c-Rel Inhibitor, IT-603

Name: c-Rel Inhibitor, IT-603
Brand: MM

Synonym(s):

c-Rel Inhibitor, IT-603, (5 Z)-5-((5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene)-2-sulfanylideneimidazolidin-4-one, (5 Z)-5-(5-Bromo-2-hydroxy-3-methoxybenzylidene)-2-thioxo-4-imidazolidinone, IT603, (5Z)-5-((5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene)-2-sulfanylideneimidazolidin-4-one, (5Z)-5-(5-Bromo-2-hydroxy-3-methoxybenzylidene)-2-thioxo-4-imidazolidinone, IT603

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₉BrN₂O₃S

CAS Number:

292168-90-2

Molecular Weight:

329.17

MDL number:

MFCD02109025

UNSPSC Code:

51111800

NACRES:

NA.77

PubChem Substance ID:

840180

InChI

1S/C11H9BrN2O3S/c1-17-8-4-6(12)2-5(9(8)15)3-7-10(16)14-11(18)13-7/h2-4,15H,1H3,(H2,13,14,16,18)

InChI key

PYLYAEDUIKQBOT-UHFFFAOYSA-N

SMILES string

COC1=CC(=CC(=C1O)C=C2C(=O)NC(=S)N2)Br

assay

≥97% (HPLC)

form

powder

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze
protect from light

color

dark yellow

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Bioactive Small Molecule Inhibitors

Biochem/physiol Actions

Cell permeable: yes

Primary Target
c-Rel

Reversible: yes

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable benzylidene-thioxo-imidazolidinone compund that directly and reversibly binds to c-Rel to change its conformation and blocks its DNA binding and transcriptional activity (IC₅₀ = 3 µM in EMSA). Shows good selectivity over Oct1 and AP1. Reduces IL-2 expression in activated T cells without affecting their viability. Induces growth arrest in diffuse large B-cell lymphoma (DLBCL) cell line Ly3 (IC₅₀ = 18 uM). Shown to reduce alloactivation in T cells and diminish graft-versus-host disease (GVHD), but does not impair TCR-mediated killing. Improves the survival rate of lethally irradiated BABL/c mice transplanted with T cell depleted bone marrow cells from C57BL/6 mice (~24 mg/kg, i.p, daily).

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Other Notes

Shono, Y., et al. 2014. Cancer Discovery4, 578.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Use only fresh DMSO for reconstitution.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Global Trade Item Number

SKU	GTIN
5.30654.0001	04055977260410

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