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480448-29-1

480448-29-1 Structure

480448-29-1 Structure
IdentificationBack Directory
[Name]

Edoxaban hydrochloride
[CAS]

480448-29-1
[Synonyms]

Edoxaban Hcl
Edoxaban (HCl salt)
Edoxaban hydrochloride
Edoxaban Monohydrochloride
N'-(5-chloropyridin-2-yl)-N-[(1S,2R,4S)-4-(dimethylcarbamoyl)-2-[(5-methyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-carbonyl)amino]cyclohexyl]oxamide:hydrochloride
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]ethanediamide hydrochloride
[Molecular Formula]

C24H31Cl2N7O4S
[MOL File]

480448-29-1.mol
[Molecular Weight]

584.518
Hazard InformationBack Directory
[Description]

Edoxaban (Lixiana), a direct inhibitor of Factor Xa (FXa) was approved by the Minister of Health, Labor, and Welfare in Japan in April 2011 for the prevention of venous thromboembolism (VTE) after major orthopedic surgery. Edoxaban inhibits hFXa with a Ki=0.56 nM. Edoxaban is a weak inhibitor of thrombin Ki=6000 nM, has >10,000 fold selectivity over other serine proteases in the coagulation cascade, and demonstrates selectivity over trypsin and chymotrypsin. The synthesis of this class of FXa inhibitors begins with assembly of the diaminocyclohexane scaffold, cis-t-butyl((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate. The free amine is coupled to the P1 group, 2-((5-chloropyridin-2-yl) amino)-2-oxoacetic acid. The Boc protecting group on the amine of the scaffold is removed and the resulting free amine is coupled to the P4 group, 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid.
[Originator]

Daiichi Pharmaceutical (Japan)
[Brand name]

Lixiana
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