| Identification | Back Directory | [Name]
WIN 55,212-2 MESYLATE | [CAS]
131543-23-2 | [Synonyms]
WIN55
CS-754
WIN 55,212-2
212-2Mesylate
WIN552122;WIN-552122
WIN 55,212-2 MESYLATE
R(+)-WIN 55,212-2 MESYLATE
WIN 55212-2 methanesulfonate
(R)-(+)-WIN 55,212-2 mesylate salt
WIN552122;WIN-552122;(R)-(+)-WIN 55212
(R)-(+)-WIN 55,212-2 mesylate salt >=98% (HPLC)
R(+)-WIN 55,212-2 ,MESYLATE HIGH AFFINIT Y CANNABI
(+)-WIN 55,212-2 mesylate - CAS 131543-23-2 - Calbiochem
(R)-(5-Methyl-3-(morpholinomethyl)-2,3-dihydro-[1,4]oxazino-[2,3,4-hi]indol-6-yl)(naphthalen-1
(R)-(5-Methyl-3-(morpholinomethyl)-2,3-dihydro-[1,4]oxazino-[2,3,4-hi]indol-6-yl)(naphthalen-1-yl
(R)-(5-Methyl-3-(MorpholinoMethyl)-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indol-6-yl)(naphthalen-1-yl)Methanone
(R)-(+)-(2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1.2.3-de]-1,4-benzoxazin-6-yl)-1-naphthalenylmethanonemesy
R(+)-[2,3-DIHYDRO-5-METHYL-3-[(MORPHOLINYL)METHYL]PYRROLO[1,2,3-DE]-1,4-BENZOXAZINYL]-(1-NAPHTHALENYL)METHANONE MESYLATE
(R)-(5-Methyl-3-(MorpholinoMethyl)-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indol-6-yl)(naphthalen-1-yl)Methanone Methanesulfonate
(R)-(+)-[2,3-DIHYDRO-5-METHYL-3-(4-MORPHOLINYLMETHYL)PYRROLO[1,2,3-DE]-1,4-BENZOXAZIN-6-YL]-1-NAPHTHALENYLMETHANONE MESYLATE
(R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt
[(3R)-2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenyl-methanone Monomethanesulfonate
WIN 552122 mesylate, (R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C28H30N2O6S | [MDL Number]
MFCD00153882 | [MOL File]
131543-23-2.mol | [Molecular Weight]
522.61 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at +4°C | [solubility ]
0.1 M HCl: 0.25 mg/mL
| [form ]
solid
| [color ]
white to off-white
| [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. | [InChIKey]
FSGCSTPOPBJYSX-OZYVVJTJNA-N | [SMILES]
S(O)(=O)(=O)C.C(N1CCOCC1)[C@@H]1COC2=CC=CC3C(C(C4=CC=CC5=CC=CC=C45)=O)=C(C)N1C=32 |&1:12,r| |
| Hazard Information | Back Directory | [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.1 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.2 This effect is fully counteracted by rimonabant (Item No. 9000484) at a concentration of 10 nM, by decreasing Ca2+ concentrations below 0.2 mM, or by the IP3 receptor antagonist xestospongin C (Item No. 64950) 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.3 | [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. | [General Description]
WIN 55,212-2 is a member of the aminoalkylindole class of compounds. | [Biological Activity]
Nanomolar affinity cannabinoid receptor agonist (K i values are 62.3 and 3.3 nM at the human cloned CB 1 and CB 2 receptors respectively). Also available as part of the Cannabinoid Receptor Agonist Tocriset™ . | [Biochem/physiol Actions]
It is known to decrease the lipopolysaccharide mediated release of tumor necrosis factor- α and interleukin-1 in mice. | [storage]
Store at +4°C | [References]
1) Felder?et al. (1995),?Comparison of the pharmacology and signal transduction of the human cannabinoid CB1?and CB2receptors; Mol. Pharmacol.,?48?443
2) Herzberg?et al. (1997),?The analgesic effects of R(+)-WIN 55,212-2 mesylate, a high affinity cannabinoid agonist in a rat model of neuropathic pain; Neurosci. Lett.,?221?157
3) Bouaboula?et al. (1995),?Activation of mitogen-activated protein kinases by stimulation of the central cannabinoid receptor CB1; Biochem. J.,?312?637 |
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