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

Melting point:

212-214 °C(Solv: ethyl ether (60-29-7))

Boiling point:

379.1±17.0 °C(Predicted)

Density 

1.337±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

solubility 

DMSO: soluble5mg/mL, clear

form 

powder

pka

15.08±0.30(Predicted)

color 

yellow to brown

Safety

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

26

WGK Germany 

3

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Ethanone, 2-chloro-1-(3-indolyl)- Chemical Properties,Usage,Production

Uses

3-(Chloroacetyl)indole is a reagent used in organic synthesis. Used in the preparation of 1,?2-?dihydroazepino[4,?5-?b]?indoles.

Biological Activity

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

References

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.