22219-23-4

Basic information

• Product Name: 1H-Benzimidazole,2-ethoxy-(9CI)
• Synonyms: 1H-Benzimidazole,2-ethoxy-(9CI);1H-Benzimidazole,2-ethoxy-;2-ethoxy-1H-benzo[d]imidazole
• CAS NO: 22219-23-4
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.1885
• Product Categories: BENZIMIDAZOLE
• Mol File: 22219-23-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 165-166 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 170-171 °C(Press: 14 Torr)
• Appearance: /
• Density: 1.196±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.81±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-ethoxy-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-ethoxy-(9CI)(22219-23-4)
• EPA Substance Registry System: 1H-Benzimidazole,2-ethoxy-(9CI)(22219-23-4)

Safety Data

• Hazardous Substances Data: 22219-23-4(Hazardous Substances Data)

Usage

Structure

Benzimidazole derivative with an ethoxy group attached to the second position of the benzimidazole ring

Pharmaceutical applications

Used as a starting material in the synthesis of other organic compounds

Potential biological activities

May have potential biological activities due to its structural features

Importance

Subject of interest in medicinal chemistry research and important for further investigation and development in various fields

Upstream product

• 2812-77-3 diethyl imidocarbonate 
• 39145-59-0 o-phenylenediamine hydrochloride 
• 78-09-1 orthocarbonic acid tetraethyl ester 
• 88-74-4 2-nitro-aniline 
• 7732-18-5 water 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 615-16-7 1,3-dihydro-2H-benzimidazol-2-one 
• 93521-64-3 2-ethoxy-5(6)-nitrobenzimidazole 
• 154301-47-0 1-((2’-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole 
• 167933-07-5 flibanserin 
• 147359-76-0 BIMT 17 hydrochloride 
• 75-00-3 chloroethane 

Relevant articles and documents

A practical and convenient method for the synthesis of some benzimidazoles

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Development of novel benzimidazole-derived neddylation inhibitors for suppressing tumor growth in vitro and in vivo

Ubiquitin-like protein neddylation is overactivated in various human cancers and correlates with disease progression, and targeting this pathway represents a valuable therapeutic strategy. Our previous work disclosed an antihypertensive agent, candesartan cilexetic (CDC), serves as a novel neddylation inhibitor for suppressing tumor growth by targeting Nedd8-activating enzyme (NAE). In this study, 42 benzimidazole derivatives were designed and synthesized based on lead compound CDC to improve the neddylation inhibition and anticancer efficacy. Optimal benzimidazole-derived 35 displayed superior neddylation inhibition in enzyme assay compared to CDC (IC50 = 5.51 μM vs 16.43 μM), along with promising target inhibitory activity and killing selectivity in cancer cell. The results of cellular mechanism research combined with tumor growth suppression in human lung cancer cell A549 in vivo, accompanied with docking model, revealed that 35 has the potential to be developed as a promising neddylation inhibitor for anticancer therapy.

A new method for synthesizing flibanserin (by machine translation)

The invention relates to a new method for synthesizing of flibanserin, which belongs to the technical field of organic synthesis. The invention respectively in order to triethanolamine and between amino benzotrifluoride as the starting material, to prepare the piperazine intermediate; then to the O-phenylene diamine and the original four carbonate as raw material, the preparation of the ethoxy and imidazole intermediate; the obtained piperazine intermediate and benzimidazole intermediate undergo the substitution reaction, and hydrochloric acid deprotection to obtain the target product of flibanserin. The invention has few synthetic steps, few by-products, intermediate products and the target product yield is relatively high, intermediate product 2 - ethoxy and imidazole yield up 94.2%, the target product yield can reach 56.2%, it can be seen, the invention overcomes the substance in the prior art synthesis step is tedious, and more byproducts, target low yield of product defect. In addition, the present invention has a simple structure, high purity of product, the economic and environmental protection industrial line, has a very wide range of use and potential economic benefits. (by machine translation)