33658-49-0

Usage

Uses

Used in Organic Synthesis:
2,6-dioxo-N-(carboxymethyl)morpholine is used as a building block for the synthesis of complex organic molecules, leveraging its reactive functional groups to facilitate the formation of new chemical entities.
Used in Pharmaceutical Research:
In pharmaceutical research, 2,6-dioxo-N-(carboxymethyl)morpholine is utilized as a key intermediate in the development of new drug compounds, taking advantage of its structural features to enhance the pharmacological properties of potential medications.
Used as a Chelating Agent in Chemical Applications:
2,6-dioxo-N-(carboxymethyl)morpholine is employed as a chelating agent, particularly for its ability to form stable complexes with metal ions, which is beneficial in various chemical processes that require the sequestration or stabilization of metal species.
Used as a Crosslinking Agent in Polymer Chemistry:
In polymer chemistry, 2,6-dioxo-N-(carboxymethyl)morpholine is used to create crosslinked polymers, where its carboxylic acid group can react with other molecules to form covalent bonds, thereby altering the physical and chemical properties of the resulting polymeric materials.
Used in the Development of New Materials:
2,6-dioxo-N-(carboxymethyl)morpholine may be incorporated into the development of innovative materials, capitalizing on its unique structural attributes and reactivity to produce materials with novel properties for various applications.

InChI:InChI=1/C6H7NO5/c8-4(9)1-7-2-5(10)12-6(11)3-7/h1-3H2,(H,8,9)

Upstream product

• 139-13-9 nitrilotriacetic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 1357195-04-0 2,2’-[(2-{[6-(benzyloxy)-6-oxohexyl]amino}-2-oxoethyl)azanediyl]diacetic acid 

Relevant academic research and scientific papers

Synthesis, characterization and anti-diabetic therapeutic potential of novel aminophenol-derivatized nitrilotriacetic acid vanadyl complexes

In the present work, we synthesized three novel aminophenol-derivatized nitrilotriacetic acid vanadyl complexes (VOohpada, VOmhpada, VOphpada) using the strategy of rational incorporation of antioxidant groups in ligand in order to balance the side effects with the therapeutic properties. The complexes were characterized by IR, UV-VIS, ESI-MS and elemental analysis. The biological evaluations in vitro revealed that the position of the hydroxyl group of aminophenol moiety regulated the antioxidant activity of the complexes as well as the cytotoxicity on HK-2 cells. The vanadyl complex of p-hydroxyl aminophenol derivative (VOphpada) exhibited better antioxidant activity and lower cytotoxicity than other analogs. In type II diabetic db/db mice, VOphpada (0.1 mmol/kg/day) effectively reduced blood glucose level, improved glucose tolerance, and alleviated stresses induced by hyperglycemia and hyperlipidemia. VOphpada treatment significantly increased expression of PPARα and γ, activated Akt, and inactivated JNK in muscle and adipose tissues. The insulin enhancement effects of VOphpada were observed more potent than BMOV. Moreover, VOphpada decreased the level of kidney injury molecule-1 marker (KIM-1), suggesting a potentially lower renal toxicity. In overall, the present results suggest VOphpada as a novel hypoglycemic agent with improved efficacy-over-toxicity index.

METHOD FOR SYNTHESIZING TETRAALKYLNITRILOACETIC ACID DIACETAMIDE COMPOUND

In synthesis of a compound represented by the General Formula (1) or a salt thereof, nitrilotriacetic acid as its raw material is reacted with a dehydrating agent to allow dehydration, and the resulting nitrilotriacetic acid anhydride is reacted with a dialkylamine to obtain a reaction intermediate product. The reaction intermediate product is then similarly reacted with a dehydrating agent to allow dehydration, and the resulting reaction intermediate anhydride is reacted with a dialkylamine to synthesize a tetraalkylnitriloacetic acid diacetamide compound. In Formula (1), R1, R2, R3 and R4 independently represent the same or different hydrocarbon group, with the proviso that the total number of carbon atoms in the hydrocarbon groups R1, R2, R3, and R4 is 8 to 64.

