Name | LY-573636 |
Synonyms | CS-881 LY-573636 LY 573636Na Tasisulam sodium Tasisulam Sodium (LY573636) N-[(5-Bromo-2-thienyl)sulfonyl]-2,4-dichlorobenzamide sodium salt |
CAS | 519055-63-1 |
Molecular Formula | C11H5BrCl2NNaO3S2 |
Molar Mass | 437.09207 |
effect | acyl sulfonamide LY573636 · Na tumor xenografts in animal models including colon, lung, breast, ovary and prostate have been reported to have potent anti-tumor activity against a variety of antibodies. |
preparation | acyl sulfonamide 6(18.335kg,44.17mol), Isopropanol (185L),51% aqueous NaOH (3.350kg,42.71mol,0.967 EQ) and deionized water (2.215kg) were combined. The slurry was stirred at 25 °c until it became a clear solution. The solution was passed through a carbon filter, then filtered through a 0.45 μm filter followed by a 0.22 μm filter and collected in a crystallization vessel, the initial vessel was rinsed and filtered with IPA(90L). The filtered solution was distilled at atmospheric pressure until 55L of solution remained in the crystallization vessel. The concentrated solution was cooled to 25 °c, inoculated with acyl sulfonamide sodium salt 7(0.178kg) and stirred for at least 30 minutes. N-heptane (127.5L) was added to crystallize the product. The resulting slurry was stirred at 25 °c for at least 30 minutes. The diluted slurry was thermally cycled three times from 25 °c to 60 °c at a rate of 0.5 °c/min. After maturation, the slurry was cooled to -5 °c at 0.5 °c/min and stirred for at least 1 hour, Then filtered. The wet cake was washed with a 95:5 n-heptane/IPA mixture (92.5L n-heptane, 5LIPA) previously cooled to -5 °c. Finally, the wet cake was dried at 40 °c under vacuum with N2 purge. This gave acyl sulfonamide sodium salt product 7(16.838kg,38.52mol, yield 87.2) as white. (5-bromothiophen-2-ylsulfonyl)(2, 4-dichlorobenzoyl) amide sodium (taszolane sodium salt, 16.838kg,38.52mol,87.2 yield). |