Rational design, efficient syntheses and biological evaluation of N,N'-symmetrically bis-substituted butylimidazole analogs as a new class of potent Angiotensin II receptor blockers

European Journal of Medicinal Chemistry

Volumn 62, Issue , 2013, Pages 352-370

  Agelis, George ^a,k   Resvani, Amalia ^a,k   Koukoulitsa, Catherine ^b   Tůmová, Tereza ^c   Slaninová, Jiřina ^c   Kalavrizioti, Dimitra ^d   Spyridaki, Katerina ^e   Afantitis, Antreas ^f   Melagraki, Georgia ^f   Siafaka, Athanasia ^b   Gkini, Eleni ^b   Megariotis, Grigorios ^g   Grdadolnik, Simona Golic ^h,i   Papadopoulos, Manthos G ^g   Vlahakos, Demetrios ^j   Maragoudakis, Michael ^d   Liapakis, George ^e   Mavromoustakos, Thomas ^b   Matsoukas, John ^a,k  

^a UNIVERSITY OF PATRAS   (Greece)

^b UNIVERSITY OF ATHENS   (Greece)

^c INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

^d UNIVERSITY OF PATRAS   (Greece)

^e UNIVERSITY OF CRETE   (Greece)

^f NOVAMECHANICS LTD   (Cyprus)

^g INSTITUTE OF BIOLOGY   (Greece)

^h NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

ⁱ EN FIST CENTRE OF EXCELLENCE   (Slovenia)

^j NATIONAL AND KAPODISTRIAN UNIVERSITY OF ATHENS   (Greece)

^k Eldrug SA   (Greece)

more..

Author keywords

AT1 receptor blockers; Biological evaluation; Docking studies; Hydroxymethylation; Molecular dynamics; N,N' Bis alkylated butylimidazole analogs; Structure elucidation; Synthesis; Wittig reaction

Indexed keywords

2 BUTYL 4 CHLORO 1 [[2' (1H TETRAZOL 5 YL) 4 BIPHENYLYL]METHYL] 5 IMIDAZOLECARBOXYLIC ACID; 2 BUTYL 4 CHLORO 5 HYDROXYMETHYL N,N' BIS[[2'[2H TETRAZOL 5 YL)]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 2 BUTYL N,N' BIS[[2' [2H TETRAZOL 5 YL)]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BROMO 5 BUTYL 1H IMIDAZOLE; 4 BROMO 5 BUTYL N,N' BIS[(2' CARBOXYBIPHENYL 4 YL)METHYL]IMIDAZOLIUM BROMIDE; 4 BROMO 5 BUTYL N,N' BIS[[2' (2H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BROMO 5 BUTYL N,N' BIS[[2' (TERT BUTOXYCARBONYL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BROMO 5 BUTYL N,N' BIS[[2' [2 (TRITYL)TETRAZOL 5 YL]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL 2 HYDROXYMETHYL N,N' BIS[(2' CARBOXYBIPHENYL 4 YL)METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL 2 HYDROXYMETHYL N,N' BIS[[2' (2H TETRAZOL 5 YL) BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL 2 HYDROXYMETHYL N,N' BIS[[20 (2H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL 2 HYDROXYMETHYL N,N' BIS[[[2' (TERT BUTOXYCARBONYL)]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL N,N' BIS(2 CARBOXYBIPHENYL 4 YL)METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL N,N' BIS[[2' (2H TETRAZOL 5 YL)]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL N,N' BIS[[2' (TERT BUTOXYCARBONYL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL N,N' BIS[[20 (2H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 4 BUTYL N,N' BIS[[[2' (2H TETRAZOL 5 YL)]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 CHLORO 1H IMIDAZOLE; 5 BUTYL 4 CHLORO 2 HYDROXYMETHYL N,N'BIS[[2' [2 (TRITYL)TETRAZOL 5 YL]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 CHLORO N,N' BIS[(2' CARBOXYBIPHENYL 4 YL)METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 CHLORO N,N' BIS[[2' (2H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 CHLORO N,N' BIS[[2' (TERT BUTOXYCARBONYL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 CHLORO N,N'BIS[[2' [2 (TRITYL)TETRAZOL 5 YL]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 IODO 1H IMIDAZOLE; 5 BUTYL 4 IODO N,N' BIS[(2' CARBOXYBIPHENYL 4 YL)METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 IODO N,N' BIS[[2' (TERT BUTOXYCARBONYL)BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; 5 BUTYL 4 IODO N,N' BIS[[2' [2 (TRITYL)TETRAZOL5 YL]BIPHENYL 4 YL]METHYL]IMIDAZOLIUM BROMIDE; ANGIOTENSIN RECEPTOR ANTAGONIST; IMIDAZOLE DERIVATIVE; LOSARTAN; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ALKYLATION; ARTICLE; BINDING AFFINITY; BINDING KINETICS; BINDING SITE; DRUG DESIGN; DRUG SYNTHESIS; HYDROPHOBICITY; IN VITRO STUDY; MOLECULAR DOCKING; MOLECULAR DYNAMICS; QUANTUM CHEMISTRY; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; WITTIG REACTION;

ANGIOTENSIN II TYPE 1 RECEPTOR BLOCKERS; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; HUMANS; IMIDAZOLES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTUM THEORY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84873052698     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.12.044     Document Type: Article

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