Skip to main content

MW 440.5 Da, Purity >99%. Highly potent, irreversible Bruton tyrosine kinase (BTK) inhibitor (IC50 = 0.5nM). Inhibits autophosphorylation of BTK IC50 = 11 nM), and phophorylation of PLCγ (IC50 = 29 nM) and ERK (IC50 = 13 nM). Potently inhbits BLK, BMS, FGR, EGFR and ITK kinases. Blocks B-cell antigen receptor (BCR) activation. Cytotoxic to chronic lymphocytic leukemia (CLL) cells.

Be the first to review this product! Submit a review

Publications

Key facts

CAS number
936563-96-1
Purity
> 99
Form
Solid
Molecular weight
440.5 Da
Molecular formula
C25H24N6O2
PubChem identifier
24821094
Nature
Synthetic

Alternative names

Recommended products

MW 440.5 Da, Purity >99%. Highly potent, irreversible Bruton tyrosine kinase (BTK) inhibitor (IC50 = 0.5nM). Inhibits autophosphorylation of BTK IC50 = 11 nM), and phophorylation of PLCγ (IC50 = 29 nM) and ERK (IC50 = 13 nM). Potently inhbits BLK, BMS, FGR, EGFR and ITK kinases. Blocks B-cell antigen receptor (BCR) activation. Cytotoxic to chronic lymphocytic leukemia (CLL) cells.

Key facts

Purity
> 99
PubChem identifier
24821094
Solubility

Soluble in DMSO to 50mM.

Biochemical name
Ibrutinib
Biological description

Highly potent, irreversible Bruton tyrosine kinase (BTK) inhibitor (IC50 = 0.5nM). Inhibits autophosphorylation of BTK IC50 = 11 nM), and phophorylation of PLCγ (IC50 = 29 nM) and ERK (IC50 = 13 nM). Potently inhbits BLK, BMS, FGR, EGFR and ITK kinases. Blocks B-cell antigen receptor (BCR) activation. Cytotoxic to chronic lymphocytic leukemia (CLL) cells.

Canonical SMILES
C=CC(=O)N1CCCC(C1)N2C3=NC=NC(=C3C(=N2)C4=CC=C(C=C4)OC5=CC=CC=C5)N
Isomeric SMILES
C=CC(=O)N1CCC[C@H](C1)N2C3=NC=NC(=C3C(=N2)C4=CC=C(C=C4)OC5=CC=CC=C5)N
InChI
InChI=1S/C25H24N6O2/c1-2-21(32)30-14-6-7-18(15-30)31-25-22(24(26)27-16-28-25)23(29-31)17-10-12-20(13-11-17)33-19-8-4-3-5-9-19/h2-5,8-13,16,18H,1,6-7,14-15H2,(H2,26,27,28)/t18-/m1/s1
InChIKey
XYFPWWZEPKGCCK-GOSISDBHSA-N
IUPAC name
1-[(3R)-3-[4-amino-3-(4-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]prop-2-en-1-one

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

Notes

Solutions in DMSO may be stored at -20°C for up to 3 months.

Supplementary info

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

Lyn BLK Ret EGFR TDP1 FGFR2 Smad3 Yes1 BTK and Flt3/CD135 represent a diverse group of proteins involved in various signaling pathways. Lyn a Src family tyrosine kinase is expressed in hematopoietic cells and plays roles in signal transduction. BLK and Yes1 are also tyrosine kinases belonging to the Src family with expression largely in B cells and epithelial cells respectively. Ret a receptor tyrosine kinase is significant in nervous system development. EGFR a receptor tyrosine kinase known as ErbB1 or HER1 is widely expressed in epithelial tissues and weighs approximately 134 kDa. TDP1 a DNA repair enzyme is expressed in cell nuclei. FGFR2 a receptor tyrosine kinase is present in mesenchymal and epithelial tissues. Smad3 a signaling mediator functions downstream in transforming growth factor-beta signaling. BTK a non-receptor tyrosine kinase functions in B cell development while Flt3/CD135 another receptor tyrosine kinase is expressed in hematopoietic progenitor cells. BMX a tyrosine kinase shows expression in various tissues including endothelial and epithelial cells.

Biological function summary

These proteins perform diverse and significant roles. Lyn BLK Yes1 and BTK participate in immune cell signaling pathways modulating cell activation and differentiation. Ret functions in cell growth and neuronal development often forming complexes with co-receptors like GFRα. EGFR is important for cell growth differentiation and survival often partnering with ligands like EGF. TDP1 acts in DNA repair mechanisms while FGFR2 influences cell proliferation and differentiation. Smad3 mediates TGF-beta-induced transcriptional responses and Flt3/CD135 regulates hematopoietic progenitor cell survival and proliferation. BMX contributes to cellular processes like growth and survival through signaling modulation.

Pathways

These proteins integrate into critical signaling networks. Lyn and BTK engage in the B cell receptor pathway interfacing with proteins such as Syk and PLCγ2. EGFR plays a role in the MAPK/ERK pathway interacting with GRB2 and SOS to relay signals. FGFR2 also participates in the MAPK/ERK pathway influencing cell division and differentiation. Ret links to the PI3K/AKT pathway interacting with Shc and phosphoinositide 3-kinase modulating cell growth and survival. Smad3 as part of the TGF-beta pathway collaborates with Smad4 to control gene expression.

Associated diseases and disorders

These proteins associate with various conditions. Lyn and BTK have links to chronic lymphocytic leukemia (CLL) where aberrant signaling leads to uncontrolled B cell proliferation. EGFR mutations are common in non-small cell lung cancer influencing tumor growth and resistance to therapy. Ret mutations associate with multiple endocrine neoplasia type 2 (MEN2) driving abnormal cancerous growths in endocrine tissues. FGFR2 mutations relate to skeletal disorders like Apert syndrome while Smad3 mutations connect to vascular diseases like aneurysms. Flt3 mutations are commonly found in acute myeloid leukemia (AML) influencing uncontrolled cell proliferation. BMX involvement appears in prostate cancer affecting tumor progression and resistance. These connections highlight the importance of targeted therapies such as BTK inhibitors like ibrutinib which inhibit BTK's role in disease pathways.

Product promise

We are dedicated to supporting your work with high quality reagents and we are here for you every step of the way should you need us.

In the unlikely event of one of our products not working as expected, you are covered by our product promise.

Full details and terms and conditions can be found here:
Terms & Conditions.

0 product images

    Downloads

    Product protocols

    For this product, it's our understanding that no specific protocols are required. You can:

    Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.

    For licensing inquiries, please contact partnerships@abcam.com