149409-57-4,MFCD00922105
Catalog No.:AA001LM7

149409-57-4 | Benzeneethanamine, 4-methoxy-3-(2-phenylethoxy)-N,N-dipropyl-, hydrochloride (1:1)

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≥98%
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5mg
≥98%
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10mg
≥98%
in stock  
$219.00   $153.00
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25mg
98% by HPLC
in stock  
$473.00   $331.00
- +
50mg
98% by HPLC
in stock  
$761.00   $533.00
- +
100mg
98% by HPLC
in stock  
$1,270.00   $889.00
- +
500mg
98% by HPLC
in stock  
$3,958.00   $2,771.00
- +
1000mg
98% by HPLC
in stock  
$6,295.00   $4,407.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA001LM7
Chemical Name:
Benzeneethanamine, 4-methoxy-3-(2-phenylethoxy)-N,N-dipropyl-, hydrochloride (1:1)
CAS Number:
149409-57-4
Molecular Formula:
C23H34ClNO2
Molecular Weight:
391.9746
MDL Number:
MFCD00922105
SMILES:
CCCN(CCc1ccc(c(c1)OCCc1ccccc1)OC)CCC.Cl
Properties
Computed Properties
 
Complexity:
337  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
12  

Literature

Title: Sigma-1 receptor function is critical for both the discriminative stimulus and aversive effects of the kappa-opioid receptor agonist U-50488H.

Journal: Addiction biology 20120701

Title: Evaluation of sigma (σ) receptors in the antidepressant-like effects of ketamine in vitro and in vivo.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20120401

Title: Distinct cardioprotective effects of 17β-estradiol and dehydroepiandrosterone on pressure overload-induced hypertrophy in ovariectomized female rats.

Journal: Menopause (New York, N.Y.) 20111201

Title: Decreases in cocaine self-administration with dual inhibition of the dopamine transporter and σ receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20111101

Title: Chloroquine inhibits glutamate-induced death of a neuronal cell line by reducing reactive oxygen species through sigma-1 receptor.

Journal: Journal of neurochemistry 20111101

Title: Molecular hybridization of 4-azahexacyclo[5.4.1.0(2,6).0(3,10).0(5,9).0(8,11)]dodecane-3-ol with sigma (σ) receptor ligands modulates off-target activity and subtype selectivity.

Journal: Bioorganic & medicinal chemistry letters 20110615

Title: Sigma-1 receptor stimulation by dehydroepiandrosterone ameliorates cognitive impairment through activation of CaM kinase II, protein kinase C and extracellular signal-regulated kinase in olfactory bulbectomized mice.

Journal: Journal of neurochemistry 20110601

Title: Sigma-1 receptor stimulation with fluvoxamine activates Akt-eNOS signaling in the thoracic aorta of ovariectomized rats with abdominal aortic banding.

Journal: European journal of pharmacology 20110115

Title: Targeting sigma-1 receptor with fluvoxamine ameliorates pressure-overload-induced hypertrophy and dysfunctions.

Journal: Expert opinion on therapeutic targets 20101001

Title: Selective reduction of alcohol drinking in Sardinian alcohol-preferring rats by a sigma-1 receptor antagonist.

Journal: Psychopharmacology 20090801

Title: Phencyclidine-induced cognitive deficits in mice are ameliorated by subsequent subchronic administration of donepezil: role of sigma-1 receptors.

Journal: Brain research 20090707

Title: Sigma-1 receptors are essential for capsaicin-induced mechanical hypersensitivity: studies with selective sigma-1 ligands and sigma-1 knockout mice.

Journal: Pain 20090601

Title: Potentiation of nerve growth factor-induced neurite outgrowth in PC12 cells by donepezil: role of sigma-1 receptors and IP3 receptors.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20081001

Title: Dual DAT/sigma1 receptor ligands based on 3-(4-(3-(bis(4-fluorophenyl)amino)propyl)piperazin-1-yl)-1-phenylpropan-1-ol.

Journal: Bioorganic & medicinal chemistry letters 20081001

Title: Phencyclidine-induced cognitive deficits in mice are improved by subsequent subchronic administration of fluvoxamine: role of sigma-1 receptors.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20070301

Title: Effects of OPC-14523, a combined sigma and 5-HT1a ligand, on pre- and post-synaptic 5-HT1a receptors.

Journal: Journal of psychopharmacology (Oxford, England) 20070101

Title: Dehydroepiandrosterone sulfate prevents ischemia-induced impairment of long-term potentiation in rat hippocampal CA1 by up-regulating tyrosine phosphorylation of NMDA receptor.

Journal: Neuropharmacology 20061001

Title: A novel adamantane derivative attenuates retinal ischemia-reperfusion damage in the rat retina through sigma1 receptors.

