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Merck
CN

A6605

AMN082

≥98% (HPLC), solid

Synonym(s):

N,N′-Dibenzhydrylethane-1,2-diamine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C28H28N2 · 2HCl
CAS Number:
97075-46-2
Molecular Weight:
465.46
UNSPSC Code:
12352200
PubChem Substance ID:
24891112
MDL number:
MFCD08702723

Key Documents

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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

SMILES string

Cl[H].Cl[H].C(CNC(c1ccccc1)c2ccccc2)NC(c3ccccc3)c4ccccc4

InChI key

YRQCDCNQANSUPB-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥5 mg/mL

storage temp.

−20°C

Application

AMN082 is a selective allosteric mGluR 7 receptor agonist and has been used to study the role of this glutamate receptor type in the medial prefrontal cortex in mice. AMN082 inhibits forskolin-stimulated cAMP accumulation, and stimulates not only GTPγS binding but also the release of stress hormones.

Biochem/physiol Actions

AMN082 is a selective allosteric mGluR 7 receptor agonist and first selective pharmacological tool for mGluR7. AMN082 inhibits forskolin-stimulated cAMP accumulation (EC50 = 64 nM) and stimulates GTPγS binding (EC50 = 290 nM) similar to L-AP4 and greater than L-glutamate. Thus, AMN082 is a "full agonist" and acts at an allosteric site in the transmembrane domain of mGluR7. AMN082 has no effects at other mGluR′s up to 10 μM and stimulates release of stress hormones (corticosterone and ACTH) and is orally active and brain penetrable.
AMN082 is a selective allosteric mGluR 7 receptor agonist and first selective pharmacological tool for mGluR7. AMN082 stimulates the release of stress hormones (corticosterone and ACTH), orally active and brain penetrable.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
011M4624V
077K46001
077K4600
086K4615

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David A Slattery et al.
Behavioural brain research, 328, 57-61 (2017-04-11)
Pharmacological modulation of metabotropic glutamate receptor subtype 5 (mGluR5) and 7 (mGluR7) was shown to attenuate the acquisition and to facilitate the extinction of cued and contextual, non-social, fear. Using the allosteric mGluR5 antagonist 2-methyl-6-(phenylethynyl)-pyridine (MPEP) and the allosteric mGluR7
Stefania Risso Bradley et al.
Pharmacology, biochemistry, and behavior, 101(1), 35-40 (2011-12-06)
Currently prescribed antidepressants affect the reuptake and/or metabolism of biogenic amines. Unfortunately for patients, these treatments require several weeks to produce significant symptom remission. However, recently it has been found that ketamine, a dissociative anesthetic agent that noncompetitively antagonizes NMDA
Katarzyna Stachowicz et al.
Neuroscience letters, 741, 135435-135435 (2020-11-11)
Our earlier study demonstrated, that antidepressant-like and also cognitive action of MTEP, a metabotropic glutamate receptor subtype 5 (mGluR5) antagonist, was influenced by cyclooxygenase-2 (COX-2) inhibition in mice. We detected a decrease in the mGluR7 protein level in the hippocampus
Katharina Gryksa et al.
Genes, brain, and behavior, 19(1), e12627-e12627 (2019-12-04)
The group III metabotropic glutamate receptor subtype 7 (mGlu7) is an important regulator of glutamatergic and GABAergic neurotransmission and known to mediate emotionality and male social behavior. However, a possible regulatory role in maternal behavior remains unknown to date. Adequate
Karolina Podkowa et al.
Neuropharmacology, 141, 214-222 (2018-08-27)
Scopolamine, a muscarinic cholinergic receptor antagonist, exerts fast and prolonged antidepressant effects in the clinic. In contrast, the current treatments for major depressive disorder (MDD) require long-term drug administration. On the other hand, the sole use of scopolamine might be
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