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SML2884

Sigma-Aldrich

ML184

≥98% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C25H34N4O3S
CAS Number:
Molecular Weight:
470.63
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

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

Biochem/physiol Actions

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).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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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
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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
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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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