7H-Benzimidazo[2,1-a]benzo[de]isoquinolin-7-one

Names

[ Name ]:
7H-Benzimidazo[2,1-a]benzo[de]isoquinolin-7-one

[Synonym ]:
7-H-benzimidazo<2,1-a>benzo<d,e>isoquinolin-7-one
Luminogren
EINECS 245-865-7
Luminor 2
12H-Naphtho<1',8',8'a-3,4,5>pyrido<1,2-a>benzimidazole-12-one
Luminor Yellow Green 490RT
Luminophor 2
Naphthoylenebenzimidazole
solvent yellow 184

Biological Activity

[Description]:

AHR agonist 3 is an aryl hydrocarbon receptor (AhR) agonist, that can induces cell cycle arrest or apoptosis via activation of tumor-suppressive transcriptional programs. AHR agonist 3 inhibits triple-negative breast cancer (TNBC) stem cell growth via AhR while exhibits minimal cytotoxicity against normal human primary cells and can be used for cancer research[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

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

[References]

[1]. Elson DJ, et.al. Induction of Aryl Hydrocarbon Receptor-Mediated Cancer Cell-Selective Apoptosis in Triple-Negative Breast Cancer Cells by a High-Affinity Benzimidazoisoquinoline. ACS Pharmacol Transl Sci. 2023 Jun 7;6(7):1028-1042.

Chemical & Physical Properties

[ Density]:
1.4g/cm3

[ Boiling Point ]:
613.6ºC at 760mmHg

[ Molecular Formula ]:
C₁₈H₁₀N₂O

[ Molecular Weight ]:
270.28

[ Flash Point ]:
324.9ºC

[ Exact Mass ]:
270.07900

[ PSA ]:
34.37000

[ LogP ]:
3.59190

[ Vapour Pressure ]:
5.41E-15mmHg at 25°C

[ Index of Refraction ]:
1.777

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DD5380000

CHEMICAL NAME :: 7H-Benzimidazo(2,1-a)benz(de)isoquinolin-7-one

CAS REGISTRY NUMBER :: 23749-58-8

BEILSTEIN REFERENCE NO. :: 0243687

LAST UPDATED :: 199709

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C18-H10-N2-O

MOLECULAR WEIGHT :: 270.30

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 660 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - hemorrhage Behavioral - muscle weakness Gastrointestinal - other changes

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),89,1986 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 15 gm/kg/30D-I

TOXIC EFFECTS :: Liver - liver function tests impaired Kidney, Ureter, Bladder - other changes Related to Chronic Data - death

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),89,1986

Safety Information

[ HS Code ]:
2933990090

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%