Fimasartan

Base Information

• Chemical Name: Fimasartan
• CAS No.: 247257-48-3
• Molecular Formula: C27H31 N7 O S
• Molecular Weight: 501.655
• UNII: P58222188P
• DSSTox Substance ID: DTXSID80179460
• Nikkaji Number: J3.006.756H
• Wikipedia: Fimasartan
• Wikidata: Q8563179
• NCI Thesaurus Code: C81417
• Pharos Ligand ID: HFWZW3LJSWPH
• Metabolomics Workbench ID: 152303
• ChEMBL ID: CHEMBL1951143
• Mol file: 247257-48-3.mol

Synonyms:BR-A657;fimasartan

Chemical Property of Fimasartan

Chemical Property:

• Appearance/Colour: white-off powder or granule
• Boiling Point: 693.0±65.0 °C(Predicted)
• PKA: 4.16±0.10(Predicted)
• PSA: 124.68000
• Density: 1.25
• LogP: 4.22120
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 501.23107981
• Heavy Atom Count: 36
• Complexity: 849

Purity/Quality:

99% ^*data from raw suppliers

Fimasartan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCC1=NC(=C(C(=O)N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)CC(=S)N(C)C)C
• Recent ClinicalTrials: Effect of Fimasartan on Extended RAS and Vascular Functions in Patients With Type 2 Diabetes and Hypertension
• Description: Fimasartan is an angiotensin II receptor antagonist (ARB) drug employed in the treatment of both hypertension and heart failure. It has been found to be safe when administered with hydrochlorothiazide (a diuretic) in clinical trials. Fimasartan was initially approved September 9th, 2010 in South Korea and is marketed under the brand name Kanarb by Boryung Pharmaceuticals.
• Uses: Fimasartan is a new angiotensin II receptor blocker antagonist and also functions as an antihypertensive agent.

Technology Process of Fimasartan

There total 15 articles about Fimasartan 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: 92.0%

2-n-butyl-5-(N,N-dimethylaminothioformylmethyl)-6-methyl-3-[[2'-(N-triphenylmethyl-5-tetrazolyl)biphenyl]-4-methyl]pyrimidin-4-one (1361024-52-3) → Fimasartan (247257-48-3)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; for 2h; Reflux;

Reference yield: 80.0%

BR-A-557 → Fimasartan (247257-48-3)

Guidance literature:

With Lawessons reagent; In toluene; for 3h; Reflux;

Reference yield:

2-n-butyl-5-dimethylaminocarbonylmethyl-6-methyl-3-[[2'-(N-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidin-4(3H)-one (503155-67-7) → Fimasartan (247257-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Lawessons reagent / toluene / Reflux

2: hydrogenchloride; water / methanol / Reflux

With Lawessons reagent; hydrogenchloride; water; In methanol; toluene;

DOI:10.1016/j.bmcl.2011.12.116

upstream raw materials:

C₁₃H₂₀N₂O₃

C₄₆H₄₄N₆O₃

C₄₄H₄₀N₆O₃

2-n-butyl-5-dimethylaminocarbonylmethyl-6-methyl-3-[[2'-(N-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidin-4(3H)-one

Refernces

• 1、 -. "Method for preparing Fimasartan". Paragraph 0052; 0053. . Retrieved 2019/01/16.
• 2、 Kim, Tae Woo,Yoo, Byoung Wook,Lee, Joon Kwang,Kim, Ji Han,Lee, Kyung-Tae,Chi, Yong Ha,Lee, Jae Yeol. "Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists". . p. 1649 - 1654. Retrieved 2012/04/04.