58402-71-4

Upstream product

• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 57234-27-2 1-(methoxymethoxy)-3-methylbenzene 
• 108-39-4 3-methyl-phenol 
• 4670-56-8 methyl 2-hydroxy-4-methylbenzoate 
• 107-30-2 chloromethyl methyl ether 
• 50-85-1 2-hydroxy-p-toluic acid 

Downstream Products

• 4478-33-5 2-Hydroxy-α,α,4-trimethylbenzyl alcohol 
• 263153-80-6 N-benzyl-4-[[(4-methoxyphenyl)methylthio]methyl]-3-[(methoxymethyl)oxy]benzamide 
• 263153-78-2 methyl 4-[[(4-methoxyphenyl)methylthio]methyl]-3-[(methoxymethyl)oxy]benzoate 

Relevant academic research and scientific papers

Antimicrobial effects of novel siderophores linked to β-lactam antibiotics

As a strategy to increase the penetration of antibiotic drugs through the outer membrane of Gram-negative pathogens, facilitated transport through siderophore receptors has been frequently exploited. Hydroxamic acids, catechols, or very close isosteres of catechols, which are mimics of naturally occurring siderophores, have been used successfully as covalently linked escorting moieties, but a much wider diversity of iron binding motifs exists. This observation, coupled to the relative lack of specificity of siderophore receptors, prompted us to initiate a program to identify novel, noncatechol siderophoric structures. We screened over 300 compounds for their ability to (1) support growth in low iron medium of a Pseudomonas aeruginosa siderophore biosynthesis deletion mutant, or (2) compete with a bactericidal siderophore-antibiotic conjugate for siderophore receptor access. From these assays we identified a set of small molecules that fulfilled one or both of these criteria. We then synthesized these compounds with functional groups suitable for attachment to both monobactam and cephalosporin core structures. Siderophore-β-lactam conjugates then were tested against a panel of Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus strains. Although several of the resultant chimeric compounds had antimicrobial activity approaching that of ceftazidime, and most compounds demonstrated very potent activity against their cellular targets, only a single compound was obtained that had enhanced, siderophore-mediated antibacterial activity. Results with tonB mutants frequently showed increased rather than decreased susceptibilities, suggesting that multiple factors influenced the intracellular concentration of the drugs. (C) 2000 Elsevier Science Ltd.

Imidazolyl-alkenoic acids useful as angiotensin II receptor antagonists

Angiotensin II receptor antagonists having the formula: STR1 which are useful in regulating hypertension and in the treatment of congestive heart failure, renal failure, and glaucoma, pharmaceutical compositions including these antagonists, and methods of using these compounds to produce angiotensin II receptor antagonism in mammals.

REGIOSELECTIVE METALLATIONS OF (METHOXYMETHOXY)ARENES

The methoxymethoxy substituent when attached to an aromatic ring functions as a moderately strong ortho-directing group in hydrogen-metal exchenge reactions.In many cases the propensity of the methoxymethoxylated arene toward ring metallations is greatly enhanced with concomitant suppression of undesirable side reactions such as nucleophilic attack and addition of metallating species.Unlike many other ortho-directing groups, the regio-direction of the methoxymethoxy substituent when in conjunction with other weaker directing groups is dependent upon the metallating medium.Thus, by changing the electron donating capacity of the metallating medium it is possible to selectively direct metallation to either of the positions ortho to the methoxymethoxy substituent.