2009
DOI: 10.1021/op800210x
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Development of an Acyl Sulfonamide Anti-Proliferative Agent, LY573636·Na

Abstract: The synthesis of 5-bromo-thiophene-2-sulfonic acid 2,4-dichlorobenzoylamide sodium salt on multikilogram scale is described. The initial clinical supplies were made using carbonyl diimidazole to converge the two fragments. A more efficient acid chloride process has been developed, which also provides better control of impurities and color throughout the synthesis.

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Cited by 26 publications
(20 citation statements)
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“…The monomes N ‐allyl camphor sulfonamide (CSAP) and N , N ‐diallyl camphor sulfonamide (CSDAP) were prepared by utilizing camphorsulfonic acid, thionyl chloride, allyl amine, and diallyl amine based on reported method . Obtained CSAP was white solid.…”
Section: Methodsmentioning
confidence: 99%
“…The monomes N ‐allyl camphor sulfonamide (CSAP) and N , N ‐diallyl camphor sulfonamide (CSDAP) were prepared by utilizing camphorsulfonic acid, thionyl chloride, allyl amine, and diallyl amine based on reported method . Obtained CSAP was white solid.…”
Section: Methodsmentioning
confidence: 99%
“…N,N-Diallyl-2-dodecylbenzenesulfonamide (DBDAP) was prepared referring to the traditional methods [25]. Briefly, dodecylbenzenesulfonyl chloride was prepared by DB with excess SOCl 2 under reflux at 50 • C for 5 h. And the reaction of dodecylbenzenesulfonyl chloride and DAP using Et 3 N as acid binding agent in CH 2 Cl 2 was performed at 0-5 • C for 6 h. The product was washed three times with 1 wt% diluted hydrochloric acid, 1 wt% sodium hydroxide and saturated salt water, respectively, and then the solvent was removed under a vacuum.…”
Section: Synthesis Of Dbdapmentioning
confidence: 99%
“…[29][30][31][32] First of all, these are medicinally classical antagonists of folic acid having antimicrobial and antibiotic properties. [29][30][31][32][33][34] Also, we should take note of sulfonamides exerting antitumor [35][36][37] and anti-inflammatory activity, 38,39 neuroleptics, 40 anticonvulsants, diuretics, analgetics and antimigraine remedies. 41 Among sulfonamides there are efficient inhibitors of proteases, 41,42 COX-2 [43][44][45][46][47] and caspase inhibitors 48,49 associated with different diseases.…”
Section: Introductionmentioning
confidence: 99%