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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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About This Item

Linear Formula:
C27H26N2O3 · CH3SO3H
CAS Number:
Molecular Weight:
522.61
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

(R)-(+)-WIN 55,212-2 mesylate salt, ≥98% (HPLC)

Quality Segment

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

General description

WIN 55,212-2 is a member of the aminoalkylindole class of compounds.

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Global Trade Item Number

SKUGTIN
W102-100MG04061837488610
W102-25MG04061837488627

Questions

1–4 of 4 Questions  
  1. Once reconstituted, at what temperature should it be kept?

    1 answer
    1. 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.

      Helpful?

  2. Can WIN be dissolved in Dimethylformamide (DMF) to achieve a concentration of 10 mM?

    1 answer
    1. 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?

  3. Hello, How should this product be stored (what temperature ?). Thanks in advance.

    1 answer
    1. This product is to be stored in room temperature.

      Helpful?

  4. Is WIN dissolvable in Dimethylformamide (DMF) in a concentration of 10 mM?

    1 answer
    1. 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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