Ditolylguanidine

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Ditolylguanidine
1,3-Ditolylguanidine.svg
Clinical data
ATC code
  • none
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.002.344 Edit this at Wikidata
Chemical and physical data
FormulaC15H17N3
Molar mass239.316 g/mol g·mol−1
3D model (JSmol)
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Ditolylguanidine is a sigma receptor agonist.[1] It is somewhat[2] selective for sigma receptors, but non-selective between the two sigma receptor subtypes, binding to both σ1 and σ2 with equal affinity.[3] It has neuroprotective[4] and antidepressant effects,[5] and potentiates the effects of NMDA antagonists.[6]

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. ^ Pubchem. "1,3-Di-o-tolylguanidine | C15H17N3 - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 2017-06-07.
  3. ^ 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.
  4. ^ 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.
  5. ^ 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.
  6. ^ 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.