2-(4-chlorophenyl)-3-oxopentanenitrile

• ChemBase ID: 164568
• Molecular Formular: C11H10ClNO
• Molecular Mass: 207.6562
• Monoisotopic Mass: 207.04509163
• SMILES: c1c(ccc(c1)C(C(=O)CC)C#N)Cl
• Canonical SMILES: CCC(=O)C(c1ccc(cc1)Cl)C#N
• InChI: InChI=1S/C11H10ClNO/c1-2-11(14)10(7-13)8-3-5-9(12)6-4-8/h3-6,10H,2H2,1H3
• InChIKey: NKRGJBDEEGULAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-chlorophenyl)-3-oxopentanenitrile
• IUPAC Traditional name: 2-(4-chlorophenyl)-3-oxopentanenitrile
• Synonyms: 4-Chloro-α-(1-oxopropyl)-benzeneacetonitrile; 2-(p-Chlorophenyl)-3-oxo-valeronitrile; α-(4-Chlorophenyl)-α-propionylacetonitrile

Database IDs

• CAS Number: 55474-40-3
• PubChem SID: 162258703
• PubChem CID: 3016971

CALCULATED PROPERTIES

• Acid pKa: 12.088529
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.0378277
• LogD (pH = 7.4): 3.037819
• Log P: 3.037828
• Molar Refractivity: 55.6194 cm^3
• Polarizability: 21.31561 Å^3
• Polar Surface Area: 40.86 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C379600

Pyrimethamine intermediate.

REFERENCES

• Takayama, K., et al.: Antimicrob. Agents Chemother., 33, 1493 (1989)
• Robson, C., et al.: J. Med. Chem., 40, 3040 (1989)
• Horton, J., et al.: J. Mol. Biol., 353, 334 (1989)
• Horton, J., et al.: J. Mol. Biol., 353, 334 (1989)
• Janin, Y., et al.: Bioorg. M