2-methoxyethyl (2E)-2-[(3-nitrophenyl)methylidene]-3-oxobutanoate

• ChemBase ID: 59527
• Molecular Formular: C14H15NO6
• Molecular Mass: 293.272
• Monoisotopic Mass: 293.08993721
• SMILES: c1(cccc(c1)[N+](=O)[O-])/C=C(/C(=O)OCCOC)\C(=O)C
• Canonical SMILES: COCCOC(=O)/C(=C/c1cccc(c1)[N+](=O)[O-])/C(=O)C
• InChI: InChI=1S/C14H15NO6/c1-10(16)13(14(17)21-7-6-20-2)9-11-4-3-5-12(8-11)15(18)19/h3-5,8-9H,6-7H2,1-2H3/b13-9+
• InChIKey: UVZJPCAZMGLNTB-UKTHLTGXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxyethyl (2E)-2-[(3-nitrophenyl)methylidene]-3-oxobutanoate
• IUPAC Traditional name: 2-methoxyethyl (2E)-2-[(3-nitrophenyl)methylidene]-3-oxobutanoate
• Synonyms: 2-Methoxyethyl (2E)-2-acetyl-3-(3-nitrophenyl)-acrylate; 2-[(3-Nitrophenyl)methylene]-3-oxo-butanoic Acid 2-Methoxyethyl Ester; 2-Methoxyethyl 2-(m-Nitrobenzylidene)acetoacetate; 2-Methoxyethyl 2-(3-Nitrobenzylidene)acetoacetate

Database IDs

• CAS Number: 39562-22-6
• MDL Number: MFCD00521048
• PubChem SID: 162064290
• PubChem CID: 2063485

CALCULATED PROPERTIES

• Acid pKa: 18.430956
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.325191
• LogD (pH = 7.4): 2.325191
• Log P: 2.325191
• Molar Refractivity: 75.8226 cm^3
• Polarizability: 28.371563 Å^3
• Polar Surface Area: 98.42 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 61-63°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - M262580

Cilnidipine intermediate.

REFERENCES

• Kobayashi, T., et al.: Chem. Pharm. Bull., 43, 797 (1995)
• Parent, R., et al.: Int. J. Toxicol., 19, 331 (1995)