| Identification | More | [Name]
1-(4-Fluorobenzyl)-2-chlorobenzimidazole | [CAS]
84946-20-3 | [Synonyms]
1-(4'-FLUOROBENZYL)-2-CHLOROBENZIMIDAZOLE
1-(4-FLUOROBENZYL)-2-CHLORO-BENZIMIDAZOLE
1-(4-FLUOROPHENYLMETHYL)-2-CHLOROBENZIMIDAZOLE
2-CHLORO-1-(4-FLUOROBENZYL)-1H-BENZIMIDAZOLE
2-CHLORO-1-(4-FLUOROBENZYL)BENZIMIDAZOLE
2-Chloro-1-[(4-fluorophenyl)methyl]-1H-benzimidazole
3-(4'-FLUOROBENZY)-2-CHLOROBENZIMIDAZOLE
N-METHYL-N-(-CHLOROETHYL) ANILINE
2-Chloro-1-[(4-fluorophenyl)methyl]-1H-benzimidazole(CFMB)
1-(4-FLUOROBENZYL)-2-CHLOROBENZIMIDAZOL&
1-(4-Flourobenzyl)-2-chlorobenzimidazole
1-(4-Fluorobenzyl)-2-Chloro-Be
1-(4-fluorobenzyl)-2-chlorobenzimidazole (intermediate of mizolastine)
1-(4-Fluorobenzyl)-2-chlorobenzimidazole
2-Chloro-1-[(4-fluorophenyl)methyl]-1H-benzimidazole
1-(4-fluorobenzyl)-2-chloro-1H-benzo[d]imidazole
1-(4-Fluorobenzyl)-2-chlorobenzimidazole, 2-Chloro-1-(4-fluorobenzyl)-1H-benzimidazole | [EINECS(EC#)]
284-624-0 | [Molecular Formula]
C14H10ClFN2 | [MDL Number]
MFCD00800240 | [Molecular Weight]
260.69 | [MOL File]
84946-20-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
83-87 °C(lit.)
| [Boiling point ]
432.3±47.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
3.42±0.10(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C14H10ClFN2/c15-14-17-12-3-1-2-4-13(12)18(14)9-10-5-7-11(16)8-6-10/h1-8H,9H2 | [InChIKey]
PGXALMVNIRPELS-UHFFFAOYSA-N | [SMILES]
C1(Cl)N(CC2=CC=C(F)C=C2)C2=CC=CC=C2N=1 | [CAS DataBase Reference]
84946-20-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
2933998090 | [Storage Class]
13 - Non Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
A novel aldose reductase (ALR2) inhibitor. | [Synthesis]
General procedure for the synthesis of 1-(4-fluorobenzyl)-2-chlorobenzimidazole from 2-chlorobenzimidazole and 4-fluorobenzyl bromide: To a solution of 2-chlorobenzimidazole (5 g, 32.7 mmol) in acetonitrile (30 ml) was added potassium hydroxide (2.62 g, 46.6 mmol). The mixture was heated to 80°C and stirred for 30 minutes until the solution was clarified. After cooling to room temperature, 4-fluorobenzyl bromide (9.29 g, 49.1 mmol) was added and the reaction was refluxed at 80 °C for 5 h. The reaction solution appeared white and turbid. After completion of the reaction, the reaction solution was extracted with dichloromethane (100 mL x 3) three times, the organic layers were combined, washed with distilled water and dried with anhydrous magnesium sulfate. After filtration, the organic phase was concentrated to give a white solid. It was recrystallized by acetone/petroleum ether mixed solvent, cooled, filtered and dried to obtain a white solid product in 91.1% yield. | [References]
[1] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 3, p. 245 - 249
[2] Patent: CN104910894, 2017, B. Location in patent: Paragraph 0032; 0034; 0036; 0037; 0055
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 25, p. 6291 - 6294
[4] Heterocycles, 1999, vol. 51, # 11, p. 2561 - 2573
[5] Patent: US5922737, 1999, A |
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