MedKoo Cat#: 522682 | Name: NIBR-189
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NIBR-189 is a potent and selective EBI2 (GPR183) receptor antagonist (IC50 values are 11 and 15 nM for human and mouse EBI2 receptors respectively). NIBR-189 blocks migration of a monocyte cell line called U937, suggesting a functional role of the oxysterol/EBI2 pathway in these immune cells.

Chemical Structure

NIBR-189
NIBR-189
CAS#1599432-08-2

Theoretical Analysis

MedKoo Cat#: 522682

Name: NIBR-189

CAS#: 1599432-08-2

Chemical Formula: C21H21BrN2O3

Exact Mass: 428.0736

Molecular Weight: 429.31

Elemental Analysis: C, 58.75; H, 4.93; Br, 18.61; N, 6.53; O, 11.18

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
50mg USD 450.00 2 Weeks
100mg USD 650.00 2 Weeks
200mg USD 950.00 2 Weeks
500mg USD 1,650.00 2 Weeks
1g USD 2,850.00 2 Weeks
2g USD 4,250.00 2 Weeks
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Related CAS #
No Data
Synonym
NIBR-189; NIBR 189; NIBR189.
IUPAC/Chemical Name
(E)-3-(4-bromophenyl)-1-(4-(4-methoxybenzoyl)piperazin-1-yl)prop-2-en-1-one
InChi Key
OFHXXBRBGWUOHR-NYYWCZLTSA-N
InChi Code
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+
SMILES Code
O=C(N1CCN(C(C2=CC=C(OC)C=C2)=O)CC1)/C=C/C3=CC=C(Br)C=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
NIBR189 is an EBI2 (Epstein-Barr virus-induced gene 2) antagonist.
In vitro activity:
This study verified that 7α,25-DHC-induced oxiapoptophagy is mediated by apoptosis, oxidative stress, and autophagy in L929 mouse fibroblasts. Inhibition of G-protein-coupled receptor 183 (GPR183), a receptor of 7α,25-DHC, using GPR183 specific antagonist NIBR189 suppressed 7α,25-DHC-induced apoptosis, ROS production, and autophagy in L929 cells. Reference: Molecules. 2022 Jul 27;27(15):4798. https://pubmed.ncbi.nlm.nih.gov/35956750/
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMF 14.0 32.61
DMF:PBS (pH 7.2) (1:8) 0.1 0.23
DMSO 29.0 67.51
Ethanol 2.5 5.82
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 429.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Kim JS, Lim H, Seo JY, Kang KR, Yu SK, Kim CS, Kim DK, Kim HJ, Seo YS, Lee GJ, You JS, Oh JS. GPR183 Regulates 7α,25-Dihydroxycholesterol-Induced Oxiapoptophagy in L929 Mouse Fibroblast Cell. Molecules. 2022 Jul 27;27(15):4798. doi: 10.3390/molecules27154798. PMID: 35956750; PMCID: PMC9369580. 2. Rutkowska A, O'Sullivan SA, Christen I, Zhang J, Sailer AW, Dev KK. The EBI2 signalling pathway plays a role in cellular crosstalk between astrocytes and macrophages. Sci Rep. 2016 May 11;6:25520. doi: 10.1038/srep25520. PMID: 27166278; PMCID: PMC4863252.
In vitro protocol:
1. Kim JS, Lim H, Seo JY, Kang KR, Yu SK, Kim CS, Kim DK, Kim HJ, Seo YS, Lee GJ, You JS, Oh JS. GPR183 Regulates 7α,25-Dihydroxycholesterol-Induced Oxiapoptophagy in L929 Mouse Fibroblast Cell. Molecules. 2022 Jul 27;27(15):4798. doi: 10.3390/molecules27154798. PMID: 35956750; PMCID: PMC9369580. 2. Rutkowska A, O'Sullivan SA, Christen I, Zhang J, Sailer AW, Dev KK. The EBI2 signalling pathway plays a role in cellular crosstalk between astrocytes and macrophages. Sci Rep. 2016 May 11;6:25520. doi: 10.1038/srep25520. PMID: 27166278; PMCID: PMC4863252.
In vivo protocol:
TBD
1: Gessier F, Preuss I, Yin H, Rosenkilde MM, Laurent S, Endres R, Chen YA, Marsilje TH, Seuwen K, Nguyen DG, Sailer AW. Identification and characterization of small molecule modulators of the Epstein-Barr virus-induced gene 2 (EBI2) receptor. J Med Chem. 2014 Apr 24;57(8):3358-68. doi: 10.1021/jm4019355. Epub 2014 Apr 15. PubMed PMID: 24678947.