Might adrenergic α2C-agonists/α2A- antagonists become novel therapeutic tools for pain treatment with morphine?

Journal of Medicinal Chemistry

Volumn 52, Issue 22, 2009, Pages 7319-7322

  Cardinaletti, Claudia ^a   Mattioli, Laura ^a   Ghelfi, Francesca ^a   Del Bello, Fabio ^a   Giannella, Mario ^a   Bruzzone, Ariana ^b   Paris, Hervé ^c   Perfumi, Marina ^a   Piergentili, Alessandro ^a   Quaglia, Wilma ^a   Pigini, Maria ^a  

^a UNIVERSITY OF CAMERINO   (Italy)

^b Facultad de Ciencias Naturales e Instituto M Lillo   (Argentina)

^c CHU RANGUEIL   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 [1 (2 CYCLOPROPYLPHENOXY)ETHYL] 4,5 DIHYDRO 1H IMIDAZOLE; 2 [1 (2 PROPYLPHENOXY)ETHYL] 4,5 DIHYDRO 1H IMIDAZOLE; ALPHA ADRENERGIC RECEPTOR; ALPHA ADRENERGIC RECEPTOR 2A; ALPHA ADRENERGIC RECEPTOR 2C; ALPHA ADRENERGIC RECEPTOR BLOCKING AGENT; ALPHA ADRENERGIC RECEPTOR STIMULATING AGENT; CIRAZOLINE; CLONIDINE; DIAZEPAM; IMIDAZOLINE DERIVATIVE; MORPHINE; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG; ALPHA 2 ADRENERGIC RECEPTOR; ANALGESIC AGENT; IMIDAZOLE DERIVATIVE; PHARMACEUTICAL VEHICLES AND ADDITIVES; RECEPTOR, ADRENERGIC, ALPHA 2A; RECEPTOR, ADRENERGIC, ALPHA-2A;

ANALGESIA; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG RECEPTOR BINDING; MOUSE; NONHUMAN; PAIN; RECEPTOR AFFINITY; SEDATION; TAIL FLICK TEST; ANIMAL; CHO CELL; CRICETULUS; DRUG ANTAGONISM; DRUG DEVELOPMENT; DRUG POTENTIATION; HAMSTER; HUMAN; METABOLISM;

ADJUVANTS, PHARMACEUTIC; ADRENERGIC ALPHA-AGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANALGESICS; ANIMALS; CHO CELLS; CLONIDINE; CRICETINAE; CRICETULUS; DRUG DISCOVERY; HUMANS; IMIDAZOLES; MORPHINE; PAIN; RECEPTORS, ADRENERGIC, ALPHA-2;

EID: 70949099325     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm901262f     Document Type: Article

References (18)

1. 2-adrenoreceptors profile modulation. For part 4, see ref 7.
2. Hieble, J. P. Subclassification and nomenclature of α- and β-adrenoceptors. Curr. Top. Med. Chem. 2007, 7, 129-134.
3. 2-Adrenergic Receptors. In The Receptors: The Adrenergic Receptors in the 21st Century; Perez, D., Ed.; Humana Press Inc., Totowa, NJ, 2006; pp 241-265.
4. 2C-Adrenergic receptors mediate spinal analgesia and adrenergic-opioid synergy. J. Pharmacol. Exp. Ther. 2002, 300, 282-290.
5. Brasili, L.; Pigini, M.; Marucci, G.; Quaglia, W.; Malmusi, L.; Lanier, S. M.; Lanier, B. Separation of α-adrenergic and imidazoline/guanidinium receptive sites (IGRS) activity in a series of imidazoline analogues of cirazoline. Bioorg. Med. Chem. 1995, 3, 1503-1509 and references therein.
6. 2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues. J. Med. Chem. 2003, 46, 2169-2176 and references therein.
7. 2-Adrenoreceptors profile modulation. 4. From antagonist to agonist behaviour. J. Med. Chem. 2008, 51, 4289-4299 and references therein.
8. 2-Adrenoreceptors profile modulation and high antinociceptive activity of (S)-(-)2-[1-biphenyl-2- yloxy]ethyl]-4,5-dihydro-1H-imidazole. J. Med. Chem. 2002, 45, 32-40.
9. 2-adrenoceptors. Biochem. Pharmacol. 2004, 67, 87-96.
10. 2C-subtype. J. Med. Chem. 2004, 47, 6160-6173.
11. 2-imidazoline binding sites nature and functions. J. Med. Chem. 2008, 51, 5130-5134 and references therein.
12. 1-receptor ligand 2-(2-biphenyl-2-yl-1-methyl-ethyl)-4,5-dihydro-1H-imidazole. Lett. Drug Des. Discovery 2005, 2, 571-578.
13. Hansch, C.; Leo, A.; Unger, S. H.; Kim, K. H.; Nikaitani, D.; Lien, E. J. "Aromatic" substituent constants for structure-activity correlations. J. Med. Chem. 1973, 16, 1207-1216.
14. Baganz, H.; May, H. J. Antihypertonic 2-(1-Aryloxyethyl)-2-imidazolines. Ger. Offen 1,695,555, 1971; Chem. Abstr. 74, 87979.
15. Ruffolo, R. R., Jr; Waddell, J. E. Receptor interactions of imidazolines. IX. Cirazoline is an α-1 adrenergic agonist and an α-2 adrenergic antagonist. J. Pharmacol. Exp. Ther. 1982, 222, 29-36.
16. Gil, D. W.; Cheevers, C. V.; Kedzie, K. M.; Manlapaz, C. A.; Rao, S.; Tang, E.; Donello, J. E. α-1-Adrenergic receptor agonist activity of clinical α-adrenergic receptor agonists interferes with α-2-mediated analgesia. Anesthesiology 2009, 110, 401-407 and references therein.
17. Gulati, A.; Bhalla, S.; Matwyshyn, G.; Zhang, Z.; Andurkar, S. V. Determination of adrenergic and imidazoline receptor involvement in augmentation of morphine and oxycodone analgesia by clonidine and BMS182874. Pharmacology 2009, 83, 45-58 and references therein.
18. Özdoǧan, U. K.; Lähdesmäki, J.; Scheinin, M. Influence of prazosin and clonidine on morphine analgesia, tolerance and withdrawal in mice. Eur. J. Pharmacol. 2003, 460, 127-134.