107575-60-0

Basic information

• Product Name: Ethyl 6-amino-5-methoxyindole-2-carboxylate
• Synonyms: ETHYL 6-AMINO-5-METHOXYINDOLE-2-CARBOXYLATE;6-amino-5-methoxyindole-2-carboxylic acid ethyl ester;6-AMino-5-Methoxy indole-2-carboxylate;6-AMino-5-Methoxy-1H-indole-2-carboxylic Acid Ethyl Ester
• CAS NO: 107575-60-0
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.25
• Product Categories: Aromatics Compounds;Aromatics;Indole Derivatives
• Mol File: 107575-60-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 164-166°C
• Boiling Point: 424.9°Cat760mmHg
• Flash Point: 210.8°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.641
• Storage Temp.: 2-8°C(protect from light)
• Solubility: Soluble in dichloromethane, ethyl acetate and methanol.
• PKA: 15.95±0.30(Predicted)
• CAS DataBase Reference: Ethyl 6-amino-5-methoxyindole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 6-amino-5-methoxyindole-2-carboxylate(107575-60-0)
• EPA Substance Registry System: Ethyl 6-amino-5-methoxyindole-2-carboxylate(107575-60-0)

Safety Data

• Statements: 33-36/37/38
• Safety Statements: 26-37
• Hazardous Substances Data: 107575-60-0(Hazardous Substances Data)

Usage

Description

Ethyl 6-amino-5-methoxyindole-2-carboxylate is an important organic intermediate with a slightly yellowish-brown solid appearance. It is known for its versatile applications across various industries due to its unique chemical properties.

Uses

Used in Agrochemical Industry:
Ethyl 6-amino-5-methoxyindole-2-carboxylate is used as a key intermediate for the synthesis of various agrochemical products. Its role in this industry is to contribute to the development of effective and environmentally friendly pesticides, herbicides, and other agricultural chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, Ethyl 6-amino-5-methoxyindole-2-carboxylate serves as a crucial building block for the creation of novel drugs and therapeutic agents. Its chemical structure allows for the development of compounds with potential applications in treating various medical conditions.
Used in Dyestuff Industry:
Ethyl 6-amino-5-methoxyindole-2-carboxylate is also utilized as an intermediate in the production of dyes and pigments. Its unique properties enable the synthesis of a wide range of colorants used in various applications, such as textiles, plastics, and printing inks.

InChI:InChI=1/C12H14N2O3/c1-3-17-12(15)10-4-7-5-11(16-2)8(13)6-9(7)14-10/h4-6,14H,3,13H2,1-2H3

Upstream product

• 107575-59-7 ethyl pyruvate 3-formamido-4-methoxyphenyl-hydrazone 
• 78939-34-1 N-(5-amino-2-methoxylphenyl)formamide 
• 149686-06-6 N-(2-methoxyl-5-nitrophenyl)formamide 
• 99-59-2 3-amino-4-methoxynitrobenzene 
• 119825-27-3 6-(Formylamino)-5-methoxyindol-2-carbonsaeure-ethylester 

Downstream Products

• 133706-80-6 5-Methoxy-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester 
• 910885-13-1 9-hydroxy-5-methoxyl-6,7,8,9-tetrahydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid 2-ethyl ester-7,9-dimethyl ester 
• 80721-47-7 4,5-Dihydro-4,5-dioxo-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester 
• 72909-34-3 pyrroloquinoline quinone 

Relevant articles and documents

Preparation of PQQ in the kg Scale

The improvement of the PQQ synthesis according to the method of Corey and Tramontano allows the preparation of the triester of this cofactor in the kg scale with an overall yield of 13percent (average 78percent per step), without a bottleneck in the sequence and with crystalline, analytically pure intermediates.The new purification of free PQQ from conc.H2SO4 is remarkable with respect to the application as well as to the stability of this natural product.

SYNTHESIS OF PYRROLOQUINOLINE QUINONE (PQQ)

The invention relates to a novel nine step process for synthesizing PQQ (methoxatin). This process is efficient and reliably provides PQQ in excellent purity and high yield.

Method for dyeing keratinous fibres using an aminoindole in combination with a quinone derivative

Method for dyeing keratinous fibres, characterized in that at least one composition (A) containing at least one aminoindole in a medium appropriate for dyeing is applied to these fibres, the application of the composition (A) being preceded or followed by the application of a composition (B) containing, in a medium appropriate for dyeing, at least one quinone derivative chosen from ortho- or para-benzoquinones, ortho- or para-benzoquinone monoimines or diimines, 1,2- or 1,4-naphthoquinones, ortho- or para-benzoquinone sulphonimides, α,ω-alkylene-bis-1,4-benzoquinones, or 1,2- or 1,4-naphthoquinone monoimines or diimines, the aminoindoles and the quinone derivatives being chosen such that the difference in redox potential ΔE between the redox potential Ei of the aminoindoles, determined at pH 7 in a phosphate medium on a vitreous carbon electrode by voltametry, and the redox potential Eq of the quinone derivative, determined at pH 7 in a phosphate medium by polarography on a mercury electrode relative to the saturated calomel electrode, in such that