METHOD FOR SYNTHESIZING TETRAALKYLNITRILOACETIC ACID DIACETAMIDE COMPOUND

In synthesis of a compound represented by the General Formula (1) or a salt thereof, nitrilotriacetic acid as its raw material is reacted with a dehydrating agent to allow dehydration, and the resulting nitrilotriacetic acid anhydride is reacted with a dialkylamine to obtain a reaction intermediate product. The reaction intermediate product is then similarly reacted with a dehydrating agent to allow dehydration, and the resulting reaction intermediate anhydride is reacted with a dialkylamine to synthesize a tetraalkylnitriloacetic acid diacetamide compound. In Formula (1), R1, R2, R3 and R4 independently represent the same or different hydrocarbon group, with the proviso that the total number of carbon atoms in the hydrocarbon groups R1, R2, R3, and R4 is 8 to 64.

In order to amino-acetic acid derivatives as ligand complex compound and vanadium knid preparation method and application

The invention relates to a vanadium coordination compound using aminotriacetic acid derivative as a ligand, and a preparation method and application thereof. The preparation method comprises the following steps: 1. reacting aminotriacetic acid in anhydrous pyridine to obtain a compound 1; 2. reacting the compound 1 with aminophenol or hydroxyaniline to obtain a compound A; 3. dissolving vanadyl sulfate in water, and regulating the pH value with NaOH to obtain a compound 2; and 4. dissolving the compound A in water, and reacting with the compound 2 to obtain a compound B. The compound is used in preparing antidiabetic drugs. The animal experiment proves that compared with the vanadyl compound using kojic acid as the ligand, the vanadyl coordination compound using aminotriacetic acid as the ligand has the advantages of lower molecular weight, higher water solubility, higher bioavailability and simpler preparation method.

Removal of cadmium and lead from aqueous solutions using nitrilotriacetic acid anhydride modified ligno-cellulosic material

Cadmium (Cd2+) and lead (Pb2+) posed severe health risks worldwide. To remove these contaminants from aqueous solution, a nitrilotriacetic acid anhydride (NTAA) modified ligno-cellulosic material (NTAA-LCM) was prepared and characterized. Batch sorption experiments were performed to evaluate the influences of various factors such as contact time, pH, ionic strength, temperature and initial metal concentration on the sorption of metals. Results from elemental analysis and FTIR suggested that ester bonds and amine groups were successfully introduced into NTAA-LCM. Fast adsorption rates were observed, and the maximum sorption capacities of NTAA-LCM for Cd2+ and Pb2+ reached 143.4 and 303.5 mg g-1 at 298 K, respectively. Both the pseudo-second-order model and the Langmuir model described the adsorption extremely well. Thermodynamic analysis showed that the sorption was endothermic but spontaneous. The sorption was a chemical process involving surface chelation and ion exchange; this was reflected in the metal/NTA ratio. Additionally, NTAA-LCM retained high metal sorption capacity after seven cycles of regeneration by HNO3.

COPOLYMERS FOR STABLE MICELLE FORMULATIONS

The present invention relates to the field of polymer chemistry and more particularly to multiblock copolymers and micelles comprising the same. Compositions herein are useful for drug-delivery applications.

Development of 99mTc-thioflavin-T derivatives for detection of systemic amyloidosis

In a search for a 99mTc-labelled tracer agent for imaging of amyloid plaques in patients with systemic amyloidosis (SA), we have conjugated three bifunctional chelating ligands, namely S-benzyl-mercaptoacetyl-l- aspartyl(tBu)-glycine, HYdrazino

Tc99m-Phenida, radioscintigraphic agent for diagnosis of hepatoniliary disease

This invention relates to novel derivatives of imino diacetic acid of the formula: STR1 wherein R1 is selected from the group consisting of: STR2 wherein X is halo (chloro, bromo or iodo) and R2 is lower alkyl of from 1-5 carbon atoms. It also relates to a novel diagnostic kit for hepatobiliary imaging comprising ingredients employed in the intravenous injection of a complex of technetium 99m, and an imino diacetic acid of the above formula. It also relates to a process for preparing said compounds by reaction of nitrilotriacetic acid anhydride and an amine of the formula R1 NH2 wherein R1 is as defined hereinabove.