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SML3585

Sigma-Aldrich

PSB-CB5

≥98% (HPLC)

Synonym(s):

5H-Imidazo[2,1-b][1,3]thiazin-3(2H)-one, 2-[[3-[(4-chlorophenyl)methoxy]phenyl]methylene]-6,7-dihydro-, (2Z)

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About This Item

Empirical Formula (Hill Notation):
C20H17ClN2O2S
CAS Number:
1627710-30-8
Molecular Weight:
384.88
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

SMILES string

O=C1N2C(SCCC2)=N/C1=C\C3=CC(OCC4=CC=C(C=C4)Cl)=CC=C3

Biochem/physiol Actions

PSB-CB5 is a potent and selective GPR18 antagonist that inhibits Δ9-THC-induced GPR18 β-arrestin recruitment (IC50 = 279 nM; [THC] = EC50 = 7.5 μM) with no potency against human GPR55 (IC50 >10 μM) and little or no affinity toward human CB2 and CB1 (Ki = 4.03 μM & >10 μM, respectively).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML3585-BULK:
SML3585-25MG:
SML3585-5MG:
SML3585-VAR:

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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Effects of GPR18 Ligands on Body Weight and Metabolic Parameters in a Female Rat Model of Excessive Eating
Pharmaceuticals (Basel, Switzerland), 14(3), 270-270 (2021)
Bicyclic imidazole-4-one derivatives: a new class of antagonists for the orphan G protein-coupled receptors GPR18 and GPR55
MedChemComm, 5(5), 632-649 (2014)
Douglas J Hermes et al.
Experimental neurology, 341, 113699-113699 (2021-03-20)
Human immunodeficiency virus type 1 (HIV-1) is known to provoke microglial immune responses which likely play a paramount role in the development of chronic neuroinflammatory conditions and neuronal damage related to HIV-1 associated neurocognitive disorders (HAND). In particular, HIV-1 Tat

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