Neuromuscular blocking activity of bis-4-benzyltetrahydroisoquinolinium esters in the cat

European Journal of Pharmaceutical Sciences

Volumn 4, Issue 2, 1996, Pages 63-71

  Patel, Sanjay S ^a,c   Maehr, R Brandt ^a   Wastila, William B ^a   Savarese, John J ^b   Wisowaty, James C ^a  

^a Burroughs Wellcome Co   (United States)

^b WEILL CORNELL MEDICAL CENTER   (United States)

^c ADIS INTERNATIONAL LIMITED   (New Zealand)

Author keywords

bis 4 benzyltetrahydroisoquinolinium esters; Histamine like cardiovasacular effects; Neuromuscular blocking agents; Quaternary ammonium compounds; Vagal inhibition

Indexed keywords

MIVACURIUM; NEUROMUSCULAR BLOCKING AGENT; TETRAHYDROISOQUINOLINE DERIVATIVE;

ANIMAL EXPERIMENT; ARTICLE; CARDIOVASCULAR EFFECT; CAT; CONTROLLED STUDY; DOSE RESPONSE; DRUG SCREENING; HISTAMINE RELEASE; INTRAVENOUS DRUG ADMINISTRATION; MALE; NEUROMUSCULAR BLOCKING; NONHUMAN; PRIORITY JOURNAL; VAGUS NERVE;

EID: 0029871150     PISSN: 09280987     EISSN: None     Source Type: Journal    
DOI: 10.1016/0928-0987(95)00032-1     Document Type: Article

References (34)

