2-methoxy-4-[(1Z)-2-nitroprop-1-en-1-yl]phenol

• ChemBase ID: 173074
• Molecular Formular: C10H11NO4
• Molecular Mass: 209.19864
• Monoisotopic Mass: 209.06880784
• SMILES: c1(c(ccc(c1)/C=C(/C)\[N+](=O)[O-])O)OC
• Canonical SMILES: COc1cc(ccc1O)/C=C(\[N+](=O)[O-])/C
• InChI: InChI=1S/C10H11NO4/c1-7(11(13)14)5-8-3-4-9(12)10(6-8)15-2/h3-6,12H,1-2H3/b7-5-
• InChIKey: FDLWTEUMNRJFCS-ALCCZGGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-4-[(1Z)-2-nitroprop-1-en-1-yl]phenol
• IUPAC Traditional name: 2-methoxy-4-[(1Z)-2-nitroprop-1-en-1-yl]phenol
• Synonyms: 2-Methoxy-4-(2-nitropropenyl)phenol; NSC 3298; NSC 57759; 2-Methoxy-4-(2-nitro-1-propenyl)phenol

Database IDs

• CAS Number: 5395-47-1
• PubChem SID: 164228984
• PubChem CID: 5354204

CALCULATED PROPERTIES

• Acid pKa: 8.973225
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7383057
• LogD (pH = 7.4): 1.7270792
• Log P: 1.7384508
• Molar Refractivity: 56.3115 cm^3
• Polarizability: 20.747004 Å^3
• Polar Surface Area: 75.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Toluene
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - M265000

A nitrostyrene derivative with potential antibacterial properties against gram positive bacteria such as Staphylococcus aureus, Enterococcus faecalis, and Enterococcus faecium.

REFERENCES

• Milhazes, N., et al.: Chem. Res. Toxicol., 19, 1294 (2006)
• Milhazes, N., et al.: Bioorg. Med. Chem., 14, 4078 (2006)