22960-94-7

Basic information

• Product Name: 1H-Indole, 1-(4-chlorobenzoyl)-5-methoxy-2,3-dimethyl-
• CAS NO: 22960-94-7
• Molecular Formula: C18H16ClNO2
• Molecular Weight: 313.784
• Mol File: 22960-94-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 1-(4-chlorobenzoyl)-5-methoxy-2,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 1-(4-chlorobenzoyl)-5-methoxy-2,3-dimethyl-(22960-94-7)
• EPA Substance Registry System: 1H-Indole, 1-(4-chlorobenzoyl)-5-methoxy-2,3-dimethyl-(22960-94-7)

Safety Data

• Hazardous Substances Data: 22960-94-7(Hazardous Substances Data)

Usage

Indole derivative

Heterocyclic aromatic organic compound
The compound is derived from the indole structure, which is an aromatic organic compound containing a heterocyclic (containing atoms of at least two different types) ring.

4-chlorobenzoyl group

Aromatic functional group
A functional group consisting of a benzene ring with a chlorine atom attached to the para position (fourth position) of the ring and an amide group (C=O) attached to the ortho position (second position) of the ring.

5-methoxy-2,3-dimethyl substituent

Alkyl functional groups
A substituent group on the indole ring consisting of a methoxy group (-OCH3) attached to the fifth position and two methyl groups (-CH3) attached to the second and third positions of the indole ring.

Potential applications

Pharmaceuticals and chemical industry
The compound's unique structure and properties make it potentially useful in the development of pharmaceuticals and various applications in the chemical industry.

Hazards

Handle with care
Due to its specific structure and properties, it is important to handle and use this chemical with caution, as it may pose certain hazards or risks.

Upstream product

• 53-86-1 [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid 
• 828-94-4 2,3-dimethyl-5-methoxyindole 
• 122-01-0 4-chloro-benzoyl chloride 

Relevant articles and documents

Decarboxylation of indomethacin induced by heat treatment

As crystalline indomethacin is heated and subsequently cooled, it transforms into glassy indomethacin. While the original crystals are off-white in color, the glass becomes blackish-brown via a yellow intermediate stage. TLC of the components of the glass

Profiling indomethacin impurities using high-performance liquid chromatography and nuclear magnetic resonance

The anti-inflammatory drug indomethacin was investigated regarding new related impurities. Therefore, related substances 2-9 were prepared by independent synthesis and physicochemically characterized. To determine indomethacin and its related substances, a new HPLC-UV method was developed and validated. Indomethacin and its impurities were eluted on a C18 column with a mobile phase consisting of methanol and an aqueous solution of 0.2% phosphoric acid at a flow rate of 1.5 ml/min and were quantified by UV detection at 320 nm. Overall, the HPLC-UV method was simple and reliable for the detection of eight impurities in indomethacin. In addition to the HPLC-UV method, 1H nuclear magnetic resonance (NMR) was used to investigate indomethacin regarding impurities. For that purpose, related substances 2-9 were systematically added to indomethacin and investigated. The NMR method was found to be very useful for the identification of impurities in bulk substance without prior separation. Both HPLC-UV and NMR were used to analyze 38 batches of indomethacin available on the European market. The outcome was that 42% of the batches did not meet the compendial requirements although they met the specifications of current compendial methods. Some batches contained the previously undescribed impurity 8, while other batches contained by-products from two distinct synthetic routes. The methods presented herein are important contributions to the ongoing efforts to reduce impurities and therefore the risk of adverse side-effects in drugs that are no longer under patent protection.