methyl 2-[4-(4-chlorobutanoyl)phenyl]-2-methylpropanoate

• ChemBase ID: 164418
• Molecular Formular: C15H19ClO3
• Molecular Mass: 282.76256
• Monoisotopic Mass: 282.10227215
• SMILES: c1(ccc(cc1)C(=O)CCCCl)C(C(=O)OC)(C)C
• Canonical SMILES: ClCCCC(=O)c1ccc(cc1)C(C(=O)OC)(C)C
• InChI: InChI=1S/C15H19ClO3/c1-15(2,14(18)19-3)12-8-6-11(7-9-12)13(17)5-4-10-16/h6-9H,4-5,10H2,1-3H3
• InChIKey: ULWORPZJUIFPIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[4-(4-chlorobutanoyl)phenyl]-2-methylpropanoate
• IUPAC Traditional name: methyl 2-[4-(4-chlorobutanoyl)phenyl]-2-methylpropanoate
• Synonyms: 2-[4-(4-Chlorobutyryl)phenyl]-2-methylpropionic acid methyl ester; Methyl 2-[4-(4-Chlorobutyryl)phenyl]-2-methylpropanoate; Methyl 4-(4-Chloro-1-oxobutyl)-α,α-dimethylphenylacetate; 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic Acid Methyl Ester

Database IDs

• CAS Number: 154477-54-0
• PubChem SID: 162258553
• PubChem CID: 10062338

CALCULATED PROPERTIES

• Acid pKa: 16.029118
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.476554
• LogD (pH = 7.4): 3.476554
• Log P: 3.476554
• Molar Refractivity: 75.8206 cm^3
• Polarizability: 29.544262 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - C374930

Fexofenadine intermediate. Antihistaminic and antiallergic agent.

REFERENCES

• Chang, R., et al.: Eur. J. Pharmacol., 48, 463 (1978)
• McTavish, D., et al.: Drugs, 39, 552 (1978)
• Honig, P., et al.: Clin. Pharmacol. Ther., 52, 231 (1978)
• Yun, C., et al.: Drug Metab. Dispos., 21, 403 (1978)