Ketobemidone plus (RS)-3-dimethylamino-1,1-diphenylbut-1-ene (A29) is more potent at NMDA receptors than ketobemidone alone: Evidence for A29 as a non-competitive NMDA receptor antagonist

Pharmacology and Toxicology

Volumn 82, Issue 3, 1998, Pages 157-160

  Ebert, Bjarke ^a   Thorkildsen, Christian ^a   Andersen, Steen ^b  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b ROSKILDE HOSPITAL   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

DIZOCILPINE; KETOBEMIDONE; N METHYL DEXTRO ASPARTIC ACID; N METHYL DEXTRO ASPARTIC ACID RECEPTOR BLOCKING AGENT; N,N,1 TRIMETHYL 3,3 DIPHENYLALLYLAMINE; OPIATE AGONIST; SPASMOLYTIC AGENT; TRITIUM; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; BINDING AFFINITY; BRAIN CORTEX; DOSE RESPONSE; DRUG FORMULATION; DRUG POTENCY; DRUG RECEPTOR BINDING; NEUROPATHY; NEUROTRANSMISSION; NONHUMAN; PAIN; PRIORITY JOURNAL; RAT;

EID: 0031933582     PISSN: 09019928     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1600-0773.1998.tb01417.x     Document Type: Article

References (29)

