6096-81-7

Basic information

• Product Name: Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester
• CAS NO: 6096-81-7
• Molecular Formula: C6H11NO4
• Molecular Weight: 161.158
• Mol File: 6096-81-7.mol

Chemical Properties

• CAS DataBase Reference: Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester(6096-81-7)
• EPA Substance Registry System: Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester(6096-81-7)

Safety Data

• Hazardous Substances Data: 6096-81-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester is used as a building block in organic synthesis for the creation of a diverse range of chemical compounds. Its unique structure allows for the formation of new chemical entities through various synthetic routes, contributing to the development of novel materials and pharmaceuticals.
Used in Pharmaceutical Production:
In the pharmaceutical industry, Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester is employed as a reagent in the manufacturing process of various drugs and agrochemicals. Its ability to participate in chemical reactions facilitates the synthesis of active pharmaceutical ingredients and other bioactive molecules, enhancing the therapeutic potential of these products.
Used in Research and Development:
Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester also serves as a valuable research tool in biochemistry. It is utilized in various laboratory settings for experimental purposes, aiding scientists in understanding the fundamental principles of chemical reactions and the properties of different compounds. This knowledge is crucial for the advancement of scientific research and the development of innovative applications in the chemical and pharmaceutical fields.

Upstream product

• 7647-01-0 hydrogenchloride 
• 67-56-1 methanol 
• 142-73-4 iminodiacetic acid 
• 6175-26-4 dimethyl 2,2′-(benzylazanediyl)diacetate 
• 616-34-2 methoxycarbonylmethylamine 
• 118104-63-5 dimethyl semicarbazidediacetate 
• 7782-77-6 cis-nitrous acid 
• 7732-18-5 water 
• 87218-68-6 dimethyl hydrazonobisacetate hydrochloride 
• 628-87-5 iminodiacetonitrile 
• 1116-43-4 methanediyldiimino-tetra-acetonitrile 

Downstream Products

• 35855-08-4 dimethyl N-ethyliminodiacetate 
• 40418-38-0 dimethyl N-methyliminodiacetate 
• 31098-36-9 methacryloylimino-di-acetic acid dimethyl ester 
• 6096-67-9 [(5-Bromo-2-hydroxy-benzyl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester 
• 6411-00-3 {[2-(3-Bromo-4-methoxy-phenyl)-2-oxo-ethyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 101587-22-8 Benzyloxycarbonyl-glycyl-iminodiessigsaeure-dimethylester 
• 6096-73-7 {[(4-Bromo-phenylcarbamoyl)-methyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 6096-66-8 methyl [(4-iodo-benzyl)-methoxycarbonylmethylamino]-acetate 
• 37516-56-6 N,N-dioctadecyl-N',N'-bis(carbomethoxymethyl)-1,3-propanediamine 
• 6096-72-6 {[2-(4-Fluoro-phenoxy)-ethyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 6175-28-6 {[(4-Iodo-phenylcarbamoyl)-methyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 6096-65-7 [(4-Fluoro-benzyl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester 
• 6175-27-5 {[2-(4-Bromo-phenoxy)-ethyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 6096-69-1 {[2-(4-Fluoro-phenyl)-2-oxo-ethyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 

Relevant articles and documents

Gold nanoparticle-based probe for colorimetric detection of copper ions

A new ligand 10-mercaptodecyl-1-iminodiacetic acid (MDIA) was synthesized and used to modify gold nanoparticles to provide a simple assay to repeatedly sense Cu2+ in the solution at room temperature. This functionalized gold nanosensor was applied for the detection of Cu2+ in water samples with sensitivity and simplicity. The chelation/aggregation process is reversible via addition of a strong metal ion chelator such as EDTA. This simple and fast colorimetric sensor is important in the application of copper ion detection in water quality during the emergency and early warning monitoring.

Entropically driven Polymeric Enzyme Inhibitors by End-Group directed Conjugation

A new generic concept for polymeric enzyme inhibitors is presented using the example of poly(2-methyl-2-oxazoline) (PMOx) terminated with an iminodiacetate (IDA) function. These polymers are shown to be non-competitive inhibitors for horseradish peroxidase (HRP). Mechanistic investigations revealed that the polymer is directed to the protein by its end group and collapses at the surface in an entropy-driven process as shown by isothermal titration calorimetry. The dissociation constant of the complex was determined as the inhibition constant Ki using HRP kinetic activity measurements. Additional experiments suggest that the polymer does not form a diffusion layer around the protein, but might inhibit by inducing minor conformational changes in the protein. This kind of inhibitor offers new avenues towards designing bioactive compounds.

IONIZABLE CATIONIC LIPID FOR RNA DELIVERY

What is described is a compound of formula I consisting of a compound in which R1 is a branched chain alkyl consisting of 10 to 31 carbons;R2 is a linear alkyl, alkenyl, or alkynyl consisting of 2 to 20 carbons, or a branched chain alkyl consisting of 10 to 31 carbons;L1 and L2 are the same or different, each a linear alkane of 1 to 20 carbons or a linear alkene of 2 to 20 carbons;X1 is S or O;R3 is a linear or branched alkylene consisting of 1 to 6 carbons; andR4 and R5 are the same or different, each a hydrogen or a linear or branched alkyl consisting of 1 to 6 carbons; or a pharmaceutically acceptable salt thereof.

