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Chemical Compound Review

Decacuran     trimethyl-(10- trimethylammoniodecyl)azanium

Synonyms: Syncurine, Decamethonum, decamethonium, Lopac-D-1260, CHEMBL1190, ...
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Disease relevance of Syncurine

  • A rapid and sensitive radioimmunological method is described, using decamethonium (DC), which revealed antibodies which blocked alpha-bungarotoxin (alpha-Bgt) binding to human acetylcholine receptor (AChR) in 98% of myasthenia gravis (MG) patients' sera tested [1].
  • Decamethonium bromide caused generalized edema and high mortality with treated embryos rarely surviving beyond day 16 of incubation [2].
  • Tubocurarine, succinylcholine and decamethonium exhibited their typical action when tested with spermatic nerve-cremaster muscle preparation; the latter two drugs also produced muscle spasm [3].
  • In order to examine the applicability of this method, we chose the excitatory type of acetylcholine-induced responses of the ganglion cells in Aplysia, and analyzed the mode of inhibition by decamethonium (Deca) and tetraethylammonium (TEA) [4].

High impact information on Syncurine


Biological context of Syncurine


Anatomical context of Syncurine


Associations of Syncurine with other chemical compounds


Gene context of Syncurine

  • Unlike curare, pretreatment of the preparation with enterotoxin did not antagonize the neuromuscular block by decamethonium [24].
  • With this band as a probe, the bound tacrine could be displaced by edrophonium or decamethonium, both of which are known to bind to the anionic site at the active center of AChE, but not by propidium, which binds to the peripheral site of the enzyme [25].
  • Human Tf was found to be resolved in an uncoated capillary equilibrated with a borate buffer containing millimolar concentrations of decamethonium bromide as a buffer additive [26].
  • The Y337 (F330) in mammalian acetylcholinesterase, which is replaced by A328 in human butyrylcholinesterase, is implicated in the binding of ligands such as huperzine A, edrophonium, and acridines and one end of bisquaternary compounds such as BW284C51 and decamethonium [27].
  • BACKGROUND: Of the polymethylene bismethonium congeners (C5-C12 and C18), decamethonium (C10) is the most potent neuromuscular blocking agent [28].

