Di-o-tolylguanidine

DTG (97-39-2) is an agonist of the sigma (σ) receptor1?with roughly equal potency against both subtypes (σ1 and σ2 IC50’s ~ 30nM)2.

DTG is a selective ligand for the sigma-binding site. DTG has high binding affinity.

ChEBI: 1,2-bis(2-methylphenyl)guanidine is a member of toluenes.

1,3-Di-o-tolylguanidine is a selective σ-receptor agonist. 1,3-Di-o-tolylguanidine is σ site ligand and its interaction with dopamine drugs were studied in Wistar rats and Albino Swiss mice.

Non flammable

Displays high and roughly equal affinity for both σ 1 and σ 2 receptors.

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx.

The guanidine crystallises from aqueous EtOH. The sulfate has m 253-254o(dec, H2O). [Beilstein 12 H 803, 12 II 445, 12 III 1871, 16 IV 1764]

[1] E WEBER. 1,3-Di(2-[5-3H]tolyl)guanidine: a selective ligand that labels sigma-type receptors for psychotomimetic opiates and antipsychotic drugs.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1986, 83 22: 8784-8788. DOI:10.1073/pnas.83.22.8784
[2] MICHAEL W. SCHERZ. Synthesis and structure-activity relationships of N,N’-di-o-tolylguanidine analogs, high-affinity ligands for the haloperidol-sensitive .sigma. receptor[J]. Journal of Medicinal Chemistry, 1990, 33 9: 2421-2429. DOI:10.1021/jm00171a016