• 제목/요약/키워드: Mannich

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Polyaniline/SiO2를 이용한 one-pot Mannich 반응: β-amino carbonyl 화합물의 효율적인 합성 (Polyaniline/SiO2 Catalyzed One-pot Mannich Reaction: An Efficient Synthesis of β-amino Carbonyl Compounds)

  • Yelwande, Ajeet A.;Arbad, Balasaheb R.;Lande, Machhindra K.
    • 대한화학회지
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    • 제55권4호
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    • pp.644-649
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    • 2011
  • Polyaniline/$SiO_2$ 촉매를 이용하여, acetophenone, aromatic aldehydes와 aromatic amines을 에탄올 용매 속에서 반응시켜서 다양한 various ${\beta}$-amino ketones을 one-pot mannich 반응을 수행하였으며, 이 반응을 위해 silica가 충진된 여러 가지 종류의 wt% polyaniline을 화학적인 산화방법에 의해 합성하였다. 합성한 촉매는 thermal analysis(TG-DTA), X-ray diffraction (XRD), scanning electron microscopy(SEM) energy dispersive spectroscopy(EDS), 및 Fourier transform infrared spectroscopy (FT-IR) 방법으로 확인하였으며, 촉매의 용매에 대한 안정도 UV-Visible spectroscopy로 측정하였다. Polyaniline/$SiO_2$ 촉매를 이용하는 합성 방법은높은 수율로 얻어지며, work up이 쉽고, 독성이 없으며, 쉽게 회수하여 재사용이 가능하다.

항암제 안티네오플라스톤 A10의 동족체합성 및 항암 활성 (Synthesis and Antitumor Activity of Antineoplaston A10 Analogs as Potential Antineoplastic Agents)

  • 최보길;서희경;김옥영;정병호;오인준;조원제;천승훈;박민수;최상운;이정옥
    • 약학회지
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    • 제41권3호
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    • pp.283-293
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    • 1997
  • Some analogs and their Mannich bases of Antineoplaston A10 (A10) were synthesized. Chemical yield for the 2-(or 3-)thienyl, benzol, and phenylpropionyl analogs were high but 1-naphthyl analog was synthesized in low yield. The Mannich bases formation of these analogs with morpholine went verywell compared to other bases. 1-Naphthyl, 4-nitrobenzoyl, and phenylpropionyl analogs of A10 showed weak in vitro activity but the other A10 analogs showed weaker or no activity at 10-1000mcg/ml. But their Mannich bases containing A10analogs showed good in vitro activity compared to simple A10 analogs.

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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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    • 제32권2호
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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.

Mannich-type Reactions of in Situ Generated N-Acyliminium Ions from α-Amido p-Tolylsulfones with Silyl Enolates

  • Lee, Sang-Hyeup;Kadam, Santosh T.
    • Bulletin of the Korean Chemical Society
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    • 제32권10호
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    • pp.3738-3742
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    • 2011
  • Bismuth tribromide ($BiBr_3$) catalyzed Mannich-type reactions of N-acyliminium ions which generated in situ from N-benzyloxycarbonylamino p-tolylsulfones have been developed. In the presence of catalytic amount of $BiBr_3$, N-benzyloxycarbonylamino p-tolylsulfones prepared from aromatic and aliphatic aldehydes reacted with silyl enol ether and silyl enol ester under mild reaction conditions to afford N-Cbz-protected ${\beta}$-amino ketones and N-Cbz-protected ${\beta}$-amino esters in moderate to good yield, respectively.

Applications of Cross-linked Poly(4-vinylpyridine/styrene) Copolymer supported Ytterbium(III) Triflate in Mannich-type Reaction:Three Component One-pot Synthesis of β-Aminoketones

  • Lee, Sang-Hyeup;Lee, Byoung-Se
    • Bulletin of the Korean Chemical Society
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    • 제30권3호
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    • pp.551-555
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    • 2009
  • The ytterbium catalyst immobilized on the cross-linked poly(4-vinylpyridine/styrene) copolymer (P/S-Yb) was applied in the Mannich-type, three component one-pot synthesis of $\beta$-aminoketones. This catalytic system showed excellent catalytic activity and selectivity which resulted in the exclusive formation of $\beta$-aminoketone. The applicability of this immobilized catalyst system was shown by the reusability test and again highlighted by the synthesis of a $\beta$-aminoketone library using a broad range of substrates.

