Edoxaban tosylateProduct ingredient for Edoxaban
- Name
- Edoxaban tosylate
- Drug Entry
- Edoxaban
Edoxaban is a member of the Novel Oral Anti-Coagulants (NOACs) class of drugs, and is a rapidly acting, oral, selective factor Xa inhibitor. By inhibiting factor Xa, a key protein in the coagulation cascade, edoxaban prevents the stepwise amplification of protein factors needed to form blood clots. It is indicated to reduce the risk of stroke and systemic embolism (SE) in patients with nonvalvular atrial fibrillation (NVAF) and for the treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE) following 5-10 days of initial therapy with a parenteral anticoagulant. Traditionally, warfarin, a vitamin K antagonist, was used for stroke prevention in these individuals but effective use of this drug is limited by it's delayed onset, narrow therapeutic window, need for regular monitoring and INR testing, and numerous drug-drug and drug-food interactions. This has prompted enthusiasm for newer agents such as dabigatran, apixaban, and rivaroxaban for effective clot prevention. In addition to once daily dosing, the benefits over warfarin also include significant reductions in hemorrhagic stroke and GI bleeding, and improved compliance, which is beneficial as many patients will be on lifelong therapy.
- Accession Number
- DBSALT001717
- Structure
Structure for Edoxaban tosylate (DBSALT001717)
- Synonyms
- Edoxaban tosilate
- UNII
- 32W99UE810
- CAS Number
- 480449-71-6
- Weight
- Average: 720.26
Monoisotopic: 719.1962666 - Chemical Formula
- C31H38ClN7O7S2
- InChI Key
- ZLFZITWZOYXXAW-QXXZOGQOSA-N
- InChI
- InChI=1S/C24H30ClN7O4S.C7H8O3S/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;1-6-2-4-7(5-3-6)11(8,9)10/h5,7,11,13,15,17H,4,6,8-10,12H2,1-3H3,(H,27,33)(H,28,35)(H,26,30,34);2-5H,1H3,(H,8,9,10)/t13-,15-,17+;/m0./s1
- IUPAC Name
- 4-methylbenzene-1-sulfonic acid; N'-(5-chloropyridin-2-yl)-N-[(1S,2R,4S)-4-(dimethylcarbamoyl)-2-{5-methyl-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridine-2-amido}cyclohexyl]ethanediamide
- SMILES
- CC1=CC=C(C=C1)S(O)(=O)=O.CN(C)C(=O)[C@H]1CC[C@H](NC(=O)C(=O)NC2=CC=C(Cl)C=N2)[C@@H](C1)NC(=O)C1=NC2=C(CN(C)CC2)S1
- External Links
- ChemSpider
- 28528184
- ChEBI
- 85975
- ChEMBL
- CHEMBL2105682
- Predicted Properties
Property Value Source Water Solubility 0.0114 mg/mL ALOGPS logP 1.61 ALOGPS logP 0.9 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 10.74 Chemaxon pKa (Strongest Basic) 6.33 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 136.63 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 140.14 m3·mol-1 Chemaxon Polarizability 57.01 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon