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R7150

Sigma-Aldrich

Ro 25-6981 hydrochloride hydrate

≥98% (HPLC), powder

Synonym(s):

(αR)-(4-Hydroxyphenyl)-(βS)-methyl-4-(phenylmethyl)-1-piperidinepropanol hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C22H29NO2 · HCl · xH2O
CAS Number:
919289-58-0
Molecular Weight:
375.93 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278680
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

DMSO: >20 mg/mL

originator

Roche

SMILES string

O.Cl.C[C@@H](CN1CCC(CC1)Cc2ccccc2)[C@@H](O)c3ccc(O)cc3

InChI

1S/C22H29NO2.ClH.H2O/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;;/h2-10,17,19,22,24-25H,11-16H2,1H3;1H;1H2/t17-,22+;;/m0../s1

InChI key

FEINQVNMUYISNW-HVDCVHHPSA-N

Gene Information

human ... GRIN2B(2904)

Application

Ro 25-6981 hydrochloride hydrate has been used:
  • as NR2B antagonist for microinjecting rats to study the contribution of NR2B- and NR2A-containing N-methyl-D-aspartate receptors (NMDARs) to the formation of trace and contextual memory in prefrontal cortex (PL)
  • as NR2B antagonist to study the effect of the protein expression of hypoxic-ischemic injury NMDAR subunits 2A and 2B in the SVZ of neonatal rats
  • to induce deleterious effects upon memory consolidation and long-term potentiation (LTP) generation in the hippocampus

Biochem/physiol Actions

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.
This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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G Fischer et al.
The Journal of pharmacology and experimental therapeutics, 283(3), 1285-1292 (1998-02-12)
The interaction of Ro 25-6981 with N-methyl-D-aspartate (NMDA) receptors was characterized by a variety of different tests in vitro. Ro 25-6981 inhibited 3H-MK-801 binding to rat forebrain membranes in a biphasic manner with IC50 values of 0.003 microM and 149
NMDA receptors promote neurogenesis in the neonatal rat subventricular zone following hypoxic-ischemic injury
Lai Q, et al.
Molecular Medicine Reports, 13(1), 206-212 (2016)
Ya-Bing Zhu et al.
Journal of neuropathology and experimental neurology, 79(7), 800-808 (2020-05-10)
The mechanisms underlying type-2 diabetic neuropathic pain (DNP) are unclear. This study investigates the coupling of postsynaptic density-95 (PSD-95) to N-methyl-D-aspartate receptor subunit 2B (GluN2B), and the subsequent phosphorylation of GluN2B (Tyr1472-GluN2B) in the spinal cord in a rat model
NR2A-and NR2B-containing NMDA receptors in the prelimbic medial prefrontal cortex differentially mediate trace, delay, and contextual fear conditioning
Gilmartin MR, et al.
Learning & Memory, 20(6), 290-294 (2013)
Ghrelin increases memory consolidation through hippocampal mechanisms dependent on glutamate release and NR2B-subunits of the NMDA receptor
Ghersi MS, et al.
Psychopharmacology, 232(10), 1843-1857 (2015)
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