6-(6-carboxynaphthalen-2-yl)naphthalene-2-carboxylic acid

• ChemBase ID: 162053
• Molecular Formular: C22H14O4
• Molecular Mass: 342.34416
• Monoisotopic Mass: 342.08920893
• SMILES: c1(ccc2c(c1)ccc(c2)c1cc2c(cc1)cc(cc2)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)c1ccc2c(c1)ccc(c2)c1ccc2c(c1)ccc(c2)C(=O)O
• InChI: InChI=1S/C22H14O4/c23-21(24)19-7-5-15-9-13(1-3-17(15)11-19)14-2-4-18-12-20(22(25)26)8-6-16(18)10-14/h1-12H,(H,23,24)(H,25,26)
• InChIKey: HWEIPTRZTZNYNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(6-carboxynaphthalen-2-yl)naphthalene-2-carboxylic acid
• IUPAC Traditional name: 6-(6-carboxynaphthalen-2-yl)naphthalene-2-carboxylic acid
• Synonyms: [2,2'-Binaphthalene]-6,6'-dicarboxylic Acid; 2,2'-Binaphthalene-6,6'-dicarboxylic Acid

Database IDs

• CAS Number: 932033-58-4
• PubChem SID: 162256188
• PubChem CID: 57589251

CALCULATED PROPERTIES

• Acid pKa: 3.6882246
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8749887
• LogD (pH = 7.4): -1.4158112
• Log P: 4.9145904
• Molar Refractivity: 98.607 cm^3
• Polarizability: 41.035404 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B386900

Adapalene (A225000) impurity.

REFERENCES

• Chalais, S., et al.: Helv. Chim. Acta, 68, 1196 (1985)
• Charpentier, B., et al.: J. Med. Chem., 38, 4993 (1985)