Acid Catalyzed One-pot Mannich Reaction: A Facile Synthesis of β-Amino Carbonyl Compounds

  • Davoodnia, Abolghasem;Tavakoli-Nishaburi, Afsaneh;Niloofar, Tavakoli-Hoseini
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.635-638
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    • 2011
  • A simple and efficient method for the synthesis of $\beta$-amino carbonyl compounds by one-pot three-component Mannich reaction of acetophenone, aromatic aldehydes and aromatic amines using a carbon-based solid acid (CBSA), as an effective and reusable catalyst, is described. The present methodology offers several advantages such as simple procedure with an easy work-up, shorter reaction times, and high yields.

A Novel Synthesis of Heterocyclic Compounds Containing Coumarin Moiety of Potential Antimicrobial Activity

  • El-Fattah, M. E. Abd
    • Archives of Pharmacal Research
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    • v.21 no.6
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    • pp.723-728
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    • 1998
  • The chemical behaviours of 4-methyl-2-oxo-2H-benzopyran-7-yl oxoacetyl hydrazine (2) towards some different reagents such as anhydride compounds, aromatic aldehydes, carb on disulphide, and nitrous acid yielded the corresponding pathalazine derivatives (3, 4, 5), hydrazone derivative (6), 1,3,4-oxadiazole derivative (7, 8, 9) and acid azide (10) respectively. Treatmen of 10 with absolute alcohols, amines and ethyl amino acid ester gave the corresponding carbamate derivative (11), substituted urea derivative (12) and ethyl substituted alkyl acetate (13) respectively. The biological activity of some synthesized compounds was evaluated.

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The Effects of Poly(tetramethylene ether glycol) on the Physical Properties of Epoxy Resin

  • Song, Young-Jin;Lee, Seung-Goo;Baik, Doo-Hyun
    • Proceedings of the Korean Fiber Society Conference
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    • 1998.10a
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    • pp.61-65
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    • 1998
  • Epoxy resins are currently one of the most widely used thermoset polymers. Applications on epoxy-based materials range from common to structural adhesives as well as to matrix materials for high performance composites. The outstanding versatility of this resin can be related to the reactivity of the epoxy group, which can be opened by a large number of different chemical compounds, such a aliphatic and aromatic amines, anhydrides and poly-amides. (omitted)

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Catecholalane (1,3,2-Benzodioxaluminole) as a Selective Reducing Agent

  • 차진순;장석원;이지은;김종미;권오운;이형수;송한철
    • Bulletin of the Korean Chemical Society
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    • v.17 no.8
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    • pp.720-724
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    • 1996
  • Catecholalane (1,3,2-Benzodioxaluminole, CA) prepared from catechol and aluminum hydride in tetrahydrofuran (THF) is found to be a selective reducing agent. The systematic study in order to characterize the reducing properties of the reagent under practical conditions (THF, 0 or 25 ℃, the quantitative amount of reagent to compound) has been done. The reagent reduces aldehydes, ketones, esters and acid chlorides to the corresponding alcohols, and primary amides to the corresponding amines. Especially noteworthy is that the reagent can convert both aromatic and aliphatic nitriles to the corresponding aldehydes in very high yields.

Transformations of Aldimines Derived from Pyrrole-2-carbaldehyde. Synthesis of Thiazolidino-Fused Compounds

  • Aydogan, Feray.
    • Bulletin of the Korean Chemical Society
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    • v.22 no.5
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    • pp.476-480
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    • 2001
  • 4-Thiazolidinones which are hetarylsubstituted at the 2-position were prepared by the reaction of mercapto acids with aldimines which were prepared by the condensation of pyrrole-2-carbaldehyde with different aromatic amines. After their benzylide ne derivatives were obtained, we first applied the Wittig reagent on them in the presence of triethylamine, dihydrofurothiazolidines were synthesized. Second, we prepared new pyrazolinothiazolidines by using phenylhydrazine in the presence of sodium acetate. All mentioned compounds have been characterized by their spectral data, and screened for their antimicrobial activities. Some of them exhibit moderate to good antibacterial and tuberculostatic activities.

Selective Reduction of Oximes to N-Monosubstituted Hydroxylamines with Lithium Borohydride

  • Cho, Byung-Tae;Seong, See-Yearl
    • Bulletin of the Korean Chemical Society
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    • v.9 no.5
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    • pp.322-324
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    • 1988
  • Selective reduction of aldoximes and ketoximes with lithium borohydride in tetrahydrofuran was investigated. Thus, aldoximes and cyclic ketoximes such as hexanaldoxime, heptanaldoxime, cyclopentanone oxime and cyclohexanone oxime were reduced smoothly to the corresponding N-monosubstituted hydroxylamines at room temperature in 65-93% yield. The reduction of alicyclic ketoxime was very slow, requiring somewhat high reaction temperature ($65^{\circ}C$) for the complete reduction to give the hydroxnylamines. The reduction of aromatic oximes such as benzaldoxime and acetophenone oxime was very sluggish, giving a mixture of the corresponding hydroxylamines and amines at $65^{\circ}C$.