ethyl (2E)-3-[4-(bromomethyl)phenyl]prop-2-enoate

• ChemBase ID: 168442
• Molecular Formular: C12H13BrO2
• Molecular Mass: 269.13442
• Monoisotopic Mass: 268.00989166
• SMILES: c1c(ccc(c1)/C=C/C(=O)OCC)CBr
• Canonical SMILES: CCOC(=O)/C=C/c1ccc(cc1)CBr
• InChI: InChI=1S/C12H13BrO2/c1-2-15-12(14)8-7-10-3-5-11(9-13)6-4-10/h3-8H,2,9H2,1H3/b8-7+
• InChIKey: ZIRVAUOPXCOSFU-BQYQJAHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E)-3-[4-(bromomethyl)phenyl]prop-2-enoate
• IUPAC Traditional name: ethyl (2E)-3-[4-(bromomethyl)phenyl]prop-2-enoate
• Synonyms: 3-[4-(Bromomethyl)phenyl]-2-propenoic Acid Ethyl Ester; 4-Bromomethylcinnamic Acid Ethyl Ester; Ethyl p-(Bromomethyl)cinnamate; Ethyl 4-Bromomethylcinnamate

Database IDs

• CAS Number: 60682-98-6
• PubChem SID: 162262574
• PubChem CID: 12870366

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.6448588
• LogD (pH = 7.4): 3.6448588
• Log P: 3.6448588
• Molar Refractivity: 65.428 cm^3
• Polarizability: 24.62859 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E900435

Used in the preparation of cinnamamide derivative as 5α-reductase inhibitors.

REFERENCES

• Mai, A., et al.: J. Med. Chem., et al.: 49, 6046 (2006)