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Imatinib mesylate

Cat. No. 5906 Submit a Review Datasheet / COA / SDS
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Cat.No. 5906 - Imatinib mesylate | C29H31N7O.CH4O3S | CAS No. 220127-57-1
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)
Datasheet
Citations
Reviews
Literature (2)
Biological Activity Technical Data Solubility Calculators Datasheets References

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. Inhibits replication of SARS-CoV and MERS-CoV in vitro (EC50 values are 9.823 and 17.689 μM, respectively).

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 2.0 Max. 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.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

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

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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