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Merck
CN

SML0495

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:
1312991-76-6
Molecular Weight:
455.54
NACRES:
NA.77
PubChem Substance ID:
329825445
UNSPSC Code:
12352200
MDL number:
MFCD06798375

Key Documents

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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

SMILES string

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

InChI key

FYJZEHCQSUBZDY-SEELMCCHSA-N

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

Quality Level

100

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.
Ro 25-6981 maleate salt is a potent and selective antagonist of NMDA glutamate receptors containing the NR2B subunit.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000230090
0000090896
0000090896
0000230090
0000090895

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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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