Abstract
Nabilone is a synthetic cannabinoid. It was discovered and developed at the Lilly Research Laboratories as the first modern day cannabinoid to achieve the distinction of obtaining regulatory approval for use in the treatment of patients. Earlier work with Δ9-THC revealed that it was ITS metabolite, 11-hydroxy-Δ9-THC which accounted for the psychoactive properties. Further studies with this compound and with DMHP led to the synthesis and discovery of nabilone. Nabilone has undergone extensive clinical pharmacologic testing and its physiologic and drug abuse potential were studied. It was found to be an effective agent in the treatment of nausea and vomiting secondary to cancer therapy. In well-controlled studies it was superior to placebo and prochlorperazine. It appeared to be especially effective in children, a group that experiences lesser side effects. Nabilone has also been studied in early phase II trials as an agent for lowering intraocular pressure, as an antianxiety agent, and as a drug for producing bronchodilation. These other indications were not vigorously pursued because nabilone either had undesired side effects in these populations, or it was not better than current standard therapy. Nabilone was marketed in the United States, Canada, the United Kingdom, and several other countries under the trade name Cesamet.
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References
Todd, A. R. (1942) The chemistry of hashish. Soc.J.Roy.Coll. Sci. 12, 37.
Adams,R. (1941) Marihuana, Harvey Lectures 37, 168.
Mechoulam, R. and Ganoi, Y. (1967) The absolute configuration of delta-1-tetrahydrocannabinol, the major active constiuent of hashish. Tetrahedron Len. 12, 1109.
Lemberger, 1., Silberstein,S., Axelrod, J., and Kopin. I.J. (1970) Marihuana: Studies on the disposition and metabolism of A9-tetrahydrocannabinol in man. Science 170, 1320
Lemberger, L., Weiss, J. L., Watanabe, A. M. et al. (1972) Delta-9-tetrahydrocannabinol: temporal correlation of the psychological effects and blood levels after various routes of administration. N.Engl.J.Med. 286, 685.
Lemberger, L., Crabtree, R. E., and Rowe, H. M. (1972) 11-hydroxy-delta-9-tetrahydrocannabinol: Pharmacology, disposition and metabolism of a major metabolite of marihuana in man. Science 177, 62.
Lemberger, L.,Martz.R, Rodda, B. et al. (1973) Comparative pharmacology of delta-9-tetrahydrocannabinol and its metabolit, 11-hydroxy-delta-9-tetrahydrocannabinol. J. Clin. Invest. 52 2411.
Lemberger, L., McMahon, R., Archer, R., et al. (1974) Pharmacologic effects and physiologic disposition of delta-6a,10a-dimethyl heptyl tetrahydrocannabinol (DMHP) in man. Clin. Pharmacol. Therap. 25,380.
Lemberger, L. and Rowe, H. M. (1975) Clinical pharmacology of nabilone, a cannabinol derivative. Clin. Pharmacol. Therap. 18 720.
Lemberger, L. (1980) Potential therapeutic usefulness of marihuana. Ann. Rev. Pharmacol. Toxicol. 20, 151.
Sallan, S. E., Zinberg, N. E. and Frei, E. (1975) Antiemetic effect of delta-9-tetrahydrocannabinol in patients receiving cancer chemotherapy. N. Engl.J.Med. 293, 796.
Hollister, L. E.(1971) Hunger and appetite after single doses of marihuana, ethanol and dextroamphetamine Clin. Pharmacol. Therap. 12,44.
Tashkin, D. P., Shapiro, B. J.and Frank, I. M. (1973) Acute pulmonary physiologic effects of smoked marihuana and oral delta-9-tetrahydrocannabinolin healthy young men. N. Engl. J. Med. 289, 336.
Hepler, R. S., Frank, I. M. (1971) Marihuana smoking and intraocular pressure. JAMA 217, 1392.
Herman, T. S. Einhorn, L. H., Jones, S.E. et al. (1979) Superiority of nabilone over prochlorperazine as an antiemetic in patients receiving cancer chemotherapy. N.Engl. J. Med. 300, 1295.
Steele, N., Gralla, R. J., and Braun, D. W. (1980) Cancer Treat. Rep. 64, 1054.
Levitt, M. (1982) Nabilone v.s. placebo in the treatment of chemotherapy-induced nausea and vomiting in cancer patients. Cancer Treat. Rev. 9 (suppl)
Pomery, M., Fennelly, J. J. and Towers, M. (1986) Nabilone versus domperidone in the treatment of cytotoxic induced emesis. Cancer Chemothert. Pharmacol. 17, 625.
Crawford, S. M. and Buckman, R. (1986) Nabilon and metoclopramide in the treatment of nausea and vomiting due to cisplatinum: a double blind study. Med. Oncol. Tumor pharacotherapy.3, 242.
Niiranen, A. and Mattson, K. (1985) A cross-over comparison of nabilone and perchloro perazine for emesis induced by cancer chemotherapy. Am. J. Clin. Oncol. 8 336.
Chan, H. S., Correia, J. A. and McLeod, S. M. (1987) Nabilone versus prochlorperazine for control of cancer chemotherapy-induced emesis in children:a double blind crossover trial. Pediatrics 79, 946.
Dalzell, A. M., Bartlett, H. and Lilleyman, J.S. (1986) Nabilone: an alternative antiemetic for cancer chemotherapy. Arch. Dis. Child. 61 50.
Lewis, I. H., Campbell, D. N. and Barrowcliffe, N. (1994) Effect of nabilone on nausea and vomiting after total abdominal hysterectomy. Br. J. Anaesth. 73, 24.
Preistman, S. G., Preistman, T. J. and Canney, J. (1987) A double blind randomized cross-over comparison of nabilone and metoclopramide in the control of radiation-induced nausea. Clin. Radiol. 38, 543.
Nakano, S., Gillespie, H. K. and Hollister, L. (1978) A model for evaluation of antianxiety drugs with the use of experimentally induced stress: comparison of nabilone and diazepam. Clin. Pharmacol. Therap. 23 54.
Glass, R. M., Uhlenhuth, E. H., and Hartel, F. W. (1980) A single dose study of nabilone, a synthetic cannabinoid. Psychpharmacology 71, 13.
Fabre, L. F. and McLendon, D.(1981) The efficacy and safety of nabilone (a synthetic cannabinoid) in the treatment of anxiety. J. Clin. Pharmacol. 21 8.
Gong, H. jr., Tashkin, D. P., and Calvarese, B.(1983) Comparison of bronchial effects of nabilone and terbutaline in healthy and asthmatic subjects. J. Clin. Pharmacol. 23 12.
Newell, F. W., Stark, P. and Jay, W. M. (1979) Nabilone: a pressure-reducing synthetic benzopyran in open-angle glaucoma. Ophthalmology 86, 156.
Lemberger, L., Rubin, A., Wolen, R. et al. (1982) Pharmacokinetics, metabolism and drug-abuse potential of nabilone. Cancer Treat. Rev. 9: (supp B) 17–23.
Mendelson, J. H. and Melo, N. K. (1984) Reinforcing properties of oral delta-9-tetrahydrocannabinol, smoked marihuana, and nabilone: influence of previous marihuana use. Psychopharmacology 83, 36.
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Lemberger, L. (1999). Nabilone. In: Nahas, G.G., Sutin, K.M., Harvey, D., Agurell, S., Pace, N., Cancro, R. (eds) Marihuana and Medicine. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-59259-710-9_54
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DOI: https://doi.org/10.1007/978-1-59259-710-9_54
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