ethyl (2E)-3-(2,3-dihydro-1-benzofuran-5-yl)prop-2-enoate

• ChemBase ID: 43993
• Molecular Formular: C13H14O3
• Molecular Mass: 218.24846
• Monoisotopic Mass: 218.09429431
• SMILES: C(=C\c1cc2c(OCC2)cc1)/C(=O)OCC
• Canonical SMILES: CCOC(=O)/C=C/c1ccc2c(c1)CCO2
• InChI: InChI=1S/C13H14O3/c1-2-15-13(14)6-4-10-3-5-12-11(9-10)7-8-16-12/h3-6,9H,2,7-8H2,1H3/b6-4+
• InChIKey: SJGFAGDJJKISNM-GQCTYLIASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E)-3-(2,3-dihydro-1-benzofuran-5-yl)prop-2-enoate
• IUPAC Traditional name: ethyl (2E)-3-(2,3-dihydro-1-benzofuran-5-yl)prop-2-enoate
• Synonyms: Ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)acrylate; 3-(2,3-Dihydro-5-benzofuranyl)-2-propenoic Acid Ethyl Ester; (E)-3-(2,3-Dihydrobenzo[b]furan-5-yl)propenoic Acid Ethyl Ester; Ethyl 3-(2,3-Dihydrobenzofuran-5-yl)propenoate

Database IDs

• CAS Number: 196597-65-6
• MDL Number: MFCD09955079
• PubChem SID: 162048756
• PubChem CID: 29938143

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.7543387
• LogD (pH = 7.4): 2.7543387
• Log P: 2.7543387
• Molar Refractivity: 62.3504 cm^3
• Polarizability: 23.679901 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale-Yellow Oil
• Melting Point: 47 - 49 °C; 47-49°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%

DETAILS

Toronto Research Chemicals - E916525

A receptor agonist; a therapeutic agent for sleep disorders.

REFERENCES

• Fourmaintraux, E., et al.: Bioorg. Med. Chem., 6, 9 (1998)
• Paul, P., et al.: J. Pharmacol. Exp. Ther., 290, 334 (1998)
• Nosjean, O., et al.: J. Biol. Chem., 275, 31311 (1998)