吲哚-6-甲酸甲酯化学性质熔点:76-80°C(lit.)沸点:331.7±15.0°C(Predicted)密度:1.253±0.06g/cm3(Predicted)储存条件:Keepindarkplace,Sealedindry,RoomTemperature溶解度:Chloroform,Methanol酸度系数(pKa):15.80±0.30Chemicalbook(Predicted)形态:PowderorCrystallinePowder颜色:WhitetopalebrownBRN:141837InChI:InChI=1S/C10H9NO2/c1-13-10(12)8-3-2-7-4-5-11-9(7)6-8/h2-6,11H,1H3InChIKey:AYYOZKHMSABVRP-UHFFFAOYSA-N
*The following content is generated by AI and is for reference only.
Methyl indole-6-carboxylate is a specialized organic compound belonging to the indole ester family, widely utilized in medicinal chemistry and advanced materials research. With the chemical formula C11H9NO2 and the CAS Registry Number 103574-86-7, this substance features a distinctive indole core substituted with a methyl ester group at the sixth position. Its molecular structure combines the aromatic stability of the indole ring with the reactive potential of the carboxylate moiety, making it an invaluable building block for synthetic chemists.
In pharmaceutical development, Methyl indole-6-carboxylate serves as a critical intermediate for synthesizing complex heterocyclic molecules. It is frequently employed in the construction of novel bioactive compounds, including potential anti-inflammatory agents, anticancer drugs, and neuroprotective therapeutics. The specific substitution pattern allows researchers to fine-tune the electronic and steric properties of final drug candidates, optimizing their binding affinity to biological targets. Furthermore, its utility extends into agrochemical research, where indole derivatives are explored for plant growth regulation and pest control applications.
From a materials science perspective, this compound contributes to the creation of functional dyes and fluorescent probes due to the conjugated pi-system inherent in the indole framework. The presence of the ester group offers a versatile handle for further chemical modifications, such as hydrolysis to the corresponding acid or reduction to the alcohol, facilitating the synthesis of diverse derivative libraries. While primarily a laboratory reagent, its role in accelerating the discovery pipeline for new therapeutic modalities remains significant. Handling requires standard safety precautions typical for organic esters, ensuring proper ventilation and protection against skin contact. As research into indole-based pharmacophores continues to expand, Methyl indole-6-carboxylate stands out as a pivotal precursor enabling the innovation of next-generation chemical entities with high specificity and efficacy.
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