2007
DOI: 10.1002/chin.200725165
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Synthesis of Hexahydro‐1H‐pyrido[3,2‐c]azepines as Hypotensive Agents of Expected Calcium‐Channel Blocking Activity.

Abstract: 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 acti… Show more

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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%
“…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%