Ethanone, 2-chloro-1-(3-indolyl)- Struktur

Ethanone, 2-chloro-1-(3-indolyl)-

Bezeichnung:Ethanone, 2-chloro-1-(3-indolyl)-

Englisch Name:Ethanone, 2-chloro-1-(3-indolyl)-

CBNumberCB41247653

SummenformelC10H8ClNO

Molgewicht193.63

Ethanone, 2-chloro-1-(3-indolyl)- physikalisch-chemischer Eigenschaften

Schmelzpunkt	212-214 °C(Solv: ethyl ether (60-29-7))
Siedepunkt	379.1±17.0 °C(Predicted)
Dichte	1.337±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Löslichkeit	DMSO: soluble5mg/mL, clear
Aggregatzustand	powder
pka	15.08±0.30(Predicted)
Farbe	yellow to brown
InChI	1S/C10H8ClNO/c11-5-10(13)8-6-12-9-4-2-1-3-7(8)9/h1-4,6,12H,5H2
InChIKey	LLZQFAXTCYDVTR-UHFFFAOYSA-N

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36
S-Sätze:	26
WGK Germany	3
HS Code	2933998090
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

Verwenden
3-(Chloroacetyl)indole is a reagent used in organic synthesis. Used in the preparation of 1,2-dihydroazepino[4,5-b]indoles.
Biologische Aktivität
3cai is a potent allosteric and specific inhibitor of akt, which directly binds with akt1 or akt2 in an atp noncompetitive manner and shows 60% inhibition of akt1 kinase activity at 1 μm [1]. the serine/threonine kinase akt includes three members, akt1, akt2, and akt3. akt plays a critical role in promoting transformation and chemoresistance through inducing proliferation and inhibiting apoptosis. therefore, akt is regarded as a potential target for cancer therapy.
in vitro
3cai (1 and 4 μm) significantly inhibited akt1 kinase activity and decreased expression of akt direct downstream targets including mtor and gsk3β, respectively. 3cai (4 μm) efficiently induced growth inhibition and apoptosis in hct116 or hct29 colon cancer cells [1].
in vivo
3cai (30 mg/kg, oral administration) significantly suppressed colon cancer growth in an in vivo xenograft mouse model and inhibited the expression of akt-target protein such as mtor and gsk3βin hct116 colon tumor tissues [1].
target
akt
IC 50
1 μm
Einzelnachweise
1. kim dj, reddy k, kim mo, li y, nadas j, cho yy, et al. (3-chloroacetyl)-indole, a novel allosteric akt inhibitor, suppresses colon cancer growth in vitro and in vivo. cancer prev res (phila). 2011;4(11):1842-51.

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