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3-(Methoxy-[d3])-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine

General Information
Catalog: BLP-007734
CAS: 1188298-74-9
Molecular Formula: C11H15D3BN3O3
Molecular Weight: 254.11
Chemical Structure
3-(Methoxy-[d3])-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine
Description A labelled form of 3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)​pyrazin-2-amine which has been used as a reactant for the preparation of Raf kinase inhibitors to be used for cancer treatment.
Synonyms 3-(Methoxy-d3)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrazinamine
IUPAC Name 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trideuteriomethoxy)pyrazin-2-amine
Related CAS 1084953-50-3 (unlabelled)
Canonical SMILES B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C(=N2)OC)N
InChI InChI=1S/C11H18BN3O3/c1-10(2)11(3,4)18-12(17-10)7-6-14-8(13)9(15-7)16-5/h6H,1-5H3,(H2,13,14)/i5D3
InChI Key WFKULUDTILCXDK-VPYROQPTSA-N
Purity >98%

3-(Methoxy-[d3])-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine, a specialized chemical compound frequently employed in chemical and biochemical research, serves a multitude of critical functions. Here are key applications, presented with a high degree of perplexity and burstiness:

Stable Isotope Labeling: This compound, enriched with deuterium ([d3]), emerges as a valuable tool for stable isotope labeling, revolutionizing research practices. By incorporating deuterium, researchers facilitate the monitoring of compounds within metabolic pathways, shedding light on intricate biochemical processes. This labeling technique empowers scientists to unravel the complexities of metabolism, pharmacokinetics, and drug distribution, enhancing our understanding of biological dynamics.

Chemical Synthesis: Delving into the realm of organic chemistry, this compound acts as a foundational building block for synthesizing intricate molecules of high complexity. With its unique boronate group structure, chemists harness its power to efficiently conduct palladium-catalyzed cross-coupling reactions, a pivotal step in crafting pharmaceutical agents and cutting-edge materials. This application stands as a cornerstone in the continual evolution of drug development and material science.

Medicinal Chemistry: Central to the realm of medicinal chemistry, this compound emerges as a crucial player in the conception of novel therapeutic agents, boasting a versatile array of functional groups. Serving as a key intermediate in drug synthesis, particularly in the modification of heterocyclic structures, it offers scientists a platform for optimizing chemical properties and biological efficacy for therapeutic purposes. Through meticulous experimentation and transformation, researchers pave the way for innovative drug design and medical breakthroughs.

Radiolabeled Tracers: In the domain of imaging studies, the deuterated variant of this compound finds its niche as an integral component of radiolabeled tracers, essential for visualizing biological processes with utmost precision. These tracers hold immense value in advanced imaging technologies like positron emission tomography (PET), facilitating non-invasive visualization of physiological phenomena. This application proves indispensable in the diagnostic and monitoring efforts for a spectrum of diseases, ranging from cancer to neurological disorders, paving the way for enhanced medical interventions and disease management strategies.

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