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SML0053

Sigma-Aldrich

CP-101,606

≥98% (HPLC)

Sinónimos:

Traxoprodil; (1S,2S)-1-(4-hydroxy-phenyl)-2-(4-hydroxy-4-phenylpiperidino)-1-propanol; CP-101606

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5 MG
$116.10
25 MG
$486.90

$116.10

Precio de catálogo$129.00Ahorre 10 %

Fecha estimada de envío17 de abril de 2025

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5 MG
$116.10
25 MG
$486.90

About This Item

Fórmula empírica (notación de Hill):
C20H25NO3
Número de CAS:
134234-12-1
Peso molecular:
327.42
MDL number:
MFCD00926469
UNSPSC Code:
12352200
PubChem Substance ID:
329825120
NACRES:
NA.77

$116.10

Precio de catálogo$129.00Ahorre 10 %

Fecha estimada de envío17 de abril de 2025

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Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +50 to +60° (c=1, MeOH)

color

white to tan

solubility

DMSO: ≥35 mg/mL

storage temp.

2-8°C

SMILES string

C[C@@H]([C@@H](O)c1ccc(O)cc1)N2CCC(O)(CC2)c3ccccc3

InChI

1S/C20H25NO3/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/h2-10,15,19,22-24H,11-14H2,1H3/t15-,19+/m0/s1

InChI key

QEMSVZNTSXPFJA-HNAYVOBHSA-N

Gene Information

human ... GRIN1(2902) , GRIN2B(2904)

General description

CP-101,606 (Traxoprodil) is a substituted 4-phenylpiperidine and is localized in the fore brain neurons.[1][2]

Application

CP-101,606 has been used as a N-methyl-D-aspartate (NMDA) receptor antagonist to study its role in recovery of spinal cord injuries.[3]

Biochem/physiol Actions

CP-101,606 (Traxoprodil) plays a role in inhibiting glutamate-induced death in rats. It may exhibit therapeutic effects against human ischemia and neurodegenerative disorders.[1] Traxoprodil is metabolized by cytochrome P450 (CYP) 2D6.[2]
Traxoprodil (CP-101,606) is a potent noncompetitive antagonist of N-methyl-D-aspartate (NMDA) receptors, selective for the NR2B subunit. It has been shown to be neuroprotective in animal models of brain injury and stroke.
Traxoprodil (CP-101,606) is an NR2B selective NMDA antagonist

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000053629
0000053630
124M4717V
114M4716V
114M4725V

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Timothy J Taylor et al.
Clinical pharmacokinetics, 45(10), 989-1001 (2006-09-21)
Traxoprodil, a substituted 4-phenylpiperidine, is an N-methyl-D-aspartate (NMDA) receptor antagonist that is selective for receptors containing the NR2B subunit. In vivo and in vitro studies examining the disposition of traxoprodil have demonstrated that it is mainly metabolised by cytochrome P450
Robert Becker et al.
Psychopharmacology, 236(12), 3451-3463 (2019-07-04)
The N-methyl-D-aspartate receptor (NMDAR) antagonist ketamine is known to have not only a rapid antidepressant effect but also dissociative side effects. Traxoprodil and lanicemine, also NMDA antagonists, are candidate antidepressant drugs with fewer side effects. In order to understand their
Chandra Prakash et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(8), 1350-1364 (2007-05-15)
Disposition of traxoprodil ({1-[2-hydroxy-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-4-phenyl-piperidin-4-ol}mesylate; TRX), a selective antagonist of the N-methyl-d-aspartate class of glutamate receptors, was investigated in rats and dogs after administration of a single i.v. bolus dose of [(14)C]TRX. Total mean recoveries of the radiocarbon were 92.5 and
Weronika Stasiuk et al.
Journal of neural transmission (Vienna, Austria : 1996), 124(3), 387-396 (2016-12-03)
Pre-clinical and clinical studies indicated that a blockade of the NMDA receptor complex creates new opportunities for the treatment of affective disorders, including depression. The aim of the present study was to assess the influence of traxoprodil (10 mg/kg) on the
Bo Chen et al.
Cell, 174(3), 521-535 (2018-07-24)
Many human spinal cord injuries are anatomically incomplete but exhibit complete paralysis. It is unknown why spared axons fail to mediate functional recovery in these cases. To investigate this, we undertook a small-molecule screen in mice with staggered bilateral hemisections

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