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NIBR189

SIGMA/SML1981 - ≥98% (HPLC)

Synonym: (2E)-3-(4-Bromophenyl)-1-(4-(4-methoxybenzoyl)-1-piperazinyl)-2-propen-1-one; (E)-3-(4-Bromophenyl)-1-(4-(4-methoxybenzoyl)piperazin-1-yl)prop-2-en-1-one; NIBR 189

CAS Number: 1599432-08-2
Empirical Formula (Hill Notation): C21H21BrN2O3
Molecular Weight: 429.31
Linear Formula: C21H21BrN2O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1981-5MG 5 mg
 $116.00
1/EA		 Add To Favorites
45-SML1981-25MG 25 mg
 $467.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C21H21BrN2O3/c1-27-19-9-5-17(6-10-19)21(26)24-14-12-23(13-15-24)20(25)11-4-16-2-7-18(22)8-3-16/h2-11H,12-15H2,1H3/b11-4+
InChI key OFHXXBRBGWUOHR-NYYWCZLTSA-N
SMILES string Brc1ccc(cc1)C=CC(=O)N2CCN(CC2)C(=O)c3ccc(cc3)OC
solubility DMSO: 10 mg/mL, clear (warmed)
storage temp. room temp
Biochem/physiol Actions: High-affinity, potent and selective EBI2 (GPR183) antagonist with good pharmacokinetic properties and oral availability in mice in vivo.
Biochem/physiol Actions: NBIR189 is a high-affinity, potent and selective EBI2 (GPR183) antagonist (IC50 = 16 nM against 10 nM 7α,25-OHC for binding human EBI2) that inhibits 7α,25-OHC-induced GTPγS binding (IC50 = 8.5 and 7.0 nM, respectively, against 0.33 and 0.1 nM OHC; human EBI2-expressing CHO membrane), calcium mobilization (IC50 = 11 and 15 nM using human or mouse EBI2-transfected cells, respectively), and chemotaxis (IC50 = 0.3 nM against 20 nM OHC-induced U937 migration). NBIR189 displays no inhibitory potency against 5HT2A, muscarinic acetylcholine receptor M2, adrenoreceptor α1A, nor significant affintiy toward 18 other GPCRs/transporters/enzymes, and exhibits good pharmacokinetic properties and oral availability in mice (AUC = 3608 nmol h/L, Cmax = 835 nM, tmax = 1 h, F = 49%; 3 mg/kg p.o.). A useful tool for probing EBI2-mediated physiological functions and autoimmune disorders.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. room temp
UNSPSC 12352200

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