5,6,7,8-tetrahydronaphthalene-1-carboxylic acid

• ChemBase ID: 67731
• Molecular Formular: C11H12O2
• Molecular Mass: 176.21178
• Monoisotopic Mass: 176.08372962
• SMILES: c1(cccc2CCCCc12)C(=O)O
• Canonical SMILES: OC(=O)c1cccc2c1CCCC2
• InChI: InChI=1S/C11H12O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h3,5,7H,1-2,4,6H2,(H,12,13)
• InChIKey: GCFQXKYHWFWGSB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6,7,8-tetrahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: 5,6,7,8-tetrahydronaphthalene-1-carboxylic acid
• Synonyms: 5,6,7,8-Tetrahydronaphthalene-1-carboxylic acid; 5,6,7,8-Tetrahydro-1-naphthalenecarboxylic Acid; 5,6,7,8-Tetrahydro-1-naphthoic Acid; 5,6,7,8-Tetrahydronaphthalen-1-carboxylic Acid; NSC 44874; 5,6,7,8-Tetrahydro-naphthalene-1-carboxylic acid

Database IDs

• CAS Number: 4242-18-6
• MDL Number: MFCD01464030
• PubChem SID: 162033466
• PubChem CID: 239604

CALCULATED PROPERTIES

• Acid pKa: 4.1111197
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6799479
• LogD (pH = 7.4): -0.008833267
• Log P: 3.083083
• Molar Refractivity: 50.7964 cm^3
• Polarizability: 19.131971 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 97%

DETAILS

Toronto Research Chemicals - T294100

An intermediate used for the preparation of the therapeutically useful antiemetic agent Palonosetron (P165805). hydrochloride.

REFERENCES

• Adams, J., et al.: Cancer Cell, 5, 417 (2004)
• Zhu, Y., et al.: J. Med. Chem., 52, 4192 (2004)
• Zhu, Y.-Q., et al.: J. Med. Chem., 53, 8619 (2004)