Avosentan

Base Information

• Chemical Name: Avosentan
• CAS No.: 290815-26-8
• Molecular Formula: C23H21N5O5S
• Molecular Weight: 479.516
• European Community (EC) Number: 634-495-5
• UNII: L94KSX715K
• DSSTox Substance ID: DTXSID30183330
• Nikkaji Number: J3.518.821E
• Wikidata: Q27074636
• NCI Thesaurus Code: C79485
• Pharos Ligand ID: 45JQ4VR5MP3Y
• ChEMBL ID: CHEMBL3989834
• Mol file: 290815-26-8.mol

Synonyms:5-methylpyridine-2-sulfonic acid (6-methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl)amide;avosentan;SPP301

Chemical Property of Avosentan

Chemical Property:

• Boiling Point: 575.472 °C at 760 mmHg
• PKA: 3.19±0.10(Predicted)
• Flash Point: 301.835 °C
• PSA: 133.80000
• Density: 1.364 g/cm³
• LogP: 5.00610
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 479.12633996
• Heavy Atom Count: 34
• Complexity: 732

Purity/Quality:

97% ^*data from raw suppliers

Avosentan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)S(=O)(=O)NC2=C(C(=NC(=N2)C3=CC=NC=C3)OC)OC4=CC=CC=C4OC
• Recent ClinicalTrials: To Determine the Effects of Avosentan on Doubling of Serum Creatinine, End Stage Renal Disease and Death in Diabetic Nephropathy
• Recent EU Clinical Trials: A Randomised, Double-blind, Placebo-Controlled, Dose-ranging, Parallel Design Study to Evaluate the Efficacy and Safety of the Endothelin Antagonist Avosentan in Patients With Diabetic Kidney Disease
• Uses: Avosentan is a competitive antagonist of Endothelin-1 (ET-1) with a high selectivity for the ETA receptor. Avosentan may be a potential option in the treatment of glaucoma.

Technology Process of Avosentan

There total 2 articles about Avosentan 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:

5-methyl-pyridine-2-sulfonic acid [6-chloro-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide (290815-30-4) → Avosentan (290815-26-8)

Guidance literature:

With sodium; acetic acid; In methanol; water;

Reference yield:

5-methyl-pyridine-2-sulfonic acid [6-methoxy-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide methanol solvate → Avosentan (290815-26-8)

Guidance literature:

at 20 - 60 ℃; for 20h;

Reference yield:

ethanol (64-17-5) + Avosentan (290815-26-8) → 5-methyl-pyridine-2-sulfonic acid [6-methoxy-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide ethanol solvate

Guidance literature:

In acetone; at 20 ℃; for 16h;

upstream raw materials:

5-methyl-pyridine-2-sulfonic acid [6-chloro-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide

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