387-43-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoroindole is used as a reactant for the preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, which have potential as anticancer immunomodulators. Its unique structure allows for the development of compounds that can target specific enzymes and pathways involved in cancer progression.
4-Fluoroindole is also used as a reactant for the preparation of antifungal agents, contributing to the development of new treatments for fungal infections.
Used in Diabetes Management:
4-Fluoroindole serves as a reactant for the preparation of Sodium-Dependent Glucose Co-transporter 2 (SGLT2) inhibitors, which are used in the management of hyperglycemia in diabetes. These inhibitors help regulate glucose levels by blocking the reabsorption of glucose in the kidneys, leading to improved glycemic control.
Used in Neurotransmitter Regulation:
4-Fluoroindole is used as a reactant for the preparation of potent selective serotonin reuptake inhibitors, which are essential in the treatment of depression and anxiety disorders. These inhibitors work by increasing the availability of serotonin in the synaptic cleft, thereby enhancing neurotransmission and improving mood regulation.
4-Fluoroindole is also used as a reactant for the preparation of monoamine reuptake inhibitors, which target the reuptake of various neurotransmitters, including serotonin, norepinephrine, and dopamine. These inhibitors can be used in the treatment of various psychiatric and neurological disorders.
Used in HIV Treatment:
4-Fluoroindole is used as a reactant for the preparation of inhibitors of HIV-1 attachment, which can help prevent the virus from entering and infecting host cells. This contributes to the development of new therapeutic strategies for HIV treatment and prevention.
Used in Cancer Therapy:
4-Fluoroindole is used as a reactant for the preparation of histone deacetylase (HDAC) inhibitors, which have potential applications in cancer therapy. HDAC inhibitors can modulate gene expression and affect cell cycle regulation, leading to the inhibition of tumor growth and promotion of cell differentiation.
4-Fluoroindole is also used as a reactant for the preparation of inhibitors of proliferation of human breast cancer cells, contributing to the development of targeted therapies for breast cancer treatment.

InChI:InChI=1/C8H6FN/c9-7-3-1-2-6-4-5-10-8(6)7/h1-5,10H

Upstream product

• 399-68-8 4-fluoro-1H-indole-2-carboxylic acid 
• 22630-08-6 tris(piperidino)-methane 
• 769-10-8 1-fluoro-2-methyl-3-nitrobenzene 
• 81038-35-9 4-fluoro-1-methoxycarbonylindole 
• 113162-36-0 4-fluoro-1H-indole-2-carboxylic acid methyl ester 
• 446-09-3 2-bromo-5-fluoronitrobenzene 
• 36796-55-1 (3-fluoro-phenyl)-(1-methyl-piperidin-4-yl)-amine 
• 344790-94-9 1-(2-(2-fluoro-6-nitrophenyl)vinyl)pyrrolidine 
• 132715-66-3 2-amino-6-fluorophenethyl alcohol 
• 220465-43-0 indole-4-boronic acid 
• 1312023-63-4 1-fluoro-2-(2,2,2-trifluoroethyl)-3-nitrobenzene 
• 764611-26-9 2-Chloro-1-[4-fluoro-2-(1-methyl-piperidin-4-ylamino)-phenyl]-ethanone 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 446-52-6 2-Fluorobenzaldehyde 

Downstream Products

• 552866-98-5 2,3-dihydro-4-fluoro-1H-indole 
• 480435-68-5 3-(4-fluoro-1H-indol-3-yl)-2,5-dichloro[1,4]benzoquinone 
• 593267-70-0 methyl 4-((4-fluoro-1H-indol-3-yl)methyl)benzoate 
• 878043-85-7 4-fluoro-3-(phenylthio)-1H-indole 
• 23073-31-6 (4-fluoroindol-3-yl)carboxaldehyde 
• 882043-77-8 1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-fluoroindole 
• 110221-04-0 (S)-2-amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid 
• 908600-72-6 4-fluoroindole-5-carboxylic acid 
• 344790-96-1 5-bromo-4-fluoro-1H-indole 
• 313335-40-9 N-(Benzoyl)-(R)-3-methyl-N'-[(4-fluoro-indol-3-yl)-oxoacetyl]-piperazine 
• 89434-04-8 4-fluoro-3-indoleacetonitrile 
• 943653-38-1 (R)-2-(4-fluoro-1H-indol-1-yl)propanoic acid 
• 1092574-91-8 product 10/fig. 2. 
• 1190881-64-1 (R)-1-benzyl-5-(4-fluoro-1H-indol-3-yl)pyrrolidin-2-one 

Relevant academic research and scientific papers

Mechanochemical Transformation of CF3 Group: Synthesis of Amides and Schiff Bases

We communicate two mild, solvent-free mechanochemical coupling transformations of CF3 group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C?F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers – reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of mechanical energy promoted transformation of the inert CF3 group into other functionalities. (Figure presented.).

