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WIN 55,212-3 mesylate

Catalog #: 2327
2 Citations Datasheet / COA / SDS

Discontinued Product

2327 has been discontinued.
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WIN 55,212-3 mesylate | CAS No. 131543-25-4 | Non-selective Cannabinoid Receptor Antagonists
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Description: CB2 antagonist/CB1 partial inverse agonist; enantiomer of WIN 55,212-2 (Cat. No. 1038)
Alternative Names: (S)-(-)-WIN 55,212

Chemical Name: [(3S)-2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenyl-methanone monomethanesulfonate

Purity: ≥98%

Product Details
Citations (2)
Reviews
Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

Novel, low potency CB2 receptor silent antagonist and CB1 receptor partial inverse agonist. Competitively antagonizes effects of CP 55,940 (pA2 = 6.1) and SR 144528 (pEC50 = 5.3) at CB2 receptors and acts as a partial inverse agonist at CB1 receptors (pIC50 = 5.5). Displays modest activity at human melatonin MT1 and muscarinic M4 receptors, but is selective over several other GPCRs.

R-enantiomer also available.

Technical Data

M.Wt:
522.61
Formula:
C27H26N2O3.CH3SO3H
Solubility:
Soluble to 100 mM in DMSO with gentle warming
Purity:
≥98%
Storage:
Store at +4°C
CAS No:
131543-25-4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Additional Information

Other Product-Specific Information:

Background References

  1. Identification of WIN55212-3 as a competitive neutral antagonist of the human cannabinoid CB2 receptor.
    Savinainen et al.
    Br.J.Pharmacol., 2005;145:636

Product Datasheets

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Citations for WIN 55,212-3 mesylate

The citations listed below are publications that use Tocris products. Selected citations for WIN 55,212-3 mesylate include:

2 Citations: Showing 1 - 2

  1. Regulation of hippocampal cannabinoid CB1 receptor actions by adenosine A1 receptors and chronic caffeine administration: implications for the effects of δ9-tetrahydrocannabinol on spatial memory.
    Authors: Sousa Et al.
    Neuropsychopharmacology  2011;36:472
  2. Prenatal exposure to a cannabinoid agonist produces memory deficits linked to dysfunction in hippocampal long-term potentiation and glutamate release.
    Authors: Mereu Et al.
    Proc Natl Acad Sci U S A  2003;100:4915

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