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Imatinib
Imatinib
2D structure of imatinib
Imatinib2
3D structure of imatinib
Names
Synonyms CGP-57-148B, CGP-57148, STI-571
Brand names Gleevec, Glivec

IUPAC name
IUPAC name
N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)-4-[(4-methylpiperazin-1-yl)methyl]benzamide
Clinical information
Preg. cat.
AU: D
US: D
Legal status
AU: Prescription Only Medicine (S4)
CA: ℞-only
UK: POM
US: ℞-only
Routes Oral

Salts Mesilate
Identifiers
ATC code L01XE01
ChemSpider 5101
DrugBank DB00619
PubChem 5291
MedlinePlus a606018
MeSH ID C097613
PDB IDs
PDBs
1T46 (RCSB, PDBe; X-ray)
1XBB (RCSB, PDBe; X-ray)
2HYY (RCSB, PDBe; X-ray)
2PL0 (RCSB, PDBe; X-ray)
3FW1 (RCSB, PDBe; X-ray)
3GVU (RCSB, PDBe; X-ray)
3HEC (RCSB, PDBe; X-ray)
3PYY (RCSB, PDBe; X-ray)
4BKJ (RCSB, PDBe; X-ray)
External links
DailyMed imatinib search
Drugs.com international, monograph
Jmol 3D structure
Licensing data EU EMA: link.
US FDA: link.
MSR monograph
emc imatinib search
TGA-eBS imatinib search
Chemical properties
Formula C29H31N7O
Mol. mass
Mol. mass for MFs
493.6027 g/mol
SMILES
SMILES
CN1CCN(CC2=CC=C(C=C2)C(=O)NC2=CC(NC3=NC=CC(=N3)C3=CN=CC=C3)=C(C)C=C2)CC1
InChI
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
InChIKey
KTUFNOKKBVMGRW-UHFFFAOYSA-N


Imatinib is a tyrosine kinase inhibitor that specifically inhibits BCR-ABL, platelet-derived growth factor (PDGF) and c-KIT (which is in the signalling pathway of stem cell factor).[1] It is primarily used in the management of chronic myeloid leukaemia.[1]


3D structure of it binding to Abl1Edit



700px 70ms 2HYY PyMOL animation

Figure 2: Animated 3D structure of 2HYY



External linksEdit

Reference listEdit

  1. 1.0 1.1 Brayfield, A, ed. (7 January 2014). "Imatinib Mesilate". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 7 December 2014. 

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