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MW 589.7 Da, Purity >98%. Potent, selective inhibitor of tyrosine kinases v-Abl (IC50 = 38 nM), PDGFR and c-kit. Potent inhibitor of the Bcr-Abl tyrosine kinase created by the Philadelphia chromosome abnormality found in CML. Decreases proliferation and enhances apoptosis in leukemias CML and ALL.

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Images

Chemical Structure - Imatinib mesylate, Tyrosine kinase inhibitor (AB142070), expandable thumbnail

Publications

Key facts

CAS number

220127-57-1

Purity

> 98%

Form

Solid

Molecular weight

589.7 Da

Molecular formula
C30H35N7O4S
PubChem identifier

123596

Nature

Synthetic

Alternative names

Recommended products

MW 589.7 Da, Purity >98%. Potent, selective inhibitor of tyrosine kinases v-Abl (IC50 = 38 nM), PDGFR and c-kit. Potent inhibitor of the Bcr-Abl tyrosine kinase created by the Philadelphia chromosome abnormality found in CML. Decreases proliferation and enhances apoptosis in leukemias CML and ALL.

Key facts

Purity

> 98%

PubChem identifier

123596

Solubility

Soluble in water to 100 mM. Soluble in DMSO to 100 mM.

Biochemical name

Imatinib mesylate

Biological description

Potent, selective inhibitor of tyrosine kinases v-Abl (IC50 = 38 nM), PDGFR and c-kit. Potent inhibitor of the Bcr-Abl tyrosine kinase created by the Philadelphia chromosome abnormality found in CML. Decreases proliferation and enhances apoptosis in leukemias CML and ALL.

Canonical 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.CS(=O)(=O)O

InChI

InChI=1S/C29H31N7O.CH4O3S/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;1-5(2,3)4/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34);1H3,(H,2,3,4)

InChIKey

YLMAHDNUQAMNNX-UHFFFAOYSA-N

IUPAC name

methanesulfonic acid;4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl]benzamide

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate short-term storage conditions

-20°C

Appropriate long-term storage conditions

-20°C

Storage information

Store under desiccating conditions

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.

Activity summary

The Progesterone Receptor and others like the Aryl Hydrocarbon Receptor c-Kit and TSH Receptor/TSH-R function as key molecules involved in complex signaling and mechanical processes across various tissues. Progesterone Receptor also called PR operates in reproductive tissues while c-Kit also known as CD117 is expressed in hematopoietic cells and plays a role in cell development. These receptors and proteins exhibit different masses such as the Estrogen Related Receptor alpha which has a mass of approximately 54 kDa. Expression of these targets can vary significantly with Androgen Receptor found in high levels in prostate tissues and the Latent TGF-beta Binding Protein (LRRC26) being expressed in the brain and testes.

Biological function summary

These targets and proteins such as the Constitutive Androstane Receptor and PDGFR alpha regulate numerous cellular activities ranging from hormone signaling to cell growth and differentiation. c-Kit participates in forming a receptor-ligand complex instrumental for hematopoietic cell survival while the Aryl Hydrocarbon Receptor functions in the detoxification of xenobiotics. RAD52 and TDP1 take part in DNA repair processes where TDP1 helps in resolving DNA breaks. Many of these proteins like Bcr and ABL1 interact within the cytoplasm and nucleus to modulate gene transcription and signal transduction.

Pathways

Various receptors and channels like the Maxi Potassium channel alpha/SLO are integral to pathways involved in critical cellular processes. Androgen Receptor plays a significant role in the androgen signaling pathway affecting genes that control cell cycle progression. The ABL1 protein is intertwined in the tyrosine kinase signaling pathway which is significant for its role in cell differentiation and proliferation. This intricate network involves other proteins like IDH1 participating in metabolic pathways that influence cellular energy homeostasis as well as interacting with proteins like PXR in xenobiotic metabolism.

Associated diseases and disorders

These targets are frequently associated with various conditions. The Progesterone Receptor is significantly connected to hormone-driven cancers such as breast cancer while the c-Kit receptor is linked to gastrointestinal stromal tumors (GISTs). Mutations in ABL1 are commonly associated with chronic myeloid leukemia (CML) and its relationship with proteins like Bcr is notable through the Bcr-ABL fusion protein that drives CML. Similarly PDGFR alpha mutations are implicated in the development of certain types of sarcomas highlighting the link between protein dysfunction and disease states.

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1 product image

  • Chemical Structure - Imatinib mesylate, Tyrosine kinase inhibitor (ab142070), expandable thumbnail

    Chemical Structure - Imatinib mesylate, Tyrosine kinase inhibitor (ab142070)

    2D chemical structure image of ab142070, Imatinib mesylate, Tyrosine kinase inhibitor

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