Synthesis of Deuterated or Tritiated Glycine and Its Methyl Ester

Abstract: Heating glycine (Gly) and methyl glycinate (GlyOCH3) supported on 5% Pd/C or 5% Pt/C in a deuterium or tritium gas atmosphere gave the isotope-labeled products. The experiments were carried out at 180°C for 10 min. The deuterium atom inclusion under these conditions averaged up to 1.8 atoms per molecule for Gly and up to 1.0 atom per molecule for GlyOCH3. The reaction with tritium gas gave labeled products with a specific radioactivity of 27–31 Ci/mmol for Gly and 18 Ci/mmol for GlyOCH3.

Structure-activity relationships of imidazole-derived 2-[ N-carbamoylmethyl-alkylamino]acetic acids, dual binders of human insulin-degrading enzyme

Insulin degrading enzyme (IDE) is a zinc metalloprotease that degrades small amyloid peptides such as amyloid-a and insulin. So far the dearth of IDE-specific pharmacological inhibitors impacts the understanding of its role in the physiopathology of Alzheimer's disease, amyloid-a clearance, and its validation as a potential therapeutic target. Hit 1 was previously discovered by high-throughput screening. Here we describe the structure-activity study, that required the synthesis of 48 analogues. We found that while the carboxylic acid, the imidazole and the tertiary amine were critical for activity, the methyl ester was successfully optimized to an amide or a 1,2,4-oxadiazole. Along with improving their activity, compounds were optimized for solubility, lipophilicity and stability in plasma and microsomes. The docking or co-crystallization of some compounds at the exosite or the catalytic site of IDE provided the structural basis for IDE inhibition. The pharmacokinetic properties of best compounds 44 and 46 were measured in vivo. As a result, 44 (BDM43079) and its methyl ester precursor 48 (BDM43124) are useful chemical probes for the exploration of IDE's role.

PH-responsive dual cargo delivery from mesoporous silica nanoparticles with a metal-latched nanogate

A nanogate composed of two iminodiacetic acid (IDA) molecules and a metal ion latch was designed, synthesized, and assembled on mesoporous silica nanoparticles. This gating mechanism is capable of storing and releasing metal ions and molecules trapped in the pores. Pore openings derivatized with IDA can be latched shut by forming a bis-IDA chelate complex with a metal ion. This system was tested by loading with Hoechst 33342 as the probe cargo molecule, and latching with cobalt, nickel, or calcium metal ions. No cargo release was observed in a neutral aqueous environment, but both cargoes were delivered after acid stimulation and/or the addition of a competitively binding ligand.

LINKER COMPOUND, LIGAND COMPLEX AND PROCESS FOR PRODUCING THEM

The present invention provides a novel linker compound which minimizes any nonspecific hydrophobic interactions and is capable of easily adjusting the length to a disulfide group subjected to metal bond to thereby enable effective formation of a metal-sulfur bond; novel ligand conjugate and ligand carrier, and a process for producing them. The linker compound is of a structure represented by the following general formula (1) where a, b, d, e are independently an integer of 0 to 6. X has a structure serving as a multi-branched structure moiety including three or more hydrocarbon derivative chains, wherein the hydrocarbon derivative chains each include an aromatic amino group at an end thereof, and may or may not include a carbon-nitrogen bond in a main chain thereof. The ligand conjugate includes the linker compound having a sugar molecule introduced therein.

Novel, malonyl-derived edta analogues

Reaction of malonyl dichloride and benzylmalonyl dichloride with iminodiacetate esters has provided access to several, novel EDTA analogues.

A new route to porphyrins substituted with long alkoxy groups, attempts to prepare the discotic liquid crystals

Pyrroles substituted with long alkoxy groups are prepared by the reaction of iminodiacetic acid dimethyl ester and dimethyl oxalate and the subsequent alkylation. These pyrroles are good precursor molecules for the corresponding porphyrins, which are expected to form an ordered columnar mesophase and are able to co-ordinate to various metals.

Nonplanar distortion modes for highly substituted porphyrins

The syntheses, structures, and spectroscopic properties of some novel dodecaphenyl- and dodecaalkylporphyrins have been investigated with the aim of designing model compounds to aid in evaluating theoretical models of porphyrin nonplanarity. It was found that dodecaphenylporphyrin (3) and the dodecaalkylporphyrins 4a-c could be prepared using standard synthetic procedures and that these porphyrins adopted very distorted nonplanar structures in the crystalline state. In the crystal structure of 3 the pyrrole rings were tilted with respect to the mean plane of the porphyrin to give a saddle conformation, whereas in the crystal structure of the nickel(II) complex of 4c (Ni4c) the pyrrole rings were twisted with respect to the mean plane to give a ruffled conformation. Nonplanar conformations with the same distortion modes were obtained as minimum energy structures for Ni3 and Ni4c using a molecular mechanics force field, which showed that the observed nonplanar conformations were due to steric repulsions between the peripheral substituents. Low-temperature NMR spectra indicated that the solution conformations of 3 and Ni4c were consistent with those found in the crystal structures. Several conformations of Ni4b and Ni4c with different quasi-axial and quasi-equatorial orientations of the alkyl chains were observed in solution, and saddle and ruffled distortion modes were clearly differentiated for the dications and nickel(II) complexes of porphyrins 4b and 4c. Finally, an attempt was made to synthesize the dodecaalkylporphyrin 5 using the same conditions applied to porphyrins 4a-c. This gave only the 5,15-dihydroporphyrin 6, presumably because the more spatially demanding six-membered ring prevented the oxidation of 6 to porphyrin 5 using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone.