28837-78-7

Basic information

• Product Name: (5-methoxy-1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone
• Synonyms: methanone, (5-methoxy-1H-indol-2-yl)(4-methyl-1-piperazinyl)-
• CAS NO: 28837-78-7
• Molecular Formula: C₁₅H₁₉N₃O₂
• Molecular Weight: 273.3303
• Mol File: 28837-78-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 481°C at 760 mmHg
• Flash Point: 244.7°C
• Density: 1.231g/cm³
• Vapor Pressure: 2.07E-09mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: (5-methoxy-1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (5-methoxy-1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone(28837-78-7)
• EPA Substance Registry System: (5-methoxy-1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone(28837-78-7)

Safety Data

• Hazardous Substances Data: 28837-78-7(Hazardous Substances Data)

Upstream product

• 109-01-3 1-methyl-piperazine 
• 62099-65-4 5-methoxyindole-2-carbonyl chloride 
• 4382-54-1 5-methoxy-1H-indole-2-carboxylic acid 

Relevant articles and documents

Detailed structure-activity relationship of indolecarboxamides as H 4 receptor ligands

A series of 76 derivatives of the indolecarboxamide 1 were synthesized, which allows a detailed SAR investigation of this well known scaffold. The data enable the definition of a predictive QSAR model which identifies several compounds with an activity comparable to 1. A selection of these new H 4R antagonists was synthesized and a comparison of predicted and measured values demonstrates the robustness of the model (47-55). In addition to the H4-receptor activity general CMC and DMPK properties were investigated. Some of the new analogs are not only excellently soluble, but display a significantly increased half-life in mouse liver microsomes as well. These properties qualify these compounds as a possible new standard for future in vivo studies (e.g 51, 52 and 55). Moreover, the current studies also provide valuable information on the potential receptor ligand interactions between the indolcarboxamides and the H4R protein.

SUBSTITUTED INDOLES WITH SEROTONIN RECEPTOR AFFINITY, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention relates to the compounds represented by general formula (I) as shown below.

Synthetic 2-aroylindole derivatives as a new class of potent tubulin-inhibitory, antimitotic agents

A new class of simple synthetic antimitotic compounds based on 2-aroylindoles was discovered. (5-Methoxy-1H-2-indolyl)-phenylmethanone (1) as well as analogous 3-fluorophenyl- (36) and 3-methoxyphenyl (3) derivatives displayed high cytotoxicity of IC