4-Phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives as non-peptidic selective δ-opioid agonists with potential anxiolytic/antidepressant properties.: Part 2

被引：23

作者：

Trabanco, Andres A.

Aerts, Nancy

Alvarez, Rosa M.

Andres, Jose I.

Boeckx, Inge

Fernandez, Javier

Gomez, Antonio

Janssens, Frans E.

Leenaerts, Joseph E.

De Lucas, Ana I.

Matesanz, Encarna

Steckler, Thomas

Pullan, Shirley

机构：

[1] Dept Med Chem, Div Janssen Cilag, Toledo 45007, Spain

[2] Div Janssen Pharmaceut NV, B-2340 Beerse, Belgium

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 14期

关键词：

opioid; delta-agonist; antidepressant; anxiolytic;

D O I：

10.1016/j.bmcl.2007.05.012

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Novel 4-phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives have been prepared and their synthesis described herein. In vitro affinities for delta-, mu-, and kappa-opioid receptors are reported. Evaluation of some representative compounds from this series in the mouse neonatal ultrasonic vocalization test and the mouse tail suspension test revealed anxiolytic- and antidepressant-like effects, respectively, upon subcutaneous administration. (C) 2007 Elsevier Ltd. All rights reserved.

引用

收藏

页码：3860 / 3863

页数：4

相关论文

共 22 条

[1] Endogenous opiates and behavior: 2005 [J].

Bodnar, Richard J. ;

Klein, Gad E. .

PEPTIDES, 2006, 27 (12) :3391-3478

[2] Nonpeptidic δ-opioid receptor agonists reduce immobility in the forced swim assay in rats [J].

Broom, DC ;

Jutkiewicz, EM ;

Folk, JE ;

Traynor, JR ;

Rice, KC ;

Woods, JH .

NEUROPSYCHOPHARMACOLOGY, 2002, 26 (06) :744-755

[3] Behavioral effects of δ-opioid receptor agonists:: Potential antidepressants? [J].

Broom, DC ;

Jutkiewicz, EM ;

Rice, KC ;

Traynor, JR ;

Woods, JH .

JAPANESE JOURNAL OF PHARMACOLOGY, 2002, 90 (01) :1-6

[4] Probes for narcotic receptor mediated phenomena .23. Synthesis, opioid receptor binding, and bioassay of the highly selective delta agonist (+)-4-[(alpha R)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide (SNC 80) and related novel nonpeptide delta opioid receptor ligands [J].

Calderon, SN ;

Rice, KC ;

Rothman, RB ;

Porreca, F ;

FlippenAnderson, JL ;

Kayakiri, H ;

Xu, H ;

Becketts, K ;

Smith, LE ;

Bilsky, EJ ;

Davis, P ;

Horvath, R .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (05) :695-704

[5] 75 years of opioid research: the exciting but vain quest for the Holy Grail [J].

Corbett, AD ;

Henderson, G ;

McKnight, AT ;

Paterson, SJ .

BRITISH JOURNAL OF PHARMACOLOGY, 2006, 147 :S153-S162

[6] The tail suspension test as a model for assessing antidepressant activity: Review of pharmacological and genetic studies in mice [J].

Cryan, JF ;

Mombereau, C ;

Vassout, A .

NEUROSCIENCE AND BIOBEHAVIORAL REVIEWS, 2005, 29 (4-5) :571-625

[7] Effects of corticotropin-releasing hormone on distress vocalizations and locomotion in maternally separated mouse pups [J].

Dirks, A ;

Fish, EW ;

Kikusui, T ;

van der Gugten, J ;

Groenink, L ;

Olivier, B ;

Miczek, KA .

PHARMACOLOGY BIOCHEMISTRY AND BEHAVIOR, 2002, 72 (04) :993-999

[8] Role of endogenous opioid system in the regulation of the stress response [J].

Drolet, G ;

Dumont, EC ;

Gosselin, I ;

Kinkead, R ;

Laforest, S ;

Trottier, JF .

PROGRESS IN NEURO-PSYCHOPHARMACOLOGY & BIOLOGICAL PSYCHIATRY, 2001, 25 (04) :729-741

[9] Mice deficient for δ- and γ-opioid receptors exhibit opposing alterations of emotional responses [J].

Filliol, D ;

Ghozland, S ;

Chluba, J ;

Martin, M ;

Matthes, HWD ;

Simonin, F ;

Befort, K ;

Gavériaux-Ruff, C ;

Dierich, A ;

LeMeur, M ;

Valverde, O ;

Maldonado, R ;

Kieffer, BL .

NATURE GENETICS, 2000, 25 (02) :195-200

[10] Effects of the delta-opioid receptor agonist SNC80 on learning relative to its antidepressant-like effects in rats [J].

Jutkiewicz, EM ;

Rice, KC ;

Woods, H ;

Winsauer, PJ .

BEHAVIOURAL PHARMACOLOGY, 2003, 14 (07) :509-516