Journal: European journal of pharmacology 20060424

Title: Differences in the allosteric modulation by phenytoin of the binding properties of the sigma1 ligands [3H](+)-pentazocine and [3H]NE-100.

Journal: Synapse (New York, N.Y.) 20060301

Title: Chronic administration of dehydroepiandrosterone sulfate (DHEAS) primes for facilitated induction of long-term potentiation via sigma 1 (sigma1) receptor: optical imaging study in rat hippocampal slices.

Journal: Neuropharmacology 20060301

Title: Sigma receptor ligands protect human retinal cells against oxidative stress.

Journal: Neuroreport 20060227

Title: Prediction of drug-drug interactions for AUCoral of high clearance drug from in vitro data: utilization of a microtiter plate assay and a dispersion model.

Journal: Current drug metabolism 20060201

Title: Prototypical antipsychotic drugs protect hippocampal neuronal cultures against cell death induced by growth medium deprivation.

Journal: BMC neuroscience 20060101

Title: Improvement of memory impairment by (+)- and (-)-pentazocine via sigma, but not kappa opioid receptors.

Journal: Brain research 20050928

Title: Neuroprotective effects of sigma-1 receptor agonists against beta-amyloid-induced toxicity.

Journal: Neuroreport 20050801

Title: Prediction of oral clearance from in vitro metabolic data using recombinant CYPs: comparison among well-stirred, parallel-tube, distributed and dispersion models.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20050601

Title: Pharmacological characterization of the ameliorating effect on short-term memory impairment and antinociceptive effect of KT-90 in mice.

Journal: Behavioural brain research 20050528

Title: Phenytoin differentially modulates the affinity of agonist and antagonist ligands for sigma 1 receptors of guinea pig brain.

Journal: Synapse (New York, N.Y.) 20050301

Title: Distinct modulatory roles of sigma receptor subtypes on glutamatergic responses in the dorsal hippocampus.

Journal: Synapse (New York, N.Y.) 20050101

Title: Antiproliferative and cytotoxic effects of some sigma2 agonists and sigma1 antagonists in tumour cell lines.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20040801

Title: Modulation of the firing activity of female dorsal raphe nucleus serotonergic neurons by neuroactive steroids.

Journal: The Journal of endocrinology 20040701

Title: Prediction of differences in in vivo oral clearance of N,N-dipropyl-2-[4-methoxy-3-(2-phenylethoxy)phenyl] ethylamine monohydrochloride (NE-100) between extensive and poor metabolizers from in vitro metabolic data in human liver microsomes lacking CYP2D6 activity and recombinant CYPs.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20040701

Title: Protein kinase C-dependent potentiation of intracellular calcium influx by sigma1 receptor agonists in rat hippocampal neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20031101

Title: Differences in cytochrome P450 forms involved in the metabolism of N,N-dipropyl-2-[4-methoxy-3-(2-phenylethoxy)phenyl]ethylamine monohydrochloride (NE-100), a novel sigma ligand, in human liver and intestine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030101

Title: Attenuation of scopolamine-induced and age-associated memory impairments by the sigma and 5-hydroxytryptamine(1A) receptor agonist OPC-14523 (1-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-methoxy-3,4-dihydro-2[1H]-quinolinone monomethanesulfonate).

Journal: The Journal of pharmacology and experimental therapeutics 20020401

Title: Neurosteroids stimulate G protein-coupled sigma receptors in mouse brain synaptic membrane.

Journal: Neuroscience research 20010901

Title: Multiple pathways of sigma(1) receptor ligand uptakes into primary cultured neuronal cells.

Journal: European journal of pharmacology 20010803

Title: Effects of a novel, selective, sigma1-ligand, MS-377, on phencyclidine-induced behaviour.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010701

Title: Effects of a methanolic extract and a hyperforin-enriched CO2 extract of Hypericum perforatum on alcohol intake in rats.

Journal: Alcohol and alcoholism (Oxford, Oxfordshire) 20010101

Title: Involvement of the sigma1 receptor in the cocaine-induced conditioned place preference.

Journal: Neuroreport 20000911

Title: NE-100, a novel sigma receptor ligand: in vivo tests.

