KM 11060 Chemical Properties

storage temp. 

Store at RT

solubility 

Soluble to 100 mM in DMSO and to 10 mM in ethanol

form 

Powder

color 

White to off-white

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

KM 11060 Usage And Synthesis

Uses

KM 11060 is a small molecular corrector of F508del CFTR trafficking, which has potential application in cystic fibrosis therapeutics.

Biological Activity

Corrects F508del-CFTR trafficking; increases the amount of functional CFTR at the plasma membrane (~75%). Shown to inhibit PDE5 activity.

Synthesis

To a stirred solution of 7-chloro-4-(1-piperazinyl)quinoline (0.25 g, 1 mmol) in dichloromethane (8-10 mL) at 0 °C was added triethylamine (0.12 mL, 1.26 mmol). Subsequently, 4-chlorobenzenesulfonyl chloride (1 mmol) was added dropwise or in batches, and the reaction mixture was continued to be stirred at 0 °C for 15 min, then brought to room temperature and stirred until the reaction was complete (monitored by TLC). Upon completion of the reaction, the reaction mixture was diluted with dichloromethane (20 mL) and water (20 mL) and transferred to a partition funnel for separation. The organic layer was washed with water (3 x 20 mL) and dried over anhydrous sodium sulfate. Recrystallization by mixed solvent recrystallization of dichloromethane and hexane afforded pure 7-chloro-4-(4-((4-chlorophenyl)sulfonyl)-1-piperazinyl)quinoline in 85-95% yield.

in vivo

References

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 11, p. 3080 - 3089

KM 11060(774549-97-2)Related Product Information

• TPP
• Benzyl alcohol
• 4-Chloroaniline
• Sulfenone
• 4'-Hydroxyacetophenone
• Chlorobenzene
• 7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE
• 1-(4-Pyridyl)piperazine
• 4-(2-AMINOETHYLAMINO)-PYRIDINE HYDROCHLORIDE
• KM 11060
• 7-Chloro-4-piperazinoquinoline
• 4-(2-AMINOETHYL)AMINOQUINOLINE
• 7-CHLORO-4-(4-[(4-CHLORO-3-NITROPHENYL)SULFONYL]PIPERAZINO)QUINOLINE
• 4-(2-AMINOETHYL)AMINO-7-CHLOROQUINOLINE
• 4-PIPERAZIN-1-YL-QUINOLINE
• 1-(4-CHLORO-BENZENESULFONYL)-PIPERAZINE