threo Ifenprodil hemitartrate

Tocris Bioscience | Catalog # 2892

GluN2B-selective NMDA antagonist; also σ agonist
Tocris Bioscience
Discontinued Product
2892 has been discontinued. View all NMDA Receptor Antagonists products.

Key Product Details

Description

GluN2B-selective NMDA antagonist; also σ agonist

Product Description

threo Ifenprodil hemitartrate is a potent σ receptor agonist (Ki values are 59.1 and 2 nM for σ1 and σ2 receptors respectively) and GluN2B (formally NR2B) subunit-selective NMDA receptor antagonist (IC50 values are 0.22 and 324.8 μM at GluN2B and GluN2A respectively). Displays ~8-fold reduced affinity at α-adrenoceptors compared to Ifenprodil (Cat.No. 0545). Inhibits the hERG potassium channel (IC50 = 88 nM) and exhibits antiarrhythmic activity in vivo.

Please refer to IUPHAR Guide to Pharmacology for the most recent naming conventions.

Product Specifications for threo Ifenprodil hemitartrate

Molecular Weight

400.49

Formula

C21H27NO2.½C4H6O6

Storage

Store at RT

Purity

≥98% (HPLC)

Chemical Name

(1S*,2S*)-threo-2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol hemitartrate

PubChem ID

11957579

InChI Key

DMPRDSPPYMZQBT-UHFFFAOYSA-N

SMILES

OC(C=C3)=CC=C3[C@H](O)[C@H](C)N2CCC(CC2)CC1=CC=CC=C1.OC(C=C6)=CC=C6[C@H](O)[C@H](C)N5CCC(CC5)CC4=CC=CC=C4.OC(C=C9)=CC=C9[C@@H](O)[C@@H](C)N8CCC(CC8)CC7=CC=CC=C7.OC(C=C%12)=CC=C%12[C@@H](O)[C@@H](C)N%11CCC(CC%11)CC%10=CC=CC=C%10.O=C(O)C(O)C(O)C(O)=O.O=C(O)C(O)C(O)C(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

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Solubility

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 10.01 25
DMSO 40.05 100

Preparing Stock Solutions for threo Ifenprodil hemitartrate

The following data is based on the product molecular weight 400.49.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.50 mL 12.48 mL 24.97 mL
5 mM 0.50 mL 2.50 mL 4.99 mL
10 mM 0.25 mL 1.25 mL 2.50 mL
50 mM 0.05 mL 0.25 mL 0.50 mL

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Background References

References are publications that support the biological activity of the product. See our Citations tab to view 11 publications citing the usage of this product.

Product Documents for threo Ifenprodil hemitartrate

Certificate of Analysis

To download a Certificate of Analysis, please enter a lot or batch number in the search box below.

Product Specific Notices for threo Ifenprodil hemitartrate

For research use only

Citations for threo Ifenprodil hemitartrate

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