178552-63-1

Upstream product

• 871235-17-5 N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-N-[2-[(methylsulfonyl)oxy]ethyl]glycine 1,1-dimethylethyl ester 
• 100-46-9 benzylamine 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 23539-10-8 N¹-(2-aminoethyl)-N1-benzylethane-1,2-diamine 
• 146432-43-1 N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]glycine 1,1-dimethylethyl ester 

Downstream Products

• 13528-02-4 N'-benzyldiethylenetriamine-N,N,N'',N''-tetraacetic acid 
• 345989-89-1 9-[1-[bis(1,1-dimethylethoxy)phosphinyl]-4-oxo-4-(phenylmethoxy)butyl]-6,12-bis[2-(1,1-dimethylethoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oic acid 1,1-dimethylethyl ester 

Relevant academic research and scientific papers

Near-infrared fluorescence lifetime pH-sensitive probes

We report what we believe to be the first near-infrared pH-sensitive fluorescence lifetime molecular probe suitable for biological applications in physiological range. Specifically, we modified a known fluorophore skeleton, hexamethylindotricarbocyanine, with a tertiary amine functionality that was electronically coupled to the fluorophore, to generate a pH-sensitive probe. The pKa of the probe depended critically on the location of the amine. Peripheral substitution at the 5-position of the indole ring resulted in a compound with pKa ～ 4.9 as determined by emission spectroscopy. In contrast, substitution at the meso-position shifted the pKa to 5.5. The resulting compound, LS482, demonstrated steady-state and fluorescence-lifetime pH-sensitivity. This sensitivity stemmed from distinct lifetimes for protonated (～1.16 ns in acidic DMSO) and deprotonated (～1.4 ns in basic DMSO) components. The suitability of the fluorescent dyes for biological applications was demonstrated with a fluorescencelifetime tomography system. The ability to interrogate cellular processes and subsequently translate the findings in living organisms further augments the potential of these lifetime-based pH probes.

Synthesis of bifunctional chelating agents based on mono and diphosphonic derivatives of diethylenetriaminepentaacetic acid

Bifunctional chelating agents (BFCAs) are small molecules containing a chelating unit, able to strongly coordinate a metal ion, and a reactive functional group, devised to form a stable covalent bond with another molecule. BFCAs are widely employed since their conjugation to a suitable biomolecule (e.g., a peptide or an antibody) allows the synthesis of diagnostic or therapeutic agents that specifically target diseased tissue with metals or radiometals. For this reason, BFCAs find application in diagnostic imaging, molecular imaging, and radiotherapy of cancer. The synthesis of new BFCAs based on a diethylenetriaminepentaacetic acid (DTPA) structure in which one or two carboxylic groups are replaced with phosphonic units is described. The phosphonic group, aside from being a classical isostere of the carboxylic acid in coordination chemistry, allows to modulate the physico-chemical properties of the ligands and of the corresponding complexes.

RuIII complexes of edta and dtpa polyaminocarboxylate analogues and their use as nitric oxide scavengers

In this study a series of RuIII complexes, chelated by analogues of ethylenediaminetetraacetic acid (edta) and diethylenetriaminepentaacetic acid (dtpa), were produced and tested for NO scavenging ability. Modifications to the edta and dtpa ligand frameworks were made in an effort to alter the reactivity, aqueous stability and pharmacokinetics of the resulting Ru III complexes. The X-ray structure of the nitrosyl complex 38 confirms that the RuIII complex 27 reacts with NO to form a linear {Ru-NO}[6] complex. The nitrosyl complex [C15H 15N4O11Ru] crystallized in the P21/c space group with a = 12.731(3) A, b = 10.894(2) A, c = 14.241 (3) A, β= 107.320(4)°, V = 1885.6(7) A3, and Z = 4. Kinetic studies on the reactions of 14 (k = 2.38 × 106 M -1 s-1) and 27 (k = 2.30 × 105 M -1 s-1) with NO exemplify the difference in chemical properties obtained by ligand framework manipulation. Binding constants of 14 (KB = 5×106 M-1) and 27 (KB = 2 × 105 M-1) with NO were also measured, indicating the tight binding of NO by the RuIII complexes. The activity of the RuIII complexes to scavenge nitric oxide was evaluated using RAW264 murine macrophage cells. Ligand analogues of edta that have a pyridine donor as part of the N,N chelate such as 20 and 24 exhibit similar scavenging activity to the parent compound. Ligand analogues of dtpa that have R groups at the central amine in place of the carboxylic acid such as 31, 34, and 37 are also efficient NO scavengers. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Substituted DTPA monoamides of the central carboxylic acid group and their metal complexes

Diethylenetriaminepentaacetic acid monoamide derivatives, their complexes and complex salts, containing an element of atomic numbers 21-29, 31, 32, 39, 42-44, 49 or 57-83, pharmaceutical agents containing these compounds, their use as contrast media and process for their production.

Process for the production of DTPA-monoamides of the central carboxylic acid and their use as pharmaceutical agents

A process for the production of of general formula I diethylenetriaminepentacarboxylic acid monoamide derivatives STR1 in which E1, E2 and Z have varying meanings.

Process for the production of DTPA-tetraesters of terminal carboxylic acids

The invention relates to a process for the production of diethylenetriaminepentacarboxylic acid tetraesters of general formula I STR1 in which R1 and Z have different meanings.