Asymmetric N-(3,3-diphenylpropyl)aminoalkyl esters of 4-aryl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acids with antihypertensive activity

Synthesis of 4‐(Carbonyloxyphenyl)‐1,4‐Dihydropyridines as Potential Antihypertensive Agents

“…C ompounds 10a and 14c were also evaluated for in vivo antihypertensive activity in rats using tail cuff method (Leonardi et al., ; Liang et al., ). Decreased blood pressure in NaCl‐treated hypertensive rats was observed on oral administration of the newly synthesized DHPs at concentrations ranging from 22.5 to 180 mg/kg.…”

Lercanidipine (Rec 15/2375): A Novel 1,4‐Dihydropyridine Calcium Antagonist for Hypertension

“…Lercanidipine was selected from a series of new 4-aryl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acids dialkyl esters, bearing different bulky and lipophilic aminoalkyl moieties in one of the two ester groups, synthesized as part of research on molecular hybrids. based on the preparation of new compounds containing the active moieties of different drugs having similar pharmacological effects (36,45). In order to improve the duration of action by increasing the overall lipophilicity of the new compounds of this series, structural variations at the aryl group at position 4 of the 1,4-DHP and at the non-basic alkyl ester were introduced, as well as in the length and branching of the alkyl group linking the bulky amino group to the dihydropyridine nucleus.…”

Synthesis and Myorelaxant Activity of Fused 1,4‐Dihydropyridines on Isolated Rabbit Gastric Fundus

“…The substituents at the C-3 and C-5 positions modulate tissue selectivity and asymmetrical substituents in these positions alter the activity [Miri et al, 2006]. Among the performed modifications at C-3 and C-5, the introduction of bulky and lipophilic substituents as one of the esterifying groups led to novel, potent calcium antagonists [Leonardi et al, 1998] including nicardipine, barnidipine, and benidipine [Tamazawa et al, 1986;Sohda et al, 1990]. In addition, the compounds possessing a 2-pyridylmethyl, 3-pyridylmethyl, 4-pyridylmethyl, or 2-pyridylethyl moieties at the C-3 and C-5 positions were determined to show strong calcium channel blocking effect [Mehdipour et al, 2007].…”