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PRE-084

CAS No.:
75136-54-8
Catalog Number:
AG00G3CX
Molecular Formula:
C19H28ClNO3
Molecular Weight:
353.8835
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
99%
1 week
United States
$161
- +
50mg
99%
1 week
United States
$473
- +
100mg
99%
1 week
United States
$821
- +
200mg
99%
1 week
United States
$1432
- +
Product Description
Catalog Number:
AG00G3CX
Chemical Name:
PRE-084
CAS Number:
75136-54-8
Molecular Formula:
C19H28ClNO3
Molecular Weight:
353.8835
MDL Number:
MFCD00673883
IUPAC Name:
2-morpholin-4-ylethyl 1-phenylcyclohexane-1-carboxylate;hydrochloride
InChI:
InChI=1S/C19H27NO3.ClH/c21-18(23-16-13-20-11-14-22-15-12-20)19(9-5-2-6-10-19)17-7-3-1-4-8-17;/h1,3-4,7-8H,2,5-6,9-16H2;1H
InChI Key:
QUJWFJNHTBKCLU-UHFFFAOYSA-N
SMILES:
O=C(C1(CCCCC1)c1ccccc1)OCCN1CCOCC1.Cl
Properties
Complexity:
367  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
353.176g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
353.887g/mol
Monoisotopic Mass:
353.176g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
38.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Lack of synergistic effect of resveratrol and sigma-1 receptor agonist (PRE-084) in SOD1G⁹³A ALS mice: overlapping effects or limited therapeutic opportunity? Orphanet journal of rare diseases 20140101
Neuroprotective effects of the sigma-1 receptor ligand PRE-084 against excitotoxic perinatal brain injury in newborn mice. Experimental neurology 20121001
Sigma-1R agonist improves motor function and motoneuron survival in ALS mice. Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics 20121001
Influence of sigma-1 receptor modulators on ethanol-induced conditioned place preference in the extinction-reinstatement model. Behavioural pharmacology 20120201
Decreased brain sigma-1 receptor contributes to the relationship between heart failure and depression. Cardiovascular research 20120101
Identification of a potent and selective σ₁ receptor agonist potentiating NGF-induced neurite outgrowth in PC12 cells. Bioorganic & medicinal chemistry 20111101
Lack of cocaine-like discriminative-stimulus effects of σ-receptor agonists in rats. Behavioural pharmacology 20110901
Spinal neuronal NOS activation mediates sigma-1 receptor-induced mechanical and thermal hypersensitivity in mice: involvement of PKC-dependent GluN1 phosphorylation. British journal of pharmacology 20110801
Sigma-1 receptor ligand PRE-084 reduced infarct volume, neurological deficits, pro-inflammatory cytokines and enhanced anti-inflammatory cytokines after embolic stroke in rats. Brain research bulletin 20110530
Sigma receptor agonist 2-(4-morpholinethyl)1 phenylcyclohexanecarboxylate (Pre084) increases GDNF and BiP expression and promotes neuroprotection after root avulsion injury. Journal of neurotrauma 20110501
Sigma receptor agonists: receptor binding and effects on mesolimbic dopamine neurotransmission assessed by microdialysis. Biological psychiatry 20110201
The σ 1 receptor agonist 4-PPBP elicits ERK1/2 phosphorylation in primary neurons: a possible mechanism of neuroprotective action. Neuropharmacology 20101101
Reinforcing effects of sigma-receptor agonists in rats trained to self-administer cocaine. The Journal of pharmacology and experimental therapeutics 20100201
Selective sigma receptor agonist 2-(4-morpholinethyl)1-phenylcyclohexanecarboxylate (PRE084) promotes neuroprotection and neurite elongation through protein kinase C (PKC) signaling on motoneurons. Neuroscience 20090804
Antagonism by haloperidol and its metabolites of mechanical hypersensitivity induced by intraplantar capsaicin in mice: role of sigma-1 receptors. Psychopharmacology 20090701
Sigma-1 receptors are essential for capsaicin-induced mechanical hypersensitivity: studies with selective sigma-1 ligands and sigma-1 knockout mice. Pain 20090601
Antidepressant-like effect of PRE-084, a selective sigma1 receptor agonist, in Albino Swiss and C57BL/6J mice. Pharmacological reports : PR 20090101
Intrathecal administration of sigma-1 receptor agonists facilitates nociception: involvement of a protein kinase C-dependent pathway. Journal of neuroscience research 20081201
Activation of the spinal sigma-1 receptor enhances NMDA-induced pain via PKC- and PKA-dependent phosphorylation of the NR1 subunit in mice. British journal of pharmacology 20080701
Dimemorfan protects rats against ischemic stroke through activation of sigma-1 receptor-mediated mechanisms by decreasing glutamate accumulation. Journal of neurochemistry 20080101
Protective effects of the sigma agonist Pre-084 in the rat retina. The British journal of ophthalmology 20071001
Involvement of the sigma1 receptor in inhibiting activity of fluvoxamine on marble-burying behavior: comparison with paroxetine. European journal of pharmacology 20070601
Sigma-1 receptor activation prevents intracellular calcium dysregulation in cortical neurons during in vitro ischemia. The Journal of pharmacology and experimental therapeutics 20061201
Sigma receptor ligands protect human retinal cells against oxidative stress. Neuroreport 20060227
Neuroprotective effects of sigma-1 receptor agonists against beta-amyloid-induced toxicity. Neuroreport 20050801
Pregnenolone sulfate acts through a G-protein-coupled sigma1-like receptor to enhance short term facilitation in adult hippocampal neurons. European journal of pharmacology 20050725
Phenytoin differentially modulates the affinity of agonist and antagonist ligands for sigma 1 receptors of guinea pig brain. Synapse (New York, N.Y.) 20050301
Effects of neurosteroids on ischemia-reperfusion injury in the rat retina: role of sigma1 recognition sites. European journal of pharmacology 20040913
Cocaine modulates cytokine and enhances tumor growth through sigma receptors. Journal of neuroimmunology 20040201
Preserved sigma1 (sigma1) receptor expression and behavioral efficacy in the aged C57BL/6 mouse. Neurobiology of aging 20031001
IL-10 mediates sigma 1 receptor-dependent suppression of antitumor immunity. Journal of immunology (Baltimore, Md. : 1950) 20030401
Enhanced antidepressant effect of sigma(1) (sigma(1)) receptor agonists in beta(25-35)-amyloid peptide-treated mice. Behavioural brain research 20020821
Strain differences in sigma(1) receptor-mediated behaviours are related to neurosteroid levels. The European journal of neuroscience 20020501
Differential involvement of the sigma(1) (sigma(1)) receptor in the anti-amnesic effect of neuroactive steroids, as demonstrated using an in vivo antisense strategy in the mouse. British journal of pharmacology 20011201
Beneficial effect of the sigma(1) receptor agonist PRE-084 against the spatial learning deficits in aged rats. European journal of pharmacology 20011116
Modulation of serotonergic neurotransmission by short- and long-term treatments with sigma ligands. British journal of pharmacology 20011001
The anti-amnesic effects of sigma1 (sigma1) receptor agonists confirmed by in vivo antisense strategy in the mouse. Brain research 20010413
Sigma compounds derived from phencyclidine: identification of PRE-084, a new, selective sigma ligand. The Journal of pharmacology and experimental therapeutics 19911101
Properties