1037293-71-2

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 119736-16-2 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester 
• 500371-01-7 3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde 
• 123-56-8 Succinimide 
• 100-44-7 benzyl chloride 
• 61049-69-2 3-O-benzylmaltol 
• 118-71-8 Maltol 
• 100-39-0 benzyl bromide 

Downstream Products

• 1402887-82-4 N,N',N''-(nitrilotris(ethane-2,1-diyl))tris(3-(benzyloxy)-4-oxo-1,4-dihydropyridine-2-carboxamide) 
• 1118720-70-9 C₅₈H₆₀N₄O₁₄ 
• 1037294-09-9 tris((3-benzyloxy-4-oxo-4H-pyran-2-yl)carbonylaminoprop-1-yl)(phenylcarbonylamino)methane 
• 1037293-82-5 cis,cis-1,3,5-tris((3-benzyloxy-4-oxo-4H-pyran-2-yl)carbonylaminomethyl)cyclohexane 
• 1037293-77-8 tris([(3-benzyloxy-4-oxo-4H-pyran-2-yl)carbonylamino]propyl)-nitromethane 
• 880763-29-1 N,N',N''-(nitrilotris(ethane-2,1-diyl))tris(3-(benzyloxy)-4-oxo-4H-pyran-2-carboxamide) 

Relevant academic research and scientific papers

Tris(pyrone) chelates of Gd(III) as high solubility MRI-CA

Two tripodal, hexadentate pyrone-based chelators have been prepared. These ligands form stable, soluble complexes with gadolinium(III). The complexes show aqueous stability comparable to that of [Gd(DTPA)]2- at pH 7.4. Evaluation by relaxometry shows that these complexes have two inner-sphere water molecules and a very fast water exchange rate. The solution behavior of these complexes suggests that they may be attractive as high relaxivity, next-generation magnetic resonance imaging contrast agents. Copyright

Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy

Photodynamic therapy (PDT) is a promising treatment strategy for malignant and nonmalignant lesions. 5-Aminolaevulinic acid (ALA) is used as a precursor of the photosensitizer, protoporphyrin IX (PpIX), in dermatology and urology. However, the effectiveness of ALA-PDT is limited by the relatively poor bioavailability of ALA and rapid conversion of PpIX to haem. The main goal of this study was to prepare and investigate a library of single conjugates designed to coadminister the bioactive agents ALA and hydroxypyridinone (HPO) iron chelators. A significant increase in intracellular PpIX levels was observed in all cell lines tested when compared to the administration of ALA alone. The higher PpIX levels observed using the conjugates correlated well with the observed phototoxicity following exposure of cells to light. Passive diffusion appears to be the main mechanism for the majority of ALA-HPOs investigated. This study demonstrates that ALA-HPOs significantly enhance phototherapeutic metabolite formation and phototoxicity.

Synthesis, physico-chemical properties, and antimicrobial evaluation of a new series of iron(III) hexadentate chelators

A series of related 3-hydroxypyridin-4-one hexadentate ligands have been synthesized. These chelators were found to possess a high affinity for iron(III), with a pFe value of about 30. As iron is a critical element to the survival of bacteria, these chelators were predicted to inhibit the growth of bacteria by disrupting bacterial iron absorption. Indeed, they were demonstrated to possess appreciable inhibitory activity against both Gram-positive and Gram-negative bacteria, and therefore, they have potential as antimicrobial agents. 1c and 1g were found to be particularly effective against Gram-negative species. Graphical Abstract: A series of related 3-hydroxypyridin-4-one hexadentate ligands have been synthesized. These chelators were found to possess a high affinity for iron(III), and exhibit appreciable inhibitory activity against both Gram-positive and Gram-negative bacteria, and therefore, they have potential as antimicrobial agents. [Figure not available: see fulltext.]

MULTIDENTATE PYRONE-DERIVED CHELATORS FOR MEDICINAL IMAGING AND CHELATION

Provided herein are chelating agents and metal chelates that are useful in diagnostic and therapeutic applications. The uses of metal chelates provided herein include their use as contrast agents in medical imaging modalities, such as magnetic resonance imaging (MRI).