熔点:74-77°C密度:1.117±0.06g/cm3(Predicted)储存条件:Keepindarkplace,Sealedindry,RoomTemperature溶解度:DMSO(Slightly),MethaChemicalbooknol(Slightly)酸度系数(pKa):10.38±0.43(Predicted)形态:Solid颜色:WhitetoPaleYellowCAS数据库:198904-85-7(CASDataBaseReference)
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Tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate is a specialized organic intermediate primarily utilized in the pharmaceutical and agrochemical industries for the synthesis of complex heterocyclic compounds. Its chemical structure features a tert-butyl carbamate (Boc) protecting group attached to a hydrazine moiety, which is further linked to a benzyl group substituted with a pyridin-2-yl ring at the para position. This specific arrangement makes it an invaluable building block for medicinal chemists aiming to construct biologically active scaffolds containing hydrazide or pyridine functionalities.
The compound is characterized by its stability under standard laboratory conditions while remaining reactive enough to undergo deprotection and subsequent coupling reactions when required. The Boc group serves a critical function by protecting the hydrazine nitrogen during multi-step synthetic sequences, preventing unwanted side reactions and ensuring high purity in the final product. Once the desired molecular framework is assembled, the protecting group can be selectively removed using acidic conditions to reveal the free hydrazine for further derivatization.
In terms of applications, this molecule is frequently employed in the development of kinase inhibitors, anti-cancer agents, and antimicrobial drugs. The presence of the pyridine ring often enhances binding affinity to biological targets due to its ability to form hydrogen bonds and coordinate with metal ions within enzyme active sites. Furthermore, the structural diversity offered by this intermediate allows researchers to explore Structure-Activity Relationships (SAR) efficiently, accelerating the drug discovery pipeline. While not typically found as a standalone commercial therapeutic agent, it plays a pivotal role behind the scenes in creating next-generation medicines.
For laboratory use, the substance is usually supplied as a white to off-white crystalline solid with high purity grades suitable for research and development purposes. Handling requires standard safety precautions, including the use of personal protective equipment, as with most organic intermediates. Researchers must ensure proper storage in a cool, dry place away from incompatible substances to maintain integrity. As a versatile precursor, Tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate remains a key component in modern organic synthesis strategies focused on creating novel pharmacological entities with improved efficacy and selectivity.