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Chemical Compound Review

DOTG     1,2-bis(2- methylphenyl)guanidine

Synonyms: Nocceler DT, Sanceler DT, Soxinol DT, Vulkacite DOTG, Tocris-0841, ...
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Disease relevance of Eveite DOTG

  • In contrast to the protection provided by the putative antagonists, the well-characterized sigma receptor agonist di-o-tolylguanidine (DTG) and the novel sigma receptor agonist BD1031 (3R-1-[2-(3,4-dichlorophenyl)ethyl]-1,4-diazabicyclo[4.3.0]nonane) each worsened the behavioral toxicity of cocaine [1].

High impact information on Eveite DOTG


Biological context of Eveite DOTG


Anatomical context of Eveite DOTG


Associations of Eveite DOTG with other chemical compounds


Gene context of Eveite DOTG

  • BD1047 and BD1063 dose-dependently attenuated the dystonia produced by DTG, suggesting a receptor-mediated mechanism, and the dose curve for DTG was shifted to the right in the presence of the novel ligands [11].
  • The sigma ligands, 1,3-di-o-tolylguanidine (DTG) and (-)-deoxy-N-benzylnormetazocine, produced a significant increase both in contralateral turning and in tyrosine hydroxylase activity [16].
  • In radioligand binding experiments on membranes from human atrial appendages (alpha 2- and sigma-binding sites were masked), cannabinoid receptor ligands and IR agonists displaced the radiolabeled guanidine derivative [3H]DTG (1,3-di-o-tolyguanidine, an agonist at presynaptic IRs) from its binding sites [17].

Analytical, diagnostic and therapeutic context of Eveite DOTG

  • Microinjection of the high affinity sigma ligands, di-o-tolylguanidine or haloperidol (0-10 nmol/0.5 microl), produced a marked increase in vacuous chewing and facial tremors in rats, while coadministration of the functional sigma antagonists, BD1047 or BD1063 (5 nmol), greatly attenuated these drug-induced movements [18].
  • Pregnant rats were given 1,3-di-o-tolylguanidine (DTG) by gavage at 0, 10, 20 or 40mg/kgbw/day on days 6-19 of pregnancy and the pregnancy outcome was determined on day 20 of pregnancy [19].


