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SML0495 Sigma-Aldrich

Ro 25-6981 maleate salt

≥98% (HPLC)

Synonym: 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

  • CAS Number 1312991-76-6

  • Empirical Formula (Hill Notation) C22H29NO2 · C4H4O4

  • Molecular Weight 455.54

  •  MDL number MFCD06798375

  •  PubChem Substance ID 329825445

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Excitatory Amino Acids,
Quality Level   100
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

Description

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).

Packaging

5, 25 mg in glass bottle

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Neuroscience

The nervous system, comprised of the brain and spinal cord (central nervous system, or CNS) and network of nerves that connects the CNS to the rest of the body (peripheral nervous system, or PNS) is ...
Keywords: Bioactive small molecules, Central Nervous System, Diseases, Metabolism, Neurodegenerative Diseases, Neuroscience, Neurotransmission, Neurotransmitters

Glutamate Receptors (Ion Channel Family)

The ion channel family of glutamate receptors ("€œionotropic"€ glutamate receptors or iGluR) comprises three major subtypes based on pharmacology and protein structure.
Keywords: Alzheimer Disease, Anticonvulsants, Atomic absorption spectroscopy, Clinical, Gene expression, Ligands, Neurotransmission, Physiological Processes, Schizophrenia

Peer-Reviewed Papers
15

References

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