33658-49-0

Basic information

• Product Name: 2,6-dioxo-N-(carboxymethyl)morpholine
• Synonyms: 2,6-dioxo-N-(carboxymethyl)morpholine;2-(2,6-dioxoMorpholino)acetic acid;4-Morpholineacetic acid, 2,6-dioxo-;2,6-dioxo-4-Morpholineacetic acid
• CAS NO: 33658-49-0
• Molecular Formula: C₆H₇NO₅
• Molecular Weight: 173.123480
• Mol File: 33658-49-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 427.9 °C at 760 mmHg
• Flash Point: 212.6 °C
• Appearance: /
• Density: 1.521 g/cm³
• Vapor Pressure: 1.61E-08mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: 2,6-dioxo-N-(carboxymethyl)morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dioxo-N-(carboxymethyl)morpholine(33658-49-0)
• EPA Substance Registry System: 2,6-dioxo-N-(carboxymethyl)morpholine(33658-49-0)

Safety Data

• Hazardous Substances Data: 33658-49-0(Hazardous Substances Data)

Usage

General Description

2,6-dioxo-N-(carboxymethyl)morpholine is a heterocyclic compound with a morpholine ring substituted with a carboxylic acid group and two carbonyl groups. It is commonly used as a building block in organic synthesis and pharmaceutical research. This chemical has the potential to act as a chelating agent due to the presence of a carboxylic acid group, allowing it to form stable complexes with metal ions. It can also be used as a crosslinking agent in polymer chemistry, as the reactive carboxylic acid group can form bonds with other molecules. Additionally, 2,6-dioxo-N-(carboxymethyl)morpholine may have applications in the development of new materials and drug compounds.

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 articles and documents

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.

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.