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Edoxaban information


Edoxaban
Clinical data
Trade namesSavaysa, Lixiana, Roteas, others
Other namesDU-176b
AHFS/Drugs.comMonograph
MedlinePlusa614055
License data
  • US DailyMed: Edoxaban
Routes of
administration
By mouth
ATC code
  • B01AF03 (WHO)
Legal status
Legal status
  • CA: ℞-only[1][2]
  • US: ℞-only[3]
  • EU: Rx-only[4][5]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability62%; Tmax 1–2 hours[6]
Protein binding55%[6]
Metabolismminimal CES1, CYP3A4/5, hydrolysis, glucuronidation[6]
Elimination half-life10–14 hours[6]
Excretion62% feces, 35% urine
Identifiers
IUPAC name
  • 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
CAS Number
  • 480449-70-5 ☒N
PubChem CID
  • 10280735
IUPHAR/BPS
  • 7575
DrugBank
  • DB09075 ☒N
ChemSpider
  • 8456212 ☒N
UNII
  • NDU3J18APO
KEGG
  • D09710 ☒N
ChEBI
  • CHEBI:85973 ☒N
CompTox Dashboard (EPA)
  • DTXSID50197398 Edit this at Wikidata
Chemical and physical data
FormulaC24H30ClN7O4S
Molar mass548.06 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CN1CCC2=C(C1)SC(=N2)C(=O)N[C@@H]3C[C@H](CC[C@@H]3NC(=O)C(=O)NC4=NC=C(C=C4)Cl)C(=O)N(C)C
InChI
  • InChI=1S/C24H30ClN7O4S/c1-31(2)24(36)13-4-6-15(27-20(33)21(34)30-19-7-5-14(25)11-26-19)17(10-13)28-22(35)23-29-16-8-9-32(3)12-18(16)37-23/h5,7,11,13,15,17H,4,6,8-10,12H2,1-3H3,(H,27,33)(H,28,35)(H,26,30,34)/t13-,15-,17+/m0/s1 ☒N
  • Key:HGVDHZBSSITLCT-JLJPHGGASA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Edoxaban, sold under the brand name Lixiana among others, is an anticoagulant medication and a direct factor Xa inhibitor.[3] It is taken by mouth.[3]

Compared with warfarin it has fewer drug interactions.[6]

It was developed by Daiichi Sankyo and approved in July 2011, in Japan for prevention of venous thromboembolisms following lower-limb orthopedic surgery.[7] It was also approved in the United States by the Food and Drug Administration (FDA) in January 2015, for the prevention of stroke and non–central-nervous-system systemic embolism.[8][9] It was approved for use in the European Union in June 2015.[4] It is on the World Health Organization's List of Essential Medicines.[10]

  1. ^ "Product monograph brand safety updates". Health Canada. February 2024. Retrieved 24 March 2024.
  2. ^ "Health Canada New Drug Authorizations: 2016 Highlights". Health Canada. 14 March 2017. Retrieved 7 April 2024.
  3. ^ a b c "Savaysa- edoxaban tosylate tablet, film coated". DailyMed. 24 April 2020. Retrieved 23 July 2020.
  4. ^ a b Cite error: The named reference Lixiana EPAR was invoked but never defined (see the help page).
  5. ^ "Roteas EPAR". European Medicines Agency (EMA). Retrieved 25 September 2020.
  6. ^ a b c d e Parasrampuria DA, Truitt KE (June 2016). "Pharmacokinetics and Pharmacodynamics of Edoxaban, a Non-Vitamin K Antagonist Oral Anticoagulant that Inhibits Clotting FactorXa". Clinical Pharmacokinetics. 55 (6): 641–55. doi:10.1007/s40262-015-0342-7. PMC 4875962. PMID 26620048.
  7. ^ "First market approval in Japan for Lixiana (Edoxaban)". Daiichi Sankyo Europe GmbH (Press release). 22 April 2011. Archived from the original on 6 November 2013.
  8. ^ O'Riordan M (9 January 2015). "FDA Approves Edoxaban for Stroke Prevention in AF and DVT/PE Prevention". Medscape. Retrieved 10 January 2015.
  9. ^ "Drug Approval Package: Savaysa (edoxaban tosylate) Tablets NDA #206316". U.S. Food and Drug Administration (FDA). 13 February 2015. Retrieved 23 July 2020.
  10. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.

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Edoxaban

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Edoxaban, sold under the brand name Lixiana among others, is an anticoagulant medication and a direct factor Xa inhibitor. It is taken by mouth. Compared...

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Ciraparantag

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clotting) drugs, including factor Xa inhibitors (rivaroxaban, apixaban and edoxaban), dabigatran, and heparins (including fondaparinux, low molecular weight...

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Thrombus

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comorbidities Treatment Anticoagulants: edoxaban, tinzaparin, unfractionated heparin Medication apixaban, edoxaban, and rivaroxaban Deaths 100,000–300,000...

