Ethanediamide, N1-(5-chloro-2-pyridinyl)-N2-[(1S,2R,4S)-4-[(dimethylamino)carbonyl]-2-[[(4,5,6,7-tetrahydro-5-methylthiazolo[5,4-c]pyridin-2-yl)carbonyl]amino]cyclohexyl]-, 4-methylbenzenesulfonate, hydrate (1:1:1);
N1-(5-Chloropyridin-2-yl)-N2-[(1S,2R,4S)-4-(dimethylcarbamoyl)-2-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamido)cyclohexyl]oxalamide 4-methylbenzenesulfonate monohydrate [1229194-11-9]
BRIEFING
Edoxaban Tosylate. Because there is no existing USP monograph for this drug substance, a new monograph based on validated methods of analysis is proposed.
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The liquid chromatographic procedure in the Assay and test for Organic Impurities is based on validations performed with the Capcell Pak C18 MGII brand of column with L1 packing. The typical retention time for edoxaban is about 14 min for the Assay and 24 min for the Organic Impurities test.
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The liquid chromatographic procedure in the test for Limit of Edoxaban Enantiomer is based on validations performed with the ChiralPak AD brand of column with L51 packing. The typical retention time for edoxaban is about 40 min.
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The liquid chromatographic procedure in the test for Limit of Sulfonate Esters, Procedure 1: Methyl Tosylate and Ethyl Tosylate is based on validations performed with the Cadenza CD-C18 brand of column with L1 packing. The typical retention times for methyl tosylate and ethyl tosylate are about 8 and 11 min, respectively.
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The gas chromatographic procedure in the test for Limit of Sulfonate Esters, Procedure 2: Ethyl Mesylate is based on validations performed with the DB-210 brand of column with G6 phase. The typical retention time for ethyl mesylate is about 7 min.
Stakeholders are encouraged to submit any supporting information regarding the potential mutagenicity of sulfonate esters.
Description and Solubility information: White to pale yellowish-white powder. Freely soluble in dimethylsulfoxide and in N,N-dimethylformamide; soluble in methanol; slightly soluble in water, in ethanol, and in acetonitrile; very slightly soluble in acetone; practically insoluble in isopropanol and in ethyl acetate.
(SM2: M. Fadadu)
Case ID—SUB-514 and SUB-2669
USP REFERENCE STANDARDS FOR PURCHASE
USP Edoxaban Tosylate RSUSP Ethyl Mesylate RS
USP Ethyl Tosylate RS
USP Methyl Tosylate RS