WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H574441
CAS#: 131543-25-4
Description: (−)-WIN 55,212-3 mesylate is an aminoalkylindole derivative which acts as a competitive neutral antagonist of the human cannabinoid CB2 receptor, blocking both the stimulating action of CP 55,940 and the inverse agonism of SR 144528. (−)-WIN 55,212-3 neither antagonizes nor mimics the effects of Δ9-THC on rat cerebellar membranes, which presumably express the CB1 receptor. (−)-WIN 55,212-3 also weakly antagonizes the melatonin MT1 and muscarinic M4 receptors but has no effect on several other G protein-coupled receptors.
Hodoodo Cat#: H574441
Name: (−)-WIN 55,212-3 mesylate
CAS#: 131543-25-4
Chemical Formula: C28H30N2O6S
Exact Mass: 522.18
Molecular Weight: 522.620
Elemental Analysis: C, 64.35; H, 5.79; N, 5.36; O, 18.37; S, 6.13
Synonym: (−)-WIN 55,212-3 mesylate
IUPAC/Chemical Name: [(3S)-2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenyl-methanone, methanesulfonate
InChi Key: FSGCSTPOPBJYSX-BDQAORGHSA-N
InChi Code: 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-;/m0./s1
SMILES Code: O=C(C1=C(C)N2[C@@H](CN3CCOCC3)COC4=CC=CC1=C24)C5=C6C=CC=CC6=CC=C5.CS(=O)(O)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
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The following data is based on the product molecular weight 522.62 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1. Savinainen, J.R., Kokkola, T., Salo, O.M.H., et al. Identification of WIN55212-3 as a competitive neutral antagonist of the human cannabinoid CB2 receptor. British Journal of Pharmacology 145, 636-645 (2005).
2. Pacheco, M., Childers, S.R., Arnold, R., et al. Aminoalkylindoles: Actions on specific G-protein-linked receptors. Journal of Pharmacology and Experimental Therapeutics 257(1), 170-183 (1991).
3. Compton, D.R., Gold, L.H., Ward, S.J., et al. Aminoalkylindole analogs: Cannabimimetic activity of a class of compounds structurally distinct from D 9-tetrahydrocannabinol. Journal of Pharmacology and Experimental Therapeutics 263(3), 1118-1126 (1992).
