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W102

Sigma-Aldrich

(R)-(+)-WIN 55,212-2 mesylate salt

≥98% (HPLC), powder, CB2 agonist

Synonyme(s) :

WIN552122 mesylate

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About This Item

Formule linéaire :
C27H26N2O3 · CH3SO3H
Numéro CAS:
Poids moléculaire :
522.61
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

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

Niveau de qualité

Essai

≥98% (HPLC)

Forme

powder

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Couleur

white to beige

Solubilité

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

Chaîne SMILES 

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

Clé InChI

FSGCSTPOPBJYSX-VEIFNGETSA-N

Informations sur le gène

Description générale

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]

Actions biochimiques/physiologiques

It is known to decrease the lipopolysaccharide mediated release of tumor necrosis factor- α and interleukin-1 in mice.[1]

Caractéristiques et avantages

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.

Notes préparatoires

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.

Informations légales

Sold with the permission of Sterling-Winthrop, Inc.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Les clients ont également consulté

Rational design and synthesis of an orally active indolopyridone as a novel conformationally constrained cannabinoid ligand possessing antiinflammatory properties
Wrobleski ST, et al.
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
Autophagy activation by novel inducers prevents BECN2-mediated drug tolerance to cannabinoids
Kuramoto K, et al.
Autophagy, 12(9), 1460-1471 (2016)
X Pan et al.
Molecular pharmacology, 49(4), 707-714 (1996-04-01)
Modulation of neuronal ion channels by the cloned rat brain CB1 cannabinoid receptor was investigated with the use of a heterologous neuronal expression system. Transient expression of the rat brain CB1 cannabinoid receptor was accomplished through microinjection of in vitro

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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