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2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate

  CAS No.: 1134280-64-0   Cat No.: BADC-00521 4.5  

2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate is an NHS ester-based ADC linker intermediate featuring fluorobenzyl moieties for enhanced amine-reactive conjugation, enabling precise antibody-drug conjugate synthesis with improved stability and targeted payload delivery.

2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate

Structure of 1134280-64-0

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ADC Linker
Molecular Formula
C14H14FNO5
Molecular Weight
295.26
Shipping
Room temperature

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Synonyms
2,5-Dioxopyrrolidin-1-yl 3-((2-fluorobenzyl)oxy)propanoate; (2,5-dioxopyrrolidin-1-yl) 3-[(2-fluorophenyl)methoxy]propanoate
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[(2-fluorophenyl)methoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCC2=CC=CC=C2F
InChI
InChI=1S/C14H14FNO5/c15-11-4-2-1-3-10(11)9-20-8-7-14(19)21-16-12(17)5-6-13(16)18/h1-4H,5-9H2
InChIKey
FKGBAQYPCQKYSX-UHFFFAOYSA-N
Shipping
Room temperature

2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate is primarily utilized in the field of pharmaceuticals and medicinal chemistry. This compound plays a crucial role as an intermediate in the synthesis of various therapeutic agents. It is often employed in the preparation of drugs that target specific enzymes or receptors, thereby altering biological pathways to treat diseases such as cancer, inflammation, and neurological disorders. The presence of the 2-fluorobenzyl group enhances the compound’s pharmacokinetic properties, thus improving the efficacy and bioavailability of the resulting pharmaceuticals.

Another significant application of 2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate is in the field of organic synthesis, particularly in the creation of complex molecular structures. Due to its reactive 2,5-dioxopyrrolidin-1-yl group, this compound serves as a versatile building block for constructing a variety of organic molecules. Its stability and reactivity make it an excellent candidate for forming carbon-oxygen and carbon-nitrogen bonds, which are essential in the production of fine chemicals, agrochemicals, and other specialized organic compounds. This utility in synthetic chemistry underlines its importance in both academic research and industrial applications.

In the realm of polymer chemistry, 2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate is employed in the development of advanced polymeric materials. This compound can be incorporated into polymer backbones, where its functional groups allow for further chemical modifications and cross-linking. The resulting polymers often exhibit enhanced mechanical properties, thermal stability, and resistance to chemical degradation, making them suitable for use in a wide range of applications, including biomedical devices, coatings, and advanced composites. These attributes make it a valuable monomer in the synthesis of high-performance materials.

Finally, 2,5-Dioxopyrrolidin-1-yl 3-((2-Fluorobenzyl)oxy)propanoate finds application in the field of bioconjugation and molecular tagging. Its reactive functional groups enable it to form stable covalent bonds with various biomolecules, such as proteins, nucleic acids, and small molecules. This capability is essential for the development of diagnostic tools, therapeutic agents, and targeted drug delivery systems. By attaching to specific biological targets, it allows for precise monitoring and manipulation of biological processes, which is crucial in both laboratory research and clinical applications. This versatility underscores its importance in the burgeoning field of chemical biology.

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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