1-Aryl-4-[(1-tetralinyl)alkyl]piperazines: Alkylamido and alkylamino derivatives. Synthesis, 5-HT(1A) receptor affinity, and selectivity

Journal of Medicinal Chemistry

Volumn 39, Issue 16, 1996, Pages 3195-3202

  Perrone, Roberto ^a   Berardi, Francesco ^a   Leopoldo, Marcello ^a   Tortorella, Vincenzo ^a   Fornaretto, Maria Gioia ^b   Caccia, Carla ^b   McArthur, Robert A ^b  

^a UNIVERSITY OF BARI   (Italy)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIDEPRESSANT AGENT; ANXIOLYTIC AGENT; BUSPIRONE; PIPERAZINE DERIVATIVE; SEROTONIN RECEPTOR;

ANIMAL TISSUE; ANXIETY NEUROSIS; ARTICLE; DEPRESSION; DRUG CONFORMATION; DRUG EFFECT; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; MALE; NONHUMAN; RAT; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

EID: 0029777353     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm960087s     Document Type: Article

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20. The reported NMR data were obtained at 20°C. The appearance of spectra recorded at higher temperatures changed as detailed below. Compound 28: The two sharp peaks observed at δ = 2.90 and 3.13 begin to broaden on raising the temperature; the two peaks merged at 80°C; the multiplet at δ = 3.32-3.41 became a broad peak at 70°C that merged with signals at δ = 3.56-3.69 at 80°C. Compound 29: The two sharp peaks observed at δ = 2.90 and 3.14 begin to broaden on raising the temperature; the two peaks merged at 80°C; the multiplet at δ = 3.34-3.39 became a broad singlet at 70°C that merged with signals at δ = 3.55-3.68 at 80°C. Compound 30: The two sharp peaks observed at δ = 2.87 and 3.12 begin to broaden on raising the temperature; the two peaks merged at 80°C; the two broad triplets at δ = 3.35 and 3.49 merged at 60°C and coalesced at 80°C; the two singlets at δ = 3.74 and 3.75 coalesced at 50°C; the two broad triplets at δ = 4.11 and 4.18 merged at 40°C and coalesced in a broad singlet at 60°C. Therefore there is evidence that the compounds 28-30 present two stable conformational isomers at room temperature.
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