1-(4-Fluorobenzyl)-N-piperidin-4-yl-1H-benzimidazol-2-amine dihydrobromide

Base Information

• Chemical Name: 1-(4-Fluorobenzyl)-N-piperidin-4-yl-1H-benzimidazol-2-amine dihydrobromide
• CAS No.: 75970-64-8
• Molecular Formula: C19H21 F N4 . 2 Br H
• Molecular Weight: 486.225
• European Community (EC) Number: 278-353-7
• DSSTox Substance ID: DTXSID90997334
• ChEMBL ID: CHEMBL1788380
• Mol file: 75970-64-8.mol

Synonyms:1-((4-flurophenyl)methyl)-N-4-piperidinyl-1H-benzimidazol-2-amine;norastemizole;norastemizole hydrobromide;tecastemizole

Chemical Property of 1-(4-Fluorobenzyl)-N-piperidin-4-yl-1H-benzimidazol-2-amine dihydrobromide

Chemical Property:

• Vapor Pressure: 6.62E-11mmHg at 25°C
• Melting Point: 170-178?C
• Boiling Point: 519.8°C at 760 mmHg
• Flash Point: 268.2°C
• PSA: 41.88000
• LogP: 5.70560
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 486.02530
• Heavy Atom Count: 26
• Complexity: 393

Purity/Quality:

99.90% ^*data from raw suppliers

NorastemizoleHydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1NC2=NC3=CC=CC=C3N2CC4=CC=C(C=C4)F.Br.Br
• Uses: 1-(4-fluorobenzyl)-N-piperidin-4-yl-1H-benzimidazol-2-amine dihydrobromide is An antihistamine used to treat allergic rhinitis and asthma which does not induce adverse effects such as cardiac arrhythmia, fatigue, or general body weakness.

Technology Process of 1-(4-Fluorobenzyl)-N-piperidin-4-yl-1H-benzimidazol-2-amine dihydrobromide

There total 14 articles about 1-(4-Fluorobenzyl)-N-piperidin-4-yl-1H-benzimidazol-2-amine dihydrobromide 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: 95.0%

ethyl 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate (84501-68-8) → 1-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-amine dihydrobromide (75970-64-8)

Guidance literature:

With hydrogen bromide; for 1h; Heating;

DOI:10.1080/00397919608004642

Reference yield:

(1H-benzimidazol-2-yl)-(1-ethoxycarbonyl-piperidin-4-yl)amine (73734-07-3) → 1-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-amine dihydrobromide (75970-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / sodium carbonate, potassium iodide / dimethylformamide / 70 °C

2: 82 percent / 48 percent hydrobromic acid / 1 h / Heating

With hydrogen bromide; sodium carbonate; potassium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00150a029

Reference yield:

1-chloromethyl-4-fluorobenzene (352-11-4) → 1-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-amine dihydrobromide (75970-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / sodium carbonate, potassium iodide / dimethylformamide / 70 °C

2: 82 percent / 48 percent hydrobromic acid / 1 h / Heating

With hydrogen bromide; sodium carbonate; potassium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00150a029

upstream raw materials:

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

2-chloro-1H-benzoimidazole

1H-benzimidazol-2-ol

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

Downstream raw materials:

4-<<1-<(4-fluorophenyl)methyl>-1H-benzimidazol-2-yl>amino>-1-piperidineethanol monohydrobromide

4-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-ylamino]-α-phenyl-1-piperidineethanol

1-(4-fluorobenzyl)-N-(1-methylpiperidin-4-yl)-1H-benzo[d]imidazol-2-amine

4-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-ylamino]-α-(4-methoxyphenoxymethyl)-1-piperidineethanol

Refernces

• 1、 Roman, Gheorghe,Crandall, Ian E.,Szarek, Walter A.. "Synthesis and anti-Plasmodium activity of benzimidazole analogues structurally related to astemizole". . p. 1795 - 1804. Retrieved 2014/01/06.
• 2、 -. "Anti-histaminic compositions containing n-heterocyclyl-4-piperidinamines". . . Retrieved 2008/06/13.