2-azapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1,3,9,11,13,15,17,19,21-nonaene

• ChemBase ID: 178336
• Molecular Formular: C21H17N
• Molecular Mass: 283.36638
• Monoisotopic Mass: 283.13609955
• SMILES: c12ccc3c(c1CCCC2)nc1c(c3)c2c(cc1)cccc2
• Canonical SMILES: C1CCc2c(C1)ccc1c2nc2ccc3c(c2c1)cccc3
• InChI: InChI=1S/C21H17N/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/h1,3,5,7,9-13H,2,4,6,8H2
• InChIKey: LUBXPQHUZPTKSQ-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-1,3,9,11,13,15,17,19,21-nonaene
• IUPAC Traditional name: 2-azapentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^5,^2^0]docosa-1,3,9,11,13,15,17,19,21-nonaene
• Synonyms: 8,9,10,11-Tetrahydro-dibenz[a,h]acridine; 8,9,10,11-Tetrahydrodibenz(a,h)acridine

Database IDs

• CAS Number: 97135-12-1
• PubChem SID: 164234246
• PubChem CID: 3551465

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.4080653
• LogD (pH = 7.4): 5.9339933
• Log P: 5.9479585
• Molar Refractivity: 89.9899 cm^3
• Polarizability: 38.87047 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Benzene; Chloroform; Dichloromethane
• Apperance: Brownish Yellow
• Melting Point: 170 - 171°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Store in Freezer

DETAILS

Toronto Research Chemicals - T293400

This compound is an interesting intermediate in the synthesiis of the epoxy-diol derivtives of dibenz(a,h)acridine (Catalogue number D41690) which is the proximate or ultimate carcinogen.

REFERENCES

• S. Kumar: JOC, 50, 3070-3073 (1985)