220943-23-7

Usage

Uses

Used in Pharmaceutical Industry:
5-Fluoro-1H-indole-2-carbaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical properties, including the presence of the fluoro group, contribute to the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
5-FLUORO-1H-INDOLE-2-CARBALDEHYDE is also utilized as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its role in the synthesis of these chemicals helps in the development of more effective and targeted agrochemicals for agricultural applications.
Used in Organic Synthesis:
5-Fluoro-1H-indole-2-carbaldehyde serves as a versatile building block in organic synthesis, allowing the preparation of diverse chemical products. Its reactivity and functional groups make it suitable for various chemical reactions, leading to the formation of a wide range of organic compounds.
Used in Material Science:
The unique chemical properties of 5-fluoro-1H-indole-2-carbaldehyde, particularly the presence of the fluoro group, make it valuable in the development of new materials and substances for various industrial applications. Its potential use in material science includes the creation of advanced materials with specific properties, such as improved stability, reactivity, or selectivity.
Used in Research and Development:
5-Fluoro-1H-indole-2-carbaldehyde is an important compound in research and development, particularly in the fields of chemistry, biology, and materials science. Its unique structure and properties make it a valuable tool for studying various chemical reactions, biological processes, and material properties, contributing to the advancement of scientific knowledge and the development of innovative applications.

Upstream product

• 99532-44-2 1-(benzenesulfonyl)-5-fluoro-1H-indole 
• 399-52-0 5-fluoro-1H-indole 
• 399-76-8 5-fluoroindole-2-carboxylic acid 
• 167631-84-7 5-fluoro-1H-indole-2-carboxylic acid methyl ester 
• 934969-76-3 (5-fluoro-1H-indol-2-yl)methanol 
• 348-36-7 ethyl 5-fluoro-1H-indole-2-carboxylate 

Downstream Products

• 1415114-21-4 tert-butyl 5-fluoro-2-(2-((3-hydroxyphenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate 
• 1415114-22-5 tert-butyl 5-fluoro-2-(2-((3-(methylsulfonamido)phenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate 
• 1429509-26-1 C₂₆H₂₅FN₂O₄ 
• 1429509-02-3 (E)-ethyl 5-fluoro-2-(4-methylstyryl)-1H-indole-1-carboxylate 
• 1429509-55-6 (E)-5-fluoro-2-(4-methylstyryl)-1H-indole 
• 1429509-56-7 (Z)-5-fluoro-2-(4-methylstyryl)-1H-indole 
• 1257120-58-3 5-fluoro-1-tosyl-1H-indole-2-carbaldehyde 
• 1587723-09-8 7-fluoro-1-phenyl-1H,4H-pyrazolo[4,3-b]indole 
• 1393116-13-6 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-fluoro-1H-indole 
• 1294445-73-0 1-[(4-chlorophenyl)methyl]-5-fluoro-1H-indole-2-methanol 
• 1208396-54-6 (R)-7-fluoro-3-phenyl-3H-pyrrolo[1,2-a]indole-2-carbaldehyde 

Relevant academic research and scientific papers

Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility

Indolecarboxamides are potent but poorly soluble mycobactericidal agents. Here we found that modifying the incipient scaffold by amide-amine substitution and replacing the indole ring with benzothiophene or benzoselenophene led to striking (10-20-fold) im

Carbene-Catalyzed Enantioselective Aromatic N-Nucleophilic Addition of Heteroarenes to Ketones

The aromatic nitrogen atoms of heteroarylaldehydes are activated by carbene catalysts to react with ketone electrophiles. Multi-functionalized cyclic N,O-acetal products are afforded in good to excellent yields and optical purities. Our reaction involves the formation of an unprecedented aza-fulvene-type acylazolium intermediate. A broad range of N-heteroaromatic aldehydes and electron-deficient ketone substrates works effectively in this transformation. Several of the chiral N,O-acetal products afforded through this protocol exhibit excellent antibacterial activities against Ralstonia solanacearum (Rs) and are valuable in the development of novel agrichemicals for plant protection.

HETEROCYCLIC COMPOUNDS AS PAD INHIBITORS

Heterocyclic compounds of Formula (I), (II), and (III) are described herein along with their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof. The compounds described herein, their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof are PAD4 inhibitors and may be useful in the treatment of various disorders, for example rheumatoid arthritis, vasculitis, systemic lupus erythematosis, cutaneous lupus erythematosis, ulcerative colitis, cancer, cystic fibrosis, asthma, multiple sclerosis and psoriasis.

