New combination of pharmacophoric elements of potent σ1 ligands: Design, synthesis and σ receptor affinity of aminoethyl substituted tetrahydrobenzothiophenes

European Journal of Medicinal Chemistry

Volumn 69, Issue , 2013, Pages 490-497

  Harel, Dipak ^a   Schepmann, Dirk ^a   Wünsch, Bernhard ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

1 ligands; Combination of pharmacophoric elements; Conformational flexibility; Horner Wittig reaction; Tetrahydrobenzothiophenes

Indexed keywords

2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL)ACETIC ACID; 3 PHENYL N [2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL) ETHYL]PROPAN 1 AMINE; 4 (THIOPHEN 2 YL)BUTANOIC ACID; 4 OXO 4 (THIOPHEN 2 YL)BUTANOIC ACID; 6,7 DIHYDROBENZO[B]THIOPHEN 4(5H) ONE; BENZOTHIOPHENE DERIVATIVE; ETHYL 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL)ACETATE; ETHYL 2 [6,7 DIHYDROBENZO[B]THIOPHEN 4(5H) YLIDENE] ACETATE; N (2 PHENYLETHYL) 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL)ACETAMIDE; N (2 PHENYLETHYL) 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL)ETHANAMINE; N (CYCLOHEXYLMETHYL) 2 (4,5,6,7 TETRAHYDROBENZO[B] THIOPHEN 4 YL)ETHANAMINE; N (CYCLOHEXYLMETHYL) 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL)ACETAMIDE; N [(3 PHENYLPROPYL) 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL)]ACETAMIDE; N BENZYL 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL) ACETAMIDE; N BENZYL 2 (4,5,6,7 TETRAHYDROBENZO[B]THIOPHEN 4 YL) ETHANAMINE; PENTAZOCINE; PIPERIDINE DERIVATIVE; SIGMA RECEPTOR LIGAND; UNCLASSIFIED DRUG;

ANALGESIC ACTIVITY; ANIMAL TISSUE; ARTICLE; DIASTEREOISOMER; DRUG DESIGN; DRUG SELECTIVITY; DRUG SYNTHESIS; GUINEA PIG; HORNER REACTION; HYDROGENATION; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHARMACOPHORE; RAT; RECEPTOR AFFINITY; WITTIG REACTION;

COMBINATION OF PHARMACOPHORIC ELEMENTS; CONFORMATIONAL FLEXIBILITY; HORNER-WITTIG REACTION; TETRAHYDROBENZOTHIOPHENES; Σ(1) LIGANDS;

ANIMALS; BRAIN; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; GUINEA PIGS; LIGANDS; LIVER; MOLECULAR STRUCTURE; RATS; RECEPTORS, SIGMA; STRUCTURE-ACTIVITY RELATIONSHIP; THIOPHENES;

EID: 84884683960     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.09.006     Document Type: Article

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