Imatinib mesylateProduct ingredient for Imatinib
- Name
- Imatinib mesylate
- Drug Entry
- Imatinib
Imatinib is a small molecule kinase inhibitor that revolutionized the treatment of cancer, particularly chronic myeloid leukemia, in 2001.10 It was deemed a "miracle drug" due to its clinical success, as oncologist Dr. Brian noted that "complete hematologic responses were observed in 53 of 54 patients with CML treated with a daily dosage of 300 mg or more and typically occurred in the first four weeks of therapy".12. The discovery of imatinib also established a new group of therapy called "targeted therapy", since treatment can be tailored specifically to the unique cancer genetics of each patient.17
Imatinib was approved on February 1st ,2001 by the FDA and November 7th, 2001 by the EMA; however, its European approval has been withdrawn in October 2023.13,18,19
- Accession Number
- DBSALT000098
- Structure
Structure for Imatinib mesylate (DBSALT000098)
- Synonyms
- Imatinib mesilate / Imatinib methansulfonate
- External IDs
- STI 571 / STI-571 / STI571
- UNII
- 8A1O1M485B
- CAS Number
- 220127-57-1
- Weight
- Average: 589.708
Monoisotopic: 589.247123333 - Chemical Formula
- C30H35N7O4S
- InChI Key
- YLMAHDNUQAMNNX-UHFFFAOYSA-N
- 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)
- IUPAC Name
- N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)-4-[(4-methylpiperazin-1-yl)methyl]benzamide; methanesulfonic acid
- SMILES
- CS(O)(=O)=O.CN1CCN(CC2=CC=C(C=C2)C(=O)NC2=CC(NC3=NC=CC(=N3)C3=CN=CC=C3)=C(C)C=C2)CC1
- External Links
- PubChem Compound
- 123596
- ChemSpider
- 110189
- ChEBI
- 31690
- ChEMBL
- CHEMBL1642
- Wikipedia
- Imatinib
- Predicted Properties
Property Value Source Water Solubility 0.0146 mg/mL ALOGPS logP 3.47 ALOGPS logP 4.38 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 12.69 Chemaxon pKa (Strongest Basic) 7.84 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 86.28 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 148.93 m3·mol-1 Chemaxon Polarizability 55.56 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon