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Chemical Compound Review

CHEBI:58040     dimethylazanium

Synonyms: AC1MU99T, {CH3}2NH2, Dimethylazanium, NCGC00248719-01, N-methylmethanaminium, ...
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High impact information on N-methylmethanamine

  • The hydrolysis of methyl 8-dimethylamino-1-naphthyl phosphate 4 and its reactions with a representative range of nucleophiles are catalyzed by the dimethylammonium group at acidic pH with rate accelerations of the order of 106 [1].
  • For the voltage-independent action of highly permeant dimethylammonium, a more appropriate model might be a superficial binding site that did not prevent the flow of other ions, but depressed it [2].
  • These [x,y]-ionenes are polyelectrolytic molecules consisting of dimethylammonium charge centers interconnected by alternating alkyl chain segments containing x and y methylene groups, some of which can form aggregate species whose properties mimic those of conventional surfactant micelles [3].
  • The fluorescence of the p-nitrophenyl phosphonate and the inhibited enzyme varied with pH in a very similar fashion, reflecting dissociation of the dimethylammonium ion in the ground state at low pH and of the sulfonamide in the excited state above pH 6 [4].
  • Similarly, incubation of ganglia with the specific antiacetylcholinesterase, BW 284 (1-5-bis[4-allyl dimethylammonium phenyl]pentan-3 one dibromide), increased the concentration of AF-DX 116 that was required to produce a comparable suppression of the s-IPSP [5].

Biological context of N-methylmethanamine


Associations of N-methylmethanamine with other chemical compounds


Gene context of N-methylmethanamine

  • Thus, the mode of binding of PAV to HPS is defined by the cationic dimethylammonium headgroup fragment, whereas the negative fragment attenuates the effective charge of HPS headgroup [11].
  • Study of local anaesthetics. Part 139. Preformulation study of N-[2-(2-heptyloxyphenylcarbamoyloxy)-ethyl] dimethylammonium chloride [12].


  1. Efficient intramolecular general acid catalysis of nucleophilic attack on a phosphodiester. Kirby, A.J., Lima, M.F., da Silva, D., Roussev, C.D., Nome, F. J. Am. Chem. Soc. (2006) [Pubmed]
  2. Slow permeation of organic cations in acetylcholine receptor channels. Sanchez, J.A., Dani, J.A., Siemen, D., Hille, B. J. Gen. Physiol. (1986) [Pubmed]
  3. Covalently bound ionene polyelectrolyte-silica gel stationary phases for HPLC. Suzuki, Y., Quina, F.H., Berthod, A., Williams, R.W., Culha, M., Mohammadzai, I.U., Hinze, W.L. Anal. Chem. (2001) [Pubmed]
  4. Inactivation of the Enterobacter cloacae P99 beta-lactamase by a fluorescent phosphonate: direct detection of ligand binding at the second site. Dryjanski, M., Pratt, R.F. Biochemistry (1995) [Pubmed]
  5. AF-DX 116: a selective antagonist of the slow inhibitory postsynaptic potential and methacholine-induced hyperpolarization in superior cervical ganglion of the rabbit. Yarosh, C.A., Olito, A.C., Ashe, J.H. J. Pharmacol. Exp. Ther. (1988) [Pubmed]
  6. Synergistic effects of U46 D fluid (dimethylammonium salt of 2,4-D) and CuCl2 on cytotoxicity and DNA repair in human fibroblasts. Jacobi, H., Witte, I. Toxicol. Lett. (1991) [Pubmed]
  7. Synergistic effects of Cu(II) and dimethylammonium 2,4-dichlorophenoxyacetate (U46 D fluid) on PM2 DNA and mechanism of DNA damage. Jacobi, H., Metzger, J., Witte, I. Free Radic. Res. Commun. (1992) [Pubmed]
  8. Local structures of ions at ion-exchange resin/solution interface. Harada, M., Okada, T. Journal of chromatography. A. (2005) [Pubmed]
  9. The permeation of organic cations through cAMP-gated channels in mammalian olfactory receptor neurons. Balasubramanian, S., Lynch, J.W., Barry, P.H. J. Membr. Biol. (1995) [Pubmed]
  10. Spectroscopic evidence for pi-pi interaction between poly(diallyl dimethylammonium) chloride and multiwalled carbon nanotubes. Yang, D.Q., Rochette, J.F., Sacher, E. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2005) [Pubmed]
  11. Interaction of papaverine with micelles of surfactants with different charge studied by 1H-NMR. Yushmanov, V.E., Perussi, J.R., Imasato, H., Tabak, M. Biochim. Biophys. Acta (1994) [Pubmed]
  12. Study of local anaesthetics. Part 139. Preformulation study of N-[2-(2-heptyloxyphenylcarbamoyloxy)-ethyl] dimethylammonium chloride. Vitková, Z., Gardavská, K., Cizmárik, J. Acta pharmaceutica Hungarica. (1996) [Pubmed]
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