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
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
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.
| 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.
-WIN 55,212-3 mesylate5306.jpg "(−)-WIN 55,212-3 mesylate")
