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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 for Imatinib mesylate
Imatinib mesylate is a 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. Inhibits replication of SARS-CoV and MERS-CoV in vitro (EC50 values are 9.823 and 17.689 μM, respectively).
External Portal Information for Imatinib mesylate
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 for Imatinib mesylate
Imatinib mesylate is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Kinase Inhibitor Library, Tocriscreen Antiviral Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
Technical Data for Imatinib mesylate
| 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 for Imatinib mesylate
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 58.97 | 100 | |
| DMSO | 58.97 | 100 |
Preparing Stock Solutions for Imatinib mesylate
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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Product Datasheets for Imatinib mesylate
References for Imatinib mesylate
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
Dyall et al (2014) Repurposing of clinically developed drugs for treatment of Middle East Respiratory Syndrome coronavirus infection. Antimicrob.Agents Chemother. 58 4885 PMID: 24841273
If you know of a relevant reference for Imatinib mesylate, please let us know.
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3 Citations for Imatinib mesylate
Citations are publications that use Tocris products. Selected citations for Imatinib mesylate include:
Hauke et al (2020) A Whole Genome-Wide Arrayed CRISPR Screen in Primary Organ Fibroblasts to Identify Regulators of Kidney Fibrosis. SLAS Discov 25 591-604 PMID: 32425084
Sue A et al (2020) Long-term imatinib diminishes ovarian reserve and impacts embryo quality. J Assist Reprod Genet 37 1459-1466 PMID: 32372302
So-Youn et al (2019) Transient inhibition of p53 homologs protects ovarian function from two distinct apoptotic pathways triggered by anticancer therapies. Cell Death Differ 26 502-515 PMID: 29988075
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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