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1821280-29-8

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1821280-29-8 Structure

1821280-29-8 Structure
IdentificationBack Directory
[Name]

SBI-0640756
[CAS]

1821280-29-8
[Synonyms]

SBI756
SBI-756
CS-2838
SBI 756
SBI-0640756
SBI-0640756;SBI 0640756;SBI0640756;SBI 756;SBI756;SBI-756
(E)-6-chloro-3-(3-(5-fluoropyridin-3-yl)acryloyl)-4-phenylquinolin-2(1H)-one
2(1H)-Quinolinone,6-chloro-3-[(2E)-3-(5-fluoro-3-pyridinyl)-1-oxo-2-propen-1-yl]-4-phenyl-
[Molecular Formula]

C23H14ClFN2O2
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMSO : ≥ 26 mg/mL (64.23 mM)
[form ]

Solid
[color ]

Light yellow to yellow
[InChI]

1S/C23H14ClFN2O2/c24-16-7-8-19-18(11-16)21(15-4-2-1-3-5-15)22(23(29)27-19)20(28)9-6-14-10-17(25)13-26-12-14/h1-13H,(H,27,29)/b9-6+
[InChIKey]

VVWGPQZBDQVQRC-RMKNXTFCSA-N
[SMILES]

FC1=CN=CC(/C=C/C(C2=C(C3=CC=CC=C3)C4=C(C=CC(Cl)=C4)NC2=O)=O)=C1
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Uses]

SBI-0640756 (SBI-756) is an inhibitor of eIF4G1 and disrupts the eIF4F complex.
[Biological Activity]

SBI-0640756 is a potent inhibitor of eIF4G1 th at disrupts the eIF4F complex assembly independently of mTOR. SBI-0640756 potently inhibits growth of BRAF-resistant and BRAF-independent melanomas including NRAS- and NF1-mutant melanomas. SBI-0640756 exhibits low toxicity against nontransformed fibroblasts. SBI-0640756 also suppressed AKT and NF-kB signaling.
[in vivo]

SBI-0640756 (SBI-756) (0.5 mg/kg, i.p.) delays tumor onset and reduces tumor incidence by 50% in NrasQ61K/Ink4a–/– genetic model. SBI-0640756 (SBI-756) (1 mg/kg, 2 times per week, i.p.) in combination with BRAF inhibitor potently suppresses growth of established tumors and does not resume tumor growth in immunodeficient mice bearing A375 tumors[1].

[IC 50]

eIF4
[References]

[1] Feng Y et al. SBI-0640756 Attenuates the Growth of Clinically Unresponsive Melanomas by Disrupting the eIF4F Translation Initiation Complex. Cancer Res, 2015 Dec 15, 75(24):5211-8. DOI:10.1158/0008-5472.CAN-15-0885
Spectrum DetailBack Directory
[Spectrum Detail]

SBI-0640756(1821280-29-8)1HNMR
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