1-(4-Fluorobenzyl)-2-chlorobenzimidazole

Base Information

• Chemical Name: 1-(4-Fluorobenzyl)-2-chlorobenzimidazole
• CAS No.: 84946-20-3
• Molecular Formula: C14H10ClFN2
• Molecular Weight: 260.698
• Hs Code.: 2933990090
• European Community (EC) Number: 284-624-0
• UNII: 572KOO4QPT
• DSSTox Substance ID: DTXSID40233991
• Nikkaji Number: J333.637I
• Wikidata: Q27261455
• Mol file: 84946-20-3.mol

Synonyms:84946-20-3;2-chloro-1-(4-fluorobenzyl)-1H-benzo[d]imidazole;1-(4-Fluorobenzyl)-2-chlorobenzimidazole;2-Chloro-1-(4-Fluorobenzyl)benzimidazole;1-(4-Fluorobenzyl)-2-chloro-benzimidazole;2-chloro-1-[(4-fluorophenyl)methyl]benzimidazole;2-Chloro-1-(4-fluoro-benzyl)-1H-benzoimidazole;EINECS 284-624-0;UNII-572KOO4QPT;572KOO4QPT;3-(4'-Fluorobenzy)-2-chlorobenzimidazole;1-(4-fluorobenzyl)-2-chloro-1H-benzo[d]imidazole;MFCD00800240;2-chloro-1-[(4-fluorophenyl)methyl]-1H-benzimidazole;1H-Benzimidazole, 2-chloro-1-[(4-fluorophenyl)methyl]-;2-Chloro-1-((4-fluorophenyl)methyl)-1H-benzimidazole;C14H10ClFN2;1H-BENZIMIDAZOLE, 2-CHLORO-1-((4-FLUOROPHENYL)METHYL)-;1-4-Fluorobenzyl-2-chlorobenzimidazol;SCHEMBL3718063;C14-H10-Cl-F-N2;DTXSID40233991;PGXALMVNIRPELS-UHFFFAOYSA-N;BCP22940;s5446;AKOS005063662;AM10316;CCG-267060;CS-W012502;AC-26571;AS-13400;BP-12448;N-(4-fluorobenzyl)-2-chlorobenzimidazole;PD088148;SY050825;1,4-(Fluorobenzyl)-2-Chlorobenzimidazole;2-chloro-1-(4-fluorobenzyl)-benzimidazol;2-chloro 1-(4 fluorobenzyl) benzimidazole;3-(4'-Fluorobenzyl)-2-chlorobenzimidazole;C2850;FT-0641984;1-(4-fluorobenzyl)-2-chloro-1H-benzimidazole;2-Chloro-1-(4-fluorobenzyl)-1H-benzimidazole;2-Chloro-1-(4-fluorobenzyl)-1H-benzoimidazole;2-Chloro-1-(4-fluorobenzyl)benzimidazole, 97%;A841019;2-chloro-1-(4-fluorophenylmethyl)-1H-benzimidazole;J-504148;Q27261455;2-Chloro-1-[(4-fluorophenyl)-methyl]-1H-benzimidazole;2-Chloro-1-(4-fluorobenzyl)-1H-benzo[d]imidazole

Chemical Property of 1-(4-Fluorobenzyl)-2-chlorobenzimidazole

Chemical Property:

• Vapor Pressure: 1.12E-07mmHg at 25°C
• Melting Point: 83-87 °C(lit.)
• Refractive Index: 1.626
• Boiling Point: 432.3 °C at 760 mmHg
• PKA: 3.42±0.10(Predicted)
• Flash Point: 215.2 °C
• PSA: 17.82000
• Density: 1.3 g/cm³
• LogP: 3.87710
• Storage Temp.: Refrigerator
• Solubility.: soluble in Methanol
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 260.0516542
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-1-(4-fluorobenzyl)benzimidazole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(N2CC3=CC=C(C=C3)F)Cl
• Uses: A novel aldose reductase (ALR2) inhibitor.

Technology Process of 1-(4-Fluorobenzyl)-2-chlorobenzimidazole

There total 14 articles about 1-(4-Fluorobenzyl)-2-chlorobenzimidazole 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: 91.1%

2-chloro-1H-benzoimidazole (4857-06-1) + 4-Fluorobenzyl bromide (459-46-1) → 2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole (84946-20-3)

Guidance literature:

2-chloro-1H-benzoimidazole; With potassium hydroxide; In acetonitrile; at 80 ℃; for 0.5h;

4-Fluorobenzyl bromide; In acetonitrile; for 5h; Reflux;

DOI:10.1021/acsmedchemlett.5b00360

Reference yield: 84.0%

1-<(4-fluorophenyl)methyl>-benzimidazol-2(3H)-one (100460-87-5) → 2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole (84946-20-3)

Guidance literature:

With trichlorophosphate; for 5.5h; Heating;

DOI:10.1080/00397919608004642

Reference yield: 68.0%

2-chloro-1H-benzoimidazole (4857-06-1) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole (84946-20-3)

Guidance literature:

2-chloro-1H-benzoimidazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

1-chloromethyl-4-fluorobenzene; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/jhet.2501

upstream raw materials:

2-chloro-1H-benzoimidazole

1-chloromethyl-4-fluorobenzene

1-<(4-fluorophenyl)methyl>-benzimidazol-2(3H)-one

4-Fluorobenzyl bromide

Downstream raw materials:

[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-yl]-hydrazine

1-{1-[(4-Fluorophenyl)methyl]-1H-benzimidazol-2-yl}-N-methyl-4-piperidinamine

ethyl 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate

Refernces

• 1、 Zhang, Xiaomeng,Liu, Tingting,Wang, Beilei,Gao, Yuqi,Liu, Pan,Li, Minyong,Du, Lupei. "Astemizole-based turn-on fluorescent probes for imaging hERG potassium channel". supporting information. p. 513 - 516. Retrieved 2019/04/30.
• 2、 Kumar, Malkeet,Okombo, John,Mambwe, Dickson,Taylor, Dale,Lawrence, Nina,Reader, Janette,Van Der Watt, Mari?tte,Fontinha, Diana,Sanches-Vaz, Margarida,Bezuidenhout, Belinda C.,Lauterbach, Sonja B.,Liebenberg, Dale,Birkholtz, Lyn-Marie,Coetzer, Theresa L.,Prudêncio, Miguel,Egan, Timothy J.,Wittlin, Sergio,Chibale, Kelly. "Multistage Antiplasmodium Activity of Astemizole Analogues and Inhibition of Hemozoin Formation as a Contributor to Their Mode of Action". . p. 303 - 315. Retrieved 2019/01/15.