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189894-57-3

189894-57-3 | 1-Piperidineethanol, 4-hydroxy-α-(4-hydroxyphenyl)-β-methyl-4-phenyl-, (αS,βS)-, methanesulfonate, hydrate (1:1:3)

CAS No: 189894-57-3 Catalog No: AG002E3O MDL No:MFCD22377951

Product Description

Catalog Number:
AG002E3O
Chemical Name:
1-Piperidineethanol, 4-hydroxy-α-(4-hydroxyphenyl)-β-methyl-4-phenyl-, (αS,βS)-, methanesulfonate, hydrate (1:1:3)
CAS Number:
189894-57-3
Molecular Formula:
C21H35NO9S
Molecular Weight:
477.5689
MDL Number:
MFCD22377951
IUPAC Name:
1-[(1S,2S)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]-4-phenylpiperidin-4-ol;methanesulfonic acid;trihydrate
InChI:
InChI=1S/C20H25NO3.CH4O3S.3H2O/c1-15(19(23)16-7-9-18(22)10-8-16)21-13-11-20(24,12-14-21)17-5-3-2-4-6-17;1-5(2,3)4;;;/h2-10,15,19,22-24H,11-14H2,1H3;1H3,(H,2,3,4);3*1H2/t15-,19+;;;;/m0..../s1
InChI Key:
LUILKELNVBKKTG-ZOZJKLBQSA-N
SMILES:
CS(=O)(=O)O.Oc1ccc(cc1)[C@@H]([C@@H](N1CCC(CC1)(O)c1ccccc1)C)O.O.O.O
UNII:
BD2A56I30W

