Ditolylguanidine

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Ditolylguanidine
1,3-Ditolylguanidine.svg
Systematic (IUPAC) name
1,2-bis(2-methylphenyl)guanidine
Clinical data
Legal status
?
Identifiers
CAS number 97-39-2 YesY
ATC code None
PubChem CID 7333
ChemSpider 7056 YesY
ChEMBL CHEMBL282433 YesY
Chemical data
Formula C15H17N3 
Mol. mass 239.316 g/mol
 YesY (what is this?)  (verify)

Ditolylguanidine is a sigma receptor agonist.[1] It is selective for sigma receptors, but non-selective between the two sigma receptor subtypes, binding to both σ1 and σ2 with equal affinity.[2] It has neuroprotective[3] and antidepressant effects,[4] and potentiates the effects of NMDA antagonists.[5]

See also[edit]

References[edit]

  1. ^ Weber E, Sonders M, Quarum M, McLean S, Pou S, Keana JF (November 1986). "1,3-Di(2-5-3Htolyl)guanidine: a selective ligand that labels sigma-type receptors for psychotomimetic opiates and antipsychotic drugs". Proc. Natl. Acad. Sci. U.S.A. 83 (22): 8784–8. doi:10.1073/pnas.83.22.8784. PMC 387016. PMID 2877462. 
  2. ^ Glennon, RA (2005). "Pharmacophore identification for sigma-1 (sigma1) receptor binding: application of the "deconstruction-reconstruction-elaboration" approach". Mini reviews in medicinal chemistry 5 (10): 927–40. doi:10.2174/138955705774329519. PMID 16250835. 
  3. ^ Katnik, C; Guerrero, WR; Pennypacker, KR; Herrera, Y; Cuevas, J (2006). "Sigma-1 receptor activation prevents intracellular calcium dysregulation in cortical neurons during in vitro ischemia". The Journal of Pharmacology and Experimental Therapeutics 319 (3): 1355–65. doi:10.1124/jpet.106.107557. PMID 16988055. 
  4. ^ Skuza, G; Rogóz, Z (2003). "Sigma1 receptor antagonists attenuate antidepressant-like effect induced by co-administration of 1,3 di-o-tolylguanidine (DTG) and memantine in the forced swimming test in rats". Polish journal of pharmacology 55 (6): 1149–52. PMID 14730114. 
  5. ^ Monnet, FP; Morin-Surun, MP; Leger, J; Combettes, L (2003). "Protein kinase C-dependent potentiation of intracellular calcium influx by sigma1 receptor agonists in rat hippocampal neurons". The Journal of Pharmacology and Experimental Therapeutics 307 (2): 705–12. doi:10.1124/jpet.103.053447. PMID 12975497.