114773-20-5

Basic information

• Product Name: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-[(4-nitrophenyl)methyl]-
• CAS NO: 114773-20-5
• Molecular Formula: C15H16ClN3O3
• Molecular Weight: 321.763
• Mol File: 114773-20-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-[(4-nitrophenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-[(4-nitrophenyl)methyl]-(114773-20-5)
• EPA Substance Registry System: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-[(4-nitrophenyl)methyl]-(114773-20-5)

Safety Data

• Hazardous Substances Data: 114773-20-5(Hazardous Substances Data)

Upstream product

• 100-14-1 4-nitrobenzyl chloride 
• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 114799-92-7 2-Butyl-4-chloro-1-[(4-nitrophenyl)methyl]-1H-imidazole-5-methanol 

Relevant articles and documents

Synthesis and biological evaluation of Schiff base-linked imidazolyl naphthalimides as novel potential anti-MRSA agents

A series of novel Schiff base-linked imidazole naphthalimides were developed and their antimicrobial behavior demonstrated that compound 9i could effectively inhibit the growth of some tested strains, especially for MRSA (MIC = 0.003 μmol mL-1), which was superior to the reference drugs. Bacterial membrane permeabilization, bacterial resistance and time-kill kinetic assays of compound 9i against MRSA manifested that it was able to permeate the cell membrane, rapidly kill the tested strains and stall the development of bacterial resistance. Preliminary research revealed that compound 9i could form a stable complex with calf thymus DNA by intercalation mode. These results suggested that compound 9i could serve as a promising anti-MRSA candidate.

Design and Synthesis of Sulfanilamide Aminophosphonates as Novel Antibacterial Agents towards Escherichia coli

The limit ability of traditional antibiotics to treat drug resistant bacteria calls for new therapeutic alternatives. A class of unique sulfanilamide aminophosphonates as new potential agents against microbes was synthesized by one-pot three-component reaction. Noticeably, fluorobenzyl derivative 5d (MIC?=?2 μg/mL) was active against drug resistant E. coli infection and exerted no obvious toxicity towards human mammalian cells. Compound 5d also displayed good anti-biofilm activity and low possibility to induce drug resistance. Mechanism investigation elucidated that molecule 5d could disrupt E. coli membrane through generation of reactive oxygen (ROS) and then intercalate into deoxyribonucleic acid (DNA) to form a steady 5d-DNA complex, which led to bacterial death. These results indicated that sulfanilamide aminophosphonates would shed light on developing novel potential antibacterial agents.

Treatment of congestive heart failure with angiotensin 11 receptor blocking imidazoles

Substituted imidazoles such as STR1 are useful as angiotensin II blockers. These compounds have activity in treating hypertension and congestive heart failure.