  1. Conformationally restricted analogs of BD1008 and an antisense oligodeoxynucleotide targeting sigma1 receptors produce anti-cocaine effects in mice. Matsumoto, R.R., McCracken, K.A., Friedman, M.J., Pouw, B., De Costa, B.R., Bowen, W.D. Eur. J. Pharmacol. (2001) [Pubmed]
  2. Protein phosphorylation and calcium uptake into rat forebrain synaptosomes: modulation by the sigma ligand, 1,3-ditolylguanidine. Brent, P.J., Herd, L., Saunders, H., Sim, A.T., Dunkley, P.R. J. Neurochem. (1997) [Pubmed]
  3. Synthesis and in vitro evaluation of 5,6,7,8,9,10-hexahydro-7,10-iminocyclohept[b]indoles: high-affinity ligands for the N,N'-di-o-tolylguanidine-labeled sigma binding site. Mewshaw, R.E., Sherrill, R.G., Mathew, R.M., Kaiser, C., Bailey, M.A., Karbon, E.W. J. Med. Chem. (1993) [Pubmed]
  4. Interaction of sigma-compounds with receptor-stimulated phosphoinositide metabolism in the rat brain. Candura, S.M., Coccini, T., Manzo, L., Costa, L.G. J. Neurochem. (1990) [Pubmed]
  5. Synthesis and structure-activity relationships of N,N'-di-o-tolylguanidine analogues, high-affinity ligands for the haloperidol-sensitive sigma receptor. Scherz, M.W., Fialeix, M., Fischer, J.B., Reddy, N.L., Server, A.C., Sonders, M.S., Tester, B.C., Weber, E., Wong, S.T., Keana, J.F. J. Med. Chem. (1990) [Pubmed]
  6. Effects of subcutaneous and intracerebroventricular administration of the sigma receptor ligand 1,3-Di-o-tolylguanidine on body temperature in the rat: interactions with BMY 14802 and rimcazole. Bejanian, M., Pechnick, R.N., Bova, M.P., George, R. J. Pharmacol. Exp. Ther. (1991) [Pubmed]
  7. Sigma receptor ligands modulate contractility, Ca++ influx and beating rate in cultured cardiac myocytes. Ela, C., Barg, J., Vogel, Z., Hasin, Y., Eilam, Y. J. Pharmacol. Exp. Ther. (1994) [Pubmed]
  8. p-chlorophenylalanine-reversible reduction of sigma binding sites by chronic imipramine treatment in rat brain. Shirayama, Y., Nishikawa, T., Umino, A., Takahashi, K. Eur. J. Pharmacol. (1993) [Pubmed]
  9. RU 3117 a steroidal compound with high affinity for sigma sites in rat testis membranes. Bonfils, A., Humbert, J., Philibert, D. J. Steroid Biochem. Mol. Biol. (1996) [Pubmed]
  10. The sigma ligand 1,3-di-o-tolylguanidine depresses amino acid-induced excitation non-selectively in rat brain. Connick, J.H., Addae, J.I., Nicholson, C.D., Stone, T.W. Eur. J. Pharmacol. (1992) [Pubmed]
  11. Characterization of two novel sigma receptor ligands: antidystonic effects in rats suggest sigma receptor antagonism. Matsumoto, R.R., Bowen, W.D., Tom, M.A., Vo, V.N., Truong, D.D., De Costa, B.R. Eur. J. Pharmacol. (1995) [Pubmed]
  12. Radiosynthesis, cerebral distribution, and binding of [125I]-1-(p-iodophenyl)-3-(1-adamantyl)guanidine, a ligand for sigma binding sites. Kimes, A.S., Wilson, A.A., Scheffel, U., Campbell, B.G., London, E.D. J. Med. Chem. (1992) [Pubmed]
  13. Differential effects of repeated dl-pentazocine treatment on sigma binding sites in discrete brain areas of the rat. Shirayama, Y., Nishikawa, T., Takahashi, K. Neurosci. Lett. (1994) [Pubmed]
  14. Phosphorylation of synapsin I and dynamin in rat forebrain synaptosomes: modulation by sigma (sigma) ligands. Brent, P.J., Haynes, H., Jarvie, P.E., Mudge, L., Sim, A.T., Dunkley, P.R. Neurosci. Lett. (1995) [Pubmed]
  15. Evidence that the NH2-terminus of substance P modulates N-methyl-D-aspartate-induced activity by an action involving sigma receptors. Hornfeldt, C.S., Kitto, K.F., Larson, A.A. Eur. J. Pharmacol. (1996) [Pubmed]
  16. Stimulation of rat striatal tyrosine hydroxylase activity following intranigral administration of sigma receptor ligands. Weiser, S.D., Patrick, S.L., Mascarella, S.W., Downing-Park, J., Bai, X., Carroll, F.I., Walker, J.M., Patrick, R.L. Eur. J. Pharmacol. (1995) [Pubmed]
  17. Presynaptic imidazoline receptors. New developments in characterization and classification. Göthert, M., Brüss, M., Bönisch, H., Molderings, G.J. Ann. N. Y. Acad. Sci. (1999) [Pubmed]
  18. Microinjection of sigma ligands into cranial nerve nuclei produces vacuous chewing in rats. Tran, T.T., de Costa, B.R., Matsumoto, R.R. Psychopharmacology (Berl.) (1998) [Pubmed]
  19. Prenatal developmental toxicity study of the basic rubber accelerator, 1,3-di-o-tolylguanidine, in rats. Ema, M., Fujii, S., Matsumoto, M., Hirose, A., Kamata, E. Reprod. Toxicol. (2006) [Pubmed]
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