59085-15-3

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-Carboxyethyl)-4-nitro heptanedioic acid is used as a chelating agent for metals, which can be beneficial in the development of drugs that require metal binding or sequestration. Its ability to form stable complexes with metal ions can enhance the efficacy and safety of certain pharmaceutical formulations.
Used in Drug Development:
As a building block for more complex molecules, 4-(2-Carboxyethyl)-4-nitro heptanedioic acid can be incorporated into the synthesis of novel compounds with potential therapeutic applications. Its versatile structure allows for the creation of new drugs with improved pharmacological properties, such as increased potency, selectivity, or reduced side effects.
Used in Research and Development:
4-(2-Carboxyethyl)-4-nitro heptanedioic acid is used as a subject of research to explore its potential biological activity and medicinal properties. Scientists are investigating its interactions with biological systems, such as its effects on cellular processes, its ability to modulate signaling pathways, and its potential as a therapeutic agent for various diseases.
Used in Drug Delivery Systems:
4-(2-CARBOXYETHYL)-4-NITRO HEPTANEDIOIC ACID may also be utilized in the development of drug delivery systems, where its metal chelating properties could be employed to improve the stability, solubility, or targeted delivery of pharmaceutical agents. This could lead to the creation of more effective and safer drug formulations.

InChI:InChI=1/C10H15NO8/c12-7(13)1-4-10(11(18)19,5-2-8(14)15)6-3-9(16)17/h1-6H2,(H,12,13)(H,14,15)(H,16,17)

Upstream product

• 136587-00-3 di-tert-butyl 4-<2-(tert-butoxycarbonyl)ethyl>-4-nitroheptanedicarboxylate 
• 83935-54-0 dimethyl 4-nitro-4-<1-<2-(methoxycarbonyl)ethyl>>heptanedioate 
• 1466-48-4 tris(2-cyanoethyl)nitromethane 

Downstream Products

• 141621-27-4 4-(2-Benzyloxycarbamoyl-ethyl)-4-nitro-heptanedioic acid bis-(benzyloxy-amide) 
• 116747-80-9 4-(3-hydroxypropyl)-4-nitro-heptane-1,7-diol 
• 193603-22-4 4-[2-(Benzyloxy-butyl-carbamoyl)-ethyl]-4-nitro-heptanedioic acid bis-(benzyloxy-butyl-amide) 
• 193603-23-5 4-[2-(Benzyloxy-octyl-carbamoyl)-ethyl]-4-nitro-heptanedioic acid bis-(benzyloxy-octyl-amide) 
• 193603-20-2 4-Nitro-4-(2-trityloxycarbamoyl-ethyl)-heptanedioic acid bis-(trityloxy-amide) 
• 1260095-58-6 N₁,N₇-bis(3,5-bis(methoxymethyl)phenyl)-4-(3-(3,5-bis(methoxymethyl)phenylamino)-3-oxopropyl)-4-nitroheptanediamide 
• 1260095-57-5 N₁,N₇-bis(3-methoxymethylphenyl)-4-(3-(3-methoxymethylphenylamino)-3-oxopropyl)-4-nitroheptanediamide 
• 1476799-84-4 bis(perfluorophenyl) 4-nitro-4-(3-oxo-3-(perfluorophenoxy)propyl)heptanedioate 
• 1326757-15-6 C₃₄H₄₂N₄O₁₁ 
• 220215-00-9 N,N',N''-tris[tris(2-tert-butoxycarbonyl-ethyl)methyl]-3,3',3''-(1-nitromethanetriyl)tripropanamide 
• 915944-73-9 nitromethane-tris(3-propionate-O-2,3,5,6-tetrafluorophenyl ester) 
• 92358-16-2 3,3'-(5-oxo-pyrrolidine-2,2-diyl)-di-propionic acid diethyl ester 
• 116747-82-1 1-azoniatricyclo<3.3.3.0>undecane chloride 

Relevant academic research and scientific papers

Scaffold Simplification Strategy Leads to a Novel Generation of Dual Human Immunodeficiency Virus and Enterovirus-A71 Entry Inhibitors

Currently, there are only three FDA-approved drugs that inhibit human immunodeficiency virus (HIV) entry-fusion into host cells. The situation is even worse for enterovirus EV71 infection for which no antiviral therapies are available. We describe here the discovery of potent entry dual inhibitors of HIV and EV71. These compounds contain in their structure three or four tryptophan (Trp) residues linked to a central scaffold. Critical for anti-HIV/EV71 activity is the presence of extra phenyl rings, bearing one or two carboxylates, at the C2 position of the indole ring of each Trp residue. The most potent derivatives, 22 and 30, inhibit early steps of the replicative cycles of HIV-1 and EV-A71 by interacting with their respective viral surfaces (glycoprotein gp120 of HIV and the fivefold axis of the EV-A71 capsid). The high potency, low toxicity, facile chemical synthesis, and great opportunities for chemical optimization make them useful prototypes for future medicinal chemistry studies.

