1-(2-hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one

Base Information

• Chemical Name: 1-(2-hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one
• CAS No.: 153587-01-0
• Molecular Formula: C15H8 F6 N2 O2
• Molecular Weight: 362.231
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80165363
• Nikkaji Number: J567.070E
• Wikidata: Q27088047
• Pharos Ligand ID: 661LLN2WUMXZ
• Metabolomics Workbench ID: 67479
• ChEMBL ID: CHEMBL384903
• Mol file: 153587-01-0.mol

Synonyms:1-(2'-hydroxy-5'-trifluoromethylphenyl)-5-trifluoromethyl-2(3H)-benzimidazolone;NS 1619;NS-1619;NS1619

Chemical Property of 1-(2-hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one

Chemical Property:

• PKA: 8.32±0.48(Predicted)
• PSA: 58.02000
• Density: 1.563g/cm³
• LogP: 4.06200
• Storage Temp.: Store at +4°C
• Solubility.: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.47 mg/m
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 362.04899647
• Heavy Atom Count: 25
• Complexity: 523

Purity/Quality:

98%,99%, ^*data from raw suppliers

NS 1619 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(F)(F)F)NC(=O)N2C3=C(C=CC(=C3)C(F)(F)F)O
• Uses: NS 1619 is a large conductance calcium-activated potassium channels (BKCa) activator and has been shown to induce precondition in the heart.

Technology Process of 1-(2-hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one

There total 5 articles about 1-(2-hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one 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:

1-[2-methoxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one (159117-83-6) + boron tribromide (10294-33-4) → 1-(2-Hydroxy-5-trifluoromethylphenyl)-5-trifluoromethyl-1,3-dihydro-2H-benzimidazol-2-thione + NS 1619 (153587-01-0)

Guidance literature:

In dichloromethane;

Reference yield:

N-(2-methoxy-5-trifluoromethylphenyl)-2-nitro-4-trifluoromethyl aniline → NS 1619 (153587-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / palladium / ethanol

2: triethylamine / dichloromethane; Petroleum ether

3: dichloromethane

With hydrogenchloride; triethylamine; palladium; In ethanol; dichloromethane; Petroleum ether;

Reference yield:

2-Methoxy-5-trifluoromethyl-aniline (349-65-5) → NS 1619 (153587-01-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N-methyl-acetamide

2: hydrogenchloride / palladium / ethanol

3: triethylamine / dichloromethane; Petroleum ether

4: dichloromethane

With hydrogenchloride; triethylamine; palladium; In N-methyl-acetamide; ethanol; dichloromethane; Petroleum ether;

upstream raw materials:

1-[2-methoxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one

boron tribromide

N-(2-amino-4-trifluoromethylphenyl)-2-methoxy-5-trifluoromethylaniline, hydrochloride

2-methoxy-5-nitrobenzotrifluoride

Refernces

• 1、 -. "Benzimidazole derivatives, their preparation and use.". . . Retrieved 2008/06/13.