149409-57-4 Usage
Description
N,N-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride, also known as NE-100, is a potent and selective sigma-1 (σ1) receptor antagonist. It is a chemical compound with the molecular formula C27H35ClN2O2 and a molecular weight of 459.03 g/mol. NE-100 exhibits high selectivity for sigma-1 receptors over sigma-2 receptors, with an IC50 of 1.5 nM for sigma-1 and 85 nM for sigma-2. N,N-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride has been found to have neuroprotective properties and is being investigated for its potential therapeutic applications.
Uses
Used in Pharmaceutical Industry:
NE-100 is used as a potent inhibitor of the sigma receptor for the development of novel therapeutic agents targeting sigma-1 receptors. Its high selectivity for sigma-1 over sigma-2 receptors makes it a valuable tool in the research and development of drugs for various neurological and psychiatric disorders.
Used in Neuroprotection:
NE-100 is used as a neuroprotective agent for the suppression of ischemia-induced neuronal cell death in mice. It has been shown to upregulate GRP78 through the ATF6 pathway, resulting in the suppression of ER stress-induced cell death in a sigma-1-independent manner.
Used in Research Applications:
NE-100 is used as a research tool for studying the role of sigma-1 receptors in various cellular processes and their potential involvement in the pathophysiology of different diseases. Its high selectivity and potency make it an ideal compound for investigating the function and therapeutic potential of sigma-1 receptors in preclinical studies.
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.
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
Check Digit Verification of cas no
The CAS Registry Mumber 149409-57-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,9,4,0 and 9 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 149409-57:
(8*1)+(7*4)+(6*9)+(5*4)+(4*0)+(3*9)+(2*5)+(1*7)=154
154 % 10 = 4
So 149409-57-4 is a valid CAS Registry Number.
InChI:InChI=1/C23H33NO2.ClH/c1-4-15-24(16-5-2)17-13-21-11-12-22(25-3)23(19-21)26-18-14-20-9-7-6-8-10-20;/h6-12,19H,4-5,13-18H2,1-3H3;1H
