4-苄氧基吲哚化学性质熔点:57-61°C(lit.)沸点:364.56°C(roughestimate)密度:1.0707(roughestimate)折射率:1.5500(estimate)储存条件:SealediChemicalbookndry,RoomTemperature溶解度:Chloroform(Slightly),DMSO(Slightly),Methanol(Slightly)酸度系数(pKa):17.17±0.30(Predicted)
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4-Benzyloxyindole is a specialized organic intermediate widely utilized in the fields of medicinal chemistry, agrochemical research, and advanced materials science. With the Chemical Abstracts Service (CAS) registry number 15769-32-7, this compound serves as a critical building block for the synthesis of complex heterocyclic structures. Its molecular formula is C15H13NO, corresponding to a molecular weight of approximately 227.27 g/mol. Structurally, it consists of an indole core substituted with a benzyloxy group at the fourth position, providing unique reactivity profiles that distinguish it from other indole derivatives.
The primary application of 4-Benzyloxyindole lies in pharmaceutical development, where it acts as a precursor for synthesizing bioactive molecules, including potential anticancer agents, anti-inflammatory drugs, and central nervous system modulators. The benzyloxy moiety often functions as a protecting group during multi-step synthetic pathways, allowing chemists to manipulate other functional groups on the indole ring without interference. Once the desired structure is assembled, the benzyl group can be selectively removed via hydrogenolysis to reveal the hydroxyl functionality, which is frequently essential for biological activity.
Beyond pharmacology, this compound finds utility in the production of fluorescent dyes and liquid crystals due to its conjugated pi-system and specific optical properties. In agricultural chemistry, derivatives synthesized from this intermediate are investigated for their efficacy as growth regulators or pesticide candidates. The stability of the molecule under standard laboratory conditions makes it a reliable reagent for both academic research and industrial-scale production. Researchers typically handle 4-Benzyloxyindole using standard safety protocols, ensuring storage in cool, dry environments away from strong oxidizers. As demand for novel therapeutic compounds grows, the role of such versatile intermediaries remains pivotal in accelerating drug discovery processes and expanding the chemical library available for screening. Its availability in high purity grades ensures consistent performance across diverse experimental setups, supporting innovation in chemical sciences globally.