A structure-affinity relationship study on derivatives of N-[2-[4-(4- chlorophenyl)piperazin-1-yl]ethyl]-3-methoxybenzamide, a high-affinity and selective D4 receptor ligand

Journal of Medicinal Chemistry

Volumn 43, Issue 2, 2000, Pages 270-277

  Perrone, Roberto ^a   Berardi, Francesco ^a   Colabufo, Nicola A ^a   Leopoldo, Marcello ^a   Tortorella, Vincenzo ^a  

^a UNIVERSITY OF BARI   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

3 [[4 (4 CHLOROPHENYL) 1 PIPERAZINYL]METHYL] 1H PYRROLO[2,3 B]PYRIDINE; 7 (4 FLUOROPHENOXYMETHYL) 2 (5 FLUORO 2 PYRIMIDINYL) 2,3,4,6,7,8,9,9A OCTAHYDROPYRIDO[1,2 A]PYRAZINE; ALPHA 1 ADRENERGIC RECEPTOR; BENZAMIDE DERIVATIVE; CLOZAPINE; DOPAMINE 2 RECEPTOR; DOPAMINE 4 RECEPTOR; HALOPERIDOL; SEROTONIN 1A RECEPTOR;

ARTICLE; BINDING AFFINITY; CHEMICAL BOND; CHEMICAL STRUCTURE; CONTROLLED STUDY; DRUG STRUCTURE; RECEPTOR AFFINITY; RECEPTOR BINDING; STRUCTURE ANALYSIS;

ANIMALS; BENZAMIDES; DOPAMINE AGENTS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; PIPERAZINES; RATS; RECEPTORS, DOPAMINE D2; RECEPTORS, DOPAMINE D4; RECEPTORS, SEROTONIN; RECEPTORS, SEROTONIN, 5-HT1; RECOMBINANT PROTEINS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0034719396     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm991138z     Document Type: Article

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32. The reported NMR data were obtained at +20 °C. The appearance of spectra recorded at higher temperatures changed as detailed below: the two broad singlets observed at δ = 2.32 and δ = 2.58 merged at +80°C and coalesced at 90°C; the four broad singlets at δ = 2.89, 2.96, 3.02, 3.10 gave a sharp singlet (δ = 2.93) and br t peak (δ = 3.05) at +80°C; the two broad singlets at δ= 3.31 and 3.57 merged at 40°C and coalesced at 80°C. Therefore, there is evidence that the compound 32 presents two stable conformational isomers at room temperature.
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