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Chemical Compound Review

Tonibral     2-dimethylaminoethanol

Synonyms: Bimanol, Demanol, Demanyl, Liparon, Deanol, ...
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Disease relevance of Dimethylethanolamine


Psychiatry related information on Dimethylethanolamine


High impact information on Dimethylethanolamine

  • The intravenous administration of dimethylethanolamine in the rat promotes a selective enrichment of liver membranes with polyunsaturated phosphatidylcholines [11].
  • DME effectively inhibited only the GmCK2-encoded choline kinase activity [12].
  • Deanol in the treatment of levodopa-induced dyskinesias [13].
  • This study suggests that H2O2-induced apoptotic cell death is associated with prolonged ERK activation and nuclear translocation in DHA-enriched OLN 93 cells, while both phenomena are prevented by dEa supplements [14].
  • The apparent EC50 values (concn. giving half of maximal effect) for cytidylyltransferase translocation were similar for choline and dimethylethanolamine (25 and 27 microM respectively) [15].

Chemical compound and disease context of Dimethylethanolamine


Biological context of Dimethylethanolamine


Anatomical context of Dimethylethanolamine


Associations of Dimethylethanolamine with other chemical compounds


Gene context of Dimethylethanolamine


Analytical, diagnostic and therapeutic context of Dimethylethanolamine

  • Deanol was not found to be effective in this group of patients; the authors suggest that this drug should not be assumed to be generally effective unless effectiveness is verified by a large placebo-controlled double-blind study [17].
  • Brain uptake of the [11C]choline product was six times greater after HPLC removal of deanol because doses of less than 1 microgram/kg significantly inhibit [14C]choline brain uptake [34].
  • Ten hospitalized chronic psychotic patients with symptoms of tardive dyskinesia were given deanol and placebo, each for 8 weeks following a double-bline, crossover design [35].
  • However, there was a tendency for a significant increase in the schizophrenic symptoms of the deanol-treated group relative to the control group [36].
  • Dimethylaminoethanol (deanol): effect on apomorphine-induced stereotypy and an animal model of tardive dyskinesia [37].


