9-(hydroxymethyl)-9,10-dihydroacridine-10-carboxamide

• ChemBase ID: 170781
• Molecular Formular: C15H14N2O2
• Molecular Mass: 254.28386
• Monoisotopic Mass: 254.1055277
• SMILES: c1ccc2c(c1)C(c1c(N2C(=O)N)cccc1)CO
• Canonical SMILES: OCC1c2ccccc2N(c2c1cccc2)C(=O)N
• InChI: InChI=1S/C15H14N2O2/c16-15(19)17-13-7-3-1-5-10(13)12(9-18)11-6-2-4-8-14(11)17/h1-8,12,18H,9H2,(H2,16,19)
• InChIKey: LAUDUHYRZXCAJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-(hydroxymethyl)-9,10-dihydroacridine-10-carboxamide
• IUPAC Traditional name: 9-(hydroxymethyl)-9H-acridine-10-carboxamide
• Synonyms: 9-(Hydroxymethyl)-10(9H)-acridinecarboxamide; 9-Hydroxymethyl-10-carbamoylacridan

Database IDs

• CAS Number: 68011-71-2
• PubChem SID: 164226691
• PubChem CID: 10422436

CALCULATED PROPERTIES

• Acid pKa: 15.087496
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.4462776
• LogD (pH = 7.4): 1.4462776
• Log P: 1.4462776
• Molar Refractivity: 72.5707 cm^3
• Polarizability: 27.564838 Å^3
• Polar Surface Area: 66.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946550

Carbamazepine impurity.

REFERENCES

• Lertratanangkoon, K., et al.: Drug Metab. Dispos., 10, 1 (1982)
• Ravichandran, K., et al.: Science, 261, 731 (1982)
• Pelkonen, O., et al.: Xenobiotica, 28, 1203 (1982)