10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one
![10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one Structure](CAS/20180711/GIF/23982-76-5.gif)
- CAS No.
- 23982-76-5
- Chemical Name:
- 10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one
- Synonyms
- 10-Cl-BBQ;10-Cl-BBQ >=98% (HPLC);10-Chloro-7H-benzimidazo[2;1-a]benzo[de]Iso-quinolin-7-one;10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one;10-Chloro-7H-benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one
- CBNumber:
- CB72009875
- Molecular Formula:
- C18H9ClN2O
- Molecular Weight:
- 304.72986
- MDL Number:
- MFCD03863624
- MOL File:
- 23982-76-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| storage temp. | Store at -20°C |
|---|---|
| solubility | Soluble in DMSO |
| form | Solid |
| color | Light yellow to yellow |
| InChI | 1S/C18H9ClN2O/c19-11-7-8-14-15(9-11)21-17(20-14)12-5-1-3-10-4-2-6-13(16(10)12)18(21)22/h1-9H |
| InChIKey | ZJESJVGSDQOZAT-UHFFFAOYSA-N |
| SMILES | O=C(C1=C2C(C=CC=C23)=CC=C1)N4C3=NC5=C4C=C(Cl)C=C5 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML1798 | 10-Cl-BBQ ≥98% (HPLC) | 23982-76-5 | 5 mg | $125 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML1798 | 10-Cl-BBQ ≥98% (HPLC) | 23982-76-5 | 25 mg | $511 | 2026-04-30 | Buy |
| ChemScene | CS-0065946 | 10-Cl-BBQ 99.48% | 23982-76-5 | 5mg | $97 | 2026-06-04 | Buy |
| ChemScene | CS-0065946 | 10-Cl-BBQ 99.48% | 23982-76-5 | 10mg | $162 | 2026-06-04 | Buy |
| ChemScene | CS-0065946 | 10-Cl-BBQ 99.48% | 23982-76-5 | 25mg | $325 | 2026-06-04 | Buy |
10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one Chemical Properties, Uses, Production
Uses
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].
Biological Activity
10-Cl-BBQ is an orally bioavailable, non-toxic benzimidazoisoquinoline derivative th at acts as an aryl hydrocarbon receptor (AhR) agonist via directly binding to AhR (IC50 = 2.6 nM in a competitive binding assay) and induces its nuclear translocation. 10-Cl-BBQ is shown to increase CD4+ T-cells th at co-express CD25, CTLA-4 and ICOS, as well as several other genes associated with regulatory T cell (Treg) function in a graft versus host response model (GVH, C57BI/6 T cells injected into B6D2F1 host mice). 10-Cl-BBQ displays good pharmacokinetic profile in mice (t1/2 = 2 h, Cmax = 21.5 μg/L, 10 mg/kg, i.p.). Also shown to prevent insulitis in a NOD T1D mouse model which is independent of Fox3 + Tregs (60 mg/kg, p.o, q.o.d.).
storage
Store at +4°C
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. DOI:10.1371/journal.pone.0088726
[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. DOI:10.4049/jimmunol.1501789
10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one Preparation Products And Raw materials
Raw materials
Preparation Products
10-chloro-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29977 | 65 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4858 | 55 | |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Shanghai Rechem science Co., Ltd. | 021-31433387 15618786686 | sales@rechemscience.com | China | 2959 | 58 |
| Shanghai Chaolan Chemical Technology Center | QQ：65489617 13301690235 | Sales@ATKchemical.com | China | 9729 | 58 |
| Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 400-920-5774 | sales@glpbio.cn | China | 6705 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| Changzhou Chenhong Biotechnology Co., Ltd. | +86-0519-85788828 +86-13775037613 | sales@chemrenpharm.com | China | 4083 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44871 | 58 |
