16382-18-6

Basic information

• Product Name: ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE
• Synonyms: 1H-Indole-2-carboxylic acid, 5,6-dimethoxy-, ethyl ester;Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate;ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE;Ethyl 5,6-dimethoxyindole-2-carboxylate, 98+%;5,6-Dimethoxy-1H-indole-2-carboxylic acid ethyl ester;Einecs 240-430-8
• CAS NO: 16382-18-6
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.26
• EINECS: 240-430-8
• Mol File: 16382-18-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 176-178°C
• Boiling Point: 401°Cat760mmHg
• Flash Point: 196.3°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 1.22E-06mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: 2-8°C
• PKA: 14.94±0.30(Predicted)
• BRN: 211948
• CAS DataBase Reference: ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE(16382-18-6)
• EPA Substance Registry System: ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE(16382-18-6)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 16382-18-6(Hazardous Substances Data)

Usage

General Description

Ethyl 5,6-dimethoxyindole-2-carboxylate is a chemical compound belonging to the class of organic compounds known as indoles, which are characterized by a 2,3-benzopyrrole. Specifically, it's a substituted indole as it contains an indole group where one or more hydrogen atoms are replaced by substituents. The substitutions in this particular compound occur at the 5th and 6th positions of the indole, with dimethoxy groups, and there is a carboxylate group at the second position. Due to these substitutions, this compound has different properties than its parent compound Indole. It is mainly used in the field of organic synthesis and pharmaceutical research. Also, it is important to note that the handling of ethyl 5,6-dimethoxyindole-2-carboxylate requires appropriate safety measures, as it may be harmful if swallowed, inhaled, or come into contact with skin.

InChI:InChI=1/C13H15NO4/c1-4-18-13(15)10-5-8-6-11(16-2)12(17-3)7-9(8)14-10/h5-7,14H,4H2,1-3H3

Upstream product

• 617-35-6 2-oxo-propionic acid ethyl ester 
• 64-17-5 ethanol 
• 127-09-3 sodium acetate 
• 1906-82-7 ethyl acetamidoacetate 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 88210-96-2 5,6-dimethoxyindole-2-carboxylic acid 
• 53413-67-5 6-nitroveratrylbromide 
• 1016-58-6 6-nitroveratryl alcohol 
• 623-33-6 glycine ethyl ester hydrochloride 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 911301-33-2 (E/Z)-ethyl 2-azido-3-(3,4-dimethoxyphenyl)acrylate 
• 2999-46-4 Ethyl isocyanoacetate 
• 6315-89-5 3,4-dimethoxyaniline 
• 86323-64-0 N-(3,4-dimethoxyphenyl)glycine ethyl ester 

Downstream Products

• 808137-34-0 5,6-dimethoxy-3-phenylsulfanyl-1H-indole-2-carboxylic acid ethyl ester 
• 808137-31-7 5,6-dimethoxy-3-o-tolylsulfanyl-1H-indole-2-carboxylic acid ethyl ester 
• 1272970-96-3 C₂₀H₂₁NO₅ 
• 1380695-62-4 C₂₂H₂₃NO₅ 
• 1380695-61-3 C₂₁H₂₁NO₅ 
• 1380695-60-2 C₂₁H₂₃NO₄ 
• 1380695-59-9 ethyl 1-benzyl-5,6-dimethoxy-1H-indole-2-carboxylate 
• 859075-88-0 5,6-dimethoxy-3-phenyl-indole-2-carboxylic acid 
• 1380695-69-1 C₁₉H₁₈ClNO₄ 

Relevant articles and documents

From far west to east: Joining the molecular architecture of imidazole-like ligands in ho-1 complexes

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Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations

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Ligand-Free Copper-Catalyzed One-Pot Synthesis of Indole-2-carboxylic Esters

A simple, efficient, and facile synthetic route for the preparation of indole-2-carboxylic esters was described. The cascade reactions of 2-bromobenzaldehyde and glycine ester hydrochloride were promoted by Cu2O and a base to provide the corresponding products in good yields. Commercially available, inexpensive substrates and reagents were employed under mild reaction conditions in this one-pot operation, which is complementary to existing methods for access to 2-substituted indoles.