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138847-85-5 | Cyclohexanecarboxylic acid, 1-phenyl-, 2-(4-morpholinyl)ethyl ester
CAS No: 138847-85-5 Catalog No: AG0019P9 MDL No:
Product Description
Catalog Number:
AG0019P9
Chemical Name:
Cyclohexanecarboxylic acid, 1-phenyl-, 2-(4-morpholinyl)ethyl ester
CAS Number:
138847-85-5
Molecular Formula:
C19H27NO3
Molecular Weight:
317.4226
IUPAC Name:
2-morpholin-4-ylethyl 1-phenylcyclohexane-1-carboxylate
InChI:
InChI=1S/C19H27NO3/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
InChI Key:
RQHKZUBCUZVZEF-UHFFFAOYSA-N
SMILES:
O=C(C1(CCCCC1)c1ccccc1)OCCN1CCOCC1
Properties
Complexity:
367
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
317.199g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
317.429g/mol
Monoisotopic Mass:
317.199g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
38.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3
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 |
| 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 |
| Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. | Nature chemical biology 20091001 |
| 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 |
| Dual probes for the dopamine transporter and sigma1 receptors: novel piperazinyl alkyl-bis(4'-fluorophenyl)amine analogues as potential cocaine-abuse therapeutic agents. | Journal of medicinal chemistry 20030619 |
| IL-10 mediates sigma 1 receptor-dependent suppression of antitumor immunity. | Journal of immunology (Baltimore, Md. : 1950) 20030401 |
| Involvement of the sigma 1 receptor in the motivational effects of ethanol in mice. | Pharmacology, biochemistry, and behavior 20030301 |
| 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 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
| 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 |
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