ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

• ChemBase ID: 97086
• Molecular Formular: C10H8Cl2FNO3
• Molecular Mass: 280.0798232
• Monoisotopic Mass: 278.9865267
• SMILES: n1c(c(cc(c1Cl)C(=O)CC(=O)OCC)F)Cl
• Canonical SMILES: CCOC(=O)CC(=O)c1cc(F)c(nc1Cl)Cl
• InChI: InChI=1S/C10H8Cl2FNO3/c1-2-17-8(16)4-7(15)5-3-6(13)10(12)14-9(5)11/h3H,2,4H2,1H3
• InChIKey: IEUHWNLWVMLHHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate
• Synonyms: Ethyl 2,6-dichloro-5-fluoro-β-oxo-3-pyridinepropionate; Ethyl 2,6-Dichloro-5-fluoro-β-oxo-3-pyridinepropanoate; 3-(2,6-Dichloro-5-fluoropyridin-3-yl)-3-oxopropanoic Acid Ethyl Ester; Ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropionate; Ethyl 2,6-dichloro-5-fluoronicotinoylacetate 97%; 2,6-二氯-5-氟烟酰乙酸乙酯

Database IDs

• CAS Number: 96568-04-6
• MDL Number: MFCD00799535
• PubChem SID: 24870794; 162083710
• PubChem CID: 2733708

CALCULATED PROPERTIES

• Acid pKa: 8.863746
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.4991093
• LogD (pH = 7.4): 2.4846284
• Log P: 2.499297
• Molar Refractivity: 62.1143 cm^3
• Polarizability: 23.34932 Å^3
• Polar Surface Area: 56.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 61-63°C; 68-72 °C(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C10H8Cl2FNO3

DETAILS

Sigma Aldrich - 472271

Packaging
5 g in glass bottle

Toronto Research Chemicals - D434200

Enoxacin intermediate.

REFERENCES

• Hinman, M., et al.: J. Med.l Chem., 49, 4842 (2006)
• Kumar, V., et al.: J. Enz. Inhib. Med. Chem., 24, 1169 (2006)