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PZ0255

Sigma-Aldrich

CP-101606 mesylate

≥98% (HPLC)

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

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

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

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

InChI key

OZBWUANKVIMZIA-WRRDZZDISA-N

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

Signal Word

Danger

Hazard Statements

H301,H319,H400

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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)
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)
Induction and blockade of adolescent cocaine-induced habits
DePoy, et al.
Biological Psychiatry, 81(7), 595-605 (2017)

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