Journal: Life sciences 19930101

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Related Products of 149409-57-4
Tags:149409-57-4 Molecular Formula|149409-57-4 MDL|149409-57-4 SMILES|149409-57-4 Benzeneethanamine, 4-methoxy-3-(2-phenylethoxy)-N,N-dipropyl-, hydrochloride (1:1)
Catalog No.: AA001LM7
149409-57-4,MFCD00922105
149409-57-4 | Benzeneethanamine, 4-methoxy-3-(2-phenylethoxy)-N,N-dipropyl-, hydrochloride (1:1)
Pack Size: 1mg
Purity: ≥98%
in stock
$46.00 $32.00
Pack Size: 5mg
Purity: ≥98%
in stock
$166.00 $116.00
Pack Size: 10mg
Purity: ≥98%
in stock
$219.00 $153.00
Pack Size: 25mg
Purity: 98% by HPLC
in stock
$473.00 $331.00
Pack Size: 50mg
Purity: 98% by HPLC
in stock
$761.00 $533.00
Pack Size: 100mg
Purity: 98% by HPLC
in stock
$1,270.00 $889.00
Pack Size: 500mg
Purity: 98% by HPLC
in stock
$3,958.00 $2,771.00
Pack Size: 1000mg
Purity: 98% by HPLC
in stock
$6,295.00 $4,407.00
Quantity
- +
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Technical Information
Catalog Number: AA001LM7
Chemical Name: Benzeneethanamine, 4-methoxy-3-(2-phenylethoxy)-N,N-dipropyl-, hydrochloride (1:1)
CAS Number: 149409-57-4
Molecular Formula: C23H34ClNO2
Molecular Weight: 391.9746
MDL Number: MFCD00922105
SMILES: CCCN(CCc1ccc(c(c1)OCCc1ccccc1)OC)CCC.Cl
Properties
Complexity: 337  
Covalently-Bonded Unit Count: 2  
Heavy Atom Count: 27  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 1  
Rotatable Bond Count: 12  
Literature fold

Title: Sigma-1 receptor function is critical for both the discriminative stimulus and aversive effects of the kappa-opioid receptor agonist U-50488H.

Journal: Addiction biology20120701

Title: Evaluation of sigma (σ) receptors in the antidepressant-like effects of ketamine in vitro and in vivo.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology20120401

Title: Distinct cardioprotective effects of 17β-estradiol and dehydroepiandrosterone on pressure overload-induced hypertrophy in ovariectomized female rats.

Journal: Menopause (New York, N.Y.)20111201

Title: Decreases in cocaine self-administration with dual inhibition of the dopamine transporter and σ receptors.

Journal: The Journal of pharmacology and experimental therapeutics20111101

Title: Chloroquine inhibits glutamate-induced death of a neuronal cell line by reducing reactive oxygen species through sigma-1 receptor.

Journal: Journal of neurochemistry20111101

Title: Molecular hybridization of 4-azahexacyclo[5.4.1.0(2,6).0(3,10).0(5,9).0(8,11)]dodecane-3-ol with sigma (σ) receptor ligands modulates off-target activity and subtype selectivity.

Journal: Bioorganic & medicinal chemistry letters20110615

Title: Sigma-1 receptor stimulation by dehydroepiandrosterone ameliorates cognitive impairment through activation of CaM kinase II, protein kinase C and extracellular signal-regulated kinase in olfactory bulbectomized mice.

Journal: Journal of neurochemistry20110601

Title: Sigma-1 receptor stimulation with fluvoxamine activates Akt-eNOS signaling in the thoracic aorta of ovariectomized rats with abdominal aortic banding.

Journal: European journal of pharmacology20110115

Title: Targeting sigma-1 receptor with fluvoxamine ameliorates pressure-overload-induced hypertrophy and dysfunctions.

Journal: Expert opinion on therapeutic targets20101001

Title: Selective reduction of alcohol drinking in Sardinian alcohol-preferring rats by a sigma-1 receptor antagonist.

Journal: Psychopharmacology20090801

Title: Phencyclidine-induced cognitive deficits in mice are ameliorated by subsequent subchronic administration of donepezil: role of sigma-1 receptors.

Journal: Brain research20090707

Title: Sigma-1 receptors are essential for capsaicin-induced mechanical hypersensitivity: studies with selective sigma-1 ligands and sigma-1 knockout mice.

Journal: Pain20090601

Title: Potentiation of nerve growth factor-induced neurite outgrowth in PC12 cells by donepezil: role of sigma-1 receptors and IP3 receptors.

Journal: Progress in neuro-psychopharmacology & biological psychiatry20081001

Title: Dual DAT/sigma1 receptor ligands based on 3-(4-(3-(bis(4-fluorophenyl)amino)propyl)piperazin-1-yl)-1-phenylpropan-1-ol.

Journal: Bioorganic & medicinal chemistry letters20081001

Title: Phencyclidine-induced cognitive deficits in mice are improved by subsequent subchronic administration of fluvoxamine: role of sigma-1 receptors.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology20070301

Title: Effects of OPC-14523, a combined sigma and 5-HT1a ligand, on pre- and post-synaptic 5-HT1a receptors.

