SML1027

Imatinib

≥98% (HPLC), powder, tyrosine kinase inhibitor

• Synonym(e): 4-[(4-Methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-phenyl]benzamide methanesulfonate, 4-[(4-Methylpiperazin-1-yl)methyl]-N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)benzamide mesylate, CGP 57148, Genfatinib, Glivec, Imatinib methanesulfonate, STI-571
• Empirische Formel (Hill-System): C₂₉H₃₁N₇O · CH₄O₃S
• CAS-Nummer: 220127-57-1
• Molekulargewicht: 589.71
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• product name: Imatinib, ≥98% (HPLC)
• Assay: ≥98% (HPLC)
• Form: powder
• Lagerbedingungen: desiccated
• Farbe: white to beige
• Löslichkeit: H₂O: 10 mg/mL, clear
• Lagertemp.: 2-8°C
• 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

Beschreibung

Anwendung

Imatinib mesylate (IM) has been used:

• in sulforhodamine B cell viability assay to study its effect on CD34⁺ or CD38^- and CD34⁺ or CD38⁺ cells
• as an abelson1 (ABL1) kinase inhibitor
• in circular dichroism analysis to study the effect of IM binding on the secondary structure of the human transferrins

Biochem./physiol. Wirkung

Imatinib mesylate is a tyrosine kinase inhibitor with antineoplastic activity. Imatinib is a potent inhibitor of the Bcr-Abl kinase encoded by the bcr-abl oncogene as well as receptor tyrosine kinases encoded by c-kit and platelet-derived growth factor receptor (PDGFR) oncogenes. Imatinib mesylate inhibition of Bcr-Abl tyrosine kinase created by the Philadelphia chromosome abnormality found in CML decreases proliferation and enhances apoptosis in leukemias CML and ALL. Inhibition of c-kit tyrosine activity inhibits mast-cell and cellular proliferation in those diseases overexpressing c-kit such as gastrointestinal stromal tumor (GIST).

Leistungsmerkmale und Vorteile

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Sonstige Hinweise

Imatinib has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the Imatinib probe summary on the Chemical Probes Portal website.

Sicherheitshinweise

• Piktogramme: GHS08
• Signalwort: Warning
• H-Sätze: H361d
• P-Sätze: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Gefahreneinstufungen: Repr. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable