title: Synthesis of Novel 1,4- Dihydropyridine Derivatives Bearing Biphenyl-2'-Tetrazole Substitution as Potential Dual Angiotensin II Receptors and Calcium Channel Blockers.
abstract: BACKGROUND
  We report the synthesis of novel 1,4-dihydropyridine derivatives containing biphenyl-2'-tetrazole moieties. We hypothesized that merging the key structural elements present in an AT1 receptor antagonist with key structural elements in 1,4-dihydropyridine calcium channel blockers would yield novel analogs with potential dual activity for both receptors. This strategy led to the design and synthesis of dialkyl 1,4-dihydro-2,6-dimethyl-4-[2-n-alkyl-1-[2΄-(1H-tetrazole-5-yl) biphenyl -4-yl] methyl] imidazole-4(or 5)-yl]- 3, 5-pyridinedicarboxylate analogs.
  
  
  METHODS
  These compounds were obtained by two methods starting from biphenyltetrazolyl-4-(or 5)-imidazolecarboxaldehyde intermediates employing in classical Hantzsch condensation reaction. In the first method, triphenylmethyl protecting group of 4- or 5-carboxaldehyde intermediate was first removed in acidic media and then classical Hantzsch reaction was employed in order to obtain the final products. In the second method, without further deprotection process, protected 4- or 5-carboxaldehyde intermediate directly was used in Hantzsch reaction.
  
  
  RESULTS
  The second method was more efficient than the first method since the deprotection and ring closure reaction occurs simultaneously in one pot.
  
  
  CONCLUSIONS
  Eight novel dihydropridines analogs were synthesized using classic Hantzsch condensation reaction. Chemical structures of the compounds were characterized by (1)H NMR, infrared and mass spectroscopy.
authors: Department of Medicinal Chemistry, Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran ; Department of Pharmacognosy, of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran.
authors: Javid
authors: J
authors: Shahbazi Mojarrad
authors: Zahra
authors: Z
authors: Zamani
authors: Hossein
authors: H
authors: Nazemiyeh
authors: Saeed
authors: S
authors: Ghasemi
authors: Davoud
authors: D
authors: Asgari
keywords: 1,4-Dihydropyridine; Angiotensin II Blocker; Biphenyl-2'-tetrazole; Calcium Channel blocker