Imatinib is a multi-target tyrosine kinase inhibitor that inhibits v-Abl, c-Kit, and PDGFR with IC50 of 0.6, 0.1, and 0.1 μM, respectively. Imatinib (STI571) can induce autophagy.

 

Brand: BCM

 

Target: SARS-CoV; Bcr-Abl; PDGFR; c-Kit; Autophagy

 

Signaling Pathways: Angiogenesis; Autophagy; Cytoskeletal Signaling; Microbiology/Virology; Tyrosine Kinase/Adaptors

 

In Vitro: Imatinib (STI 571) inhibited c-kit autophosphorylation, activation of mitogen-activated protein (MAP) kinase, and activation of Akt without altering total protein levels of c-kit, MAP kinase, or Akt. The concentration that produced 50% inhibition for these effects was approximately 100 nmol/L. STI 571 also significantly decreased SLF-dependent growth of M-07e cells in a dose-dependent manner and blocked the antiapoptotic activity of SLF. Imatinib mesylate had a more similar effect on Bcr/Abl- and c-Kit–dependent proliferation, with an IC50 of 19 nM in R10(-) cells and 82 nM in MO7e cells growing in the presence of SCF (KL, Kit ligand), respectively. STI571 inhibited tyrosine phosphorylation and cell growth of Ba/F3 cells expressing BCR/ABL, TEL/ABL, TEL/PDGFbetaR, and TEL/ARG with an IC(50) of approximately 0.5 microM in each case, but it had no effect on untransformed Ba/F3 cells growing in IL-3 or on Ba/F3 cells transformed by TEL/JAK2.

 

Melting Point: 208-210°C (dec.)

 

pKa: pKa1 8.07; pKa2 3.73; pKa3 2.56; pKa4 1.52(at 25℃)

 

Solubility: Soluble in DMSO. Insoluble in Water; Insoluble in Ethanol.

 

GHS: GHS07, GHS08

 

Isomeric SMILES: CC1=C(C=C(C=C1)NC(=O)C2=CC=C(C=C2)CN3CCN(CC3)C)NC4=NC=CC(=N4)C5=CN=CC=C5  

 

InChIKey: KTUFNOKKBVMGRW-UHFFFAOYSA-N  

 

InChI: InChI=1S/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26(33-29)24-4-3-12-30-19-24)32-28(37)23-8-6-22(7-9-23)20-36-16-14-35(2)15-17-36/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34) 

 

Attribute
[Chem Name]	4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl]benzamide
[Synonym]	Imatinib; STI571; CGP-57148B
[CAS No.]	152459-95-5
[EINECS]	604-855-6
[MDL No.]	MFCD05662257
[Formula]	C29H31N7O
[Molecular]	493.6
[Form]	White to Pale Beige Solid
[Storage]	Keep in dark place. Sealed in dry. Store in freezer, under -20°C

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