2-azapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene

• ChemBase ID: 156832
• Molecular Formular: C21H13N
• Molecular Mass: 279.33462
• Monoisotopic Mass: 279.10479942
• SMILES: c1ccc2c(c1)ccc1c2cc2ccc3ccccc3c2n1
• Canonical SMILES: c1ccc2c(c1)c1cc3ccc4c(c3nc1cc2)cccc4
• InChI: InChI=1S/C21H13N/c1-3-7-17-14(5-1)11-12-20-19(17)13-16-10-9-15-6-2-4-8-18(15)21(16)22-20/h1-13H
• InChIKey: JNCSIWAONQTVCF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-azapentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^5,^2^0]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene
• IUPAC Traditional name: dibenz(A,H)acridine
• Synonyms: 1,2,5,6-Dibenzacridine; 1,2:5,6-Dibenzacridine; 7-Azadibenz[a,h]anthracene; Dibenz[a,d]acridine; Dibenz[a,h]acridine; Dibenz[a,h]acridine; 二苯并[a,h]吖啶

Database IDs

• CAS Number: 226-36-8
• MDL Number: MFCD00215935
• Beilstein Number: 209261
• PubChem SID: 162250969
• PubChem CID: 9183

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.3143454
• LogD (pH = 7.4): 5.482528
• Log P: 5.485181
• Molar Refractivity: 88.9579 cm^3
• Polarizability: 40.16444 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Benzene; Chloroform
• Apperance: Yellow Solid
• Melting Point: 223-224°C

Safety Information

• Storage Condition: Refrigerator
• Storage Temperature: 2-8°C

Product Information

• Grade: BCR® certified Reference Material
• Empirical Formula (Hill Notation): C21H13N

DETAILS

Sigma Aldrich - BCR153R

Legal Information
BCR is a registered trademark of European Commission

Toronto Research Chemicals - D416900

A urinary metabolite from inhalation and dermal exposure to polycyclic aromatics hydrocarbons in hot mix asphalt paving workers. A heterocyclic aromatic compound with potent mutagenic and carcinogenic properties.One of the azaarenes found in grilled meat.

REFERENCES

• Smith, C.J., et al.: Food Chem. Toxicol., 38, 637 (2000)
• Koehler, D.A., et al.:; J. Ind. Ecol., 9, 143 (2000)
• Arnot, J.A., et al.: Environ. Toxicol. Chem., 27, 341 (2000)