1,4-Disubstituted aromatic piperazines with high 5-HT2A/D2 selectivity: Quantitative structure-selectivity investigations, docking, synthesis and biological evaluation

Bioorganic and Medicinal Chemistry

Volumn 23, Issue 18, 2015, Pages 6195-6209

  Möller, Dorothee ^a   Salama, Ismail ^a,b   Kling, Ralf C ^a   Hübner, Harald ^a   Gmeiner, Peter ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

^b Suez Canal University   (Egypt)

Author keywords

1,4 DAP; 3D QSAR; 5 HT2A D2 selectivity; CoMFA; CoMSIA; D2 partial agonist; Dopamine receptor; GPCR; Phenylpiperazine; Serotonin receptor; Subtype selectivity

Indexed keywords

1 (2 METHOXYPHENYL) 4 BUT 3 YN 1 YL PIPERAZINE; 1 (2 METHOXYPHENYL) 4 PENT 4 YN 1 YL PIPERAZINE; 1 (2,3 DICHLOROPHENYL) 4 BUT 3 YN 1 YL PIPERAZINE; 1 (2,3 DICHLOROPHENYL) 4 HEX 5 YN 1 YL PIPERAZINE; 1 (2,3 DICHLOROPHENYL) 4 PENT 4 YN 1 YL PIPERAZINE; 3 METHOXYCARBONYLPYRAZOLO[1,5 A]PYRIDIN 5 YL AMMONIUM-2,2,2 TRIFLUORO ACETATE; 5 [4 [2 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]ETHYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBALDEHYDE; 5 [4 [2 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]ETHYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE; 5 [4 [2 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]ETHYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBALDEHYDE; 5 [4 [3 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE; 5 [4 [3 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]PROPYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE; 5 [4 [3 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]PROPYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBALDEHYDE; 5 [4 [4 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]BUTYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE; 5 [4 [4 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]BUTYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBALDEHYDE; ARIPIPRAZOLE; AROMATIC COMPOUND; AROMATIC PIPERAZINE DERIVATIVE; DOPAMINE 2 RECEPTOR; METHYL 5 (TERT BUTOXYCARBONYLAMINO)PYRAZOLO[1,5 A]PYRIDINE 3 CARBOXYLATE; METHYL 5 AZIDOPYRAZOLO[1,5 A]PYRIDINE 3 CARBOXYLATE; METHYL 5 [4 [2 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]ETHYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE; METHYL 5 [4 [2 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]ETHYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBOXYLATE; METHYL 5 [4 [2 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]ETHYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBOXYLATE; METHYL 5 [4 [3 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBOXYLATE; METHYL 5 [4 [3 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]PROPYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBOXYLATE; METHYL 5 [4 [4 [4 (2,3 DICHLOROPHENYL)PIPERAZIN 1 YL]BUTYL]TRIAZOL 1 YL]PYRAZOLO [1,5 A]PYRIDINE 3 CARBOXYLATE; PIPERAZINE DERIVATIVE; QUINPIROLE; SEROTONIN 2A RECEPTOR; UNCLASSIFIED DRUG; LIGAND; NEUROLEPTIC AGENT;

ARTICLE; BINDING AFFINITY; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR DOCKING; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTITATIVE ANALYSIS; BINDING SITE; CHEMISTRY; HEK293 CELL LINE; HUMAN; METABOLISM; PROTEIN TERTIARY STRUCTURE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTIPSYCHOTIC AGENTS; BINDING SITES; HEK293 CELLS; HUMANS; LIGANDS; MOLECULAR DOCKING SIMULATION; PIPERAZINES; PROTEIN STRUCTURE, TERTIARY; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; RECEPTOR, SEROTONIN, 5-HT2A; RECEPTORS, DOPAMINE D2;

EID: 84940773476     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2015.07.050     Document Type: Article

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