Electron Transfer Photoredox Catalysis: Development of a Photoactivated Reductive Desulfonylation of an Aza-Heteroaromatic Ring

Herein, we report a protocol for desulfonylation of aza-heteroaromatic rings via photoinduced electron transfer and hydrogen atom transfer. This general protocol has a wide substrate range and moderate to good yields. The utility of the method was demonstrated by the chemoselective desulfonylation of a molecule containing both an aliphatic and an aromatic sulfonamide. (Figure presented.).

A indole compound and its preparation method and application (by machine translation)

The invention discloses a indole compound and its preparation method and application. The indole compounds of the structural formula such as formula (I) is shown. The indoles, rice galenical demonstrate the excellent inhibitory activity, the effect of most of the compound is obviously better than the positive control drug validamycin; especially compound I - 43, I - 44, I - 54, I - 73, II - 7 and II - 17, its galenical very good living body protection and treating effect, effect is better than the positive control; more specifically, compound I - 43 of the rice sheath blight bacteriostatic activity than validamycin activity is improved by nearly 300 times. The indole compounds in the prevention and/or treatment of rice sheath blight has great application prospects. In addition the compound of the invention is simple in construction, the preparation method is simple, and is suitable for large-scale industrial production. (I). (by machine translation)

Half-sandwich structured ruthenium complex and preparation method thereof, and method for reducing o-nitrobenzene ethanol compound into indole compound

The invention discloses a half-sandwich structured ruthenium complex and a preparation method thereof, and a method for reducing an o-nitrobenzene ethanol compound into an indole compound. The structure of the ruthenium complex is as shown in formula (A), wherein in the formula (A), X is halogen, R is H, -oxyl, halogen or nitro, and n is a positive integer ranging from 1 to 4. By the adoption of the preparation method, the ruthenium complex with excellent chemical stability can be obtained; meanwhile, the preparation method has the advantages of simple operation, low equipment requirement and batch production; furthermore, the ruthenium complex can be used as a catalyst for catalytically reducing the o-nitrobenzene ethanol compound (Refer to Specification).

Alcohol-Enhanced Cu-Mediated Radiofluorination

The potential of many 18F-labeled (hetero)aromatics for applications in positron emission tomography remains underexplored because convenient procedures for their radiosynthesis are lacking. Consequently, simple methods to prepare radiofluorinated (hetero)arenes are highly sought after. Herein, we report the beneficial effect of primary and secondary alcohols on Cu-mediated 18F-labeling. This observation contradicts the assumption that such alcohols are inappropriate solvents for aromatic fluorination. Therefore, we developed a protocol for rapid radiolabeling of an extraordinarily broad scope of boronic and stannyl substrates under general reaction conditions. Notably, radiofluorinated indoles, phenols, and anilines were synthesized directly from the corresponding unprotected precursors. Furthermore, the novel method enabled the preparation of radiofluorinated tryptophans, [18F]F-DPA, [18F]DAA1106, 6-[18F]FDA, and 6-[18F]FDOPA.

METHOD FOR PRODUCING 4-FLUOROISATIN DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a 4-fluoroisatin derivative including 4-fluoroisatin at high purity and at high yield. SOLUTION: Provided is a method for producing a 4-fluoroisatin, in a production process of a 4-fluoroisatin derivative represented by general formula (1), comprising: a step (A) where a toluene derivative represented by the general formula (2) is used as starting raw material, the toluene derivative is carbon-increased using DMFdialkylacetal, and thereafter, reduction is performed using a reducing agent and acid to synthesize an indol derivative represented by general formula (3); and a step (B) where the indol derivative is oxidized. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

The synthesis of N-heterocycles via copper/TEMPO catalysed aerobic oxidation of amino alcohols

N-Heterocycles can be prepared using alcohol oxidation as a key synthetic step. Herein we report studies exploring the potential of Cu/TEMPO as an aerobic oxidation catalyst for the synthesis of substituted indoles and quinolines.

PYRROLE ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically and agriculturally acceptable salts thereof; wherein: R1, R2, R3, R4, R5, R6, A1, L1 and n are as defined herein. These compounds and their pharmaceutically acceptable salts are useful in prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

PIPERIDINYLHYDROXYETHYLPIPERIDINES AS MODULATORS OF CHEMOKINE RECEPTORS

The present invention relates to a compound of the formula (I), or a pharmaceutically acceptable salt thereof, wherein R1-R8 and X, m, and n are defined. Compounds and compositions of the present invention are useful the treatment of atherosclerosis.

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.