Journal: Journal of psychopharmacology (Oxford, England)20070101

Title: Dehydroepiandrosterone sulfate prevents ischemia-induced impairment of long-term potentiation in rat hippocampal CA1 by up-regulating tyrosine phosphorylation of NMDA receptor.

Journal: Neuropharmacology20061001

Title: A novel adamantane derivative attenuates retinal ischemia-reperfusion damage in the rat retina through sigma1 receptors.

Journal: European journal of pharmacology20060424

Title: Differences in the allosteric modulation by phenytoin of the binding properties of the sigma1 ligands [3H](+)-pentazocine and [3H]NE-100.

Journal: Synapse (New York, N.Y.)20060301

Title: Chronic administration of dehydroepiandrosterone sulfate (DHEAS) primes for facilitated induction of long-term potentiation via sigma 1 (sigma1) receptor: optical imaging study in rat hippocampal slices.

Journal: Neuropharmacology20060301

Title: Sigma receptor ligands protect human retinal cells against oxidative stress.

Journal: Neuroreport20060227

Title: Prediction of drug-drug interactions for AUCoral of high clearance drug from in vitro data: utilization of a microtiter plate assay and a dispersion model.

Journal: Current drug metabolism20060201

Title: Prototypical antipsychotic drugs protect hippocampal neuronal cultures against cell death induced by growth medium deprivation.

Journal: BMC neuroscience20060101

Title: Improvement of memory impairment by (+)- and (-)-pentazocine via sigma, but not kappa opioid receptors.

Journal: Brain research20050928

Title: Neuroprotective effects of sigma-1 receptor agonists against beta-amyloid-induced toxicity.

Journal: Neuroreport20050801

Title: Prediction of oral clearance from in vitro metabolic data using recombinant CYPs: comparison among well-stirred, parallel-tube, distributed and dispersion models.

Journal: Xenobiotica; the fate of foreign compounds in biological systems20050601

Title: Pharmacological characterization of the ameliorating effect on short-term memory impairment and antinociceptive effect of KT-90 in mice.

Journal: Behavioural brain research20050528

Title: Phenytoin differentially modulates the affinity of agonist and antagonist ligands for sigma 1 receptors of guinea pig brain.

Journal: Synapse (New York, N.Y.)20050301

Title: Distinct modulatory roles of sigma receptor subtypes on glutamatergic responses in the dorsal hippocampus.

Journal: Synapse (New York, N.Y.)20050101

Title: Antiproliferative and cytotoxic effects of some sigma2 agonists and sigma1 antagonists in tumour cell lines.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20040801

Title: Modulation of the firing activity of female dorsal raphe nucleus serotonergic neurons by neuroactive steroids.

Journal: The Journal of endocrinology20040701

Title: Prediction of differences in in vivo oral clearance of N,N-dipropyl-2-[4-methoxy-3-(2-phenylethoxy)phenyl] ethylamine monohydrochloride (NE-100) between extensive and poor metabolizers from in vitro metabolic data in human liver microsomes lacking CYP2D6 activity and recombinant CYPs.

Journal: Xenobiotica; the fate of foreign compounds in biological systems20040701

Title: Protein kinase C-dependent potentiation of intracellular calcium influx by sigma1 receptor agonists in rat hippocampal neurons.

Journal: The Journal of pharmacology and experimental therapeutics20031101

Title: Differences in cytochrome P450 forms involved in the metabolism of N,N-dipropyl-2-[4-methoxy-3-(2-phenylethoxy)phenyl]ethylamine monohydrochloride (NE-100), a novel sigma ligand, in human liver and intestine.

Journal: Drug metabolism and disposition: the biological fate of chemicals20030101

Title: Attenuation of scopolamine-induced and age-associated memory impairments by the sigma and 5-hydroxytryptamine(1A) receptor agonist OPC-14523 (1-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-methoxy-3,4-dihydro-2[1H]-quinolinone monomethanesulfonate).

Journal: The Journal of pharmacology and experimental therapeutics20020401

Title: Neurosteroids stimulate G protein-coupled sigma receptors in mouse brain synaptic membrane.

Journal: Neuroscience research20010901

Title: Multiple pathways of sigma(1) receptor ligand uptakes into primary cultured neuronal cells.

Journal: European journal of pharmacology20010803

Title: Effects of a novel, selective, sigma1-ligand, MS-377, on phencyclidine-induced behaviour.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20010701

Title: Effects of a methanolic extract and a hyperforin-enriched CO2 extract of Hypericum perforatum on alcohol intake in rats.

Journal: Alcohol and alcoholism (Oxford, Oxfordshire)20010101

Title: Involvement of the sigma1 receptor in the cocaine-induced conditioned place preference.

Journal: Neuroreport20000911

Title: NE-100, a novel sigma receptor ligand: in vivo tests.

Journal: Life sciences19930101

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