Fidarestat

Base Information

• Chemical Name: Fidarestat
• CAS No.: 136087-85-9
• Molecular Formula: C₁₂H₁₀FN₃O₄
• Molecular Weight: 279.228
• UNII: 8SH8T1164U
• DSSTox Substance ID: DTXSID4046654
• Nikkaji Number: J388.274H
• Wikipedia: Fidarestat
• Wikidata: Q15633938
• NCI Thesaurus Code: C81355
• Pharos Ligand ID: QBFB5R9QT2MJ
• Metabolomics Workbench ID: 146633
• ChEMBL ID: CHEMBL84446
• Mol file: 136087-85-9.mol

Synonyms:(2S,4S)-6-fluoro-2',5'-dioxospiro(chroman-4,4'-imidazolidine)-2-carboxamide;fidarestat;SNK 860;SNK-860

Chemical Property of Fidarestat

Chemical Property:

• Refractive Index: 1.657
• PKA: 8.46±0.40(Predicted)
• PSA: 110.52000
• Density: 1.616 g/cm³
• LogP: 0.85470
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 279.06553397
• Heavy Atom Count: 20
• Complexity: 485

Purity/Quality:

99% ^*data from raw suppliers

Fidarestat ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=C(C13C(=O)NC(=O)N3)C=C(C=C2)F)C(=O)N
• Isomeric SMILES: C1[C@H](OC2=C([C@]13C(=O)NC(=O)N3)C=C(C=C2)F)C(=O)N

Technology Process of Fidarestat

There total 46 articles about Fidarestat 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: 100.0%

(2R,4R)-6-fluoro-2,3-dihydro-2',5'-dioxospiro<4H-1-benzopyran-4,4'-imidazolidine>-2-carboxylic acid n-propyl ester (156039-36-0) → (2R,4R)-6-fluoro-2,3-dihydro-2',5'-dioxospiro<4H-1-benzopyran-4,4'-imidazolidine>-2-carboxamide (136087-85-9)

Guidance literature:

With ammonia; In methanol; at 20 - 24 ℃; for 4h;

Reference yield: 92.2%

(2S,4S)-6-Fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carboxylic acid 2-propyl ester (136087-83-7) → fidarestat (136087-85-9)

Guidance literature:

With ammonia; In methanol; at 20 - 24 ℃; for 4h;

Reference yield: 85.0%

(2R,4S)-6-fluoro-2,3-dihydro-2',5'-dioxospiro<4H-1-benzopyran-4,4'-imidazolidine>-2-carboxylic acid n-propyl ester (159574-09-1) → (2R,4S)-6-fluoro-2,3-dihydro-2',5'-dioxospiro<4H-1-benzopyran-4,4'-imidazolidine>-2-carboxamide (136087-85-9)

Guidance literature:

With ammonia; In methanol; at 20 - 24 ℃; for 4h;

upstream raw materials:

(2R,4R)-6-fluoro-2,3-dihydro-2',5'-dioxospiro<4H-1-benzopyran-4,4'-imidazolidine>-2-carboxylic acid n-propyl ester

1-fluoro-4-methoxybenzene

(E)-4-(5-fluoro-2-hydroxyphenyl)-4-oxo-2-butenoic acid

(+/-)-6-fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carbonyl chloride

Refernces

• 1、 Yamaguchi,Miura,Usui,Unno,Matsumoto,Fukushima,Mizuno,Kondo,Baba,Kurono. "Synthesis and aldose reductase inhibitory activity of 2-substituted-6-fluoro-2,3-dihydrospiro[4H-1-benzopyran-4,4'-imidazoli dine]-2',5'-diones". . p. 344 - 348. Retrieved 2007/10/02.
• 2、 -. "Hydantoin derivatives for treating complications of diabetes". . . Retrieved 2008/06/13.