ethyl 4-[2-(5,5-dimethyl-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate

• ChemBase ID: 178343
• Molecular Formular: C23H22O3
• Molecular Mass: 346.41898
• Monoisotopic Mass: 346.15689456
• SMILES: c12c(cc(cc1)C#Cc1ccc(cc1)C(=O)OCC)C(=O)CCC2(C)C
• Canonical SMILES: CCOC(=O)c1ccc(cc1)C#Cc1ccc2c(c1)C(=O)CCC2(C)C
• InChI: InChI=1S/C23H22O3/c1-4-26-22(25)18-10-7-16(8-11-18)5-6-17-9-12-20-19(15-17)21(24)13-14-23(20,2)3/h7-12,15H,4,13-14H2,1-3H3
• InChIKey: HKLPOHJGESDTSC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-[2-(5,5-dimethyl-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate
• IUPAC Traditional name: ethyl 4-[2-(5,5-dimethyl-8-oxo-6,7-dihydronaphthalen-2-yl)ethynyl]benzoate
• Synonyms: Ethyl 4-[2-(5,6,7,8-Tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate; 4-[2-(5,6,7,8-Tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoic Acid Ethyl Ester

Database IDs

• CAS Number: 166978-49-0
• PubChem SID: 164234253
• PubChem CID: 3025901

CALCULATED PROPERTIES

• Acid pKa: 16.295858
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.349545
• LogD (pH = 7.4): 5.349545
• Log P: 5.349545
• Molar Refractivity: 97.9609 cm^3
• Polarizability: 39.12204 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off White Solid

DETAILS

Toronto Research Chemicals - T293480

Intermediate in the production of high affinity retinoic acid receptor (RAR) antagonists.

REFERENCES

• Johnson, A., et al.: J. Med. Chem., 38, 4764 (1995)
• Vuligonda, V., et al.: Bioorg. Med. Chem., 7, 263 (1995)