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ERD-014

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Dibenz(a,j)acridine

vial of 25 mg, analytical standard, Cerilliant®

Synonym(s):

Dibenz[a,j]acridine, 7-Azadibenz[a,j]anthracene

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About This Item

Empirical Formula (Hill Notation):
C21H13N
CAS Number:
224-42-0
Molecular Weight:
279.33
Beilstein:
18508
MDL number:
MFCD00055947
UNSPSC Code:
41116107
PubChem Substance ID:
329799584
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grade

analytical standard

packaging

vial of 25 mg

manufacturer/tradename

Cerilliant®

application(s)

environmental
forensics and toxicology

format

neat

storage temp.

room temp

SMILES string

c1ccc2c(c1)ccc3nc4ccc5ccccc5c4cc23

InChI

1S/C21H13N/c1-3-7-16-14(5-1)9-11-20-18(16)13-19-17-8-4-2-6-15(17)10-12-21(19)22-20/h1-13H

InChI key

ANUCHZVCBDOPOX-UHFFFAOYSA-N

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General description

Dibenz(a,j)acridine belongs to the class of polycyclic aromatic nitrogen heterocyclic compounds (PANH). PANHs are a group of well-known environmental pollutants with both mutagenic and carcinogenic properties. They are released into the environment by cigarette smoke, industrial effluents, and gasoline engine exhaust.[1][2][3]

Application

Dibenz(a,j)acridine may be used as an analytical standard for the determination of the analyte in asphalt and corresponding leachate water[4] and environmental samples[5] by chromatography techniques.

Legal Information

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

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P281

Hazard Classifications

Carc. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

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Development of an analytical method for the simultaneous determination of 15 carcinogenic polycyclic aromatic hydrocarbons and polycyclic aromatic nitrogen heterocyclic compounds. Application to diesel particulates
Sauvain JJ, et al.
Fresenius Journal of Analytical Chemistry, 371(7), 966-974 (2001)
Synthesis of potential metabolites of dibenz [a, j] acridine: dihydro diols and phenols
Rosario CA, et al.
The Journal of Organic Chemistry, 52(6), 1064-1072 (1987)
Determination of polycyclic aromatic compounds in asphalt and in corresponding leachate water
Kriech AJ, et al.
Polycyclic Aromat. Compd., 22(3-4), 517-535 (2002)
S Kumar et al.
Carcinogenesis, 16(3), 525-530 (1995-03-01)
The carcinogen dibenz[a,h]acridine (DB[a,h]ACR is metabolized predominantly to trans-3,4-dihydroxy-3,4-dihydro-dibenz[a,h]acridine (DB[a,h]ACR-3,4-diol) and the proximate carcinogen trans-10,11-dihydroxy-10,11-dihydrodibenz[a,h]acridine (DB[a,h]ACR-10,11-diol) [Steward et al. (1987) Carcinogenesis, 8, 1043-1050]. In the present investigation, the stereoselectivity of rat liver enzymes in metabolism of DB[a,h]ACR to its 3,4-diol
H K Robinson et al.
Xenobiotica; the fate of foreign compounds in biological systems, 20(5), 457-470 (1990-05-01)
1. 3H-Dibenz[a,j]acridine (DBAJAC) metabolism occurred readily in vitro in incubations with hepatocytes from phenobarbital-pretreated, 3-methylcholanthrene-pretreated and untreated rats, with the formation of water-soluble conjugates and unconjugated metabolites. 2. For incubations of 3H-DBAJAC with hepatocytes the major organic solvent-soluble metabolites found
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