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Submit ReviewImatinib mesylate
Description: Potent and selective v-Abl tyrosine kinase inhibitor; also inhibits PDGFR and c-kit
Alternative Names: Gleevec, CGP 57148B
Chemical Name: 4-[(4-Methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide methanesulfonate
Purity: ≥98% (HPLC)
Biological Activity
Potent and selective v-Abl tyrosine kinase inhibitor (IC50 = 38 nM). Also inhibits PDGFR and c-kit. Exhibits selectivity for v-Abl over a panel of other tyrosine and serine/threonine protein kinases. Selectively inhibits PDGF-stimulated growth of v-abl-transformed PB-3 cells and v-sis-transformed BALB/c 3T3 cells in vitro. Exhibits antitumor effects in mice bearing AMuLV or BABL/c 3T3 v-sis cells.
External Portal Information
Chemicalprobes.org is a portal that offers independent guidance on the selection and/or application of small molecules for research. The use of Imatinib is reviewed on the chemical probes website.
Compound Libraries
Imatinib mesylate is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.
Technical Data
| M. Wt | 589.71 |
| Formula | C29H31N7O.CH4O3S |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 220127-57-1 |
| PubChem ID | 123596 |
| InChI Key | YLMAHDNUQAMNNX-UHFFFAOYSA-N |
| Smiles | CS(O)(=O)=O.CN1CCN(CC1)CC2=CC=C(C(NC3=CC=C(C(NC4=NC=CC(C5=CN=CC=C5)=N4)=C3)C)=O)C=C2 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 58.97 | 100 | |
| DMSO | 58.97 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 589.71. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.7 mL | 8.48 mL | 16.96 mL |
| 5 mM | 0.34 mL | 1.7 mL | 3.39 mL |
| 10 mM | 0.17 mL | 0.85 mL | 1.7 mL |
| 50 mM | 0.03 mL | 0.17 mL | 0.34 mL |
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References
References are publications that support the biological activity of the product.
Buchdunger et al (1996) Inhibition of the Abl protein-tyrosine kinase in vitro and in vivo by a 2-phenylaminopyrimidine derivative. Cancer Res. 56 100 PMID: 8548747
Juurikivi et al (2005) Inhibition of c-kit tyrosine kinase by ima. mesylate induces apoptosis in mast cells in rheumatoid synovia: a potential approach to the treatment of arthritis. Ann.Rheum.Dis. 64 1126 PMID: 16014680
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Cancer Research Product Guide
A collection of over 750 products for cancer research, the guide includes research tools for the study of:
- Cancer Metabolism
- Epigenetics in Cancer
- Receptor Signaling
- Cell Cycle and DNA Damage Repair
- Angiogenesis
- Invasion and Metastasis
Kinases Product Listing
A collection of over 400 products for kinase research, the listing includes inhibitors of:
- Receptor Tyrosine Kinases
- Protein Kinases A, C, D and G
- PI-3 Kinase, Akt and mTOR
- MAPK Signaling
- Receptor Serine/Threonine Kinases