AMN082 free base

Names

[ Name ]:
AMN082 free base

[Synonym ]:
N,N'-diazenediyl-bis-phthalimide
1,4-bis-phthaloyltetrazene
N,N'-Dibenzhydryl-aethylendiamin
N,N'-dibenzhydryl-ethane-1,2-diamine
1,4-Bisphthalyl-tetrazen
N,N'-dibenzhydryl-ethylenediamine
Phthalimide,N,N'-azodi
AMN 082

Biological Activity

[Description]:

AMN082 free base, a selective, orally active, and brain penetrant mGluR7 agonist, directly activates receptor signaling via an allosteric site in the transmembrane domain. AMN082 free base potently inhibits cAMP accumulation and stimulates GTPγS binding (EC50 values, 64-290 nM) at transfected mammalian cells expressing mGluR7. AMN082 free base shows selectivity over other mGluR subtypes and selected ionotropic glutamate receptors. Antidepressant effects[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> mGluR

Research Areas >> Neurological Disease

[Target]

mGluR7[1]

[In Vitro]

Preincubation of the synaptosomes with AMN082 (1 μM) for 10 min before 4-aminopyridine treatment efficiently inhibits the 4-aminopyridine-evoked release of glutamate, without altering the basal release of glutamate[2].

[In Vivo]

AMN082 (6 mg/kg; p.o.) induces stress hormone increases in an mGluR7-dependent fashion in mGluR7+/+ mice (C57BL/6 genetic background)[1]. AMN082 (1.25-5.0 mg/kg, i.p.; 30 min before every Cocaine or Morphine injection during repeated drug administration or before Cocaine or Morphine challenge) dose-dependently attenuates the development, as well as the expression of Cocaine or Morphine locomotor sensitization[3].

[References]

[1]. Mitsukawa K, et al. A selective metabotropic glutamate receptor 7 agonist: activation of receptor signaling via an allosteric site modulates stress parameters in vivo. Proc Natl Acad Sci U S A. 2005;102(51):18712-18717.

[2]. Wang CC, et al. Metabotropic glutamate 7 receptor agonist AMN082 inhibits glutamate release in rat cerebral cortex nerve terminal. Eur J Pharmacol. 2018;823:11-18.

[3]. Jenda M, et al. AMN082, a metabotropic glutamate receptor 7 allosteric agonist, attenuates locomotor sensitization and cross-sensitization induced by cocaine and morphine in mice. Prog Neuropsychopharmacol Biol Psychiatry. 2015;57:166-175.

Chemical & Physical Properties

[ Boiling Point ]:
533.7ºC at 760 mmHg

[ Molecular Formula ]:
C₂₈H₂₈N₂

[ Molecular Weight ]:
465.45700

[ Flash Point ]:
321.5ºC

[ Exact Mass ]:
464.17900

[ PSA ]:
24.06000

[ LogP ]:
8.13060

Safety Information

[ HS Code ]:
2921590090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2921590090

[ Summary ]:
2921590090. other aromatic polyamines and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%