edoxaban

Also known as DU-176, DU-176b

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

Chemical data

Formula: C24H30ClN7O4S
Molecular weight: 548.1 g/mol
IUPAC name: N'-(5-chloro-2-pyridinyl)-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
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
InChIKey: HGVDHZBSSITLCT-JLJPHGGASA-N
XLogP: 1.4
Polar surface area: 165 Å²
H-bond donors: 3
H-bond acceptors: 8
Formal charge: 0

via PubChem

Research

2,849 papers

Edoxaban for the Treatment of Cancer-Associated Venous Thromboembolism.The New England journal of medicine · 2018
Edoxaban in cardiovascular disease management: Review.British journal of clinical pharmacology · 2022
Uninterrupted edoxaban vs. vitamin K antagonists for ablation of atrial fibrillation: the ELIMINATE-AF trial.European heart journal · 2019
Edoxaban for 12 Months Versus 3 Months in Patients With Cancer With Isolated Distal Deep Vein Thrombosis (ONCO DVT Study): An Open-Label, Multicenter, Randomized Clinical Trial.Circulation · 2023
Edoxaban-based versus vitamin K antagonist-based antithrombotic regimen after successful coronary stenting in patients with atrial fibrillation (ENTRUST-AF PCI): a randomised, open-label, phase 3b trial.Lancet (London, England) · 2019

via PubMed

Wikidata facts

Mass: 547.176851

Show 6 more facts

World Health Organisation international non-proprietary name: 艾多沙班
chemical formula: C₂₄H₃₀ClN₇O₄S
canonical SMILES: CN1CCC2=C(C1)SC(=N2)C(=O)NC3CC(CCC3NC(=O)C(=O)NC4=NC=C(C=C4)Cl)C(=O)N(C)C
isomeric 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
Commons category: Edoxaban
defined daily dose: 60

Sources (10)

via Wikidata · CC0

~6 min read

Article

9 sections

Contents

Medical uses
Contraindications and notes
Adverse effects
Overdose
Mechanism of action
Pharmacokinetics
Comparison to other anticoagulants
Generic availability
References

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 with warfarin, it has fewer drug interactions, and does not require regular assessment of blood samples for prothrombin time to assure safe anticoagulant therapy.