Synonym: (R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt; WIN 55212-2 methanesulfonate; WIN 552122 mesylate
CAS Number: 131543-23-2
Empirical Formula (Hill Notation): C27H26N2O3 · CH4O3S
Molecular Weight: 522.61
MDL Number: MFCD00153882
Linear Formula: C27H26N2O3 · CH3SO3H
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: W102-100MG
assay |
≥98% (HPLC) |
color |
white to beige |
drug control |
regulated under CDSA - not available from Sigma-Aldrich Canada |
form |
powder |
InChI |
1S/C27H26N2O3.CH4O3S/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28;1-5(2,3)4/h2-11,20H,12-17H2,1H3;1H3,(H,2,3,4)/t20-;/m1./s1 |
InChI key |
FSGCSTPOPBJYSX-VEIFNGETSA-N |
Quality Level |
100 |
SMILES string |
CS(O)(=O)=O.Cc1c(C(=O)c2cccc3ccccc23)c4cccc5OC[C@@H](CN6CCOCC6)n1c45 |
solubility |
0.1 M HCl: 0.25 mg/mL |
|
0.1 M NaOH: insoluble |
|
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.4 mg/mL |
|
DMSO: 12 mg/mL |
|
H2O: insoluble |
Application: |
(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. |
Biochem/physiol Actions: |
It is known to decrease the lipopolysaccharide mediated release of tumor necrosis factor- α and interleukin-1 in mice. |
Features and Benefits: |
This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here . |
General description: |
WIN 55,212-2 is a member of the aminoalkylindole class of compounds. |
Legal Information: |
Sold with the permission of Sterling-Winthrop, Inc. |
Packaging: |
100 mg in glass bottle |
Packaging: |
25 mg in poly bottle |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥98% (HPLC) |
UNSPSC |
12352200 |