302901-19-5

Usage

Uses

Used in Pharmaceutical Industry:
5-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE is used as an antitumor agent for its potential to combat cancer by interfering with tumor growth mechanisms. Its specific molecular structure allows it to target and inhibit processes that contribute to the proliferation of cancer cells.
Used in Enzyme Inhibition:
In the field of biochemistry, 5-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE is utilized as an enzyme inhibitor, where it can modulate the activity of specific enzymes, thereby affecting biological pathways and offering therapeutic benefits in various conditions.
Used in Organic Synthesis:
5-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE is employed as a key building block in organic synthesis, enabling the creation of a diverse array of organic compounds that can be applied across different industries, including pharmaceuticals, materials science, and agrochemicals.
Used in Neurological and Psychiatric Applications:
5-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE is also being investigated for its potential use in the treatment of neurological and psychiatric disorders, capitalizing on its capacity to interact with specific biological targets that are implicated in these conditions.
Overall, 5-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE's applications cut across multiple sectors, highlighting its significance as a chemical intermediate with broad implications for research and development in both medicinal chemistry and material science.

Upstream product

• 167631-84-7 5-fluoro-1H-indole-2-carboxylic acid methyl ester 
• 399-76-8 5-fluoroindole-2-carboxylic acid 
• 348-36-7 ethyl 5-fluoro-1H-indole-2-carboxylate 

Relevant academic research and scientific papers

Exploring efficacy of indole-based dual inhibitors for α-glucosidase and α-amylase enzymes: In silico, biochemical and kinetic studies

α-Glucosidase and α-amylase are enzymes which are associated with diabetic II. These enzymes break macromolecules of sugar into monosugar molecules which is soluble in body, hence increase the sugar level in blood. There is need to develop economical and

Discovery, synthesis and in combo studies of Schiff’s bases as promising dipeptidyl peptidase-IV inhibitors

Abstract: Diabetes mellitus is a main global health apprehension. Macrovascular illnesses, neuropathy, retinopathy, and nephropathy are considered some of its severe hitches. Gliptins are a group of hypoglycemic agents that inhibit dipeptidyl peptidase-IV (DPP-IV) enzyme and support blood glucose-lowering effect of incretins. In the current research, synthesis, characterization, docking, and biological evaluation of fourteen Schiff’s bases 5a–f and 9a–h were carried out. Compound 9f revealed the best in vitro anti-DPP-IV activity of 35.7% inhibition at a concentration of 100?μM. Compounds 9c and 9f with the highest in vitro DPP-IV inhibition were subjected to the in vivo glucose-lowering test using vildagliptin as a positive inhibitor. Vildagliptin, 9c, and 9f showed significant reduction in the blood glucose levels of the treated mice after 30?min of glucose administration. Moreover, induced fit docking showed that these derivatives accommodated the enzyme binding site with comparable docking scores. Schiff’s bases can serve as promising lead for the development of new DPP-IV inhibitors. Graphical Abstract: [Figure not available: see fulltext.].

Synthesis of indole derivatives as diabetics II inhibitors and enzymatic kinetics study of α-glucosidase and α-amylase along with their in-silico study

In this study, we have investigated a series of indole-based compounds for their inhibitory study against pancreatic α-amylase and intestinal α-glucosidase activity. Inhibitors of carbohydrate degrading enzymes appear to have an essential role as antidiabetic drugs. All analogous exhibited good to moderate α-amylase (IC50 = 3.80 to 47.50 μM), and α-glucosidase inhibitory interactions (IC50 = 3.10–52.20 μM) in comparison with standard acarbose (IC50 = 12.28 μM and 11.29 μM). The analogues 4, 11, 12, 15, 14 and 17 had good activity potential both for enzymes inhibitory interactions. Structure activity relationships were deliberated to propose the influence of substituents on the inhibitory potential of analogues. Docking studies revealed the interaction of more potential analogues and enzyme active site. Further, we studied their kinetic study of most active compounds showed that compounds 15, 14, 12, 17 and 11 are competitive for α-amylase and non- competitive for α-glucosidase.

NEW TRIAZINOINDOLE COMPOUNDS

The invention relates to novel compounds for use as inhibitors of NLRP3 inflammasone production, wherein such compounds are as defined by compounds of formula (I) and wherein the integers R1, R2, R3a and R3b are defined in the description, and where the compounds may be useful as medicaments, for instance for use in the treatment of a disease or disorder that is associated with NLRP3 inflammasome activity.

Exploring indole-based-thiadiazole derivatives as potent acetylcholinesterase and butyrylcholinesterase enzyme inhibitors

Indole based thiadiazole derivatives (1–18) were synthesized and evaluated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition. The IC50 values of the synthesized analogues ranging between 0.17 ± 0.05 to 33.10 ± 0.6 μM against (AChE) and 0.30 ± 0.1 to 37.60 ± 0.6 μM against (BChE) enzymes. Among the series compounds 8 (IC50 = 0.17 ± 0.05 μM) (IC50 = 0.30 ± 0.1 μM), 9 (IC50 = 0.30 ± 0.05 μM) (IC50 = 0.60 ± 0.05 μM) and 10 (IC50 = 1.30 ± 0.1 μM) (IC50 = 2.60 ± 0.1) were found to be the most potent analogues bearing para, ortho, and meta-fluoro substitutions on phenyl ring attached to thiadiazole. In addition, all the synthesized scaffolds were characterized by using 1H NMR, 13C NMR spectroscopy, and high-resolution Mass Spectrometry (HR-MS). To apprehend the binding mode of interaction of the most potent synthesized derivatives, a molecular docking study was performed.

Novel indole hydrazide derivatives: Synthesis and their antiproliferative activities through inducing apoptosis and DNA damage

A series of novel indole hydrazide derivatives was synthesized and evaluated for their anticancer activities. Compound 12 exhibited the highest antiproliferative activity against the MCF-7 cell line, with an IC50 value of 3.01 μM. Treatment of MCF-7 cells with compound 12 led to cell cycle arrest at the G0/G1 phase and also displayed a significant annexin V binding pattern, indicating that compound 12 is effective in apoptotic cell death. The Western blot analysis showed that compound 12 increased the expression of proapoptotic Bax and decreased the levels of the antiapoptotic Bcl-2 protein. It was also observed that MCF-7 cells treated with compound 12 showed reduced levels of procaspase-3 and -9 proteins. Moreover, compound 12 treatment induced a significant DNA damage in MCF-7 cells by increasing H2AX and ATM phosphorylation.

Synthesis and studies on antimicrobial, antiinflammatory and antiproliferative activities of heterocycles derived from 4-/5-/6-/7-nitro/ 5fluoro/chloro/bromoindole-2-carbohydrazides

Synthesis and studies on antimicrobial, antiinflammatory and antiproliferative activities of heterocycles derived from 4/5-/6-/7-nitro/5- fluoro/chloro/bromoindole-2-carbohydrazides are discussed. 4-/5-/6-/7- nitroindole-2-carbohydrazides and 5fluoro/chlo