295325-86-9

Basic information

• Product Name: 1H-Indole, 4-Methoxy-5-Methyl-
• Synonyms: 1H-Indole, 4-Methoxy-5-Methyl-;4-Methoxy-5-Methyl-1H-indole
• CAS NO: 295325-86-9
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.20044
• Mol File: 295325-86-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indole, 4-Methoxy-5-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 4-Methoxy-5-Methyl-(295325-86-9)
• EPA Substance Registry System: 1H-Indole, 4-Methoxy-5-Methyl-(295325-86-9)

Safety Data

• Hazardous Substances Data: 295325-86-9(Hazardous Substances Data)

Usage

Appearance

White to pale yellow crystalline solid

Melting point

77-78°C

Occurrence

Commonly found in plants and can be synthesized in the laboratory

Uses

Synthesis of pharmaceuticals and agrochemicals, research for biological activities and interactions with other molecules

Potential applications

Anti-inflammatory and anticancer agent, precursor for synthesis of other biologically active compounds.

Upstream product

• 6994-63-4 2,6-dimethyl-3-nitro-phenol 
• 67083-28-7 2,6-dimethyl-3-nitroaniline 
• 770729-05-0 1-benzyl-4-methoxy-5-methyl-1H-indole-2-carboxylic acid 
• 770729-06-1 1-benzyl-4-methoxy-5-methyl-1H-indole-2-carboxylic acid methyl ester 
• 770729-07-2 methyl 4-methoxy-5-methyl-1H-indole-2-carboxylate 
• 50536-48-6 4-methoxy-5-methylindole-2-carboxylic acid 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 50536-74-8 2,6-dimethyl-3-nitroanisole 

Downstream Products

• 295325-87-0 4-methoxy-5-methylindoline 
• 770729-10-7 N-phenylsulfonyl-5-methylindole-4,7-quinone 
• 770729-09-4 1-benzenesulfonyl-5-methyl-1H-indol-4-ol 
• 770729-08-3 1-benzenesulfonyl-4-methoxy-5-methyl-1H-indole 

Relevant articles and documents

Synthesis of 5-methylindole-4,7-quinone through a new construction of the functionalized indole ring based on the allene-mediated electrocyclic reaction involving the pyrrole [b]-bond

A new synthesis of an indole ring based on an electrocyclic reaction of a 2-alkenyl-3-allenylpyrrole intermediate generating from 2-ethenyl-3- propargylpyrrole was established. A synthesis of 5-methylindole-4,7-quinone (1) was completed in seven steps from the 4-oxygenated 5-methylindole (13a). It was demonstrated that the structure of natural product (1), isolated from Dropella fragum, is not at least 5-methylindole-4,7-quinone (1).

Effects of aromatic substituents on the photocleavage of 1-acyl-7-nitroindolines

Photolysis of 1-acyl-7-nitroindolines in aqueous solution gives a carboxylic acid and a 7-nitrosoindole. These compounds are useful as photolabile precursors of carboxylic acids, particularly neuroactive amino acids. The effect of electron-donating substituents at the 4-position has been explored for its effect on photolysis efficiency. 4-Methoxy substitution improved the photolysis efficiency >2-fold but the 4-dimethylamino analogue was essentially inert. A 5-alkyl substituent, that blocks unwanted nitration at this position, reduced the beneficial effect of the 4-methoxy group. (C) 2000 Elsevier Science Ltd.