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SML0495

Sigma-Aldrich

Ro 25-6981 maleate salt

≥98% (HPLC)

Synonym(s):

1-Piperidinepropanol, α-(4-hydroxyphenyl)-β-methyl-4-(phenylmethyl)-, ( αR,βS)-, (2Z)-2-butenedioate (1:1), [R-(R*,S*)]-α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidinepropanol maleate salt

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About This Item

Empirical Formula (Hill Notation):
C22H29NO2 · C4H4O4
CAS Number:
Molecular Weight:
455.54
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +15 to +22°, c = 1 in methanol

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL (clear solution, warmed)

storage temp.

2-8°C

SMILES string

OC(=O)\C=C/C(O)=O.C[C@@H](CN1CCC(CC1)Cc2ccccc2)[C@@H](O)c3ccc(O)cc3

InChI

1S/C22H29NO2.C4H4O4/c1-17(22(25)20-7-9-21(24)10-8-20)16-23-13-11-19(12-14-23)15-18-5-3-2-4-6-18;5-3(6)1-2-4(7)8/h2-10,17,19,22,24-25H,11-16H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t17-,22+;/m0./s1

InChI key

FYJZEHCQSUBZDY-SEELMCCHSA-N

Application

Ro 25-6981 maleate salt has been used as a selective N-methyl D-aspartate receptor subtype 2B (NR2B) blocker to study its effects on patch-clamp recordings of N-methyl D-aspartate receptor subtype 2A (NR2A)-containing N-methyl D-aspartate receptor (NMDAR) excitatory postsynaptic currents (EPSCs).

Biochem/physiol Actions

Ro 25-6981 maleate salt is a potent and selective antagonist of NMDA glutamate receptors containing the NR2B subunit with IC50 values of .009 μM for NR2B vs. 52 μM for NR2A subunits. Ro 25-6981 has been shown to have neuroprotectant effects and to reduce inflammatory and neuropathic pain in rodent models.

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Hydroxysafflor yellow A protects neurons from excitotoxic death through inhibition of NMDARs
Wang X, et al.
ASN Neuro, 8(2), 1759091416642345-1759091416642345 (2016)

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