Construction of a well-defined multifunctional dendrimer for theranostics

A dendrimer-based building block for theranostics was designed. The multifunctional dendrimer is polyamide-based and contains nine azide termini, nine amine termini, and fifty-four terminal acid groups. Orthogonal functionalization of the multifunctional

A Biomimetic principle for the chemical modification of metal surfaces: Synthesis of tripodal catecholates as analogues of siderophores and mussel adhesion proteins

By following a biomimetic design principle, tetravalent scaffolds based on an adamantyl and trisalkylmethyl core structure have been synthesized. These scaffolds have been coupled to three catecholamines, thus resembling the characteristic tripodal recognition motif of many natural metal binders, such as mussel adhesion proteins and siderophores, for example, enterobactin. Besides this tripodal recognition element, our scaffolds provide a fourth position for the conjugation of effector molecules. These effectors can be conjugated through biocompatible conjugation techniques to the scaffold and can be used to tailor the properties of different metal surfaces for a range of applications, for example, in implant engineering. Herein, we describe the synthesis of several tripodal metal binders and their immobilization on TiO2 surfaces by using a simple dip-coating procedure. Furthermore, we demonstrate the conjugation of our surface binders to the dye eosin Y as an effector molecule by peptide coupling. The resulting surfaces have been analyzed by using ellipsometry, time-of-flight secondary ion mass spectrometry, IR spectroscopy, and contact-angle measurements to confirm the specific loading on TiO 2 films and nanoparticles with our trivalent surface binders. As a proof of concept, we have demonstrated the functionalization of TiO2 nanoparticles with the eosin Y dye.

Strain-promoted alkyne azide cycloaddition for the functionalization of poly(amide)-based dendrons and dendrimers

Functionalization of a poly(amido)-based dendron with ethylene glycol chains (PEG) using coppercatalyzed alkyne azide cycloaddition (CuAAC) afforded dendrons with significant levels of copper contaminations, preventing the use of such materials for biological applications. We suggest that the presence of amide, PEG, and triazole functional groups allows for copper complexation, thereby preventing the separation of the copper catalyst from the final dendron. To minimize this problem, synthetic variations on CuAAC including the addition of "click" additives for copper sequestering as well as the use of copper wire as the copper source were investigated. None of these strategies, however, resulted in copper-free products. In contrast, we developed a copper-free strain-promoted alkyne azide cycloaddition (SPAAC) strategy that functionalized poly(amide)-based dendrons and dendrimers with PEG chains quantitatively under mild reaction conditions without any metal contamination. The SPAAC products were characterized by 1H and 13C NMR, 2D HSQC and COSY NMR, mass spectrometry, and elemental analysis. This is the first report on the use of SPAAC for dendrimer functionalization, and the results obtained here show that SPAAC is an important tool to the dendrimer and more general biomaterials community for the functionalization of macromolecular structures due to the mild and metal-free reaction conditions, no side products, tolerance toward functional groups, and high yields.

Efficient synthetic access to cationic dendrons and their application for ZnO nanoparticles surface functionalization: New building blocks for dye-sensitized solar cells

A new concept for the efficient synthesis of cationic dendrons, 4-tert-butyl-1-(3-(3,4-dihydroxybenzamido)benzyl)pyridinium bromide (17), 1,1′-(5-(3,4-dihydroxybenzamido)-1,3-phenylene)bis(methylene) bis(4-tert-butylpyridinium) bromide (18), N1,N7-bis(3-(

Dendrimers functionalized with a single fluorescent dansyl group attached 'off center': Synthesis and photophysical studies

A series of three new fluorescent dendrimers containing a single, focally located dansyl group and 3 (1), 9 (2), and 27 (3) carboxylic acid groups in their peripheries were synthesized and characterized. The photophysical properties of these dendrimers were investigated in aqueous solution. The host-guest interactions of the dendrimers through their dansyl subunits with β-cyclodextrin and polyclonal anti-dansyl antibodies were also investigated by various methods. Photophysical measurements on the dendrimers demonstrate that the dansyl residue is progressively shielded from the solvent as the dendrimer generation increases, resulting in marked changes in spectral features, fluorescence quantum yields, excited-state fluorescence lifetimes, radiative and nonradiative decay rates, and rotational reorientation times. The excited-state intensity decay kinetics for 1-3 are well described by a single exponential. Contrary to the popularly held belief that lower generation dendrimers are 'floppy' species in solution, the molecular motions of 1-3 are described by a single rotational reorientation time. Access to the dansyl moiety is impeded with increasing dendrimer size as the dendrimer mass affords a significant degree of protection from binding by nonselective (β-cyclodextrin (βCD)) and selective (anti-dansyl antibody) hosts for the dansyl residue. The equilibrium constant for β-CD binding of the dansyl residue in 1 is ~2.5-fold lower than that for binding to dansylamine (DA). Dendrimers 2 and 3 do not associate with β-CD at all. Anti-dansyl antibodies can bind to the dansyl residue in dendrimers 1-3 with remarkably large binding affinities. The equilibrium constant for the antibody complex decreases systematically from 5.0 x 107 M-1 for DA to 1.5 x 106 M-1 for 3.

Synthesis, electrochemistry, and interactions with β-cyclodextrin of dendrimers containing a single ferrocene subunit located 'off-center'

Two series of dendrimers containing a single ferrocene unit located in the focal point of these macromolecules have been synthesized and characterized. The first series of dendrimers has considerable lipophilic character, with tert-butyl ester groups located in their peripheral regions. In contrast, the second series of dendrimers was obtained by the hydrolysis of these peripheral ester groups, yielding water-soluble dendrimers with carboxylic acid groups in their surfaces. The electrochemical properties of these macromolecules were strongly affected by the dendritic groups attached to the ferrocene subunits. Host-guest interactions between the water-soluble dendrimers and the well-known receptor β-cyclodextrin were also investigated. The dendritic groups were found to hamper markedly the formation of inclusion complexes between the cyclodextrin receptor and the dendrimer's ferrocene unit.

Phase-transfer-catalysed Preparation of N-Alkylated Trihydroxamic Acids

We describe a synthetic route involving phase transfer catalysis leading to a series of tripodal N-alkylated hydroxamic acids as models of desferrioxamine; iron(III) exchange reactions between their iron complexes and EDTA were investigated.