2-{2-[4-bromo(2H4)phenoxy]ethyl}-5-ethylpyridine

• ChemBase ID: 163004
• Molecular Formular: C15H16BrNO
• Molecular Mass: 306.19764
• Monoisotopic Mass: 305.04152614
• SMILES: c1(cnc(cc1)CCOc1ccc(cc1)Br)CC
• Canonical SMILES: CCc1ccc(nc1)CCOc1ccc(cc1)Br
• InChI: InChI=1S/C15H16BrNO/c1-2-12-3-6-14(17-11-12)9-10-18-15-7-4-13(16)5-8-15/h3-8,11H,2,9-10H2,1H3
• InChIKey: DOZJKXJBAFQCPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[4-bromo(^2H₄)phenoxy]ethyl}-5-ethylpyridine
• IUPAC Traditional name: 2-{2-[4-bromo(^2H₄)phenoxy]ethyl}-5-ethylpyridine
• Synonyms: 4-[2-(5-Ethyl-2-pyridyl)ethoxy]-1-bromobenzene-d4; 2-[2-(4-Bromophenoxy)ethyl]-5-ethylpyridine-d4

Database IDs

• PubChem SID: 162257139
• PubChem CID: 71314269

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.0105534
• LogD (pH = 7.4): 4.3603525
• Log P: 4.3676023
• Molar Refractivity: 76.4191 cm^3
• Polarizability: 29.62986 Å^3
• Polar Surface Area: 22.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B686392

A labelled impurity of Pioglitazone (P471000), which is a prescription drug of the class thiazolidinedione (TZD) with hypoglycemic (antihyperglycemic, antidiabetic) action.

REFERENCES

• Kumar, Y., et al.: Pharmazie, 59, 836 (2004)