399-68-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoroindole-2-carboxylic acid is used as a key intermediate in the synthesis of pharmaceutical compounds for its potential anti-cancer and anti-inflammatory properties. Its unique structure allows for the development of new drugs that can target specific biological pathways, offering therapeutic benefits in treating various diseases.
Used in Material Science:
In the field of material science, 4-Fluoroindole-2-carboxylic acid is utilized in the development of novel materials due to its chemical properties. Its ability to form stable structures and interact with other molecules makes it a promising candidate for creating advanced materials with specific functions and properties.
Used in Organic Chemistry Research:
4-Fluoroindole-2-carboxylic acid is employed as a research compound in organic chemistry to study the properties and reactions of indole derivatives. Its unique substitution pattern provides insights into the reactivity and stability of fluorinated indole compounds, contributing to the understanding of organic reactions and the design of new synthetic routes.

InChI:InChI=1/C9H6FNO2/c10-6-2-1-3-7-5(6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)

Upstream product

• 769-10-8 1-fluoro-2-methyl-3-nitrobenzene 
• 95-92-1 oxalic acid diethyl ester 
• 113162-36-0 4-fluoro-1H-indole-2-carboxylic acid methyl ester 
• 446-52-6 2-Fluorobenzaldehyde 
• 7593-91-1 3-(2-fluoro-6-nitrophenyl)-2-oxopropanoic acid 

Downstream Products

• 387-43-9 4-fluoroindole 
• 113162-36-0 4-fluoro-1H-indole-2-carboxylic acid methyl ester 
• 882043-77-8 1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-fluoroindole 
• 943524-14-9 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-4-fluoroindole 
• 882043-83-6 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-4-fluoroindole 
• 904885-13-8 (4-fluoro-1H-indol-2-yl)methanamine 
• 1394078-54-6 (4-fluoro-1H-indol-2-yl)-(4-methyl-1,4-diazepan-1-yl)methanone 

Relevant academic research and scientific papers

SERINE/THREONINE KINASE INHIBITORS

Compounds having the formula I wherein R2, X and Z as defined herein are inhibitors of ERK kinase. Also disclosed are compositions and methods for treating hyperproliferative disorders.

Synthesis and structure of fluoroindole nucleosides

Chemically modified bases are frequently used to stabilize nucleic acids, to study the driving forces for nucleic acid structure formation, and to tune DNA and RNA hybridization conditions. Nucleoside analogues are chemical means to investigate hydrogen bonds, base stacking, and solvation as the three predominant forces that are responsible for the stability of nucleic acids. To obtain deeper insight into the contributions of these interactions to RNA stability, we decided to synthesize some novel nucleic acid analogues where the nucleobases are replaced by fluoroindoles. Fluorinated indoles can be compared with fluorinated benzimidazoles to determine the role of nitrogen in five-membered ring systems. The synthesis of fluoroindole ribonucleosides as well as the X-ray crystal structures of all synthesized fluoroindole ribonucleosides are reported here. These compounds could also be building blocks for a variety of biologically active RNA analogues.

Synthesis of fluorinated indoles as RNA analogues

Nucleoside analogues are chemical means to investigate hydrogen bonds, base stacking, and solvation as the three predominant forces that are responsible for the stability of secondary structure of nucleic acids. To obtain deeper insight into the contributions of these interactions to RNA stability apart from the ones exerted by the predominant nucleosides we decided to synthesize some novel nucleic acid analogues where the nucleobases are replaced by fluoroindoles. Fluorinated indoles can be compared to fluorinated benzimidazoles to determine the role of nitrogen in five membered ring system. The synthesis of fluoroindole ribonucleosides is described here. Copyright Taylor & Francis Group, LLC.

Tripeptidyl peptidase inhibitors

The invention is relative to a compound of formula (I) and its use as an inhibitor of the CCK-inactivating peptidase tripeptidyl peptidase (TPP II). The invention concerns in particular the treatment of eating disorder, obesity, psychotic syndrome and associated psychiatric disorders. It concerns also the cosmetic use of a compound (I) in particular to aid slimming.

Indoline Analogues of Idazoxan: Potent α2-Antagonists and α1-Agonists

The synthesis and α-adrenergic activity of a series of substituted 2-imidazolinylindolines are described.Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent.Many of the derivatives possess greater presynaptic antagonist potency that the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this α2-antagonism is often accompanied by α1-agonist activity.It was not possible to separate α2-antagonist from α1-agonist properties in this series.Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18 and 5-chloro-N-ethyl 23 derivatives, all being potent α2-antagonists and α1-agonists.Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.