Name: diMal-O-CH2COOH
Brand: BOC Sciences
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IUPAC Name

2-[1,3-bis(2,5-dioxopyrrol-1-yl)propan-2-yloxy]acetic acid

Canonical SMILES

C1=CC(=O)N(C1=O)CC(CN2C(=O)C=CC2=O)OCC(=O)O

InChI

InChI=1S/C13H12N2O7/c16-9-1-2-10(17)14(9)5-8(22-7-13(20)21)6-15-11(18)3-4-12(15)19/h1-4,8H,5-7H2,(H,20,21)

InChIKey

JREDLPVQALHAIP-UHFFFAOYSA-N

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diMal-O-CH2COOH, also known as dimethyl malonate, is a versatile organic compound widely applied in chemical and bioscience research. Here, we explore four key applications of diMal-O-CH2COOH:

Organic Synthesis: diMal-O-CH2COOH serves as a pivotal building block for constructing heterocycles and pharmaceutical intermediates. It acts as a precursor for the synthesis of barbiturates, renowned for their sedative and anesthetic properties. By enabling the formation of carbon-carbon bonds through diverse synthetic pathways, this compound facilitates the creation of intricate molecules, heralding new possibilities in organic chemistry.

Biochemical Research: Within the realm of biochemical research, diMal-O-CH2COOH plays a crucial role as a substrate for enzyme assays and metabolic pathway analysis. Its utilization in studying the activity of enzymes involved in the Krebs cycle, including malonate-sensitive dehydrogenases, sheds light on fundamental biochemical pathways and enzyme mechanisms essential for understanding cellular metabolism at a granular level.

Medicinal Chemistry: Positioned at the forefront of medicinal chemistry, diMal-O-CH2COOH emerges as a vital reagent in the design and synthesis of innovative drugs. Its propensity for nucleophilic substitution reactions renders it a valuable intermediate in crafting biologically active molecules. Researchers harness its reactivity to forge novel compounds with potential therapeutic applications, catalyzing advancements in drug discovery and fostering the evolution of pharmaceutical science.

Polymer Chemistry: In the multidimensional realm of polymer chemistry, diMal-O-CH2COOH assumes a pivotal role as a crosslinking agent and monomer in polymerization processes. Its integration into polymerization reactions enhances the properties of resulting materials, endowing them with heightened thermal stability and mechanical strength. This application fuels the development of cutting-edge materials utilized in diverse industrial sectors, from coatings to adhesives, driving innovation and redefining material science landscapes.