53658-03-0

Basic information

• Product Name: Benzonitrile, 4,4'-[1,4-phenylenebis(methyleneoxy)]bis-
• CAS NO: 53658-03-0
• Molecular Formula: C22H16N2O2
• Molecular Weight: 340.381
• Mol File: 53658-03-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4,4'-[1,4-phenylenebis(methyleneoxy)]bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4,4'-[1,4-phenylenebis(methyleneoxy)]bis-(53658-03-0)
• EPA Substance Registry System: Benzonitrile, 4,4'-[1,4-phenylenebis(methyleneoxy)]bis-(53658-03-0)

Safety Data

• Hazardous Substances Data: 53658-03-0(Hazardous Substances Data)

Upstream product

• 623-24-5 1,4-bis(bromomethyl)benzene 
• 3328-57-2 sodium 4-cyanophenolate 
• 767-00-0 4-cyanophenol 

Downstream Products

• 75846-17-2 4,4′-((1,4-phenylenebis(methylene))bis(oxy))dibenzimidamide 
• 53657-95-7 1,4-bis{(4-amidino)-phenoxymethyl}benzene dihydrochloride 
• 118499-86-8 1,4-Bis(4-amidoximinophenoxymethyl)benzene 

Relevant articles and documents

Structure-Activity Studies with Bis-Amidines That Potentiate Gram-Positive Specific Antibiotics against Gram-Negative Pathogens

Pentamidine, an FDA-approved antiparasitic drug, was recently identified as an outer membrane disrupting synergist that potentiates erythromycin, rifampicin, and novobiocin against Gram-negative bacteria. The same study also described a preliminary structure-activity relationship using commercially available pentamidine analogues. We here report the design, synthesis, and evaluation of a broader panel of bis-amidines inspired by pentamidine. The present study both validates the previously observed synergistic activity reported for pentamidine, while further assessing the capacity for structurally similar bis-amidines to also potentiate Gram-positive specific antibiotics against Gram-negative pathogens. Among the bis-amidines prepared, a number of them were found to exhibit synergistic activity greater than pentamidine. These synergists were shown to effectively potentiate the activity of Gram-positive specific antibiotics against multiple Gram-negative pathogens such as Acinetobacter baumannii, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Escherichia coli, including polymyxin- and carbapenem-resistant strains.

AMIDINES AND AMIDINE ANALOGS FOR THE TREATMENT OF BACTERIAL INFECTIONS AND POTENTIATION ANTIBIOTICS

Compounds and methods for the treatment of a bacterial infection or the potentiation of an antibiotic in treating a bacterial infection are described herein.

Novel bisbenzamidines as potential drug candidates for the treatment of Pneumocystis carinii pneumonia

A series of pentamidine congeners has been synthesized and screened for their in vitro activity against Pneumocystis carinii. Among the tested compounds, bisbenzamidines linked by a flexible pentanediamide or hexanediamide chain (7 and 9) emerged as excep