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

General Description

Methyl indole-1-acetate, also known as skatole acetate, is a chemical compound with a strong and unpleasant odor. It is a derivative of indole-1-acetic acid and is commonly used in the fragrance industry as a fixative and modifier to impart a deep, woody aroma to perfumes and colognes. Methyl indole-1-acetate is also found in feces and is responsible for the characteristic smell of human and animal waste. It is often used in small amounts in the production of flavorings and fragrances, and it is considered safe for use in these applications. Additionally, it has been studied for its potential medical applications, particularly in the treatment of gastrointestinal conditions. However, it is important to handle this chemical with caution, as it can cause irritation to the skin and eyes if not properly handled.

Upstream product

• 67-56-1 methanol 
• 24297-59-4 1-indolylacetic acid 
• 16982-67-5 sodium salt of indole 
• 96-34-4 methyl chloroacetate 
• 10468-64-1 o-tolyl isocyanide 
• 96-32-2 bromoacetic acid methyl ester 
• 120-72-9 indole 
• 271-63-6 7-Azaindole 
• 40899-71-6 1-benzenesulfonylindole 
• 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 
• 186581-53-3 diazomethane 

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