133994-99-7

Basic information

• Product Name: 1-METHYL-1H-INDOLE-4-CARBALDEHYDE
• Synonyms: 1-METHYL-1H-INDOLE-4-CARBALDEHYDE;1H-Indole-4-carboxaldehyde, 1-methyl- (9CI);1-methyl-1H-indole-4-carbaldehyde(SALTDATA: FREE)
• CAS NO: 133994-99-7
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18456
• Product Categories: ALDEHYDE
• Mol File: 133994-99-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 318.671 °C at 760 mmHg
• Flash Point: 146.527 °C
• Appearance: /
• Density: 1.108 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1-METHYL-1H-INDOLE-4-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-1H-INDOLE-4-CARBALDEHYDE(133994-99-7)
• EPA Substance Registry System: 1-METHYL-1H-INDOLE-4-CARBALDEHYDE(133994-99-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 133994-99-7(Hazardous Substances Data)

Usage

General Description

1-Methyl-1H-indole-4-carbaldehyde is a chemical compound that falls under the category of indoles, which are aromatic heterocyclic organic compounds. Its molecular formula is C10H9NO, signifying that it is comprised of ten carbon atoms, nine hydrogen atoms, and one nitrogen and one oxygen atom. This chemical is typically used in research settings, often serving as an important component in the synthesis of more complex organic compounds. Its properties, like boiling point, melting point, and solubility, depend upon the conditions and the presence of other compounds or elements. Prior to its usage, proper safety handling procedures need to be followed as it can potentially cause harm if not managed properly.

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 

Relevant articles and documents

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.

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.

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).