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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:
794572-10-4
Molecular Weight:
470.63
MDL number:
MFCD06367291
UNSPSC Code:
12352200

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Inchi Code

1S/C25H34N4O3S/c1-19-8-7-9-23(20(19)2)28-14-16-29(17-15-28)25(30)22-18-21(33(31,32)26(3)4)10-11-24(22)27-12-5-6-13-27/h7-11,18H,5-6,12-17H2,1-4H3

InChI key

VRSJAHQGJHDACS-UHFFFAOYSA-N

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

11 - Combustible Solids

wgk_germany

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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