WIN 55,212-3 mesylate

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Cat.No. 2327 - WIN 552,12-3 mesylate | C27H26N2O3.CH3SO3H | CAS No. 131543-25-4
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% (HPLC)
Datasheet
Citations (1)
Literature

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.

Technical Data

M. Wt 522.61
Formula C27H26N2O3.CH3SO3H
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 131543-25-4
PubChem ID 11613341
InChI Key FSGCSTPOPBJYSX-BDQAORGHSA-N
Smiles CS(O)(=O)=O.CC1=C(C(=O)C2=CC=CC3=C2C=CC=C3)C2=CC=CC3=C2N1[C@@H](CN1CCOCC1)CO3

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

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 52.26 100mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 522.61. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.91 mL 9.57 mL 19.13 mL
5 mM 0.38 mL 1.91 mL 3.83 mL
10 mM 0.19 mL 0.96 mL 1.91 mL
50 mM 0.04 mL 0.19 mL 0.38 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Savinainen et al (2005) Identification of WIN55212-3 as a competitive neutral antagonist of the human cannabinoid CB2 receptor. Br.J.Pharmacol. 145 636 PMID: 15852035


If you know of a relevant reference for WIN 55,212-3 mesylate, please let us know.

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1 Citation for WIN 55,212-3 mesylate

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

Mereu et al (2003) Prenatal exposure to a cannabinoid agonist produces memory deficits linked to dysfunction in hippocampal long-term potentiation and glutamate release. Proc Natl Acad Sci U S A 100 4915 PMID: 12679519


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