The solution stability of this product has not been determined internally. Various sources state that solutions in DMSO or DMF may be stored at -20° for up to 3 months. The solution stability should be determined by the end-user.
W102
(R)-(+)-WIN 55,212-2 mesylate salt
≥98% (HPLC), powder, CB2 agonist
Synonym(s):
(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
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25 MG
$436.05
100 MG
$936.00
About This Item
Linear Formula:
C27H26N2O3 · CH3SO3H
CAS Number:
Molecular Weight:
522.61
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Product Name
(R)-(+)-WIN 55,212-2 mesylate salt, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
color
white to beige
solubility
0.1 M HCl: 0.25 mg/mL
DMSO: 12 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.4 mg/mL
0.1 M NaOH: insoluble
H2O: insoluble
SMILES string
CS(O)(=O)=O.Cc1c(C(=O)c2cccc3ccccc23)c4cccc5OC[C@@H](CN6CCOCC6)n1c45
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
Gene Information
human ... CNR1(1268) , CNR2(1269)
General description
WIN 55,212-2 is a member of the aminoalkylindole class of compounds.[1]
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.[2] 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.[3]
Biochem/physiol Actions
It is known to decrease the lipopolysaccharide mediated release of tumor necrosis factor- α and interleukin-1 in mice.[1]
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.
Preparation Note
The solubility of this chemical in DMF has not been determined. However, various sources state this chemical can be solubilized in about 30 mg/ml of DMF.
Legal Information
Sold with the permission of Sterling-Winthrop, Inc.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Journal of Medicinal Chemistry, 46(11), 2110-2116 (2003)
Dual Role of PPAR-c in Induction and Expression of Behavioral Sensitization to Cannabinoid Receptor Agonist WIN55,212-2
Enayatfard L, et al.
Neuromolecular Medicine, 15, 523-535 (2013)
U Herzberg et al.
Neuroscience letters, 221(2-3), 157-160 (1997-01-17)
The effects of a high affinity cannabinoid receptor agonist were evaluated in rats subjected to chronic constriction injury of the sciatic nerve (CCI) or a sham operation. Intraperitoneal (i.p.) injections of the active, but not the inactive enantiomer, alleviated the
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Synthetic cannabinoids have emerged as novel psychoactive substances with damaging consequences for public health. They exhibit high affinity at the cannabinoid type-1 (CB1 ) receptor and produce similar and often more potent effects as other CB1 receptor agonists. However, we
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Once reconstituted, at what temperature should it be kept?
1 answer-
Helpful?
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Can WIN be dissolved in Dimethylformamide (DMF) to achieve a concentration of 10 mM?
1 answer-
The solubility of this chemical in DMF has not been officially determined. Nevertheless, according to various sources, this chemical can be solubilized in approximately 30 mg/ml of DMF.
Helpful?
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Hello, How should this product be stored (what temperature ?). Thanks in advance.
1 answer-
This product is to be stored in room temperature.
Helpful?
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Is WIN dissolvable in Dimethylformamide (DMF) in a concentration of 10 mM?
1 answer-
The solubility of this chemical in DMF has not been determined. However, various sources state this chemical can be solubilized in about 30 mg/ml of DMF.
Helpful?
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