IMIDAZO-PYRIDINE COMPOUNDS AS PAD INHIBITORS

Heterocyclic compounds of Formula (I), (II), and (III) are described herein along with their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof. The compounds described herein, their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof are PAD4 inhibitors and may be useful in the treatment of various disorders, for example rheumatoid arthritis, vasculitis, systemic lupus erythematosis, cutaneous lupus erythematosis, ulcerative colitis, cancer, cystic fibrosis, asthma, multiple sclerosis and psoriasis. The process of preparation of the compounds of Formula (I), (II), and (III), their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof, along with a pharmaceutical composition comprising a compound of Formula (I), Formula (II), Formula (III), or a pharmaceutically acceptable salt thereof have also been described.

Temperature-modulated diastereoselective transformations of 2-vinylindoles to tetrahydrocarbazoles and tetrahydrocycloheptadiindoles

Direct and expedient access to densely substituted tetrahydrocarbazoles and tetrahydrocycloheptadiindoles bearing multiple contiguous stereocentres has been achieved via a two-fold divergent diastereoselective (dr up to >99:1) transformation of 2-vinylindoles. The high-yielding conversions (yield up to 87%) that are amenable for a wide range of substituted 2-vinylindoles proceed through Lewis acid-catalyzed [4 + 2] and [4 + 3] cyclization-aromatization cascade reactions, respectively, involving a heretofore-unprecedented reversal of the polarity (umpolung) of 2-vinylindoles. The two synthetic routes are effortlessly transposable into each other by merely modulating the temperature to furnish the corresponding products in a selective and exclusive fashion. In addition, another novel synthetic route to tetrahydroindolocarbazoles has been developed that advances via a formal [4 + 2] cyclization of 4-vinylindoles involving sequential C3 Michael addition-dearomatization-aromatization cascade reactions.

Dual-role of PtCl2 catalysis in the intramolecular cyclization of (hetero)aryl-allenes for the facile construction of substituted 2,3-dihydropyrroles and polyheterocyclic skeletons

A Pt(ii)-catalyzed cyclization of (hetero)aryl-allenes has been developed, providing controllable synthesis of substituted 2,3-dihydropyrroles and polyheterocyclic skeletons. Another notable feature of this method is the dual-role of the Pt(ii) catalyst: initiation of the migration of the (hetero)arylmethylene group and the subsequent Friedel-Crafts type annulation.

Concise synthesis of carbazole-1,4-quinones and evaluation of their antiproliferative activity against HCT-116 and HL-60 cells

We report a convenient synthesis of carbazole-1,4-quinone alkaloid koeniginequinones A and B using a tandem ring-closing metathesis with the dehydrogenation reaction sequence under an O2 atmosphere as an important step. Using this method, carbazole-1,4-quinones substituted at the 5-, 6-, 7-, and/or 8-positions have been synthesized. Moreover, 24 compounds, including koeniginequinones A and B, have been evaluated for their antiproliferative activity against HCT-116 and HL-60 cells, and the 6-nitro analog exhibited the most potent activity against both tumor cell types.

Gold-catalyzed synthesis of tetrahydrocarbazole derivatives through an intermolecular cycloaddition of vinyl indoles and N-allenamides

A gold-catalyzed formal [4+2] cycloaddition of vinyl indoles and N-allenamides leading to tetrahydrocarbazoles is described. Moreover, new multicomponent reactions of vinyl indoles with two allene molecules are reported.

Aminooxazole Inhibitors of Cyclin Dependent Kinases

Oxazole derivatives are described. The inventive compounds are useful as kinase inhibitors, and may be used in the treatment of cancer, such as prostate cancer, lung cancer, breast cancer, colon cancer, leukemia, CNS cancer, melanoma, ovarian cancer, and

ALKOXYPHENYLPROPANOIC ACID DERIVATIVES

The present invention aims at provision of a novel compound having a GPR40 receptor function modulating action, which is useful as an insulin secretagogue, an agent for the prophylaxis or treatment of diabetes and the like. The compound represented by the formula: wherein each symbol is as defined in the description, a salt thereof, and a prodrug thereof of the present invention unexpectedly have a superior GPR40 receptor agonistic activity and superior properties as pharmaceutical products such as stability and the like, and can be safe and useful pharmaceutical agents as agents for the prophylaxis or treatment of GPR40 receptor-related pathology or diseases in mammals.