AB 1010 Mesylate Chemical Properties

storage temp. 

Store at -20°C

solubility 

DMSO: ≥ 30 mg/mL (50.44 mM)

form 

Powder

color 

White to yellow

InChIKey

TXCWBWKVIZGWEQ-UHFFFAOYSA-N

SMILES

CS(O)(=O)=O.C(NC1=CC=C(C)C(NC2=NC(C3=CC=CN=C3)=CS2)=C1)(=O)C1=CC=C(CN2CCN(C)CC2)C=C1

AB 1010 Mesylate Usage And Synthesis

Uses

Masitinib is a novel tyrosine kinases inhibitor for Kit and PDGFRα/β with IC50 of 200 nM and 540 nM/800 nM, resectively.

Uses

Masitinib Mesylate can be used to treat sickle cell disease.

Synthesis

Synthesis of N-(4-methyl-3-((4-(pyridin-3-yl)thiazol-2-yl)amino)phenyl)-4-((4-methylpiperazin-1-yl)methyl)benzamide and methanesulfonic acid as 4-[(4-methyl-1-piperazinyl)methyl]-N-(4-methyl-3-((4-(pyridin-3-yl)thiazol-2-yl)amino)phenyl)-4-((4-methylpiperazin-1-yl)methyl)benzamidic acid The general procedure for the sulfonate is as follows: 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-thiazolyl]amino]phenyl]benzamide (1.0 eq.) was dissolved in ethanol (4.5 v/v), and heated to 65-70°C to dissolve it completely. Under the condition of maintaining the same temperature, methanesulfonic acid (1.0 eq.) was slowly added. Upon completion of the reaction, the mixture was cooled to 25-30 °C and kept at this temperature for 6 hours to promote crystallization. The product was collected by filtration and dried in a vacuum disk dryer at 55-60°C. The yield of this step was 85-90% and the starting melting point of the product was 236°C.

in vivo

References

[1] Patent: WO2008/98949, 2008, A2. Location in patent: Page/Page column 23