diMal-O-CH2COOH - CAS 1620837-47-9

diMal-O-CH2COOH - CAS 1620837-47-9 Catalog number: BADC-01731

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diMal-O-CH2COOH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
diMal-O-CH2COOH
CAS
1620837-47-9
Catalog Number
BADC-01731
Molecular Formula
C13H12N2O7
Molecular Weight
308.24

Ordering Information

Catalog Number Size Price Quantity
BADC-01731 -- $--
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Description
diMal-O-CH2COOH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
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
Appearance
White to Off-white Solid

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.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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