150114-41-3

Basic information

• Product Name: 1-METHYLINDOLE-3-ACETAMIDE
• Synonyms: 1-METHYLINDOLE-3-ACETAMIDE;N-METHYLINDOLE-3-ACETAMIDE;RARECHEM AH BS 0118;2-(1-METHYL-1H-INDOL-3-YL)-ACETAMIDE
• CAS NO: 150114-41-3
• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.23
• Mol File: 150114-41-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 181 °C
• Boiling Point: 440.398 °C at 760 mmHg
• Flash Point: 220.145 °C
• Appearance: /
• Density: 1.202 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: 2-8°C
• PKA: 16.22±0.40(Predicted)
• CAS DataBase Reference: 1-METHYLINDOLE-3-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYLINDOLE-3-ACETAMIDE(150114-41-3)
• EPA Substance Registry System: 1-METHYLINDOLE-3-ACETAMIDE(150114-41-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 150114-41-3(Hazardous Substances Data)

Usage

Uses

2-(1-Methyl-1H-indol-3-yl)acetamide, is a building block used in various chemical synthesis such as in preparation of anilino-monoindolylmaleimides as selective JAK3 inhibitors with selectivity over JAK2 and TYK2 for potential treatment of rheumatoid arthritis.

InChI:InChI=1/C11H12N2O/c1-13-7-8(6-11(12)14)9-4-2-3-5-10(9)13/h2-5,7H,6H2,1H3,(H2,12,14)

Upstream product

• 58665-00-2 (1-methyl-1H-indol-3-yl)acetic acid methyl ester 
• 51584-17-9 1-methyl-1H-indole-3-acetonitrile 
• 879-37-8 3-indolylacetamide 
• 74-88-4 methyl iodide 
• 771-51-7 indole-3-acetonitrile 
• 1912-48-7 2-(1-methyl-1H-indol-3-yl)acetic acid 
• 19012-02-3 N-methyl-3-acetylindole 

Downstream Products

• 1912-48-7 2-(1-methyl-1H-indol-3-yl)acetic acid 
• 125313-97-5 3-(1-methyl-3-indolyl)-4-phenyl-1H-pyrrole-2,5-dione 
• 170364-57-5 enzastaurin 
• 327602-10-8 2-(1-methyl-1H-indol-3-yl)-3-phenyl-N-methylmaleimide 
• 197390-19-5 4-(1-methyl-3-indolyl)-3-(1-tosyl-3-indolyl)-1-(methyl)-pyrrole-2,5-dione 
• 1383933-78-5 (3aS,8aS)-8-methyl-3a-phenyl-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-2(1H)-one 
• 1567434-36-9 C₂₆H₂₂FN₅O₃ 

Relevant articles and documents

Method for continuously preparing 3,4-(1-methyl-indol-3-yl)-1H-pyrrole-2,5-one compound by microchannel reactor

The invention discloses a method for continuously preparing a 3,4-(1-methyl-indol-3-yl)-1H-pyrrole-2,5-one compound by a microchannel reactor. The method comprises the following steps: dissolving 1-methyl-3-indole acetamide and 1-methyl indolo ketonic acid methyl ester into anhydrous dimethylformamide (DMF) to form a mixed solution which is a solution A; dissolving potassium tert-butoxide in anhydrous DMF, and uniformly carrying out mixing to obtain a solution B; and feeding the prepared solution A and the prepared solution B into the microchannel reactor for a reaction, enabling a reacted material liquid to flow out from an outlet of the microchannel reactor after the reaction process is finished, and carrying out post-treatment on the reacted material liquid to obtain the 3,4-(1-methyl-indol-3-yl)-1H-pyrrole-2,5-one compound. According to the method disclosed by the invention, the 3,4-(1-methyl-indol-3-yl)-1H-pyrrole-2,5-one is continuously prepared through the microchannel reactor,and the method has the advantages of mild conditions, high reaction speed, high yield, suitability for industrial production, and the like.

Aryl-indolyl maleimides as inhibitors of CaMKIIδ. Part 1: SAR of the aryl region

A family of aryl-substituted maleimides was prepared and studied for their activity against calmodulin dependant kinase. Inhibitory activities against the enzyme ranged from 34 nM to >20 μM and were dependant upon both the nature of the aryl group and the hydrogen bond donating potential of the maleimide ring. Key interactions with the kinase ATP site and hinge region were found to be consistent with homology modeling predictions.

Synthesis of bisindolylmaleimides using a palladium catalyzed cross-coupling reaction

Bisindolylmaleimides are known to be potent and selective PKC inhibitors. A new synthesis of this class of compound is reported. The key step is a Suzuki cross-coupling reaction using a readily available indolylmaleimide triflate intermediate.