  1. Protection of murine L1210 leukemia and bone marrow progenitor cells against mechlorethamine and inhibition of choline uptake as a structure-activity relationship of 2-dimethylaminoethanol and its analogues. Naujokaitis, S.A., Fisher, J.M., Rabinovitz, M. Journal of pharmaceutical sciences. (1984) [Pubmed]
  2. Developmental toxicity study in Fischer 344 rats by whole-body exposure to N,N-dimethylethanolamine vapor. Leung, H.W., Tyl, R.W., Ballantyne, B., Klonne, D.R. Journal of applied toxicology : JAT. (1996) [Pubmed]
  3. Inhibitors of choline uptake and metabolism cause developmental abnormalities in neurulating mouse embryos. Fisher, M.C., Zeisel, S.H., Mar, M.H., Sadler, T.W. Teratology (2001) [Pubmed]
  4. Effect of lifetime administration of dimethylaminoethanol on longevity, aging changes, and cryptogenic neoplasms in C3H mice. Stenbäck, F., Weisburger, J.H., Williams, G.M. Mech. Ageing Dev. (1988) [Pubmed]
  5. Orofacial and respiratory tardive dyskinesia: potential side effects of 2-dimethylaminoethanol (deanol)? Haug, B.A., Holzgraefe, M. Eur. Neurol. (1991) [Pubmed]
  6. Letter: Dimethylaminoethanol ineffective in Huntington's disease. Reibling, A., Reyes, P., Jameson, H.D. N. Engl. J. Med. (1975) [Pubmed]
  7. Deanol and Tourette syndrome. Finney, J.W., Christophersen, E.R., Ziegler, D.K. Lancet (1981) [Pubmed]
  8. Double-blind trial of 2-dimethylaminoethanol in Alzheimer's disease. Fisman, M., Mersky, H., Helmes, E. The American journal of psychiatry. (1981) [Pubmed]
  9. The effects of deanol on cognitive performance and electrophysiology in elderly humans. Marsh, G.R., Linnoila, M. Psychopharmacology (Berl.) (1979) [Pubmed]
  10. Mood alterations during deanol therapy. Casey, D.E. Psychopharmacology (Berl.) (1979) [Pubmed]
  11. Improvement of estradiol 17 beta-D-glucuronide cholestasis by intravenous administration of dimethylethanolamine in the rat. Alvaro, D., Angelico, M., Cantafora, A., Gaudio, E., Gandin, C., Santini, M.T., Masella, R., Capocaccia, L. Hepatology (1991) [Pubmed]
  12. Characterization of soybean choline kinase cDNAs and their expression in yeast and Escherichia coli. Monks, D.E., Goode, J.H., Dewey, R.E. Plant Physiol. (1996) [Pubmed]
  13. Deanol in the treatment of levodopa-induced dyskinesias. Klawans, H.L., Topel, J.L., Bergen, D. Neurology (1975) [Pubmed]
  14. Lipid constituents in oligodendroglial cells alter susceptibility to H2O2-induced apoptotic cell death via ERK activation. Brand, A., Gil, S., Seger, R., Yavin, E. J. Neurochem. (2001) [Pubmed]
  15. Head-group specificity for feedback regulation of CTP:phosphocholine cytidylyltransferase. Jamil, H., Vance, D.E. Biochem. J. (1990) [Pubmed]
  16. Deanol acetamidobenzoate inhibits the blood-brain barrier transport of choline. Millington, W.R., McCall, A.L., Wurtman, R.J. Ann. Neurol. (1978) [Pubmed]
  17. Cholinergic influences in tardive dyskinesia. Tamminga, C.A., Smith, R.C., Ericksen, S.E., Chang, S., Davis, J.M. The American journal of psychiatry. (1977) [Pubmed]
  18. Deanol, lithium and placebo in the treatment of tardive dyskinesia. A double-blind crossover study. Jus, A., Villeneuve, A., Gautier, J., Jus, K., Villeneuve, C., Pires, P., Villeneuve, R. Neuropsychobiology (1978) [Pubmed]
  19. Deanol in Gilles de la Tourette Syndrome: a preliminary investigation. Pinta, E.R. Diseases of the nervous system. (1977) [Pubmed]
  20. Perturbations in choline metabolism cause neural tube defects in mouse embryos in vitro. Fisher, M.C., Zeisel, S.H., Mar, M.H., Sadler, T.W. FASEB J. (2002) [Pubmed]
  21. Deanol affects choline metabolism in peripheral tissues of mice. Haubrich, D.R., Gerber, N.H., Pflueger, A.B. J. Neurochem. (1981) [Pubmed]
  22. Variations of phospholipid methyltransferase(s) activity in the rat pituitary: estrous cycle and sex differences. Drouva, S.V., Rerat, E., Leblanc, P., Laplante, E., Kordon, C. Endocrinology (1987) [Pubmed]
  23. Is 2-dimethylaminoethanol (deanol) indeed a precursor of brain acetylcholine? A gas chromatographic evaluation. Zahniser, N.R., Chou, D., Hanin, I. J. Pharmacol. Exp. Ther. (1977) [Pubmed]
  24. Ethanolamine analogues stimulate DNA synthesis by a mechanism not involving phosphatidylethanolamine synthesis. Kiss, Z., Crilly, K.S. FEBS Lett. (1996) [Pubmed]
  25. Guanidine uptake by HeLa cells and its inhibition by some antiguanidine agents. Nair, C.N. J. Gen. Virol. (1987) [Pubmed]
  26. Effect of modification of membrane phospholipid composition on phospholipid methylation in aggregating cell culture. Dainous, F., Kanfer, J.N. J. Neurochem. (1986) [Pubmed]
  27. Chemistry and biological activities of N,N-dimethylaminoethyl acrylate, a choline acetyltransferase inhibitor. Rowell, P.P., Chiou, C.Y. J. Med. Chem. (1976) [Pubmed]
  28. Inhibition of diacylglycerol:CDPcholine cholinephosphotransferase activity by dimethylaminoethyl p-chlorophenoxyacetate. Parthasarathy, S., Cady, R.K., Kraushaar, D.S., Sladek, N.E., Baumann, W.J. Lipids (1978) [Pubmed]
  29. Determination of airborne, volatile amines from polyurethane foams by sorption onto a high-capacity cation-exchange resin based on poly(succinic acid). Seeber, G., Buchmeiser, M.R., Bonn, G.K., Bertsch, T. Journal of chromatography. A. (1998) [Pubmed]
  30. Conversion of radiolabelled ethanolamine plasmalogen into the dimethylethanolamine and choline analogue via transphosphatidylation by phospholipase D from cabbage. Achterberg, V., Fricke, H., Gercken, G. Chem. Phys. Lipids (1986) [Pubmed]
  31. Phospholipid modification retards intracellular transport and secretion of immunoglobulin G1 by mouse MOPC-31c plasmacytoma cells. Nakano, A., Maeda, M., Nishijima, M., Akamatsu, Y. Biochim. Biophys. Acta (1982) [Pubmed]
  32. A potential role for phospholipids in the regulation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase in cultured C-6 glial cells. Effects of N,N-dimethylethanolamine. Finkel, R.S., Volpe, J.J. Biochim. Biophys. Acta (1979) [Pubmed]
  33. [18F]fluoromethyl triflate, a novel and reactive [18F]fluoromethylating agent: preparation and application to the on-column preparation of [18F]fluorocholine. Iwata, R., Pascali, C., Bogni, A., Furumoto, S., Terasaki, K., Yanai, K. Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine. (2002) [Pubmed]
  34. Carbon-11 choline: synthesis, purification, and brain uptake inhibition by 2-dimethylaminoethanol. Rosen, M.A., Jones, R.M., Yano, Y., Budinger, T.F. J. Nucl. Med. (1985) [Pubmed]
  35. Deanol in the treatment of tardive dyskinesia. Simpson, G.M., Voitashevsky, A., Young, M.A., Lee, J.H. Psychopharmacology (Berl.) (1977) [Pubmed]
  36. Ineffectiveness of deanol in tardive dyskinesia: a placebo controlled study. de Montigny, C., Chouinard, G., Annable, L. Psychopharmacology (Berl.) (1979) [Pubmed]
  37. Dimethylaminoethanol (deanol): effect on apomorphine-induced stereotypy and an animal model of tardive dyskinesia. Davis, K.L., Hollister, L.E., Vento, A.L., Beilstein, B.A., Rosekind, G.R. Psychopharmacology (Berl.) (1979) [Pubmed]
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