4771-49-7

Usage

Uses

Used in Pharmaceutical Industry:
6-METHYLINDOLE-3-CARBOXALDEHYDE is used as a key intermediate in the synthesis of pharmaceutical products for the treatment of certain diseases, such as cancer and neurological disorders. Its unique chemical structure allows it to be a valuable building block in the development of new drugs with potential therapeutic effects.
Used in Agrochemical Industry:
6-METHYLINDOLE-3-CARBOXALDEHYDE is used as a precursor in the production of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals that can improve crop yield and protect plants from pests and diseases.
Used in Organic Chemistry Research:
6-METHYLINDOLE-3-CARBOXALDEHYDE is used as a raw material for the synthesis of various organic compounds in organic chemistry research. Its reactivity and functional groups make it a versatile building block for the creation of new molecules with potential applications in various fields.
Used in Environmental and Health Impact Studies:
6-METHYLINDOLE-3-CARBOXALDEHYDE is used in research to investigate its potential environmental and health impacts. Understanding its properties and behavior in different environments can help in assessing its safety and potential risks associated with its use in various applications.

InChI:InChI=1/C10H9NO/c1-7-2-3-9-8(6-12)5-11-10(9)4-7/h2-6,11H,1H3

Upstream product

• 3420-02-8 6-methylindole 
• 68-12-2 N,N-dimethyl-formamide 
• 100-97-0 hexamethylenetetramine 
• 50-00-0 formaldehyd 

Downstream Products

• 191670-98-1 (E)-2-(3,4-Dihydroxybutyl)-3-(6-methylindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one 
• 243636-31-9 3-(6-Methylindol-3-yl)-2-[(2S),(3R)-2,3,4-trihydroxy-butylthio]-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one 
• 243636-32-0 3-(6-Methylindol-3-yl)-2-[(2R),(3S)-2,3,4-trihydroxy-butylthio]-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one 
• 1262322-60-0 6-methyl-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde 
• 1262322-61-1 6-methyl-1-p-toluenesulfonyl-indole-3-carbaldehyde 
• 1428236-48-9 C₂₁H₂₁NO₃ 
• 1356240-02-2 C₁₇H₁₅NO₄S 
• 1356239-96-7 1-((4-chlorophenyl)sulfonyl)-6-methylindole-3-carbaldehyde 
• 1356239-90-1 N-m-nitrophenylsulfonyl-6-methyl-3-formylindole 
• 1448345-08-1 C₁₇H₁₆N₂O₅S 
• 1448344-59-9 (6-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)methyl 2,4-dichlorobenzoyloxycarbamate 
• 1448344-77-1 (2R,3S)-6-methyl-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate 
• 1448344-99-7 (6-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)methanol 
• 151590-36-2 C₁₂H₁₁NO₂ 

Relevant academic research and scientific papers

Cu-Catalyzed Dimerization of Indole Derived Oxime Acetate for Synthesis of Biimidazo[1,2- a]indoles

A copper-mediated cyclization and dimerization of indole derived oxime acetate was developed to generate a series of biimidazo[1,2-a]indole scaffolds with two contiguous stereogenic quaternary carbons in one step.

Novel chalcone-conjugated, multi-flexible end-group coumarin thiazole hybrids as potential antibacterial repressors against methicillin-resistant Staphylococcus aureus

The increasing resistance of methicillin-resistant Staphylococcus aureus (MRSA) to antibiotics has led to a growing effort to design and synthesize novel structural candidates of chalcone-conjugated, multi-flexible end-group coumarin thiazole hybrids with

Access to Polycyclic Thienoindolines via Formal [2+2+1] Cyclization of Alkynyl Indoles with S8and K2S

The syntheses of polycyclic thienoindolines bearing a dihydrothiophene or tetrahydrothiophene subunit have not been reported, despite the fact that such compounds may have interesting medicinal properties. Herein, we report a protocol for accessing polycyclic dihydrothiophenes by means of formal [2+2+1] intramolecular dearomatizing cyclization of alkynyl indoles with K2S and S8 as the sources of sulfide. In addition, tetrahydrothienoindolines were stereoselectively synthesized via a one-pot, two-step protocol involving AgNO3-catalyzed alkenyl dearomatization followed by two nucleophilic addition reactions involving K2S.

