CAS 1373350-56-1

5-Bromo-1-(2-fluorophenyl)-2-pentanone

Description:

5-Bromo-1-(2-fluorophenyl)-2-pentanone is an organic compound characterized by its bromine and fluorine substituents, which influence its chemical reactivity and physical properties. This compound features a pentanone backbone, indicating the presence of a ketone functional group, which contributes to its reactivity in nucleophilic addition reactions. The bromine atom, being a good leaving group, can facilitate substitution reactions, while the fluorine atom can enhance the compound's electrophilicity due to its electronegative nature. The presence of the aromatic 2-fluorophenyl group adds to the compound's stability and can affect its solubility in various solvents. Typically, compounds like this may exhibit moderate to high polarity due to the functional groups present, influencing their boiling and melting points. Additionally, the compound may have applications in medicinal chemistry or as an intermediate in organic synthesis, owing to the unique combination of halogenated substituents that can modulate biological activity or facilitate further chemical transformations. Safety and handling precautions are essential due to the presence of halogens, which can pose health risks.

Formula: C₁₁H₁₂BrFO

InChI: InChI=1S/C11H12BrFO/c12-7-3-5-10(14)8-9-4-1-2-6-11(9)13/h1-2,4,6H,3,5,7-8H2

InChI key: InChIKey=JWOWGWXSDRIJDF-UHFFFAOYSA-N

SMILES: C(C(CCCBr)=O)C1=C(F)C=CC=C1

Synonyms:

• 2-Pentanone, 5-bromo-1-(2-fluorophenyl)-
• 5-Bromo-1-(2-fluorophenyl)-2-pentanone
• Prasugrel impurity 7/5-Bromo-1-(2-fluorophenyl)-2-pentanone
• Prasugrel-002
• 5-bromo-1-(2-fluorophenyl)pentan-2-one

5-Bromo-1-(2-fluorophenyl)-2-pentanone

Controlled Product

CAS: 1373350-56-1

Applications 5-Bromo-1-(2-fluorophenyl)-2-pentanone is an intermediate in the synthesis of Prasugrel (P701150). Prasugrel is a novel antiplatelet agent; it is a third-generation thienopyridine. Antiplatelet agent Prasugrel showed greater platelet inhibition and decreased incidence of ischemic events than Clopidogrel but may induce increased incidence of bleeding in patient with acute coronary syndrome.
References Von Beckerath, N., et al.: Circulation, 112, 2946 (2005), Jernberg, T., et al.: Eur. Heart J., 27, 1166 (2006), Farid, N., et al.: Drug Metab. Dispos., 35, 1096 (2007), Farid, N., et al.: Clin. Pharmacol. Ther., 81, 735 (2007), Jakubowski, J., et al.: J. Cardiovasc. Pharmacol., 49, 167 (2007), Wiviott, S., et al.: N. Engl. J. Med., 357, 2001 (2007),

Formula: C₁₁H₁₂BrFO

Color and Shape: Neat

Molecular weight: 259.115

Ref: TR-B687730