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10-Cl-BBQ

Names

[ CAS No. ]:
23982-76-5

[ Name ]:
10-Cl-BBQ

[Synonym ]:
10-chloro-7H-benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one
10-Chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one
7H-Benzimidazo[2,1-a]benz[de]isoquinolin-7-one, 10-chloro-
7H-[1,3]Benzimidazo[2,1-a]benzo[de]isoquinolin-7-one, 10-chloro-
10-Cl-BBQ

Biological Activity

[Description]:

10-Cl-BBQ is a high affinity AhR ligand with immunosuppressive activity. 10-Cl-BBQ promotes cytosol to nuclear translocation of AhR and activates the AhR-regulated reporter gene at nanomolar concentrations[1][2].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor
Research Areas >> Inflammation/Immunology

[References]

[1]. Sumit Punj, et al. 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. 2014 Feb 19;9(2):e88726.  

[2]. Allison K Ehrlich, et al. 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. 2016 Jan 1;196(1):264-73.  

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
636.8±47.0 °C at 760 mmHg

[ Molecular Formula ]:
C18H9ClN2O

[ Molecular Weight ]:
304.73

[ Flash Point ]:
338.9±29.3 °C

[ Exact Mass ]:
304.040344

[ LogP ]:
5.05

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.786

Related Compounds