AMN082

AMN082 (N,N-dibenzhydrylethane-1,2-diamine) is a selective metabotropic glutamate receptor 7 (mGluR7) allosteric agonist.[1][2] It mimics the effect of glutamate. AMN082 is the first selective mGluR7 agonist and has expanded the potential array of research opportunities on the effects of mGluR7 in the central nervous system.

AMN082
Names
IUPAC name
N,N-Dibenzhydrylethane-1,2-diamine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.163.413
PubChem CID
InChI
  • InChI=1S/C28H28N2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)29-21-22-30-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20,27-30H,21-22H2 Y
    Key: DTZDSNQYNPNCPK-UHFFFAOYSA-N Y
  • (dihydrochloride): InChI=1S/C28H28N2.2ClH/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)29-21-22-30-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26;;/h1-20,27-30H,21-22H2;2*1H Y
    Key: YRQCDCNQANSUPB-UHFFFAOYSA-N Y
SMILES
  • C=1C=CC(=CC1)C(NCCNC(C=2C=CC=CC2)C=3C=CC=CC3)C=4C=CC=CC4
  • (dihydrochloride): Cl.Cl.N(CCNC(c1ccccc1)c2ccccc2)C(c3ccccc3)c4ccccc4
Properties
Chemical formula
C28H28N2
Molar mass 392.546 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Significance

The two main types of glutamate receptors are ionotropic receptors and metabotropic receptors. Ionotropic receptors (iGluRs) are fast-acting ligand-gated ion channels and include AMPA receptors, kainate receptors, and NMDA receptors. Metabotropic receptors are G-protein coupled receptors that mediate slower, longer-lasting effects through second messenger systems and are responsible for other neuronal functions that are not typically controlled by iGluRs. mGluRs are split into 3 separate groups (Group I, Group II, Group III) based on pharmacological profile, sequence homology, and preferred signal transduction pathway. mGlur7 is a member of Group III, the least studied of the groups. AMN082 is pharmacological tool used to expand research on Group III mGluRs.

References

  1. Li X, Gardner EL, Xi ZX (March 2008). "The metabotropic glutamate receptor 7 (mGluR7) allosteric agonist AMN082 modulates nucleus accumbens GABA and glutamate, but not dopamine, in rats". Neuropharmacology. 54 (3): 542–51. doi:10.1016/j.neuropharm.2007.11.005. PMC 2410088. PMID 18155073.
  2. Palucha A, Klak K, Branski P, van der Putten H, Flor PJ, Pilc A (November 2007). "Activation of the mGlu7 receptor elicits antidepressant-like effects in mice". Psychopharmacology. 194 (4): 555–62. doi:10.1007/s00213-007-0856-2. PMID 17622518. S2CID 22011436.
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