133994-99-7

Usage

Uses

Used in Research Applications:
1-Methyl-1H-indole-4-carbaldehyde is used as a key intermediate in the synthesis of more complex organic compounds, particularly in the field of organic chemistry. Its unique structure and reactivity make it a valuable component in the development of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
1-Methyl-1H-indole-4-carbaldehyde is used as a building block for the creation of novel pharmaceutical compounds. Its presence in the molecular structure can contribute to the development of new drugs with improved therapeutic properties, such as increased efficacy or reduced side effects.
Used in Material Science:
1-Methyl-1H-indole-4-carbaldehyde is used as a component in the development of advanced materials, such as polymers and composites, with tailored properties for specific applications. Its incorporation into these materials can lead to enhanced performance characteristics, such as improved strength, flexibility, or thermal stability.
Used in Agrochemical Industry:
1-Methyl-1H-indole-4-carbaldehyde is used as a starting material for the synthesis of agrochemicals, such as pesticides and herbicides. Its role in the development of these compounds can contribute to the creation of more effective and environmentally friendly products for agricultural use.
Used in Dye and Pigment Industry:
1-Methyl-1H-indole-4-carbaldehyde is used as a precursor in the production of dyes and pigments, which are essential for various applications, including textiles, plastics, and printing inks. Its presence in these colorants can result in improved colorfastness, brightness, or other desirable properties.

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

Upstream product

• 1074-86-8 4-formyl indole 
• 32503-27-8 tetra(n-butyl)ammonium hydrogensulfate 
• 74-88-4 methyl iodide 
• 16136-52-0 4-cyanoindole 
• 628711-58-0 1-methyl-1H-indole-4-carbonitrile 

Downstream Products

• 1447525-01-0 N-(2-(tert-butylamino)-1-(1-methyl-1H-indol-4-yl)-2-oxoethyl)-N-(4-methoxybenzyl)but-2-ynamide 
• 1447525-23-6 (E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-1-methyl-4-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide 
• 1371535-79-3 4-(bromomethyl)-1-methyl-1H-indole 
• 859850-95-6 (1-methyl-1H-indol-4-yl)methanol 

Relevant academic research and scientific papers

Synthesis of functionalized cyclohexenone core of welwitindolinones via rhodium-catalyzed [5 + 1] cycloaddition

The cyclohexenone core of welwitindolinones was synthesized by a Rh(I)-catalyzed [5 + 1]-cycloaddition of an allenylcyclopropane with CO. A pentasubstituted cyclopropane was prepared successfully by a Rh(II)-catalyzed intramolecular cyclopropanation of alkenes with chlorodiazoacetates.

4-Indolyl-N-hydroxyphenylacrylamides as potent HDAC class I and IIB inhibitors in?vitro and in?vivo

A series of 4,5-indolyl-N-hydroxyphenylacrylamides, as HDAC inhibitors, has been synthesized and evaluated in?vitro and in?vivo. 4-Indolyl compounds 13 and 17 functions as potent inhibitors of HDAC1 (IC50 1.28?nM and 1.34?nM) and HDAC 2 (ICsub

Identification of a novel series of azabenzimidazole-derived inhibitors of spleen tyrosine kinase

Spleen Tyrosine Kinase (SYK) is a well-studied enzyme with therapeutic applications in oncology and autoimmune diseases. We identified an azabenzimidazole (ABI) series of SYK inhibitors by mining activity data of 86,000 compounds from legacy biochemical assays with SYK and other homologous kinases as target enzymes. A structure-based design and hybridization approach was then used to improve the potency and kinase selectivity of the hits. Lead compound 23 from this novel ABI series has a SYK IC50 = 0.21 nM in a biochemical assay and inhibits growth of SUDHL-4 cells at a GI50 = 210 nM.

TRPML MODULATORS

The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

Synthesis and evaluation of selenium-containing indole chalcone and diarylketone derivatives as tubulin polymerization inhibition agents

Sixteen new selenium-containing indole chalcone and diarylketone derivatives were synthesized and evaluated as tubulin polymerization inhibitors. Among them, compound 25b exhibited the most potent antiproliferative activities against six human cancer cell lines with IC50 values of 0.004-0.022 μM. A microtubule dynamics assay and an immunofluorescence assay confirmed that 25b could effectively inhibit tubulin polymerization (IC50 = 2.1 ± 0.27 μM). Further cellular mechanism studies revealed that 25b induced G2/M phase arrest, which was further evidenced by the decrease in the mitochondrial membrane potential (MMP).

Design, synthesis and biological evaluation of a series of pyrano chalcone derivatives containing indole moiety as novel anti-tubulin agents

A new series of pyrano chalcone derivatives containing indole moiety (3-42, 49a-49r) were synthesized and evaluated for their antiproliferative activities. Among all the compounds, compound 49b with a propionyloxy group at the 4-position of the left phenyl ring and N-methyl-5-indoly on the right ring displayed the most potent cytotoxic activity against all tested cancer cell lines including multidrug resistant phenotype, which inhibits cancer cell growth with IC50 values ranging from 0.22 to 1.80 μM. Furthermore, 49b significantly induced cell cycle arrest in G2/M phase and inhibited the polymerization of tubulin. Molecular docking analysis demonstrated the interaction of 49b at the colchicine binding site of tubulin. In experiments in vivo, 49b exerted potent anticancer activity in HepG2 human liver carcinoma in BALB/c nude mice. These results indicated these compounds are promising inhibitors of tubulin polymerization for the potential treatment of cancer.

DIHYDROBENZOQUINAZOLINONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS

The present invention is directed to dihydrobenzoquinazilinone compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease

Novel achiral indole-substituted titanocenes: Synthesis and preliminary cytotoxicity studies

A series of eight new titanocene dichloride derivatives has been synthesised and characterized. Four compounds from the series are lypophilic indole-functionalised titanocenes and four are hydrochloride salts of their dimethylaminomethyl-functionalised counterparts, which are water soluble. The compounds were tested for their in vitro cytotoxicities against the human kidney cancer cell line CAKI-1 and their results are compared with previously synthesised structural analogues. Surprisingly, two of the compounds showed no activity against the CAKI-1 cell line; however six compounds exhibited medium to high potency with IC50 values as low as 7.0 μM. These six complexes were tested further on this cell line using the co-solvent Soluphor P, which has been shown to improve both solubility and cytotoxicity of similar complexes. One of the compounds carrying a N-methylindole-substituent was obtained in the form of single crystals and allowed for the characterisation by X-ray crystallography; the compound crystallised in the space group P21/n (#14) with four molecules present in the monoclinic unit cell.

THERAPEUTIC AGENTS, AND METHODS OF MAKING AND USING THE SAME

In part, the present invention is directed to antibacterial compounds

PURINE DERIVATIVES AS KINASE INHIBITORS

The present invention provides kinase inhibitors of Formula I.