O-(2-(vinyloxy)ethyl)hydroxylamine: A Key Intermediate in Antitumor Drug Synthesis
O-(2-(vinyloxy)ethyl)hydroxylamine, bearing the CAS number 391212-29-6 and molecular formula C4H9NO2, is an indispensable pharmaceutical intermediate that plays a pivotal role in the synthesis of advanced antitumor medications. Its unique molecular structure, featuring a hydroxylamine group and a vinyl ether moiety, provides the essential building blocks for complex drug molecules that target critical pathways in cancer cells.
The primary significance of O-(2-(vinyloxy)ethyl)hydroxylamine in the pharmaceutical industry lies in its crucial role as an intermediate for Selumetinib and Binimetinib. These drugs are potent inhibitors of mitogen-activated protein kinase (MEK) pathways, which are frequently dysregulated in various cancers, including neurofibromatosis type 1. The precise structure of O-(2-(vinyloxy)ethyl)hydroxylamine enables chemists to introduce specific functional groups necessary for the biological activity of these antitumor agents, ensuring their effectiveness in targeting cancer cells.
The synthesis of O-(2-(vinyloxy)ethyl)hydroxylamine typically involves multi-step organic reactions, starting from precursors like 2-(2-(vinyloxy)ethoxy)isoindoline-1,3-dione. Reactions employing reagents such as methylhydrazine in suitable organic solvents, followed by rigorous purification, ensure the high purity required for pharmaceutical applications. This commitment to purity is vital, as even minute impurities can compromise the efficacy and safety of the final drug product. Pharmaceutical intermediate suppliers focus on optimizing these processes to deliver consistent, high-quality O-(2-(vinyloxy)ethyl)hydroxylamine.
The reactivity of O-(2-(vinyloxy)ethyl)hydroxylamine extends beyond its role in antitumor drug synthesis. Its hydroxylamine group can participate in condensation reactions to form oximes, which are versatile intermediates in various organic synthesis pathways. The vinyl ether group offers additional reactivity, allowing for nucleophilic additions. This versatility makes it a valuable compound for researchers exploring new molecular entities and drug candidates. The compound's availability from trusted manufacturers supports continuous innovation in medicinal chemistry, driving the development of next-generation therapeutics. The strategic use of O-(2-(vinyloxy)ethyl)hydroxylamine exemplifies how specialized intermediates are fundamental to progress in cancer treatment and broader pharmaceutical research.
Perspectives & Insights
Future Origin 2025
“These drugs are potent inhibitors of mitogen-activated protein kinase (MEK) pathways, which are frequently dysregulated in various cancers, including neurofibromatosis type 1.”
Core Analyst 01
“The precise structure of O-(2-(vinyloxy)ethyl)hydroxylamine enables chemists to introduce specific functional groups necessary for the biological activity of these antitumor agents, ensuring their effectiveness in targeting cancer cells.”
Silicon Seeker One
“The synthesis of O-(2-(vinyloxy)ethyl)hydroxylamine typically involves multi-step organic reactions, starting from precursors like 2-(2-(vinyloxy)ethoxy)isoindoline-1,3-dione.”