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Key Documents

SML2884

Sigma-Aldrich

ML184

≥98% (HPLC)

Synonyme(s) :

3-[4-(2,3-Dimethylphenyl)piperazine-1-carbonyl]-N,N-dimethyl-4-pyrrolidin-1-ylbenzenesulfonamide, 3-[[4-(2,3-Dimethylphenyl)-1-piperazinyl]carbonyl]-N,N-dimethyl-4-(1-pyrrolidinyl)benzenesulfonamide, CID 2440433, CID-2440433, CID2440433, ML 184, ML-184

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About This Item

Formule empirique (notation de Hill):
C25H34N4O3S
Numéro CAS:
Poids moléculaire :
470.63
Numéro MDL:
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 2 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

CN(S(=O)(C1=CC(C(N2CCN(C3=C(C(C)=CC=C3)C)CC2)=O)=C(N4CCCC4)C=C1)=O)C

Actions biochimiques/physiologiques

ML184 (CID2440433) is a selective G-protein coupled receptor GPR55 (LPIR1) agonist (EC50 = 0.26 μM vs. >32 μM toward GPR35 & CB1/2 by cell-based βarr2 recruitment assay; antagonist IC50 = 15.1, 21.8, >32 μM, respectively, against CB2, CB1, GPR35). ML184 is 18-times more potent than lysophosphatidylinositol in stimulating cellular ERK1/2 phosphorylation (GPR55E- & βarr2-GFP-expressing U2OS cells) and is at least 10-times more potent than CID1792197 or CID1172084 (ML185) in inducing PKCβII translocation (GPR55E- & PKCβII-GFP-expressing HEK293 cells).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3


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Consulter la Bibliothèque de documents

Evangelia Kotsikorou et al.
Biochemistry, 50(25), 5633-5647 (2011-05-04)
Marijuana is the most widely abused illegal drug, and its spectrum of effects suggests that several receptors are responsible for the activity. Two cannabinoid receptor subtypes, CB1 and CB2, have been identified, but the complex pharmacological properties of exogenous cannabinoids
Mary A Lingerfelt et al.
Biochemistry, 56(3), 473-486 (2016-12-23)
GPR55 is a newly deorphanized class A G-protein-coupled receptor that has been implicated in inflammatory pain, neuropathic pain, metabolic disorder, bone development, and cancer. Few potent GPR55 ligands have been identified to date. This is largely due to an absence
Christopher Lipina et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(1), 1299-1312 (2018-08-28)
Emerging evidence indicates that G-protein coupled receptor 55 (GPR55), a nonclassic receptor of the endocannabinoid system that is activated by L-α-lysophosphatidylinositol and various cannabinoid ligands, may regulate endocrine function and energy metabolism. We examined how GPR55 deficiency and modulation affects
Jeremy D Hill et al.
Brain, behavior, and immunity, 76, 165-181 (2018-11-23)
New neurons are continuously produced by neural stem cells (NSCs) within the adult hippocampus. Numerous diseases, including major depressive disorder and HIV-1 associated neurocognitive disorder, are associated with decreased rates of adult neurogenesis. A hallmark of these conditions is a
Haleli Sharir et al.
Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology, 7(4), 856-865 (2012-03-29)
The role of cannabinoid receptors in inflammation has been the topic of many research endeavors. Despite this effort, to date the involvement of the endocannabinoid system (ECS) in inflammation remains obscure. The ambiguity of cannabinoid involvement may be explained by

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