Synthesis of Pyrido[2,3-b]indole Derivatives via Rhodium-Catalyzed Cyclization of Indoles and 1-Sulfonyl-1,2,3-triazoles

Acyloxy-substituted α,β-unsaturated imines generated in situ from triazoles can act as aza-[4 C] synthons and be trapped by indoles in a stepwise [4 + 2] cycloaddition reaction, thus providing rapid access to valuable pyrido[2,3-b]indoles in high yields. Attractive features of this reaction system include operational simplicity, readily available substrates, construction of sterically demanding quaternary centers, and convenient derivatization using triflate. (Figure presented.).

Potassium-ion competitive acid blocker containing indole structure and preparation method and application of potassium-ion competitive acid blocker

The invention discloses an indole derivative or a pharmaceutically acceptable salt thereof and particularly relates to a compound containing a 1-sulfonyl-3-alkylamino methyl indole structure. The compound is shown as a formula I. The invention also discloses a preparation method of the indole derivative and application of the indole derivative in preparation of a potassium-ion competitive acid blocker or a drug for treating acid-related diseases. The preparation method has the advantages of being simple and high in yield and reproducibility.

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3

A variety of structurally novel polycyclic sulfonyl indolines have been synthesized via FeCl2-catalyzed or UV-driven intramolecular formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methyl)propiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.

Method for synthesizing indole -3 - formaldehyde compounds (by machine translation)

The invention relates to a synthetic indole - 3 - formaldehyde compounds, which belongs to the technical field of organic synthesis. The invention will be indole compound, hexamethylene tetramine, crystalline aluminum trichloride, N, N - dimethyl formamide in proportion in 120 °C reaction under the condition of 1 - 20 the H, then filtered, washing, filtering, concentrating, column chromatography purification and other after-treatment technology, make the refined indole - 3 - formaldehyde compound. The invention overcomes the indole - 3 - benzaldehyde compound of preparation need to use not stabilized peroxide, and for a long time under the high temperature reaction of the defect. And the invention uses the advantages of simple equipment, product yield is high, the resulting yield of a target product can be up to 94%. In addition, the invention relates to a low reaction conditions, less catalyst levels, low energy consumption, the post treatment process is simple and easy to use, without the need of using a high dosage of acid or alkali, post-processing the solvent can be recovered and recycled, industrial "three wastes" is discharged little, suitable for large-scale production. (by machine translation)

Iron-Catalyzed C3-Formylation of Indoles with Formaldehyde and Aqueous Ammonia under Air

An efficient iron-catalyzed C3-selective formylation of free (N-H) or N-substituted indoles was developed by employing formaldehyde and aqueous ammonia, with air as the oxidant. This new method gave 3-formylindoles in moderate to excellent yields with fairly short reaction times. Moreover, this procedure for catalytic formylation of indoles can be applied to gram-scale syntheses.

Iridium-Catalyzed Direct Regioselective C4-Amidation of Indoles under Mild Conditions

An efficient Ir-catalyzed amidation of indoles with sulfonyl azides is disclosed, affording diverse C4-amidated indoles exclusively under mild conditions. In this protocol, a variety of indoles with commonly occurring functional groups such as formyl, acetyl, carboxyl, amide, and ester at the C3 position are well tolerated.

Revealing the electrophilicity of: N -Ac indoles with FeCl3: A mechanistic study

Herein, we report a mechanistic exploration of the unusual FeCl3-mediated hydroarylation of N-Ac indoles. Electron density topology analysis of a crystal, in situ IR monitoring, Hammett and Taft studies as well as DFT computations allowed us to determine that activation of acetyl with FeCl3 and of the C2C3 bond with a proton is involved.