Design, Synthesis and In Vitro Cytotoxic Activity Evaluation of New Mannich Bases

  • Bui, Trung Hieu;Le, Thi Thuy;Vu, Thu Thuy;Hoang, Xuan Tien;Luu, Van Chinh;Vu, Dinh Hoang;Tran, Khac Vu
    • Bulletin of the Korean Chemical Society
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    • 제33권5호
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    • pp.1586-1592
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    • 2012
  • A series of Novel Mannich bases has been synthesized and evaluated $in$ $vitro$ cytotoxic activity against the human hepatocellular carcinoma (HepG2), human lung carcinoma (SK-LU-1), and human breast cancer (MCF-7). Compound $\mathbf{9f}$ was found to be most potent against three cell lines with $IC_{50}$ values of 1.57, 1.16 and 1.21 ${\mu}g$/mL, respectively. In addition, compounds $\mathbf{9g}$, $\mathbf{10f}$ exhibited very significant activity against MCF-7 cell line with $IC_{50}$ values of 2.0 ${\mu}g$/mL.

Synthesis and Anti Bacterial and Anti-ulcer Evaluation of New S-mannich Bases of 4,6-diaryl-3,4-dihydropyrimidin-2(1H)-thiones

  • Kodhati, Venkateshwarlu;Vanga, Malla Reddy;Yellu, Narsimha Reddy
    • 대한화학회지
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    • 제57권2호
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    • pp.234-240
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    • 2013
  • The synthesis of title compounds were accomplished by synthetic sequence shown in Scheme 1. Chalcones on cyclocondensation with thiourea in ethanol and potassium hydroxide under reflux yielded the respective dihydropyramidin-2(1H)-thiones. Each of the dihydropyrimidin thiones was, then subjected to the Mannich condensation in alkaline medium using three different secondary amines, viz., dimethylamine, diethylamine and morpholine to obtain a new series of S-Mannich bases. All the synthesised compounds ($C_1-C_{15}$) were evaluated for their antiulcer and antibacterial activities. Compounds $C_4$, $C_5$, $C_6$, $C_{14}$ and $C_{15}$ exhibited relatively more potent antiulcer activity but not comparable to the standard; Omeprazole, while $C_1$, $C_2$, $C_3$ and $C_{13}$ were moderate in activity at 100 mg/kg p.o. All the compounds ($C_1-C_{15}$) showed mild to moderate activity against both Gram-positive (S.aureus, L.delbrueckii) and Gram-negative (P.vulgaris, E.coli) bacteria. Amongst the compounds tested, only $C_6$, $C_9$, $C_{12}$ and $C_{15}$ were found to be potent.

Synthesis, spectral, thermal, structural study and theoretical treatment of new complexes of mannich base with Ni(II) and study of cytotoxicity effect on (Hepa-2) cell line and antimicrobial activity

  • Omar H. Al-Obaidi
    • 분석과학
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    • 제36권2호
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    • pp.70-79
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    • 2023
  • The synthesis of the Mannich base as a ligand (L) N-(morpholino (phenyl) methyl) acetamide is the subject of this study. Elemental analyses, FT-IR spectra, UV-vis, 1H-NMR, and magnetic measurements were used to confirm the synthesis of the [Ni(L)2]Cl2 complex, thermal analysis (TG/DTG), atomic absorption, and scanning, and structurally explained as electron microscopy (SEM), and X-ray powder diffraction (XRD) methods. The melting point of the complex and its molar conductivity were also measured. The suggested geometries of the complexes formed have a tetrahedral structure, according to the data acquired using various techniques. Theoretical approaches to the complex formation have been investigated. For molecular mechanics and semi-empirical calculations, the HYPERCHEM6 program had been used. The effect of the novel Ni(II) complex on the cancer cell Hepa-2 (human hepatocellular ademocarcinoma), that is the human laryngeal cancer, was studied. It has been found that these ligand and complex have potent effects on the cancer cell. The antibacterial activity of the free ligand and its complex was evaluated against two kinds of human pathogenic bacteria. The first category is Gram-positive (Staphylococcus aureas, epiderimids), whereas the second group is Gram-negative (Psedamonas aeruginosa, Escherichia coli) (from the diffusion method). Finally, it was discovered that various chemicals had varied growth-inhibiting effects on bacteria.