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2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide

2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide ??? ???
?? ??:
442633-00-3
???:
2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide
???(??):
CK 666;CK-0944666;CK-666 ,S7690;CK 666 (CK 0944666);CK-666, 10 mM in DMSO;Arp2/3 Complex Inhibitor I, CK-666;CK 666, Actin polymerization inhibitor;2-Fluoro-N-[2-(2-methyl-3-indolyl)ethyl]benzamide;2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide;Benzamide, 2-fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]-
CBNumber:
CB52518908
???:
C18H17FN2O
??? ??:
296.34
MOL ??:
442633-00-3.mol
MSDS ??:
SDS

2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide ??

?? ?
528.2±50.0 °C(Predicted)
??
1.235±0.06 g/cm3(Predicted)
?? ??
2-8°C
???
DMSO: ≥25mg/mL
?? ?? (pKa)
13.86±0.46(Predicted)
??? ??
??
??
???? ?????
???
??? ?? ?????? 1? ?? ??????. DMSO ?? ??? ??? -20°C?? ?? 3?? ?? ??? ? ????.
InChI
1S/C18H17FN2O/c1-12-13(14-6-3-5-9-17(14)21-12)10-11-20-18(22)15-7-2-4-8-16(15)19/h2-9,21H,10-11H2,1H3,(H,20,22)
InChIKey
UXRKUKRXVWJFER-UHFFFAOYSA-N
SMILES
Cc1[nH]c2ccccc2c1CCNC(=O)c3ccccc3F
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36
????? 26
WGK ?? 3
???? ??? 11 - Combustible Solids
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
??????:
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.

2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide C??? ??, ??, ??

??

CK-666 may be used to study Arp2/3-mediated structural changes in cells.

?? ??

A cell-permeable indolyl-fluorobenzamide compound that selectively inhibits actin assembly mediated by actin-related protein Arp2/3 complex of human, bovine, fission yeast S. pombe, and budding yeast S. cerevisiae origin (IC50 = 4, 17, 5, and 12 μM, respectively), without affecting S. pombe formin domain Cdc12(FH2)-mediated or the spontaneous actin polymerization. Shown to inhibit the actin filament "comet tails" formation around intracellular Listeria in infected SKOV3 cells (IC50 = 7 μM) in a reversible manner. Structrual studies indicate that CK-666 targets a pocket formed between subdomain 4 of Arp2 and subdomain 1 of Arp3, preventing Arp2/3 from shifting into an active conformation upon N-WASP-VCA binding. CK-666 and CK-869 (Cat. No. 182516) exhibit different modes of binding, resulting in their different yeast cross-reactivities. CK-689 (Cat. No. 182517) can serve as a negative control.

Biochem/physiol Actions

CK-666 binds to Arp2/3 complex, stabilizes the inactive state of the complex and prevents its movement into active conformation.

2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide ?? ?? ? ???

???

?? ??


2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide ?? ??

???( 89)?? ??
??? ?? ??? ?? ?? ? ??
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2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide ?? ??:

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