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Anticoagulant

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(dabigatran) and factor Xa inhibitor (rivaroxaban, apixaban, betrixaban and edoxaban), and they have been shown to be as good or possibly better than the coumarins...

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WHO Model List of Essential Medicines

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beta; and their quality-assured biosimilars are alternatives Apixaban, edoxaban, and rivaroxaban are alternatives Alternatives are dalteparin and nadroparin...

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Bayer

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Rivaroxaban competes with other newer generation anticoagulants such as edoxaban, apixaban, and dabigatran as well as with the generic anticoagulant warfarin...

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Daiichi Sankyo

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(co-marketed with Eli Lilly and Company; also sold as Efient) Lixiana/Savaysa (edoxaban) Minnebro (esaxerenone) (available only in Japan) Nilemdo (bempedoic acid...

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Dabigatran

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intracerebral brain hemorrhage, and all-cause mortality compared with dabigatran, edoxaban, and rivaroxaban. Dabigatran is contraindicated in patients who have active...

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Coagulation

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directly acting oral anticoagulants: dabigatran, rivaroxaban, apixaban, and edoxaban). Theories on the coagulation of blood have existed since antiquity. Physiologist...

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Apixaban

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symptomatic heart failure. Apixaban and other anticoagulants (dabigatran, edoxaban and rivaroxaban) appear equally effective as warfarin in preventing non-hemorrhagic...

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Pulmonary embolism

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dabigatran and edoxaban do. A Cochrane review found that there is no evidence of a difference between oral DTIs (dabigatran, rivaroxaban, edoxaban, apixaban)...

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List of cardiac pharmaceutical agents

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Prasugrel Ticagrelor Tirofiban Anticoagulant Apixaban Bivalirudin Dabigatran Edoxaban Enoxaparin Heparin Rivaroxaban Warfarin Fibrinolytics Alteplase Streptokinase...

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Direct factor Xa inhibitors

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fibrillation (AF). Direct factor Xa inhibitors include rivaroxaban, apixaban and edoxaban, and are types of direct oral anticoagulant (DOAC), which are blood thinning...

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Activated carbon

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oral anticoagulants (DOACs) such as dabigatran, apixaban, rivaroxaban and edoxaban from blood plasma samples. For this purpose it has been made into "minitablets"...

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Warfarin

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suggested for edoxaban, but use of it is considered off label due to limited evidence. A reversal agent for dabigatran, apixaban, edoxaban, and rivaroxaban...

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Left atrial appendage occlusion

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specifically direct oral anticoagulants (i.e. dabigatran, apixaban, rivaroxaban, edoxaban) and vitamin K antagonists (i.e. warfarin), are very effective in lowering...

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Factor X

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drugs rivaroxaban, apixaban, betrixaban, LY517717, darexaban (YM150), edoxaban and 813893. These agents have several theoretical advantages over current...

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Deep vein thrombosis

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(a factor Xa inhibitor), dabigatran (a direct thrombin inhibitor), and edoxaban (a factor Xa inhibitor). Other anticoagulants cannot be taken by mouth...

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ATC code B01

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B01AE07 Dabigatran etexilate B01AF01 Rivaroxaban B01AF02 Apixaban B01AF03 Edoxaban B01AF04 Betrixaban B01AF51 Rivaroxaban and acetylsalicylic acid B01AX01...

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Atrial fibrillation

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through several means including warfarin, heparin, dabigatran, rivaroxaban, edoxaban, and apixaban. Many issues should be considered related to their comparative...

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Discovery and development of direct Xa inhibitors

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approved in Europe in 2011 and in the United States in 2012. The third one edoxaban (Lixiana, Savaysa) was approved in Japan in 2011 and in Europe and the...

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Venous thrombosis

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clots from forming) with the DOACs dabigatran, rivaroxaban, apixaban, or edoxaban rather than warfarin or low molecular weight heparin (LMWH). For those...

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Prothrombinase

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injected daily. Rivaroxaban, Apixaban and Edoxaban are direct factor Xa inhibitors. Rivaroxaban, Apixaban and Edoxaban bind to the active site of factor Xa...

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Drugs in pregnancy

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pregnant women. Currently, rivaroxaban (Xarelto), dabigatran (Pradaxa), and edoxaban (Savaysa) are DOACs listed under Pregnancy Category C, and apixaban (Eliquis)...

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Betrixaban

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to concerns of increased bleeding risk and absence of reversal agent. Edoxaban Enoxaparin Eriksson BI, Quinlan DJ, Weitz JI (2009). "Comparative pharmacodynamics...

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Management of atrial fibrillation

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Administration (FDA): dabigatran (thrombin inhibitor), apixaban, rivaroxaban, edoxaban (all factor Xa inhibitors). In the United Kingdom, the NICE guidelines...

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