33140-80-6

Basic information

• Product Name: Methyl indole-1-acetate
• Synonyms: Methyl indole-1-acetate;Indol-1-yl-acetic acid methyl ester
• CAS NO: 33140-80-6
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21054
• EINECS: -0
• Mol File: 33140-80-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 318.6 °C at 760 mmHg
• Flash Point: 146.5 °C
• Appearance: /
• Density: 1.13 g/cm³
• CAS DataBase Reference: Methyl indole-1-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl indole-1-acetate(33140-80-6)
• EPA Substance Registry System: Methyl indole-1-acetate(33140-80-6)

Safety Data

• Hazardous Substances Data: 33140-80-6(Hazardous Substances Data)

Usage

Description

Methyl indole-1-acetate, also known as skatole acetate, is a chemical compound characterized by its strong and unpleasant odor. It is a derivative of indole-1-acetic acid and is widely recognized for its presence in feces, contributing to the characteristic smell of human and animal waste. Despite its association with unpleasant odors, it is utilized in the fragrance industry for its ability to impart a deep, woody aroma to perfumes and colognes when used in small amounts. Moreover, it has been explored for potential medical applications, particularly in the treatment of gastrointestinal conditions. However, it is crucial to handle this chemical with care due to its potential to cause skin and eye irritation.

Uses

Used in Fragrance Industry:
Methyl indole-1-acetate is used as a fixative and modifier for [imparting a deep, woody aroma to perfumes and colognes]. Its ability to add depth and complexity to fragrances makes it a valuable component in the creation of various scented products.
Used in Flavorings Production:
Although known for its strong odor, Methyl indole-1-acetate is used in small amounts as a flavoring agent for [enhancing the taste profiles of certain food products]. Its controlled use allows for the subtle enhancement of flavors without overpowering the overall taste experience.
Used in Medical Research:
Methyl indole-1-acetate is studied for its potential applications as a [treatment for gastrointestinal conditions]. The exploration of its medicinal properties aims to leverage its characteristics for therapeutic benefits in the management of specific health conditions.
Safety and Handling:
Methyl indole-1-acetate is considered safe for use in fragrances and flavorings when used appropriately. However, it is important to handle this chemical with caution, as it can cause [irritation to the skin and eyes if not properly handled]. Proper safety measures should be taken to minimize risks during its use in various applications.

Upstream product

• 186581-53-3 diazomethane 
• 24297-59-4 1-indolylacetic acid 
• 120-72-9 indole 
• 96-32-2 bromoacetic acid methyl ester 
• 40899-71-6 1-benzenesulfonylindole 
• 271-63-6 7-Azaindole 
• 102235-21-2 methyl α-(3-ethyl-4-pyridyl)-1-indoleacetate 
• 102235-20-1 1-(3-ethyl-4-pyridylmethyl)indole 
• 102260-95-7 methyl (Z)-α-<1-(2-acetoxy-ethyl)-3-ethyl-1,4-dihydro-4-pyridylidene>-1-indoleacetate 
• 10468-64-1 o-tolyl isocyanide 
• 16982-67-5 sodium salt of indole 
• 96-34-4 methyl chloroacetate 
• 67-56-1 methanol 

Downstream Products

• 24297-59-4 1-indolylacetic acid 
• 27640-31-9 2,3-Dihydro-1H-indol-2-ylmethanol 
• 121459-15-2 2-(1H-indol-1-yl)ethanol 

Relevant articles and documents

Br?nsted Acid-Promoted Cyclodimerization of Indolyl Ketones: Construction of Indole Fused-Oxabicyclo[3.3.1]nonane and -Cyclooctatetraene Ring Systems

A Br?nsted acid-promoted cyclodimerization of C(3)-, C(2)-, or N(1)-substituted indole ketone derivatives is described. A wide range of structurally diverse bisindole fused-9-oxabicyclo[3.3.1]nonane and bisindole fused-cyclooctatetraene (COT) derivatives can be prepared in good to high yields with high efficiency.

Catalytic Tandem Friedel-Crafts Alkylation/C4-C3 Ring-Contraction Reaction: An Efficient Route for the Synthesis of Indolyl Cyclopropanecarbaldehydes and Ketones

A general strategy for the synthesis of indolyl cyclopropanecarbaldehydes and ketones via a Br?nsted acid-catalyzed indole nucleophilic addition/ring-contraction reaction sequence has been exploited. The procedure leads to a wide panel of cyclopropyl carbonyl compounds in generally high yields with a broad substrate scope.

HETEROCYCLIC COMPOUNDS AS INHIBITORS OF LEUKOTRIENE PRODUCTION

The present invention relates to compound of formula (I): or pharmaceutically acceptable salts thereof, wherein R1-R7, A and HET are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes