10-Cl-BBQ

Pricing Availability   Qty
Cat.No. 6321 - 10-Cl-BBQ | C18H9ClN2O | CAS No. 23982-76-5
Description: Potent aryl hydrocarbon receptor (AhR) agonist; orally bioavailable
Chemical Name: 10-Chloro-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one
Purity: ≥97% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Potent aryl hydrocarbon receptor (AhR) agonist, discovered as a screening hit (IC50 = 2.6 nM). Directly binds CD4+ T cells to induce AhR-dependent Tregs. Suppresses IL-17 production and prevents insulitis in NOD mice. In vivo half llife ~ 2 hours, orally bioavailable.

Technical Data

M. Wt 304.73
Formula C18H9ClN2O
Storage Store at +4°C
Purity ≥97% (HPLC)
CAS Number 23982-76-5
PubChem ID 1778614
InChI Key ZJESJVGSDQOZAT-UHFFFAOYSA-N
Smiles ClC1=CC2=C(N=C3N2C(C4=CC=CC5=C4C3=CC=C5)=O)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 0.3 1 with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 304.73. 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.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.01 mM 328.16 mL 1640.8 mL 3281.59 mL
0.05 mM 65.63 mL 328.16 mL 656.32 mL
0.1 mM 32.82 mL 164.08 mL 328.16 mL
0.5 mM 6.56 mL 32.82 mL 65.63 mL

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References

References are publications that support the biological activity of the product.

Punj et al (2014) Benzimidazoisoquinolines: a new class of rapidly metabolized aryl hydrocarbon receptor (AhR) ligands that induce AhR-dependent Tregs and prevent murine graft-versus-host disease. PLoS One 9 e88726 PMID: 24586378

Ehrlich et al (2016) Activation of the aryl hydrocarbon receptor by 10-Cl-BBQ prevents insulitis and effector T cell development independently of Foxp3+ regulatory T Cells in nonobese diabetic mice. J.Immunol. 196 264 PMID: 26573835


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Keywords: 10-Cl-BBQ, 10-Cl-BBQ supplier, Potent, aryl, hydrocarbon, receptor, AhR, agonists, antagonism, Tregs, insulitis, orally, bioavailable, Aryl, Hydrocarbon, Receptors, 6321, Tocris Bioscience

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