MedKoo Cat#: 574441 | Name: (−)-WIN 55,212-3 mesylate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

(−)-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.

Chemical Structure

(−)-WIN 55,212-3 mesylate
(−)-WIN 55,212-3 mesylate
CAS#131543-25-4

Theoretical Analysis

MedKoo Cat#: 574441

Name: (−)-WIN 55,212-3 mesylate

CAS#: 131543-25-4

Chemical Formula: C28H30N2O6S

Exact Mass: 522.1825

Molecular Weight: 522.62

Elemental Analysis: C, 64.35; H, 5.79; N, 5.36; O, 18.37; S, 6.13

Price and Availability

Size Price Availability Quantity
5mg USD 210.00 2 Weeks
10mg USD 345.00 2 Weeks
25mg USD 560.00 2 Weeks
50mg USD 785.00 2 Weeks
100mg USD 1,115.00 2 Weeks
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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

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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
1: Song T, Ma X, Ma P, Gu K, Zhao J, Yang Y, Jiang B, Li Y, Wang C. Administrations of thalidomide into the rostral ventromedial medulla produce antinociceptive effects in a rat model of postoperative pain. J Neurosci Res. 2018 Feb;96(2):273-283. doi: 10.1002/jnr.24124. Epub 2017 Jul 31. PMID: 28758232. 2: Makwana R, Molleman A, Parsons ME. Pharmacological characterization of cannabinoid receptor activity in the rat-isolated ileum myenteric plexus- longitudinal muscle preparation. Br J Pharmacol. 2010 Apr;159(8):1608-22. doi: 10.1111/j.1476-5381.2009.00592.x. Epub 2010 Mar 5. PMID: 20233228; PMCID: PMC2925485. 3: Benamar K, Yondorf M, Meissler JJ, Geller EB, Tallarida RJ, Eisenstein TK, Adler MW. A novel role of cannabinoids: implication in the fever induced by bacterial lipopolysaccharide. J Pharmacol Exp Ther. 2007 Mar;320(3):1127-33. doi: 10.1124/jpet.106.113159. Epub 2006 Dec 28. PMID: 17194800. 4: Li J, Daughters RS, Bullis C, Bengiamin R, Stucky MW, Brennan J, Simone DA. The cannabinoid receptor agonist WIN 55,212-2 mesylate blocks the development of hyperalgesia produced by capsaicin in rats. Pain. 1999 May;81(1-2):25-33. doi: 10.1016/s0304-3959(98)00263-2. PMID: 10353490.