WIN 55212-2 mesylate

Base Information

• Chemical Name: WIN 55212-2 mesylate
• CAS No.: 131543-23-2
• Molecular Formula: C28H30N2O6S
• Molecular Weight: 522.61
• UNII: 2J851TP7VJ
• DSSTox Substance ID: DTXSID50424974
• Pharos Ligand ID: 44ZCF4ZH3CKA
• ChEMBL ID: CHEMBL1222317
• Mol file: 131543-23-2.mol

Synonyms:((3R)-2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo(1,2,3-de)-1,4-benzoxazin-6-yl)-1-naphthalenyl-methanone, methanesulfonate (1:1);(+)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone monomethanesulfonate;(2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone monomethanesulfonate;(3R)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone;(3R)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone monomethanesulfonate;(3S)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone;(R)-(+)-WIN 55212-2 mesylate;(R)-(+)-WIN-55212-2;(R)-WIN-55212;2,3-dihydro-5-methyl-3((4-morpholinyl)methyl) pyrrolo(1,2,3,-de)-1,4-benzoxazin-6-yl)-1-naphthalenyl methanone;WIN 55,212;WIN 55.212-2;WIN 55212;Win 55212-2;WIN 55212-2 mesylate;WIN 55212-3;WIN-55212;Win-55212-2;WIN55212-2

Chemical Property of WIN 55212-2 mesylate

Chemical Property:

• Appearance/Colour: white to off-white solid
• Vapor Pressure: 1.14E-15mmHg at 25°C
• Refractive Index: ">
• Boiling Point: 627.7 °C at 760 mmHg
• Flash Point: 333.4 °C
• PSA: 106.45000
• LogP: 5.12230
• Storage Temp.: Store at +4°C
• Solubility.: 0.1 M HCl: 0.25 mg/mL
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 522.18245785
• Heavy Atom Count: 37
• Complexity: 772

Purity/Quality:

99% ^*data from raw suppliers

[(3R)-2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenyl-methanoneMonomethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C3N1C(COC3=CC=C2)CN4CCOCC4)C(=O)C5=CC=CC6=CC=CC=C65.CS(=O)(=O)O
• Isomeric SMILES: CC1=C(C2=C3N1[C@@H](COC3=CC=C2)CN4CCOCC4)C(=O)C5=CC=CC6=CC=CC=C65.CS(=O)(=O)O
• Description: (+)-WIN 55,212-2 (mesylate) is a potent aminoalkylindole cannabinoid (CB) receptor agonist with Ki values of 62.3 and 3.3 nM for human recombinant CB1 and CB2 receptors, respectively. In primary cultures of rat cerebral cortex neurons, (+)-WIN 55,212-2 (mesylate) (0.01-100 nM) increases extracellular glutamate levels, displaying a bell-shaped concentration-response curve. This effect is fully counteracted by rimonabant at a concentration of 10 nM, by decreasing Ca2+ concentrations below 0.2 mM, or by the IP3 receptor antagonist xestospongin C at a concentration of 1 μM. (+)-WIN 55,212-2 (mesylate) induces release of the proinflammatory neuropeptide CGRP from trigeminal ganglion (TG) neurons in a calcium-dependent manner with an EC50 value of 26 μM.
• Uses: (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.