Properties

Complexity:
473  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
5  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
477.203g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
7  
Isotope Atom Count:
0
Molecular Weight:
477.569g/mol
Monoisotopic Mass:
477.203g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
130A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
Traxoprodil decreases pentylenetetrazol-induced seizures. Epilepsy research 20120601
Behavioral deficits and cellular damage following developmental ethanol exposure in rats are attenuated by CP-101,606, an NMDAR antagonist with unique NR2B specificity. Pharmacology, biochemistry, and behavior 20120101
Nonselective and NR2B-selective N-methyl-D-aspartic acid receptor antagonists produce antinociception and long-term relief of allodynia in acute and neuropathic pain. Anesthesiology 20110701
Triheteromeric NR1/NR2A/NR2B receptors constitute the major N-methyl-D-aspartate receptor population in adult hippocampal synapses. The Journal of biological chemistry 20110304
Lack of efficacy of NMDA receptor-NR2B selective antagonists in the R6/2 model of Huntington disease. Experimental neurology 20101001
Forelimb dyskinesia mediated by high-frequency stimulation of the subthalamic nucleus is linked to rapid activation of the NR2B subunit of N-methyl-D-aspartate receptors. The European journal of neuroscience 20100801
Comments on 'An innovative design to establish proof of concept of the antidepressant effects of the NR2B subunit selective N-methyl-D-aspartate antagonist, CP-101,606 in patients with treatment-refractory major depressive disorder'. Journal of clinical psychopharmacology 20090801
An innovative design to establish proof of concept of the antidepressant effects of the NR2B subunit selective N-methyl-D-aspartate antagonist, CP-101,606, in patients with treatment-refractory major depressive disorder. Journal of clinical psychopharmacology 20081201
Effects of a NR2B selective NMDA glutamate antagonist, CP-101,606, on dyskinesia and Parkinsonism. Movement disorders : official journal of the Movement Disorder Society 20081015
Amygdala infusions of an NR2B-selective or an NR2A-preferring NMDA receptor antagonist differentially influence fear conditioning and expression in the fear-potentiated startle test. Learning & memory (Cold Spring Harbor, N.Y.) 20080201
The phencyclidine-like discriminative stimulus effects and reinforcing properties of the NR2B-selective N-methyl-D-aspartate antagonist CP-101 606 in rats and rhesus monkeys. Behavioural pharmacology 20071201
Metabolism, distribution and excretion of a selective N-methyl-D-aspartate receptor antagonist, traxoprodil, in rats and dogs. Drug metabolism and disposition: the biological fate of chemicals 20070801
Nitric oxide (NO) serves as a retrograde messenger to activate neuronal NO synthase in the spinal cord via NMDA receptors. Nitric oxide : biology and chemistry 20070801
Effects of pan- and subtype-selective N-methyl-D-aspartate receptor antagonists on cortical spreading depression in the rat: therapeutic potential for migraine. The Journal of pharmacology and experimental therapeutics 20070501
NR2B subunit exerts a critical role in postischemic synaptic plasticity. Stroke 20060701
Glutamate-based therapeutic approaches: NR2B receptor antagonists. Current opinion in pharmacology 20060201
Absolute oral bioavailability of traxoprodil in cytochrome P450 2D6 extensive and poor metabolisers. Clinical pharmacokinetics 20060101
The effect of the selective NMDA receptor antagonist traxoprodil in the treatment of traumatic brain injury. Journal of neurotrauma 20051201
Fyn kinase-mediated phosphorylation of NMDA receptor NR2B subunit at Tyr1472 is essential for maintenance of neuropathic pain. The European journal of neuroscience 20050901
Lack of NMDA receptor subtype selectivity for hippocampal long-term potentiation. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050720
Evidence for improved performance in cognitive tasks following selective NR2B NMDA receptor antagonist pre-treatment in the rat. Psychopharmacology 20050401
NMDA/NR2B selective antagonists in the treatment of ischemic brain injury. Current drug targets. CNS and neurological disorders 20050401
Brain but not spinal NR2B receptor is responsible for the anti-allodynic effect of an NR2B subunit-selective antagonist CP-101,606 in a rat chronic constriction injury model. Pharmacology 20050101
Characterization of N-methyl-D-aspartate receptor subunits responsible for postoperative pain. European journal of pharmacology 20041025
NR2B selective NMDA receptor antagonist CP-101,606 prevents levodopa-induced motor response alterations in hemi-parkinsonian rats. Neuropharmacology 20040801
The NR2B-selective NMDA receptor antagonist CP-101,606 exacerbates L-DOPA-induced dyskinesia and provides mild potentiation of anti-parkinsonian effects of L-DOPA in the MPTP-lesioned marmoset model of Parkinson's disease. Experimental neurology 20040801
Role of NMDA receptor subtypes in the induction of catalepsy and increase in Fos protein expression after administration of haloperidol. Brain research 20040611
Synthesis of 11C-labelled bis(phenylalkyl)amines and their in vitro and in vivo binding properties in rodent and monkey brains. Biological & pharmaceutical bulletin 20040401
The NMDA receptor NR2B subunit: a valid therapeutic target for multiple CNS pathologies. Current medicinal chemistry 20040201
Characterization of N-methyl-D-aspartate receptor subunits involved in acute ammonia toxicity. Neurochemistry international 20040101
The NMDA NR2B subunit-selective receptor antagonist, CP-101,606, enhances the functional recovery the NMDA NR2B subunit-selective receptor and reduces brain damage after cortical compression-induced brain ischemia. Journal of neurotrauma 20040101
Antioxidant-accelerated oxidative degradation: a case study of transition metal ion catalyzed oxidation in formulation. Pharmaceutical development and technology 20040101
The effect of (+/-)-CP-101,606, an NMDA receptor NR2B subunit selective antagonist, in the Morris watermaze. European journal of pharmacology 20030829
Reduced brain infarct volume and improved neurological outcome by inhibition of the NR2B subunit of NMDA receptors by using CP101,606-27 alone and in combination with rt-PA in a thromboembolic stroke model in rats. Journal of neurosurgery 20030201
Differential alterations in the expression of NMDA receptor subunits following chronic ethanol treatment in primary cultures of rat cortical and hippocampal neurones. Neurochemistry international 20030101
Synthesis, in vitro and in vivo pharmacology of a C-11 labeled analog of CP-101,606, (+/-)threo-1-(4-hydroxyphenyl)-2-[4-hydroxy-4-(p-[11C]methoxyphenyl)piperidino]-1-propanol, as a PET tracer for NR2B subunit-containing NMDA receptors. Nuclear medicine and biology 20020701
Studies on the subtype selectivity of CP-101,606: evidence for two classes of NR2B-selective NMDA receptor antagonists. Neuropharmacology 20020301

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