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Merck
CN

PZ0255

CP-101606 mesylate

≥98% (HPLC)

Synonym(s):

(1S,2S)-1-(4-Hydroxy-phenyl)-2-(4-hydroxy-4-phenylpiperidino)-1-propanol mesylate, (1S,2S)-1-(4-Hydroxyphenyl)-2-(4-hydroxy-4-phenylpiperidin-1-yl)-1-propanol mesylate, CP-101,60 mesylate, CP-101606-27, Traxoprodil mesylate

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About This Item

Empirical Formula (Hill Notation):
C20H25NO3 · CH4O3S
CAS Number:
188591-67-5
Molecular Weight:
423.52
NACRES:
NA.77
PubChem Substance ID:
329823794
UNSPSC Code:
51111800
MDL number:
MFCD12546332

Key Documents

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InChI

1S/C20H25NO3.CH4O3S/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)/t15-,19+;/m0./s1

SMILES string

OC1=CC=C([C@H](O)[C@H](C)N2CCC(O)(C3=CC=CC=C3)CC2)C=C1.CS(=O)(O)=O

InChI key

OZBWUANKVIMZIA-WRRDZZDISA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

Quality Level

100

Biochem/physiol Actions

CP-101,606 is an NR2B (N-methyl D-aspartate receptor subtype 2B) subunit antagonist, that can increase dyskinesia. It reduces Ca2+/calmodulin-dependent protein kinase II level, at threonine-286 hyperphosphorylation (pCaMKII-Thr286). It has no effect on the α1-adrenergic receptors. CP-101,606 has the ability to inhibits the habits, stimulated by cocaine. It also possesses hallucinogenic properties.
CP-101606 mesylate (Traxoprodil mesylate) is a potent noncompetitive antagonist of N-methyl-D-aspartate (NMDA) receptors, selective for the NR2B subunit. CP-101606 mesylate has been shown to be neuroprotective in animal models of brain injury and stroke.

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000476643
0000476642
0000476642
0000476643
0000389791

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Induction and blockade of adolescent cocaine-induced habits
DePoy, et al.
Biological Psychiatry, 81(7), 595-605 (2017)
NR2B antagonist CP-101,606 inhibits NR2B phosphorylation at tyrosine-1472 and its interactions with Fyn in levodopa-induced dyskinesia rat model
Kong, et al.
Behavioural Brain Research, 282, 46-53 (2015)
Influence of the selective antagonist of the NR2B subunit of the NMDA receptor, traxoprodil, on the antidepressant-like activity of desipramine, paroxetine, milnacipran, and bupropion in mice
Stasiuk, et al.
Journal of neural transmission (Vienna, Austria : 1996), 124(3), 387-396 (2017)

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