ChemicalBook--->CAS DataBase List--->149409-57-4

149409-57-4

149409-57-4 Structure

149409-57-4 Structure
IdentificationBack Directory
[Name]

N,N-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride
[CAS]

149409-57-4
[Synonyms]

NE-100
NE100 HCl
NE100;NE 100
NE 100 hydrochloride
4-Methoxy-3-(2-phenylethoxy)-N,N-dipropylbenzeneethanaMine
4-Methoxy-3-(2-phenylethoxy)-N,N-dipropylbenzeneethanaminehydrochloride
N,N-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride
N,N-Di-n-propyl-2-[4-methoxy-3-(2-phenylethoxy)phenyl] ethylamine hydrochloride
[Molecular Formula]

C23H33NO2.HCl
[MDL Number]

MFCD00922105
[MOL File]

149409-57-4.mol
Chemical PropertiesBack Directory
[Melting point ]

94-96°C
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble15mg/mL, clear
[form ]

powder
[color ]

white to beige
[Water Solubility ]

H2O: 15mg/mL, clear
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
[InChI]

1S/C21H29NO2.ClH/c1-4-22(5-2)15-13-19-11-12-20(23-3)21(17-19)24-16-14-18-9-7-6-8-10-18;/h6-12,17H,4-5,13-16H2,1-3H3;1H
[InChIKey]

LPMIMPZUXJWRJJ-UHFFFAOYSA-N
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

NE-100 (149409-57-4) is potent inhibitor of the sigma receptor (σ) with selectivity for sigma-1 (IC50?= 1.5 nM) over sigma-2 (IC50?= 85 nM).1,2?NE-100 suppressed ischemia-induced neuronal cell death in mice?via?upregulation of GRP78 through the ATF6 pathway resulting in suppression of ER stress-induced cell death in a sigma-1-independent manner.3
[Uses]

NE-100 is a potent and selective σ1 receptor antagonist.
[Biological Activity]

Potent and selective σ 1 receptor antagonist (K i = 0.86 nM) that displays > 55-fold selectivity over σ 2 receptors and > 6000-fold selectivity over D 1 , D 2 , 5-HT 1A , 5-HT 2 and PCP receptors. Exhibits reversible binding (K d = 1.2 nM) and displays antipsychotic activity in vivo . Orally active.
[Biochem/physiol Actions]

NE-100 is a potent and selective σ1 receptor antagonist with an IC50 value of 1.54 +/- 0.26 nM for σ1 receptors, > 55-fold selectivity over σ2 receptors and > 6000-fold selectivity over D1, D2, 5-HT1A, 5-HT2 and PCP receptors.
[storage]

Store at -20°C
[References]

1) Okuyama?et al.?(1994),?NE-100, a novel sigma receptor ligand: in vivo tests; Life Sci.?53?PL285 2) Chaki?et al.?(1994),?NE-100, a novel potent sigma ligand, preferentially binds to sigma 1 binding sites in guinea pig brain; Eur. J. Pharmacol.?251?R1 3) Ono?et al.?(2013),?A sigma-1 receptor antagonist (NE-100) prevents tunicamycin-induced cell death via GRP78 induction in hippocampal cells; Biochem. Biophys. Res. Commun.?434?904
Spectrum DetailBack Directory
[Spectrum Detail]

N,N-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride(149409-57-4)1HNMR
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