Betrixaban

Base Information

• Chemical Name: Betrixaban
• CAS No.: 330942-05-7
• Molecular Formula: C23H22ClN5O3
• Molecular Weight: 451.912
• European Community (EC) Number: 682-459-2
• UNII: 74RWP7W0J9
• DSSTox Substance ID: DTXSID10954727
• Nikkaji Number: J2.867.473B
• Wikipedia: Betrixaban
• Wikidata: Q4898219
• NCI Thesaurus Code: C75154
• Pharos Ligand ID: UWAU2T4BDQXG
• Metabolomics Workbench ID: 153363
• ChEMBL ID: CHEMBL512351
• Mol file: 330942-05-7.mol

Synonyms:betrixaban;BEVYXXA;N-(5-chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-5-methoxybenzamide;PRT054021

Chemical Property of Betrixaban

Chemical Property:

• Refractive Index: 1.628
• PKA: 11.00±0.70(Predicted)
• PSA: 110.90000
• Density: 1.3g/cm³
• LogP: 4.69190
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 451.1411173
• Heavy Atom Count: 32
• Complexity: 668

Purity/Quality:

98% ^*data from raw suppliers

Betrixaban ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antithrombotic Agents
• Canonical SMILES: CN(C)C(=N)C1=CC=C(C=C1)C(=O)NC2=C(C=C(C=C2)OC)C(=O)NC3=NC=C(C=C3)Cl
• Recent ClinicalTrials: A Study to Determine the Pharmacokinetics, Pharmacodynamics, and Tolerabiltiy of Betrixaban in Patients With Mild, Moderate, and Severe Renal Impairment
• Recent EU Clinical Trials: Multicenter, Randomized, Active-Controlled Efficacy And Safety Study Comparing Extended Duration Betrixaban With Standard Of Care Enoxaparin For The Prevention Of Venous Thromboembolism In Acute Medically Ill Patients
• Uses: Betrixaban is a novel anticoagulant, an oral direct inhibitor of factor Xa (FXa) for use in the prevention of venous thromboembolism (VTE).

Technology Process of Betrixaban

There total 40 articles about Betrixaban which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.74%

N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)carbonylamino]-5-methoxyphenyl}carboxamide (330942-01-3) + lithium dimethylamide (3585-33-9) → betrixaban (330942-05-7)

Guidance literature:

With dimethyl amine; at -10 - -5 ℃; for 0.5h; Temperature;

Reference yield: 93.1%

C23H21ClN4O4 → betrixaban (330942-05-7)

Guidance literature:

With pyridoxal; isopropylamine; In aq. phosphate buffer; dimethyl sulfoxide; at 30 - 40 ℃; pH=8 - 9; pH-value; Enzymatic reaction;

Reference yield: 91.84%

N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)carbonylamino]-5-methoxyphenyl}carboxamide (330942-01-3) + dimethylaminomagnesium bromide → betrixaban (330942-05-7)

Guidance literature:

With dimethyl amine; at -5 - 0 ℃; for 0.5h;

upstream raw materials:

N-(5-chloro-2-pyridinyl)-2-((4-cyanobenzoyl)amino)-5-methoxybenzamide hydrochloride

dimethyl amine

lithium dimethylamide

N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)carbonylamino]-5-methoxyphenyl}carboxamide

Downstream raw materials:

5-(2-((6-amidohexyl)amino)-2-oxoethyoxy)-N-(5-chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)benzamide

C₂₂H₂₁N₅O₃

C₂₃H₂₃N₅O₃

5-(2-((6-amidohexyl)amino)-2-oxoethyoxy)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-N-(pyridine-2-yl)benzamide

Refernces

• 1、 -. "Improved preparation method of beta-caraban". . . Retrieved 2019/08/29.
• 2、 -. "Novel betrixaban intermediate and preparation method and application thereof". . . Retrieved 2019/07/10.