872604-78-9

Basic information

• Product Name: [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER
• Synonyms: [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER
• CAS NO: 872604-78-9
• Molecular Formula: C₁₈H₁₈N₂O₃
• Molecular Weight: 310.35
• Mol File: 872604-78-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 483.8°C at 760 mmHg
• Flash Point: 246.4°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 1.63E-09mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER(872604-78-9)
• EPA Substance Registry System: [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER(872604-78-9)

Safety Data

• Hazardous Substances Data: 872604-78-9(Hazardous Substances Data)

Usage

Description

[2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER is a chemical compound belonging to the benzimidazole class, known for its diverse biological activities and potential therapeutic benefits. This derivative is structurally related to benzimidazoles and features a methoxyphenyl group, enhancing its pharmacological properties. The ethyl ester form increases its lipophilicity, improving drug delivery and bioavailability.

Uses

Used in Pharmaceutical Applications:
[2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER is used as a pharmacological agent for its wide range of biological activities, including anti-inflammatory, analgesic, anti-microbial, and anti-parasitic effects. [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER's methoxyphenyl group and ethyl ester form contribute to its potential therapeutic benefits and improved drug delivery.
Used in Drug Delivery Systems:
In the pharmaceutical industry, [2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER is used as a component in drug delivery systems to enhance the bioavailability and effectiveness of various medications. Its lipophilic nature allows for better absorption and distribution within the body, making it a valuable asset in the development of new drug formulations.
Used in Medicinal Chemistry Research:
[2-(4-METHOXY-PHENYL)-BENZOIMIDAZOL-1-YL]-ACETIC ACID ETHYL ESTER is used as a research compound in medicinal chemistry for exploring its potential applications in the development of new drugs targeting various diseases and conditions. Its unique structure and properties make it an interesting candidate for further investigation and potential therapeutic use.

InChI:InChI=1/C18H18N2O3/c1-3-23-17(21)12-20-16-7-5-4-6-15(16)19-18(20)13-8-10-14(22-2)11-9-13/h4-11H,3,12H2,1-2H3

Upstream product

• 2620-81-7 2-(4-methoxyphenyl)-1H-benzimidazole 
• 105-39-5 chloroacetic acid ethyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 477542-78-2 [2-(4-methoxyphenyl)-1H-benzimidazol-1-yl]-acetic acid hydrazide 

Relevant articles and documents

Synthesis, molecular docking, in silico ADME, and EGFR kinase inhibitor activity studies of some new benzimidazole derivatives bearing thiosemicarbazide, triazole, and thiadiazole

Epidermal growth factor receptor (EGFR), one of the important targets in the development of the anticancer compound, is a member of the ErbB receptor tyrosine kinase receptor family and is highly expressed in solid tumors. Inhibition of EGFR is important

Synthesis and antioxidant properties of novel N-methyl-1,3,4-thiadiazol-2-amine and 4-methyl-2H-1,2,4-triazole-3(4H)-thione derivatives of benzimidazole class

Some novel 1-methyl-4-(2-(2-substitutedphenyl-1H-benzimidazol-1-yl)acetyl)thiosemicarbazides (16a-20a), 5-[(2-(substitutedphenyl)-1H-benzimidazol-1-yl)methyl]-N-methyl-1,3,4-thiadiazol-2-amines (17b-20b), and 5-[(2-(substitutedphenyl)-1H-benzimidazol-1-yl)methyl-4-methyl-2H-1,2,4-triazole-3(4H)-thiones (16c-20c) were synthesized and tested for antioxidant properties by using various in vitro systems. Compounds 16a-20a were found to be a good scavenger of DPPH radical (IC50, 26 μM; IC50, 30 μM; IC50, 43 μM; IC50, 55 μM; IC50, 74 μM, respectively) when compared to BHT (IC50, 54 μM). Noteworthy results could not be found on superoxide radical. Compound 19b, which is the most active derivative inhibited slightly lipid peroxidation (28%) at 10-3 M concentration. Compound 17c inhibited the microsomal ethoxyresorufin O-deethylase (EROD) activity with an IC50 = 4.5 × 10-4 M which is similarly better than the specific inhibitor caffeine IC50 = 5.2 × 10-4 M.