1071000-98-0

Basic information

• Product Name: FKGK 11
• Synonyms: FKGK 11;1,1,1,2,2-Pentafluoro-7-phenyl-3-Heptanone;1,1,1,2,2-pentafluoro-7-phenylheptan-3-one
• CAS NO: 1071000-98-0
• Molecular Formula: C₁₃H₁₃F₅O
• Molecular Weight: 280.233736
• Mol File: 1071000-98-0.mol

Chemical Properties

• Boiling Point: 288.9±40.0 °C(Predicted)
• Appearance: colorless to yellow/
• Density: 1.222±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• CAS DataBase Reference: FKGK 11(CAS DataBase Reference)
• NIST Chemistry Reference: FKGK 11(1071000-98-0)
• EPA Substance Registry System: FKGK 11(1071000-98-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1071000-98-0(Hazardous Substances Data)

Upstream product

• 20371-41-9 5-phenylvaleric acid chloride 
• 36884-28-3 5-phenyl-1-pentanal 
• 2270-20-4 5-Phenylpentanoic acid 
• 354-64-3 Pentafluoroethyl iodide 
• 1063704-20-0 C₁₆H₂₂O₄ 
• 118514-42-4 5-phenyl-pentanoic anhydride 
• 20620-59-1 5-phenyl-n-valeric acid methyl ester 
• 1073632-60-6 5-phenyl-pentanoyl fluoride 
• 1071001-86-9 1-(morpholin-4-yl)-5-phenylpentan-1-one 
• 1071001-87-0 1,1,1,2,2-pentafluoro-7-phenyl-heptan-3-ol 
• 356-42-3 2,2,3,3,3-pentafluoropropanoic anhydride 

Relevant articles and documents

PERFLUOROKETONE COMPOUNDS AND USES THEREOF

Novel perfluoroketone compounds of formula [I] and [Ia] are described Also described are uses thereof, such as for inhibition of phospholipase A2 activity. Therapeutic uses thereof are also described, such as for the treatment of neural conditions and / or inflammatory conditions, such as demeyelmatmg (e.g., multiple sclerosis) and neural injury (e.g., spinal cord injury).

Synthesis of medicinally interesting polyfluoro ketones via perfluoroalkyl lithium reagents

(Chemical Equation Presented) The addition of (pentafluoroethyl)- and (heptafluoropropy-1)lithium to various acyl derivatives was studied. Weinreb and morpholine amides led to polyfluoro ketones in high to quantitative yields in short reaction times. Derivatives of 2-fluorocarboxylic acids may produce 1,1,1,2,2,4-hexafluoro ketones and 1,1,1,2,2,3,3,5-octafluoro ketones. The methodology can provide inhibitors for various lipolytic enzymes, including phospholipase A2.

Synthesis of polyfluoro ketones for selective inhibition of human phospholipase A2 enzymes

The development of selective inhibitors for individual PLA2 enzymes is necessary in order to target PLA2-specific signaling pathways, but it is challenging due to the observed promiscuity of known PLA2 inhibitors. In the current work, we present the development and application of a variety of synthetic routes to produce pentafluoro, tetrafluoro, and trifluoro derivatives of activated carbonyl groups in order to screen for selective inhibitors and characterize the chemical properties that can lead to selective inhibition. Our results demonstrate that the pentafluoroethyl ketone functionality favors selective inhibition of the GVIA iPLA2, a very important enzyme for which specific, potent, reversible inhibitors are needed. We find that 1,1,1,2,2-pentafluoro-7-phenyl-heptan-3-one (FKGK11) is a selective inhibitor of GVIA iPLA2 (XI(50) = 0.0073). Furthermore, we conclude that the introduction of an additional fluorine atom at the α′ position of a trifluoromethyl ketone constitutes an important strategy for the development of new potent GVIA iPLA2 inhibitors.