31720-89-5

Basic information

• Product Name: ETHYL 5-ACETOXYINDOLE-2-CARBOXYLATE
• Synonyms: RARECHEM AH BS 0069;ETHYL 5-ACETOXYINDOLE-2-CARBOXYLATE;5-ACETOXYINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;5-ACETOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;5-ACETOXY-2-CARBETHOXYINDOLE
• CAS NO: 31720-89-5
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.25
• Mol File: 31720-89-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 415.8 °C at 760 mmHg
• Flash Point: 205.2 °C
• Appearance: /
• Density: 1.275 g/cm³
• Vapor Pressure: 4.02E-07mmHg at 25°C
• Refractive Index: 1.599
• PKA: 14.37±0.30(Predicted)
• CAS DataBase Reference: ETHYL 5-ACETOXYINDOLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-ACETOXYINDOLE-2-CARBOXYLATE(31720-89-5)
• EPA Substance Registry System: ETHYL 5-ACETOXYINDOLE-2-CARBOXYLATE(31720-89-5)

Safety Data

• Hazardous Substances Data: 31720-89-5(Hazardous Substances Data)

Usage

General Description

Ethyl 5-acetoxyindole-2-carboxylate is a chemical compound with the molecular formula C14H15NO4. It is a derivative of the indole class of compounds, which are widely used in pharmaceutical and agrochemical industries. The compound is commonly used as an intermediate in the synthesis of various bioactive molecules, such as antineoplastic and anti-inflammatory agents. It is also used as a building block for the preparation of new drugs and functional materials. Ethyl 5-acetoxyindole-2-carboxylate is a white to off-white crystalline powder with a melting point of 59-63 °C and is soluble in most organic solvents. Due to its versatile and important applications, this compound is of interest to researchers and chemists in various fields.

InChI:InChI=1/C13H13NO4/c1-3-17-13(16)12-7-9-6-10(18-8(2)15)4-5-11(9)14-12/h4-7,14H,3H2,1-2H3

Upstream product

• 303052-47-3 ethyl 3-benzyloxyindole-2-carboxylate 
• 24985-85-1 ethyl 5-hydroxyindole-2-carboxylate 
• 108-24-7 acetic anhydride 

Downstream Products

• 287714-94-7 ethyl 5-acetoxy-N-(3,4-dichlorobenzyl)indole-2-carboxylate 
• 350589-08-1 ethyl N-(3-methoxy-4-chlorobenzyl)-5-acetoxyindole-2-carboxylate 

Relevant articles and documents

Indole derivatives as MCP-1 receptor antagonists

A compound of Formula I, wherein: R1 is hydrogen, halo, methyl, ethyl or methoxy; R2 is hydrogen, halo, methyl, ethyl or methoxy; R3 is a halo group, lower alkyl, lower alkenyl, lower alkynyl, alkoxy, trifluoromethyl, nitro, cyano, trifluoromethoxy, C(O)R7, or S(O)nR7 where n is 0, 1 or 2 and R7 is an alkyl group; R4 is a halo, trifluoromethyl, methylthio, methoxy, trifluoromethoxy or lower alkyl, lower alkenyl or lower alkynyl or COR8 where R8 is lower alkyl; R6 is hydrogen, halo, lower alkyl, lower alkenyl, lower alkynyl or COR9 where R9 is lower alkyl; provided that when R1 is hydrogen, halo or methoxy, R2 is hydrogen, halo, methyl, ethyl or methoxy, R5 and R6 are both hydrogen, and one of R3 or R4 is not halo or trifluoromethyl; or a pharmaceutically acceptable salt or prodrug thereof. These compounds have useful activity for the treatment of inflammatory disease, specifically in antagonizing an MCP-1 mediated effect in a warm-blooded animal such as a human being.

Indole derivatives as mcp-1 receptor antagonists

A compound of formula (I) wherein: R1 is hydrogen, halo or methoxy; R2 is hydrogen, halo, methyl, ethyl or methoxy; R3 is a halo group or a trifluoromethyl group; R4 is a halo group or a trifluoromethyl group; R5 is hydrogen or halo; R6 is hydrogen or halo; provided that when R5 and R6 are both hydrogen, and one of R3 or R4 is chloro or fluoro, then the other is not chloro or fluoro; or a pharmaceutically acceptable salt or prodrug thereof. These compounds have useful activity for the treatment of inflammatory disease, specifically in antagonising an MCP-1 mediated effect in a warm-blooded animal such as a human being.