Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Imatinib [INN:BAN]
RN: 152459-95-5
UNII: BKJ8M8G5HI
InChIKey: KTUFNOKKBVMGRW-UHFFFAOYSA-N

Note

  • Inhibits Bcr-Abl protein-tyrosine kinase.

    NCI: /Imatinib Mesylate/ is the mesylate salt of imatinib, a tyrosine kinase inhibitor with antineoplastic activity. Imatinib binds to an intracellular pocket located within tyrosine kinases (TK), thereby inhibiting ATP binding and preventing phosphorylation and the subsequent activation of growth receptors and their downstream signal transduction pathways. This agent inhibits TK encoded by the bcr-abl oncogene as well as receptor TKs encoded by the c-kit and platelet-derived growth factor receptor (PDGFR) oncogenes. Inhibition of the bcr-abl TK results in decreased proliferation and enhanced apoptosis in malignant cells of Philadelphia-positive (Ph ) hematological malignancies such as CML and ALL; effects on c-kit TK activity inhibit mast-cell and cellular proliferation in those diseases overexpressing c-kit, such as mastocytosis and gastrointestinal stromal tumor (GIST). (NCI Thesaurus)

Molecular Formula

  • C29-H31-N7-O

Molecular Weight

  • 493.612
 

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Protein Kinase Inhibitors

Names and Synonyms

Name of Substance

  • Imatinib
  • Imatinib [INN:BAN]

Synonyms

  • alpha-(4-Methyl-1-piperazinyl)-3'-((4-(3-pyridyl)-2-pyrimidinyl)amino)-p-tolu-p-toluidide
  • CCRIS 9076
  • CGP 57148
  • CGP-57148
  • Imatinib
  • ST 1571
  • ST1571
  • UNII-BKJ8M8G5HI

Systematic Name

  • Benzamide, 4-((4-methyl)-1-piperazinyl)methyl)-N-(4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)phenyl)-

Registry Numbers

CAS Registry Number

  • 152459-95-5

FDA UNII

  • BKJ8M8G5HI

System Generated Number

  • 0152459955

Structure Descriptors

InChI

1S/C29H31N7O/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/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34)

InChIKey

KTUFNOKKBVMGRW-UHFFFAOYSA-N

Smiles

C1N(CCN(C1)Cc1ccc(cc1)C(Nc1cc(c(cc1)C)Nc1nccc(n1)c1cccnc1)=O)C