≥98%(HPLC) , 131543-23-2

Synonym(s):
(+)-WIN 55,212-2 mesylate - CAS 131543-23-2 - Calbiochem;(R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt;WIN 552122 mesylate;WIN 55212-2 methanesulfonate

CAS NO.：131543-23-2

Empirical Formula: C28H30N2O6S

Molecular Weight: 522.61

MDL number: MFCD00153882

EINECS: 1592732-453-0

PRODUCT Properties

• storage temp.: Store at +4°C
• solubility: 0.1 M HCl: 0.25 mg/mL
• form: solid
• color: white to off-white
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
• InChIKey: FSGCSTPOPBJYSX-OZYVVJTJNA-N
• SMILES: S(O)(=O)(=O)C.C(N1CCOCC1)[C@@H]1COC2=CC=CC3C(C(C4=CC=CC5=CC=CC=C45)=O)=C(C)N1C=32 |&1:12,r|

Description and Uses

(+)-WIN 55,212-2 (mesylate) is a potent aminoalkylindole cannabinoid (CB) receptor agonist with K_i values of 62.3 and 3.3 nM for human recombinant CB₁ and CB₂ receptors, respectively. In primary cultures of rat cerebral cortex neurons, (+)-WIN 55,212-2 (mesylate) (0.01-100 nM) increases extracellular glutamate levels, displaying a bell-shaped concentration-response curve. This effect is fully counteracted by rimonabant at a concentration of 10 nM, by decreasing Ca²⁺ concentrations below 0.2 mM, or by the IP₃ receptor antagonist xestospongin C at a concentration of 1 μM. (+)-WIN 55,212-2 (mesylate) induces release of the proinflammatory neuropeptide CGRP from trigeminal ganglion (TG) neurons in a calcium-dependent manner with an EC₅₀ value of 26 μM.

(R)-(+)-WIN 55,212-2 mesylate salt has been used as a high affinity cannabinoid agonist for intraperitoneal injection into rats to induce behavioural sensitization. It has also been used as a synthetic cannabinoid drug and cannabinoid receptor 1 (CNR1) agonist to treat Becn2+/? mice and wild-type (WT) littermate to analyze the levels of CNR1 in the brain.

Safety

• WGK Germany: 3