Synthesis of Hexahydro-1H-pyrido[3,2-c]azepines as Hypotensive Agents of Expected Calcium-Channel Blocking Activity

El-Sadek, Mohamed; Abou-Kull, Mansour; El‐Sabbagh, Osama I.; Shallal, Hassan M.

doi:10.1007/s00706-007-0586-5

Cited by 8 publications

(2 citation statements)

References 13 publications

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“…α-Cyanoacrylonitriles have played critical roles as synthetic intermediates (Cutrí et al, 1998), riot control agents (Jones, 1972), pre-polymers (Lee et al, 2007;Kharas et al, 2009), piezoelectric materials (Lee et al, 2003), and optoelectronic devices (Aloui et al, 2016). Moreover, in drug discovery, α-cyanoacrylonitriles are potential compounds with cytostatic (Latif et al, 1970), anti-inflammatory (Girgis et al, 2007), hypotensive (El-Sadek et al, 2007), and bronchodilatory (Girgis et al, 2015) properties. Therefore, studying the synthesis of α-cyanoacrylonitriles is of great importance for future applications.…”

Section: Introductionmentioning

confidence: 99%

Plasmonic Heating-Promoted Photothermal Synthesis of α-Cyanoacrylonitriles Over Au/h-BN Catalysts

Liang

Zhang

et al. 2021

Front. Chem.

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Plasmonic nanoparticle-involved materials play an essential role in the field of photothermal conversion. Herein, we report the application of photothermal heterogeneous catalysts consisting of gold nanoparticles decorated on defect-rich h-BN sheets (Au/h-BN) for the photocatalytic synthesis of α-cyanoacrylonitriles under mild conditions. It has been demonstrated the–NH2 groups present in the defect-rich h-BN act as the catalytically active sites, while plasmonic heating from the gold nanoparticles can drive the reaction by providing local heat. Au/h-BN catalyst can work for a broad substrate scope in the synthesis of α-cyanoacrylonitriles, and a plausible –NH2 group-involved reaction mechanism has been proposed. This work may open up new avenues in photothermal catalysis by combining plasmonic materials and catalytic sites in one system.

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Section: Introductionmentioning

confidence: 99%

Plasmonic Heating-Promoted Photothermal Synthesis of α-Cyanoacrylonitriles Over Au/h-BN Catalysts

Liang

Zhang

et al. 2021

Front. Chem.

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“…Cyclic β ‐diketones, especially dimedone, were used as precursors for the preparation of biologically active heterocyclic compounds such as acridine 1–4, quinoline 5, and quinazoline 6 derivatives. A series of hexahydroacridine derivatives A 1 and many of the decahydroacridines B 2, 3 (Fig.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Nonclassical Acridines, Quinolines, and Quinazolines Derived from Dimedone for Biological Evaluation

Sabbagh

Shabaan

Kadry

et al. 2010

Archiv der Pharmazie

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New nonclassical acridines, quinolines, and quinazolines were prepared starting from cyclic β-diketones, namely dimedone, through application of Hantzsch addition, Michael addition, and Mannich reactions, respectively. The antimicrobial activity revealed that decahydroacridin-1,8-dione 2e bearing a 3-nitrophenyl group and hexahydroquinoline 4e having a 2,4-dichlorophenyl moiety were the most active compounds against both Gram-positive and -negative bacteria based upon using the disc diffusion method. Cytotoxic activity studies for decahydroacridin-1,8-diones 2a-e against liver carcinoma cells (HepG(2)) using the MTT cell viability assay revealed that decahydroacridin-1,8-dione bearing a 4-methylphenyl moiety 2d showed a higher cytotoxic activity (IC(50) = 4.42 µg/mL) than the other derivatives.

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Synthesis of Hexahydro‐1H‐pyrido[3,2‐c]azepines as Hypotensive Agents of Expected Calcium‐Channel Blocking Activity.

et al. 2007

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Synthesis of Hexahydro-1H-pyrido[3,2-c]azepines as Hypotensive Agents of Expected Calcium-Channel Blocking Activity. -A series of novel pyridoazepine derivatives (13 examples), structurally related to nifedipine, is synthesized via Michael reaction of enaminones (I) to acrylonitrile derivatives (II) followed by ring enlargement of the obtained hexahydroquinolines (III) under Schmidt reaction conditions. Derivatives (V) exhibit the highest hypotensive activity and negative inotropic as well as chronotropic activity. -(EL-SADEK, M. E.; ABOUKULL, M.; EL-SABBAGH*, O. I.; SHALLAL, H. M.; Monatsh. Chem. 138 (2007) 3, 219-225; Dep. Med. Chem., Fac. Pharm., Zagazig Univ., Zagazig, Egypt; Eng.) -R. Langenstrassen 25-165

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Synthesis of Hexahydro-1H-pyrido[3,2-c]azepines as Hypotensive Agents of Expected Calcium-Channel Blocking Activity

Cited by 8 publications

References 13 publications

Plasmonic Heating-Promoted Photothermal Synthesis of α-Cyanoacrylonitriles Over Au/h-BN Catalysts

Plasmonic Heating-Promoted Photothermal Synthesis of α-Cyanoacrylonitriles Over Au/h-BN Catalysts

Synthesis of New Nonclassical Acridines, Quinolines, and Quinazolines Derived from Dimedone for Biological Evaluation

Synthesis of Hexahydro‐1H‐pyrido[3,2‐c]azepines as Hypotensive Agents of Expected Calcium‐Channel Blocking Activity.

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