A σ receptor ligand
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1,3-Di-o-tolylguanidine

Item No. 31736

Technical Information
Formal Name
N,N′-bis(2-methylphenyl)-guanidine
CAS Number
97-39-2
Synonyms
  • NSC 132023
  • DTG
  • NSC 473
Molecular Formula
C15H17N3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 1 mg/ml
SMILES
CC1=CC=CC=C1NC(NC2=CC=CC=C2C)=N
InChi Code
InChI=1S/C15H17N3/c1-11-7-3-5-9-13(11)17-15(16)18-14-10-6-4-8-12(14)2/h3-10H,1-2H3,(H3,16,17,18)
InChi Key
OPNUROKCUBTKLF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1,3-Di-o-tolylguanidine (DTG) is a sigma (σ) receptor ligand (Kis = 61 and 42 nM for σ1 and σ2 receptors, respectively).1 In vivo, DTG (10, 15, and 20 mg/kg, i.p.) increases latency to tail withdrawal in the tail flick test and induces hypothermia in mice.2 It decreases infarct size and increases the number of cortical and hippocampal NeuN-positive neurons in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kokornaczyk, A.K., Schepmann, D., Yamaguchi, J., et alThiazole-based σ1 receptor ligands: Diversity by late-stage C-H arylation of thiazoles, structure-affinity and selectivity relationships, and molecular interactions. ChemMedChem 12(13), 1070-1080 (2017).

    2. Kest, B., Mogil, J.S., Sternberg, W.F., et alAntinociception following 1,3,-di-o-tolylguanidine, a selective σ receptor ligand. Pharmacol. Biochem. Behav. 50(4), 587-592 (1995).

    3. Ajmo, C.T., Jr., Vernon, D.O.L., Collier, L., et alSigma receptor activation reduces infarct size at 24 hours after permanent middle cerebral artery occlusion in rats. Curr. Neurovasc. Res. 3(2), 89-98 (2006).