19501-89-4

Basic information

• Product Name: 3,3,7-TRIMETHYLOXINDOLE
• Synonyms: 3,3,7-TRIMETHYLOXINDOLE;3,3,7-triMethylindolin-2-one
• CAS NO: 19501-89-4
• Molecular Formula: C11H13NO
• Molecular Weight: 175.22702
• Mol File: 19501-89-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 299.7°Cat760mmHg
• Flash Point: 174.5°C
• Appearance: /
• Density: 1.057g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 3,3,7-TRIMETHYLOXINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3,7-TRIMETHYLOXINDOLE(19501-89-4)
• EPA Substance Registry System: 3,3,7-TRIMETHYLOXINDOLE(19501-89-4)

Safety Data

• Hazardous Substances Data: 19501-89-4(Hazardous Substances Data)

Usage

General Description

3,3,7-Trimethyloxindole, also known as skatole, is a chemical compound with the molecular formula C9H9NO. It is a white crystalline solid with a strong, foul odor and is commonly found in feces as a byproduct of bacterial metabolism. Skatole is also known for its use in the fragrance and flavor industry, where it is used to produce a scent similar to that of natural animal musk. Additionally, it has been studied for its potential role in various biological processes, including as a potential biomarker for certain diseases. However, exposure to high levels of skatole can be hazardous to human health, causing irritation to the eyes, nose, and throat, as well as respiratory and gastrointestinal issues.

InChI:InChI=1/C11H13NO/c1-7-5-4-6-8-9(7)12-10(13)11(8,2)3/h4-6H,1-3H3,(H,12,13)

Upstream product

• 162712-02-9 isobutyric acid 2-(2-methylphenyl)hydrazide 
• 95-53-4 o-toluidine 
• 23423-38-3 2-bromo-2-methyl-N-o-tolylpropanamide 

Downstream Products

• 122281-18-9 5-[(2-Bromo-1-oxo)propyl]-1,3-dihydro-3,3,7-trimethyl-2H-indol-2-one 

Relevant articles and documents

Friedel-Crafts chemistry. Part 40. An expedient novel synthesis of some dibenz-azepines, -azocines, 11H-benzo[f]pyrido[2,3-b]azepines and 6H-benzo[g]pyrido[2,3-c]azocines

A new synthetic approach for the synthesis of novel 5H-dibenz[b,f]azepine, 5H-dibenz[b,f]-azocine, 11H-benzo[f]pyrido[2,3-b]azepine and 6H-benzo[g]pyrido[2,3-c]azocine derivatives is reported. The key step of this methodology is based on Friedel-Crafts ring closure of nitrogen containing carboxylic acids and alkanols in the presence of AlCl3, P 2O5 or PPA catalysts in overall high yields. The starting carboxylic acids were prepared via an unequivocal synthetic pathway by the basic hydrolysis of trimethyloxindole followed by N-arylation reactions.

Synthesis of 1,3-dihydro-3,3-dimethyl-2H-indol-2-one derivatives as possible nonsteroidal cardiotonics

New substituted 1,3-dihydro-3,3-dimethyl-2H-indol-2-one derivatives 19-29 and 34-43 were synthesized and examined for their inotropic activity in isolated dog ventricular tissues. Among them, compound 26 (2-(2,3-dimethoxybenzylamino)-N-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-i ndol-5-yl)acetamide) showed very potent activity.