SML2589

Dasatinib

≥98% (HPLC)

• Synonym(s): BMS 354825, BMS-354825, BMS354825, N-(2-Chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide
• Empirical Formula (Hill Notation): C₂₂H₂₆ClN₇O₂S
• CAS Number: 302962-49-8
• Molecular Weight: 488.01
• MDL number: MFCD11046566
• UNSPSC Code: 12352200

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: CC1=NC(NC2=NC=C(C(NC3=C(C=CC=C3Cl)C)=O)S2)=CC(N4CCN(CC4)CCO)=N1
• InChI: 1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)
• InChI key: ZBNZXTGUTAYRHI-UHFFFAOYSA-N
• Gene Information: human ... ABL1(25) , BLK(640) , EPHA2(1969) , FGR(2268) , FRK(2444) , FYN(2534) , HCK(3055) , KIT(3815) , LCK(3932) , LYN(4067) , PDGFRB(5159) , SRC(6714) , SRMS(6725) , YES1(7525)

Description

Application

Dasatinib has been used:

• as a protein kinase inhibitor to study its effects on macrophage polarization, lipogenesis, western diet-induced progression of simple steatosis into steatohepatitis (NASH), and liver fibrosis in mice
• as an SRC tyrosine kinase inhibitor to study its effects on hepatocellular carcinoma cells
• as a tyrosine kinase inhibitor to study its effects on autophagy in neuronal cells

Biochem/physiol Actions

Dasatinib is a thiazole-carboxamide compound that inhibits a broad spectrum of protein kinases such as breakpoint cluster region-tyrosine protein kinase ABL (Bcr-Abl), Btk family members, platelet-derived growth factor receptor α/β (PDGFR-α/β), and ephrin receptor kinase. It also inhibits Src-family kinases such as SRC tyrosine kinase, and lymphocyte-specific protein kinase (LCK). Dasatinib exhibits certain effects on hematopoietic cells like suppressing natural killer cell toxicity, inhibiting T lymphocytes activation and proliferation, and influencing platelet activation. It is also studied in the treatment of chronic myeloid leukemia (CML) and acute lymphoblastic leukemia (ALL).

Safety Information

• Pictograms: GHS05,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H315 - H318 - H351 - H361fd - H372 - H410
• Precautionary Statements: P202 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Chronic 1 - Carc. 2 - Eye Dam. 1 - Repr. 2 - Skin Irrit. 2 - STOT RE 1
• Target Organs: Gastro-intestinal system
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable