485841-48-3

Usage

Uses

Used in Pharmaceutical Industry:
5-Fluoro-1H-indazole-3-carbaldehyde is used as a key intermediate in the synthesis of new pharmaceutical compounds for various therapeutic applications. Its unique structure allows for the development of innovative drugs with improved efficacy and selectivity.
Used in Drug Discovery:
5-Fluoro-1H-indazole-3-carbaldehyde serves as a valuable starting material in drug discovery, enabling the design and synthesis of novel bioactive molecules with potential therapeutic benefits. Its presence in the molecular structure can influence the pharmacokinetic and pharmacodynamic properties of the resulting compounds.
Used in Chemical Research:
As a derivative of indazole, 5-Fluoro-1H-indazole-3-carbaldehyde is used in chemical research to explore its reactivity, stability, and potential applications in the synthesis of other organic compounds. Its unique structural features make it an interesting subject for further investigation.
Used in Biological Research:
5-Fluoro-1H-indazole-3-carbaldehyde has been studied for its potential biological activities, making it a valuable tool in biological research. Its interactions with biological targets can provide insights into the development of new therapeutic agents and a better understanding of biological processes.

InChI:InChI=1/C8H5FN2O/c9-5-1-2-7-6(3-5)8(4-12)11-10-7/h1-4H,(H,10,11)

Upstream product

• 399-52-0 5-fluoro-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 518990-02-8 (5-fluoro-1H-indazol-3-yl)methanol 
• 78155-73-4 methyl 5-fluoro-1H-indazole-3-carboxylate 
• 443-69-6 5-fluoro-1H-indole-2,3-dione 
• 1077-96-9 5-fluoro-1H-indazole-3-carboxylic acid 

Relevant academic research and scientific papers

Discovery of Novel Indazoles as Potent and Selective PI3Kδ Inhibitors with High Efficacy for Treatment of Hepatocellular Carcinoma

PI3Kδ inhibitors have been developed for treatment of B-cell malignancies and inflammatory and autoimmune diseases. However, their therapeutic role in solid tumors like hepatocellular carcinoma (HCC) is rarely reported. Thus, the development of potent and selective PI3Kδ inhibitors with a new chemotype and therapy is highly desirable. Through the scaffold-hopping strategy, indazole was first described as the core structure of propeller-shaped PI3Kδ inhibitors. A total of 26 indazole derivatives were designed and prepared to identify a novel compound 9x with good isoform selectivity, PK profile, and potency. Compared to Idelalisib and Sorafenib, the pharmacodynamic (PD) studies showed that 9x exhibits superior efficacy in HCC cell lines and xenograft models, and the mechanistic study showed that 9x robustly suppresses the downstream AKT pathway to induce subsequent apoptotic cell death in HCC models. Therefore, this work provides a new structural design of PI3Kδ inhibitors for a novel and efficient therapeutic small molecule toward HCC.

An optimized procedure for direct access to 1: H -indazole-3-carboxaldehyde derivatives by nitrosation of indoles

Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes.

ANTICANCER AGENT

An anticancer agent comprising a compound represented by the formula (I) [R1 represents hydrogen atom, hydroxyl group, a C1-6alkoxy group and the like; R2 and R3 represents hydrogen atom, a halogen atom, a C1-6alkyl group and the like; R4 represents hydrogen atom, a C1-6alkyl group, a C1-6alkylsulfonyl group and the like; R5 represents hydrogen atom or a substituent; .... represents a single bond or a double bond; R6 and R7 represents hydrogen atom, a C1-6alkyl group and the like; R8 represents hydrogen atom, a C1-6alkyl group and the like; A represents -O-, -S-, or - CH2-; D represents -C= or -N=; X represents methylene group, -O-, or -CO-; Q represents -N= or -C(R8)=; and Y represents a heterocyclic group or amino group], which shows a superior inhibitory activity against pim-1 kinase.