59908-56-4

Basic information

• Product Name: ethyl 5-methoxy-1-methyl-1H-indole-2-carboxylate
• Synonyms: ethyl 5-methoxy-1-methyl-1H-indole-2-carboxylate
• CAS NO: 59908-56-4
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.2631
• Mol File: 59908-56-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 5-methoxy-1-methyl-1H-indole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-methoxy-1-methyl-1H-indole-2-carboxylate(59908-56-4)
• EPA Substance Registry System: ethyl 5-methoxy-1-methyl-1H-indole-2-carboxylate(59908-56-4)

Safety Data

• Hazardous Substances Data: 59908-56-4(Hazardous Substances Data)

Upstream product

• 4792-58-9 ethyl 5-methoxy-1H-indole-2-carboxylate 
• 80-48-8 methyl p-toluene sulfonate 
• 74-83-9 methyl bromide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1620064-71-2 C₂₅H₂₄NO₄P 
• 1620065-07-7 C₂₉H₃₈NO₅P 
• 144265-42-9 <(5-Methoxy-1-methyl)indol-2-yl>carbaldehyde 
• 945629-95-8 ethyl 3-formyl-5-methoxy-1-methylindole-2-carboxylate 
• 59908-54-2 <(5-methoxy-1-methyl)indol-2-yl>carboxylic acid 

Relevant articles and documents

Cycloaddition of in Situ Formed Azaoxyallyl Cations with 2-Alkenylindoles: An Approach to Tetrahydro-β-carbolinones

A novel [3 + 3] cycloaddition between in situ formed azaoxyallyl cations and 2-alkenylindoles has been developed. This concise method allows the efficient construction of a series of tetrahydro-β-carbolinones in good yields under mild conditions. Gram-sca

SUBSTITUTED HETEROAROMATIC CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted heteroaromatic carboxamide and urea derivatives of formula (I), to processes for the preparation thereof, to pharmaceutical compositions containing these compounds and also to the use of these compounds for preparing pharmaceutical compositions.

Synthesis, biological evaluation, and structure-activity relationships of 3-acylindole-2-carboxylic acids as inhibitors of the cytosolic phospholipase A2

3-Acylindole-2-carboxylic acid derivatives were prepared and evaluated for their ability to inhibit the cytosolic phospholipase A2 of intact bovine platelets. To define the structural requirements for enzyme inhibition, the carboxylic acid group, the acyl residue, and the moiety in position 1 were systematically modified. Furthermore, different substituents were introduced into the phenyl part of the indole. Replacement of the carboxylic acid group in position 2 of the indole with an acetic or propionic acid substituent led to a decrease of inhibitory potency. Enzyme inhibition was optimal when the acyl residue in position 3 had a length of 12 or more carbons. Conformational restriction of the acyl residue did not influence activity. Introduction of alkyl chains at position 1 of the indole with 8 or more carbons resulted in a loss of activity. However, replacing the Ω-methyl group of such compounds with a carboxylic acid moiety was found to increase inhibitory potency significantly. Among the tested indole derivatives, 1-[2-(4- carboxyphenoxy)ethyl]-3-dodecanoylindole-2-carboxylic acid (29b) had the highest potency. With an IC50 of 0.5 μM it was about 20-fold more active than the standard cPLA2 inhibitor arachidonyl trifiuoromethyl ketane (IC50: 11μM).