3189-22-8

Usage

Chemical Properties

Pale brown to brown liquid

InChI:InChI=1/C9H9NO/c1-11-8-4-2-3-7-5-6-10-9(7)8/h2-6,10H,1H3

Upstream product

• 24610-33-1 7-methoxy-1H-indole-2-carboxylic acid 
• 16990-40-2 1-(2-nitro-3-methoxyphenyl)-2-nitroethene 
• 105896-38-6 N-(2-methoxyphenyl)ethenesulfinamide 
• 53055-05-3 3-methoxy 2-nitrobenzaldehyde 
• 154150-18-2 tert-butyl 2-methoxyphenylcarbamate 
• 90-04-0 2-methoxy-phenylamine 
• 75-07-0 acetaldehyde 
• 6627-53-8 1-chloro-3-methoxy-4-nitrobenzene 
• 611-07-4 5-chloro-2-nitrophenol 
• 104682-96-4 2,3-dihydro-7-iodoindole 
• 104682-95-3 1-acetyl-2,3-dihydro-7-iodoindole 
• 16078-30-1 1-Acetyl-2,3-dihydro-1H-indole 
• 496-15-1 1-indoline 
• 5345-42-6 1-methoxy-3-methyl-2-nitro-benzene 

Downstream Products

• 109021-59-2 7-methoxy-1H-indole-3-carbaldehyde 
• 2380-84-9 7-Indolol 
• 1095885-71-4 4-[7-(methyloxy)-1H-indol-1-yl]benzamide 
• 639068-82-9 N-cyclohexylmethyl-7-methoxyindole 
• 153276-70-1 methyl 7-(methyloxy)-1-(phenylsulfonyl)-1H-indole-4-carboxylate 
• 1631136-30-5 C₂₉H₃₂N₂O₂ 
• 1440538-05-5 7-phenoxy-1-(1-phenylvinyl)-1H-indole 

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.).

Method for catalytically synthesizing indole derivative by using ferrous complex

The invention relates to a method for catalytically synthesizing an indole derivative by using a ferrous complex, which comprises the following step: by taking arylamine and acetaldehyde as raw materials and a ferrous complex containing a meta-carboboryl methylpyridine structure as a catalyst, conducting reacting at room temperature to prepare the indole derivative. Compared with the prior art, the method utilizes the ferrous complex to efficiently catalyze the reaction of arylamine and acetaldehyde at room temperature to prepare the indole derivative, the reaction condition is mild, the substrate range is wide, and the method has high catalytic activity and yield.

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)

Synthesis of indoles from o,β-dinitrostyrenes via indium/acetic acid-mediated Reductive heterocyclizations

Reductive heterocyclization reactions of various 1-nitro-2-(2-nitroaryl) ethenes to indoles were investigated. In the presence of indium/AcOH in toluene or benzene, 1-nitro-2-(2-nitroaryl)ethenes were cyclized to give corresponding indoles in good yields.

Studies of new indole alkaloid coupling methods for the synthesis of haplophytine

The two novel bisindole alkaloid structures shown can be synthesized in a few steps from the canthiphytine derivative 9.

INDOLE DERIVATIVES AND DRUGS CONTAINING THE SAME

An indole derivative represented by the following general formula (1) : wherein at least one of R1, R2, R3, and R4 represents an alkoxy group containing 1 to 20 carbon atoms, and other groups of the R1, R2, R3, and R4 represent hydrogen, an alkyl group containing 1 to 6 carbon atoms, acetyl group, or hydroxyl group; and either one of X and Y represents -(CH2)nOH wherein n is an integer of 0 to 30, and the other one of the X and Y represents hydrogen atom; or a salt thereof; and a drug and an agent for promoting differentiation of a stem cell containing such indole derivative or its salt as an effective component. The indole derivative (1) of the present invention has action of inducing differentiation of neural stem cell specifically into a neuron, and this indole derivative is useful as a prophylactic or therapeutic drug for brain dysfunction or neuropathy caused by loss or degeneration of the neuron.

Effects of indole fatty alcohols on the differentiation of neural stem cell derived neurospheres

In a search for inducers of neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared, 13c (n = 18) was able to promote the differentiation of neural stem cell derived neurospheres into neurons at a concentration of 10 nM. Analysis of the expression of the Notch pathway genes in neurospheres treated during the differentiation phase with 13c (n = 18) revealed a significant decrease in the transcription of the Notch 4 receptor.

A general large scale synthesis of 2-alkyl-7-methoxyindoles

A general method has been developed for the large scale synthesis of 2-alkyl-7-methoxyindoles and analogs. This method involves an efficient preparation of the key intermediates, 1-(2-nitroaryl)-2-nitroalkanols and 1-(2-nitroaryl)-2-nitroalkenes, and affords 2-alkyl-7-methoxyindoles and analogs in 3 steps with good overall yields.

INDOLE DERIVATIVES HAVING A 2 PHENYL-ETHANOLAMINO-SUBSTITUTED LOWER ALKYL GROUP AT THE 2- OR 3- POSITION THEREOF

An indole derivative of the formula: STR1 wherein R 1 is lower alkoxy, lower alkoxycarbonyl-lower alkoxy, carboxy-lower alkoxy, lower alkoxycarbonyl, phenyl-lower alkoxy, lower alkyl being optionally substituted by hydroxy, di-lower alkylaminosulfonyl, etc., R 2 is hydrogen, halogen, lower alkoxy, lower alkoxycarbonyl-lower alkoxy, carboxy-lower alkoxy, etc., R 3 is hydrogen or lower alkyl, R 4 is halogen or trifluoromethyl, R 5 is lower alkyl, or a salt thereof, these compounds being potent β 3-adrenergic receptor-stimulating agent with excellent adrenoceptor selectivity, and being useful in the prophylaxis or treatment of obesity or diabetes mellitus.

General and facile synthesis of indoles with oxygen-bearing substituents at the benzene moiety

Indoles with oxygen-bearing substituents such as a methoxy or (triisopropylsilyl)oxy group at all of the positions of the benzene moiety were synthesized by cyclization of tert-butyl methoxy(or (triisopropylsilyl)oxy)-2-((trimethylsilyl)ethynyl)phenyl)carbamates with potassium tert-butoxide in tert-butyl alcohol. The (ethynylphenyl)carbamates were synthesized by the palladium-catalyzed reaction of (trimethylsilyl)acetylene and the corresponding (iodophenyl)carbamates, which were selectively synthesized by directed lithiation of the phenylcarbamates and subsequent iodination.