Analytical, diagnostic and therapeutic context of Syncurine


  1. Heterogeneity of antibodies directed against the alpha-bungarotoxin binding site on human acetylcholine receptor and severity of myasthenia gravis. Vernet-der Garabedian, B., Morel, E., Bach, J.F. J. Neuroimmunol. (1986) [Pubmed]
  2. Decamethonium bromide-mediated inhibition of embryonic muscle development. Macharia, R., Patel, K., Otto, W.R., McKinnell, I.W., Christ, B. Anat. Embryol. (2004) [Pubmed]
  3. The isolated cremaster muscle preparation and (external) spermatic nerve-cremaster muscle preparation of the guinea-pig. Kelkar, V.V., Gupta, R.S., Gokhale, S.V. J. Pharm. Pharmacol. (1976) [Pubmed]
  4. Dose-inhibition curve and its application to the analysis of ACh-receptor activity. Matsumoto, M., Sasaki, K., Somei, K., Sato, M. Jpn. J. Physiol. (1980) [Pubmed]
  5. Anionic subsites of the acetylcholinesterase from Torpedo californica: affinity labelling with the cationic reagent N,N-dimethyl-2-phenyl-aziridinium. Weise, C., Kreienkamp, H.J., Raba, R., Pedak, A., Aaviksaar, A., Hucho, F. EMBO J. (1990) [Pubmed]
  6. Decamethonium both opens and blocks endplate channels. Adams, P.R., Sakmann, B. Proc. Natl. Acad. Sci. U.S.A. (1978) [Pubmed]
  7. Relaxation measurements on the acetylcholine receptor. Sheridan, R.E., Lester, H.A. Proc. Natl. Acad. Sci. U.S.A. (1975) [Pubmed]
  8. Snake alpha-toxin effects on cholinergic and noncholinergic responses of Aplysia californica neurons. Ono, J.K., Salvaterra, P.M. J. Neurosci. (1981) [Pubmed]
  9. Agonist-induced up-regulation of alpha4beta2 nicotinic acetylcholine receptors in M10 cells: pharmacological and spatial definition. Whiteaker, P., Sharples, C.G., Wonnacott, S. Mol. Pharmacol. (1998) [Pubmed]
  10. The Effects of isoflurane on acetylcholine receptor channels: 3. Effects of conservative polar-to-nonpolar mutations within the channel pore. Wenningmann, I., Barann, M., Vidal, A.M., Dilger, J.P. Mol. Pharmacol. (2001) [Pubmed]
  11. Heart rate at the onset of static exercise in man with partial neuromuscular blockade. Secher, N.H. J. Physiol. (Lond.) (1985) [Pubmed]
  12. Role of calcium-activated potassium channels in transmitter release at the squid giant synapse. Augustine, G.J., Charlton, M.P., Horn, R. J. Physiol. (Lond.) (1988) [Pubmed]
  13. Allosteric interactions between the membrane-bound acetylcholine receptor and chemical mediators: equilibrium measurements. Fu, J.L., Donner, D.B., Moore, D.E., Hess, G.P. Biochemistry (1977) [Pubmed]
  14. Membrane potential and catecholamine secretion by bovine adrenal chromaffin cells: use of tetraphenylphosphonium distribution and carbocyanine dye fluorescence. Friedman, J.E., Lelkes, P.I., Lavie, E., Rosenheck, K., Schneeweiss, F., Schneider, A.S. J. Neurochem. (1985) [Pubmed]
  15. Partial neuromuscular blockade and cardiovascular responses to static exercise in man. Leonard, B., Mitchell, J.H., Mizuno, M., Rube, N., Saltin, B., Secher, N.H. J. Physiol. (Lond.) (1985) [Pubmed]
  16. Isotonic and isometric responses of different tonic muscles to agonists and antagonists. Michelson, M.J., Shelkovnikov, S.A. Br. J. Pharmacol. (1976) [Pubmed]
  17. Calcium influxes and calmodulin modulate the expression and physicochemical properties of acetylcholinesterase molecular forms during development in vivo. Houenou, L.J., Sahuqué, M.V., Villageois, A.P. Cell. Mol. Neurobiol. (1993) [Pubmed]
  18. Axonal transport of alpha-bungarotoxin binding sites in rat sciatic nerve. Millington, W.R., Aizenman, E., Bierkamper, G.G., Zarbin, M.A., Kuhar, M.J. Brain Res. (1985) [Pubmed]
  19. Labeling of functionally sensitive sulfhydryl-containing domains of acetylcholine receptor from Torpedo californica membranes. Clarke, J.H., Martinez-Carrion, M. J. Biol. Chem. (1986) [Pubmed]
  20. Acceleration of oxime-induced reactivation of organophosphate-inhibited fetal bovine serum acetylcholinesterase by monoquaternary and bisquaternary ligands. Luo, C., Ashani, Y., Doctor, B.P. Mol. Pharmacol. (1998) [Pubmed]
  21. The role of the sodium pump during prolonged end-plate currents in guinea-pig diaphragm. Creese, R., Head, S.D., Jenkinson, D.F. J. Physiol. (Lond.) (1987) [Pubmed]
  22. Movement of labelled decamethonium in muscle fibres of the rat. Case, R., Creese, R., Dixon, W.J., Massey, F.J., Taylor, D.B. J. Physiol. (Lond.) (1977) [Pubmed]
  23. Synthesis and biological activity of spin-labeled analogs of biotin, hexamethonium, decamethonium, dichlorisoproterenol, and propranolol. Sinha, B.K., Chignell, C.F. J. Med. Chem. (1975) [Pubmed]
  24. Inhibition of neuromuscular transmission in isolated mouse phrenic nerve-diaphragm by the enterotoxin of Clostridium perfringens type A. Sugimoto, N., Miyamoto, A., Horiguchi, Y., Okabe, T., Matsuda, M. Toxicon (1992) [Pubmed]
  25. Tacrine protection of acetylcholinesterase from inactivation by diisopropylfluorophosphate: a circular dichroism study. Wu, C.S., Yang, J.T. Mol. Pharmacol. (1989) [Pubmed]
  26. Effect of cationic buffer additives on the capillary electrophoretic separation of serum transferrin from different species. Oda, R.P., Landers, J.P. Electrophoresis (1996) [Pubmed]
  27. Differences in active site gorge dimensions of cholinesterases revealed by binding of inhibitors to human butyrylcholinesterase. Saxena, A., Redman, A.M., Jiang, X., Lockridge, O., Doctor, B.P. Biochemistry (1997) [Pubmed]
  28. Molecular conformation-activity relationship of decamethonium congeners. Lee, C., Jones, T. British journal of anaesthesia. (2002) [Pubmed]
  29. Two-step immunoaffinity purification of acetylcholinesterase from rabbit brain. Mintz, K.P., Brimijoin, S. J. Neurochem. (1985) [Pubmed]
  30. Acetylcholinesterase of Schistosoma mansoni: purification and characterization. Goldlust, A., Arnon, R., Silman, I., Tarrab-Hazdai, R. J. Neurosci. Res. (1986) [Pubmed]
  31. Labelled decamethonium in cat muscle. Creese, R., Maclagan, J. Br. J. Pharmacol. (1976) [Pubmed]
  32. Decamethonium is a partial agonist at the nicotinic acetylcholine receptor. Liu, Y., Dilger, J.P. Synapse (1993) [Pubmed]
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