1. Andersen, S., A. H. Dickenson, M. Kohn, A. Reeve, W. Rahman & B. Ebert: The opioid ketobemidone has a NMDA blocking effect. Pain 1996, 67, 369-374.
2. Backonja, M., G. Arndt, K. A. Gombar, B. Check & M. Zimmermann: Response of chronic pain syndromes to ketamine: A preliminary study. Pain 1994, 56, 51-57.
3. 3H)kainic acid receptor binding by divalent cations correlates with ion affinity for the calcium channel. Neuropharmacol. 1987, 26, 1247-1251.
4. Byas-Smith, M. G., M. B. Max, R. H. Gracely & G. J. Bennett: Intraveneous ketamine and alfentanil in patients with chronic causalgic pain and allodynia. 7th World Congress on Pain. Seattle, IASP press, 1993, pp. 454-455 (abstracts).
5. Chapman, V. & A. H. Dickenson: The combination of NMDA antagonism and morphine produce profound antinociception in the rat dorsal horn. Brain Res. 1992, 573, 321-323.
6. Christensen, C. B.: The opioid receptor binding profile of ketobemidone and morphine. Pharmacology & Toxicology 1993, 73, 344-345.
7. Coderre, T. J., J. Katz, A. L. Vaccarino & R. Melzack: Contribution of central neuroplasticity to pathologic pain: reviews of clinical and experimental evidence. Pain 1993, 52, 259-285.
8. Davies, S. N. & D. Lodge: Evidence for involvement of N-methyl-Daspartate receptors in "wind-up" of class 2 neurons in the dorsal horn of the rat. Brain Res. 1987, 424, 402-406.
9. Dickenson, A. H.: Neurophysiology of opioid poorly responsive pain. In: Cancer surveys vol 21: Palliative medicine: Problem areas in pain and symptom management. Imperial cancer Fund, UK, 1991.
10. Dickenson, A. H. & A. F. Sullivan: Evidence for the role of the NMDA receptor in the frequency dependent potentiation of deep rat dorsal horn nociceptive neurones following C-fibre stimulation. Neuropharmacol. 1987, 26, 1235-1238.
11. Ebert, B., S. Andersen & P. Krogsgaard-Larsen: Ketobemidone, methadone and pethidine are non-competitive NMDA antagonists in the rat cortex and spinal cord. Neurosci. Lett. 1995, 187, 165-168.
12. Ebert, B., S. Lenz, L. Brehm, P. Bregnedal, J. J. Hansen, K. Frederiksen, K. P. Bøgesø & P. Krogsgaard-Larsen: Resolution, absolute stereochemistry and pharmacology of the S-(+)- and S-(-)-isomeres of the apparent partial AMPA receptor agonist (R,S)-2-Amino-3-(3-hydroxy-5-phenylisoxazol-4-yl)propionic acid ((R,S)-APPA). J. Med. Chem. 1994, 37, 878-884.
13. Harrison, N. L. & M. A. Simmonds: Quantitive studies on some antagonists of N-methyl-D-aspartat in slices of rat cerebral cortex. Brit. J. Pharmacol. 1985, 84, 381-391.
14. Honoré, T. & M. Nielsen: Complex structure of quisqualate-sensitive glutamate receptor in rat cortex. Neurosci. Lett. 1985, 54, 27-32.
15. Honoré, T., J. Drejer, E. Ø. Nielsen & M. Nielsen: Non-NMDA glutamate receptor antagonist 3H-CNQX binds with equal affinity to two agonist states os quisqualate receptors. Biochem. Pharmacol. 1987, 38, 3207-3212.
16. Kristensen, K., C. B. Christensen, L. L. Christrup & L. C. Nielsen: The mu1 and mu2 opioid receptor binding of ketobemidone, norketobemidone and 3-dimethylamino-1,1-diphenylbutene. Pharmacology Toxicology, 1996, 79, 103-104.
17. Kristensen, J. D., B. Svensson & T. Gordh: The NMDA-receptor antagonist CPP abolishes neurogenic 'wind-up pain' after intrathecal administration in humans. Pain 1992, 51, 249-253.
18. Larsen, J. J. & A. V. Christensen: The antinociceptive effect of ketobemidone in comparison with Ketogin®. Acta pharmacol. et toxicol. 1983, 52, 100-104.
19. 3H)3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic acid to rat membranes. A selective high affinity ligand for N-methyl-D-Aspartat receptors. J. Pharmacol. Exp. Therap. 1987, 240, 778-783.
20. Olney, J. W., J. Labrurere & M. T. Price: Pathological changes induced in cerebrocortical neurons by phencyclidine and related drugs. Science1989, 244, 1360-1362.
21. Park, K. M., M. B. Mitchell, E. Robinovitz, R. H. Gracely & G. J. Bennett: Effects of intraveneous ketamine and alfentanyl on hyperalgesia induced by intradermal capsaicin. In: Proceedings of the 7th World Congress on Pain, Progress in Pain Research and Management, vol. 2. Eds.: G. F. Gebhardt, D. L. Hammond & T. S. Jensen. IASP press Seattle, 1994, pp. 667-655.
22. Petersen, P. V.: Studies on a new spasmolytic compound 1,1-diphenyl-3-demethylaminobutene-1 (A29) and a potent analgesic, ketobemidone (A21). Acta pharmacol. et toxicol. 1951, 7, 51-64.
23. 3H]MK-801 binding to the N-Methyl-D-Aspartate receptors. J. Neurochem. 1988, 51, 830-836.
24. Ren, K.: Wind-up and the NMDA receptor: from animal studies to humans. Pain 1994, 59, 157-158.
25. Thompson, S. W. N. & C. J. Wolff: Primary afferent-evoked prolonged potentials in the spinal cord and their central summation: role of NMDA receptor. In: Proceedings of the VIth World Congress on Pain: Pain Research and Clinical Management vol. 5. Eds.: M. R. Bond, J. E. Charlton & C. J. Wolff. Elsevier, Amsterdam, 1991, pp. 291-298.
26. Wheatley, P. L.: A simple method for recording excitatory amino acid evoked depolarisations of rat cortex in vitro. Brit. J. Pharmacol. 1986, 87, 159P.
27. Wilcox, G.: Excitatory neurotransmitters and pain. : In: Proceedings of the VIth World Congress on Pain: Pain Research and Clinical Management, vol. 5. Eds.: M. R. Bond, J. E. Charlton & C. J. Wolff. Elsevier, Amsterdam, 1991.
28. Wong, E. H. F., J. A. Kemp, T. Priestly, A. R. Knight, G. N Woodruff & L. L. Iversen: The anticonvulsant MK-801 is a potent N-methyl-D-aspartate antagonist. Proc. Natl. Acad. Sci. USA. 1986, 83, 7104-7108.
29. Yaksh, T. L. & A. B. Malmberg: Central pharmacology of nociceptive transmission. In: Textbook of pain. Eds.: P. D. Wall & R. Melzack. Churchill Livingstone, London, 1994, pp. 165-200.