1. Basta, S.J., Ali, H.H., Savarese, J.J., Sunder, N., Gionfriddo, M., Cloutier, G., Lineberry, C. and Cato, A.E. (1982) Clinical pharmacology of atracurium besylate (BW33A): a new nondepolarizing muscle relaxant. Anesth. Analg. 61, 723-729.
2. Basta, S.J., Savarese, J.J., Ali, H.H., Embree, P.B., Schwartz, A.F., Rudd, G.D. and Wastila, W.B. (1988) Clinical pharmacology of doxacurium chloride (BWA938U): a new long-acting nondepolarizing muscle relaxant. Anesthesiology 69, 478-486.
3. Basta, S.J. (1992) Modulation of histamine release by neuromuscular blocking drugs. Curr. Opin. Anesthesiol. 5, 572-576.
4. Belmont, M.R., Maehr, R.B., Wastila, W.B. and Savarese, J.J. (1993) Pharmacodynamics and pharmacokinetics of benzylisoquinolinium (curare-like) neuromuscular blocking drugs. In: Benumof, J.L. and Partridge, B.L. (Eds.), Anesthesiology Clinics of North America, 11(2). Saunders, Philadelphia, PA, pp. 251-281.
5. Belmont, M.R., Lien, C.A., Quessy, S., Abou-Donia, M.M., Abalos, A., Eppich, L. and Savarese, J.J. (1995) The clinical neuromuscular pharmacology of 51W89 in patients receiving nitrous oxide/opioid/barbiturate anesthesia. Anesthesiology 82, 1139-1145.
6. Bobbitt, J.M., Winter, D.P. and Kiely, J.M. (1965) Synthesis of isoquinolines. IV. 4-Benzylisoquinolines. J. Org. Chem. 30, 2459-2460.
7. Bouvier, P., Branceni, D., Prouteau, M., Prudhommeaux, E. and Viel, C. (1976) Synthèse, étude pharmacologique et conformationnelle de benzyl-4 isoquinoléines, analogues de la papavérine. Eur. J. Med. Chem. 11, 271-278.
8. Bowman, W.C., Rodger, I.W., Houston, J., Marshall, R.J. and McIndewar, I. (1988) Structure:action relationships among some desacetoxy analogues of pancuronium and vecuronium in the anesthetized cat. Anesthesiology 69, 57-62.
9. Brown, D.W., Sainsbury, M., Dyke, S.F. and Lugton, W.G.D. (1971) 1,2-Dihydroisoquinolines-XVII. Benzylation, II. Tetrahedron 27, 4519-4532.
10. Burroughs Wellcome Co., Research Triangle Park, NC 27709, USA (1993) Mivacurium chloride (Mivacron®) Injection Package Insert.
11. Copp, F.C., Coker, G.G., Green, A.F., Hughes, R. and Nimmo-Smith, R.H. (1972) Two new short-acting non-depolarizing neuromuscular blocking agents. Experientia 28, 47-48.
12. Dewar, G.H., Marshall, I.G., Patel, S.S. and Waigh, R.D. (1993) Chemodegradable neuromuscular blocking agents-I: Bis-3,4-dihydroisoquinolinium salts. Pharm. Sci. Commun. 4, 3-14.
13. Dewar, G.H., Marshall, I.G. and Patel, S.S. (1994) Chemodegradable neuromuscular blocking agents-2: Quaternary esters and ketone salts. Pharm. Sci. Commun. 4, 81-96.
14. Durant, N.N. and Katz, R.L. (1982) Suxamethonium. Br. J. Anaesth. 54, 195-208.
15. Dyke, S.F. and Warren, P. (1979) Dibenz[de, g]isoquinoline derivatives-I. Tetrahedron 35, 2555-2562.
16. Flynn, P.J. (1993) Pharmacokinetics and pharmacodynamics of succinylcholine. In: Benumof, J.L. and Partridge, B.L. (Eds.), Anesthesiology Clinics of North America, 11(2). Saunders, Philadelphia, PA, pp. 309-324.
17. Griffith, H.R. and Johnson, G.E. (1942) The use of curare in general anesthesia. Anesthesiology 3, 418-420.
18. Kopman, A.F. (1989) Gallamine, pancuronium, and d-tubocurarine compared: is onset related to drug potency? Anesthesiology 70, 915-920.
19. Lien, C.A., Belmont, M.R., Abalos, A., Eppich, L., Quessy, S., Abou-Donia, M.M. and Savarese, J.J. (1995) The cardiovascular effects and histamine-releasing properties of 51W89 in patients receiving nitrous oxide/opioid/ barbiturate anesthesia. Anesthesiology 82, 1131-1138.
20. Moss, J., Rosow, C.E., Savarese, J.J., Philbin, D.M. and Kniffen, K.J. (1981) Role of histamine in the hypotensive action of d-tubocurarine in humans. Anesthesiology 55, 19-25.
21. Moss, J. and Rosow, C.E. (1983) Histamine release by narcotics and muscle relaxants in humans. Anesthesiology 59, 330-339.
22. Murray, D.J., Mehta, M.P., Choi, W.W., Forbes, R.B., Sokoll, M.D., Gergis, S.D., Rudd, G.D. and Abou-Donia, M.M. (1988) The neuromuscular blocking and cardiovascular effects of doxacurium chloride in patients receiving nitrous oxide-narcotic anesthesia. Anesthesiology 69, 472-477.
23. Postaire, E., Viel, C., Hamon, M. and Gond, A. (1987) Oxydation vanadique de l'iodomethylate de p-chlorobenzyl-4-dimethoxy-6,7isoquinoleine en milieu sulfurique aquex. Talanta 34, 799-806.
24. Savarese, J.J., Ali, H.H. and Antonio, R.P. (1977) The clinical pharmacology of metocurine: dimethyltubocurarine revisited. Anesthesiology 47, 277-284.
25. Savarese, J.J., Ali, H.H., Basta, S.J., Sunder, N., Moss, J., Gionfriddo, M., Lineberry, C.G., Wastila, W.B., El-Sayad, H.A. and Montague, D. (1983) The clinical pharmacology of BW A444U. Anesthesiology 58, 333-341.
26. Savarese, J.J., Ali, H.H., Basta, S.J., Embree, P.B., Scott, R.P.F., Sunder, N., Weakly, J.N., Wastila, W.B. and El-Sayad, H.A. (1988) The clinical neuromuscular pharmacology of mivacurium chloride (BW1090U): A short-acting nondepolarizing ester neuromuscular blocking agent. Anesthesiology 68, 723-732.
27. Savarese, J.J., Ali, H.H., Basta, S.J., Scott, R.P.F., Embree, P.B., Wastila, W.B., Abou-Donia, M.M. and Gelb, C. (1989) The cardiovascular effects of mivacurium chloride (BW1090U) in patients receiving nitrous oxide-opiate-barbiturate anesthesia. Anesthesiology 70, 386-394.
28. Stenlake, J.B., Urwin, J., Waigh, R.D. and Hughes, R. (1979a) Biodegradable neuromuscular blocking agents. I. Quaternary esters. Eur. J. Med. Chem. 14 (1), 77-84.
29. Stenlake, J.B., Urwin, J., Waigh, R.D. and Hughes, R. (1979b) Biodegradable neuromuscular blocking agents. II. Quaternary ketones. Eur. J. Med. Chem. 14 (1), 85-88.
30. Stenlake, J.B., Waigh, R.D., Urwin, J., Dewar, G.H., Hughes, R. and Chapple, D.J. (1981a) Bis-3,4-dihydroisoquinolinium neuromuscular blocking agents. Eur. J. Med. Chem. 16, 503-507.
31. Stenlake, J.B., Waigh, R.D., Urwin, J., Dewar, G.H., Hughes, R. and Chapple, D.J. (1981b) Biodegradable neuromuscular blocking agents. Part 3. Bis-quaternary esters. Eur. J. Med. Chem. 16, 508-514.
32. Stenlake, J.B., Waigh, R.D., Dewar, G.H., Hughes, R. and Chapple, D.J. (1983) Biodegradable neuromuscular blocking agents. Part 5. α,ω-Bisquaternary polyalkylene phenolic esters. Eur. J. Med. Chem. 18, 273-276.
33. Taylor, E.P. (1951) Synthetic neuromuscular blocking agents. Part I. Heterocyclic decamethylenebis(quaternary ammonium salts). J. Chem. Soc., pp. 1150-1157.
34. Taylor, E.P. (1952) Synthetic neuromuscular blocking agents. Part III. Miscellaneous quaternary ammonium salts. J. Chem. Soc., 1309-1312.