2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid

• ChemBase ID: 10194
• Molecular Formular: C10H10O3
• Molecular Mass: 178.1846
• Monoisotopic Mass: 178.06299418
• SMILES: O1CCc2c1ccc(c2)CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc2c(c1)CCO2
• InChI: InChI=1S/C10H10O3/c11-10(12)6-7-1-2-9-8(5-7)3-4-13-9/h1-2,5H,3-4,6H2,(H,11,12)
• InChIKey: LALSYIKKTXUSLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid
• IUPAC Traditional name: 2,3-dihydro-1-benzofuran-5-ylacetic acid
• Synonyms: 2,3-Dihydrobenzo[b]furan-5-acetic acid; 2-(2,3-dihydrobenzofuran-5-yl)acetic acid; 2,3-Dihydro-5-benzofuranacetic acid; (2,3-Dihydrobenzofuran-5-yl)acetic Acid; 2,3-Dihydrobenzofuran-5-acetic Acid; 2-(2,3-Dihydrobenzofuran-5-yl)acetic Acid; 2,3-dihydro-1-benzofuran-5-ylacetic acid

Database IDs

• CAS Number: 69999-16-2
• MDL Number: MFCD01941301
• PubChem SID: 160973501
• PubChem CID: 2737455

CALCULATED PROPERTIES

• Acid pKa: 4.0591493
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.040428746
• LogD (pH = 7.4): -1.6309556
• Log P: 1.4932114
• Molar Refractivity: 47.1384 cm^3
• Polarizability: 18.09099 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: CH2Cl2; CHCl3
• Apperance: Yellow Solid
• Melting Point: 102 - 104°C; 105-107°C; 96-98°C
• Hydrophobicity(logP): 1.468

Safety Information

• Storage Warning: Irritant
• TSCA Listed: false

Product Information

• Purity: 95%; 98%
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Toronto Research Chemicals - D448485

A metabolite of Darifenacin (D193400).

REFERENCES

• Mays, D., et al.: J. Pharmacol. Exp. Ther., 236, 364 (1986)
• John, B., et al.: Xenobiotica, 22, 1339 (1986)
• Franz, P., et al.: Drug Metab. Dispos., 21, 249 (1986)