176956-21-1

Basic information

• Product Name: 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;ethyl 7-methoxy-5-nitro-1H-indole-2-carboxylate
• CAS NO: 176956-21-1
• Molecular Formula: C₁₂H₁₂N₂O₅
• Molecular Weight: 264.23
• Mol File: 176956-21-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 472.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.375±0.06 g/cm3(Predicted)
• PKA: 12.75±0.30(Predicted)
• CAS DataBase Reference: 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER(176956-21-1)
• EPA Substance Registry System: 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER(176956-21-1)

Safety Data

• Hazardous Substances Data: 176956-21-1(Hazardous Substances Data)

Usage

General Description

7-Methoxy-5-nitroindole-2-carboxylic acid ethyl ester is a chemical compound with the molecular formula C13H11N3O5. It is an ester derivative of 7-methoxy-5-nitroindole-2-carboxylic acid and is often used in organic synthesis and chemical research. 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER is commonly used as a building block in the production of pharmaceuticals, agrochemicals, and other fine chemicals. It has potential applications in the development of new drugs and has been studied for its biological and pharmacological properties. Additionally, it may also be used in the synthesis of fluorescent probes and markers for various biological experiments.

Downstream Products

• 176956-23-3 7,9-dimethoxycarbonyl-2-ethoxycarbonyl-4-methoxy-3H-pyrrole<3,2-f>quinoline 

Relevant articles and documents

Synthesis of isomeric analogues of coenzyme pyrroloquinoline quinone (PQQ)

Three isomeric analogues 2-4 of the redox-active coenzyme 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid (1, PQQ, methoxatin) were synthesized from methoxynitroanilines 8, 9 and 10a, respectively. Reaction of the diazonium salts of each of the starting compounds with ethyl α-methylacetoacetate gave the corresponding substituted phenylhydrazones of ethyl pyruvate. These intermediates underwent acid-catalyzed Fischer indolization and gave the esters 13, 17 and 25, respectively. Reduction to the corresponding aminoindoles with hydrogen over Pd/C, followed by Doebner-von Miller quinoline synthesis with dimethyl trans-2-ketoglutaconate, oxidation of the intermediate methoxy compound to the o-quinone, and hydrolysis of triester products gave 2, 3, and 4, respectively. These isomers will serve as authentic examples to define their possible formation in nature and will also serve as isosteric probes to define the binding of PQQ at active sites in PQQ-requiring quinoproteins.