(diphenylmethyl)({2-[(diphenylmethyl)amino]ethyl})amine dihydrochloride

• ChemBase ID: 153986
• Molecular Formular: C28H30Cl2N2
• Molecular Mass: 465.4572
• Monoisotopic Mass: 464.17860433
• SMILES: c1ccc(cc1)C(c1ccccc1)NCCNC(c1ccccc1)c1ccccc1.Cl.Cl
• Canonical SMILES: C(NC(c1ccccc1)c1ccccc1)CNC(c1ccccc1)c1ccccc1.Cl.Cl
• InChI: 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
• InChIKey: YRQCDCNQANSUPB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (diphenylmethyl)({2-[(diphenylmethyl)amino]ethyl})amine dihydrochloride
• IUPAC Traditional name: (diphenylmethyl)({2-[(diphenylmethyl)amino]ethyl})amine dihydrochloride
• Synonyms: N,N′-Dibenzhydrylethane-1,2-diamine dihydrochloride; AMN082

Database IDs

• CAS Number: 97075-46-2
• MDL Number: MFCD08702723
• PubChem SID: 162248125; 24891112
• PubChem CID: 11698390

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.0615695
• LogD (pH = 7.4): 5.15651
• Log P: 6.4601445
• Molar Refractivity: 125.2086 cm^3
• Polarizability: 49.73088 Å^3
• Polar Surface Area: 24.06 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥5 mg/mL
• Apperance: white to off-white solid

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50
• Safety Statements: 61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H28N2 · 2HCl

DETAILS

Sigma Aldrich - A6605

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.