39987-25-2

Usage

Uses

Used in Industrial Processes:
DIMETHYL IMINODIACETATE HYDROCHLORIDE is used as a chelating agent for its ability to bind metal ions and remove them from solutions, which is crucial in a variety of industrial processes to ensure the purity and functionality of products.
Used in Pharmaceutical and Agrochemical Synthesis:
In the synthesis of pharmaceuticals and agrochemicals, DIMETHYL IMINODIACETATE HYDROCHLORIDE serves as a key intermediate, contributing to the development of new drugs and agricultural chemicals that can improve health and crop yields.
Used in Personal Care Product and Detergent Production:
DIMETHYL IMINODIACETATE HYDROCHLORIDE is utilized in the production of personal care products and detergents, where it helps to stabilize formulations and enhance the performance of these products by binding with metal ions that could otherwise cause degradation or reduced efficacy.
Used in Analytical Chemistry:
DIMETHYL IMINODIACETATE HYDROCHLORIDE is used as a complexing agent in analytical chemistry, particularly in spectroscopic and chromatographic techniques. Its ability to form stable complexes with metal ions aids in the accurate analysis and detection of these elements in various samples.

InChI:InChI=1/C6H11NO4.ClH/c1-10-5(8)3-7-4-6(9)11-2;/h7H,3-4H2,1-2H3;1H

Upstream product

• 67-56-1 methanol 
• 628-87-5 iminodiacetonitrile 
• 142-73-4 iminodiacetic acid 

Downstream Products

• 143674-08-2 Boc-Phe-Phe-N(CH₂CO₂Me)2 
• 434314-27-9 (4-methyloxycarbonylmethyl)piperazine-2,6-dione 
• 6096-66-8 methyl [(4-iodo-benzyl)-methoxycarbonylmethylamino]-acetate 
• 1006591-06-5 3-[N,N-bis(methoxycarbonylmethyl)aminomethyl]-5-nitrosalicylaldehyde 
• 1221557-65-8 4-[-8-[bis(methoxycarbonylmethyl)aminomethyl]-6-bromo-7-hydroxycoumarin-4-yl]-2-phenyl-1,3-dioxolane 
• 1353013-91-8 2',3'-dideoxy-2',3'-didehydrothymidine-5'-(phenyl dimethyl-iminodiacetate phosphate) 
• 109650-50-2 (phenylacetyl-imino)-di-acetic acid dimethyl ester 
• 226985-09-7 [((S)-2-Acetylamino-4-oxo-4-phenyl-butyryl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester 
• 5410-10-6 dimethyl 2,2'-(acetylazanediyl)diacetate 

Relevant academic research and scientific papers

Synthesis and Unprecedented Complexation Properties of β-Cyclodextrin-Based Ligand for Lanthanide Ions

Here, we report the synthesis and detailed studies on the coordination chemistry of a novel chemically modified polyaminocarboxylate (5) based on β-cyclodextrin (CD) scaffold for lanthanides. The target ligand is prepared in a highly efficient manner (seven total steps) from β-CD using the readily available iminodiacetic acid as a starting material. A propargyl group is attached to the iminodiacetate via N-alkylation, and the obtained derivative is efficiently conjugated to the β-CD scaffold via the copper(I)-mediated 1,3-dipolar cycloaddition. The generated 1,2,3-triazolmethyl residues advantageously provide a competent chelating group while displacing the metal coordination center away from the primary rim of β-CD, to afford the required conformational flexibility. The functional groups from each of the two adjacent glucopyranosyl units of β-CD complete a uniquely created octavalent coordination sphere for lanthanides while still sparing one site for dynamic water coordination. To help study the coordination chemistry of CD ligand 5, we also design a relevant maltoside ligand 6, which faithfully represents one submetal-binding section of ligand 5. Thanks to HRMS and NMR studies, we successfully elucidate the coordination chemistries of synthesized ligands. The octavalent coordination sphere of ligand 5 shows strong binding affinity to lanthanides. By potentiometric titration experiments, ligand 5 is found to bind gadolinium(III), forming 1:1, 1:2, and 1:3 multinuclear complexes with lanthanides, thus possessing great capacity for catalyzing the dynamic water-exchange. Further NMR studies also reveal that the formed ligand 5/Gd(III) complexes show significantly better abilities to alter T1 relaxivities of coordinated water than DOTA-Gd(III) and also some of the synthetic CD probes reported in the literature.

Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy

7-Hydroxyneolamellarin A (7-OH-Neo A, 1), a natural marine product derived from sponge Dendrilla nigra, was first synthesized with 10% overall yield under the instruction of convergent synthetic strategy. We found that 7-OH-Neo A could attenuate the accum

Structure-activity relationships study of neolamellarin A and its analogues as hypoxia inducible factor-1 (HIF-1) inhibitors

The novel marine pyrrole alkaloid neolamellarin A derived from sponge has been shown to inhibit hypoxia-induced HIF-1 activity. In this work, we designed and synthesized neolamellarin A and its series of derivatives by a convergent synthetic strategy. The HIF-1 inhibitory activity and cytotoxicity of these compounds were evaluated in Hela cells by dual-luciferase reporter gene assay and MTT assay, respectively. The results showed that neolamellarin A 1 (IC50 = 10.8 ± 1.0 μM) and derivative 2b (IC50 = 11.9 ± 3.6 μM) had the best HIF-1 inhibitory activity and low cytotoxicity. Our SAR research focused on the effects of key regions aliphatic carbon chain length, aromatic ring substituents and C-7 substituent on biological activity, providing a basis for the subsequent research on the development of novel pyrrole alkaloids as HIF-1 inhibitors and design of small molecule probes for target protein identification.

Total synthesis and application of natural product of 7-hydroxy novel lamellarin A and analogues of natural product of 7-hydroxy novel lamellarin A

The invention belongs to the technical field of pharmaceutical and chemical engineering, and provides total synthesis and application of a natural product of 7-hydroxy novel lamellarin A and analoguesof the natural product of the 7-hydroxy novel lamellarin A. The invention provides the 7-hydroxy novel lamellarin A natural product and the series of analogues of the 7-hydroxy novel lamellarin A natural product. Tested compounds all have medium to good HIF-1 inhibitory activity, and have no market toxicity under the effective inhibition concentration of HIF-1 of the tested compounds, and it is indicated that the compounds have the potential for treating cancers by inhibiting transcription activating of the HIF-1.

Large-Scale Synthesis of Piperazine-2,6-dione and Its Use in the Synthesis of Dexrazoxane Analogues

An efficient, large-scale synthesis of piperazine-2,6-dione was developed. The advantages of this procedure include the use of inexpensive starting materials, satisfactory yields, and a convenient workup without the need for chromatographic techniques. Furthermore, this procedure can be easily modified for the preparation of 1-substituted piperazine-2,6-dione hydrobromides. The utility of the prepared piperazine-2,6-dione was demonstrated in the synthesis of a novel analogue of the only drug used in clinical practice to prevent anthracycline-induced cardiotoxicity, dexrazoxane.

Synthesis of 1',2',3',4',5'-pentamethyl-3,4-diphenylazaferrocene and its enantioselective C-2 functionalization via (-)-sparteine-mediated lithiation

Lithiation of 1',2',3',4',5'-pentamethyl-3,4-diphenylazaferrocene (9) with sec-BuLi/(-)-sparteine (2) in Et2O at -78 °C followed by quenching with electrophiles gave the C-2 functionalized azaferrocenes (17) in good enantioselectivities (up to

A convenient synthesis of amino acid methyl esters

A series of amino acid methyl ester hydrochlorides were prepared in good to excellent yields by the room temperature reaction of amino acids with methanol in the presence of trimethylchlorosilane. This method is not only compatible with natural amino acids, but also with other aromatic and aliphatic amino acids.