2380-83-8

Basic information

• Product Name: 5-hydroxy-6-methoxyindole
• Synonyms: 6-methoxy-1H-indol-5-ol
• CAS NO: 2380-83-8
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Mol File: 2380-83-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 113 °C
• Boiling Point: 359.877 °C at 760 mmHg
• Flash Point: 171.448 °C
• Appearance: /
• Density: 1.313 g/cm³
• Vapor Pressure: 1.11E-05mmHg at 25°C
• Refractive Index: 1.682
• PKA: 9.98±0.40(Predicted)
• CAS DataBase Reference: 5-hydroxy-6-methoxyindole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-6-methoxyindole(2380-83-8)
• EPA Substance Registry System: 5-hydroxy-6-methoxyindole(2380-83-8)

Safety Data

• Hazardous Substances Data: 2380-83-8(Hazardous Substances Data)

Usage

Description

5-Hydroxy-6-methoxyindole, also known as 6-methoxy-5-hydroxyindole, is a naturally occurring chemical compound derived from the indole family of organic compounds. It is found in various plant species and serves as an important intermediate in the biosynthesis of certain bioactive compounds in plants. With potential pharmacological properties, 5-hydroxy-6-methoxyindole has been studied for its role in treating medical conditions such as cancer and neurological disorders, as well as its potential as a precursor in the synthesis of pharmaceutical drugs.

Uses

Used in Pharmaceutical Industry:
5-Hydroxy-6-methoxyindole is used as a precursor in the synthesis of pharmaceutical drugs for its potential medicinal applications.
Used in Medical Research:
5-Hydroxy-6-methoxyindole is used as a research compound for studying its potential role in the treatment of various medical conditions such as cancer and neurological disorders.

InChI:InChI=1/C9H9NO2/c1-12-9-5-7-6(2-3-10-7)4-8(9)11/h2-5,10-11H,1H3

Upstream product

• 67-56-1 methanol 

Downstream Products

• 1622205-31-5 tert-butyl 3-fluoro-4-(4-((4-((6-methoxy-1-(methylcarbamoyl)-1H-indol-5-yl)oxy)pyridin-2-yl)carbamoyl)phenyl)piperidine-1-carboxylate 
• 1622205-28-0 tert-butyl 4-(4-((4-((6-methoxy-1-(methylcarbamoyl)-1H-indol-5-yl)oxy)pyridin-2-yl)carbamoyl)phenyl)piperidine-1-carboxylate 
• 1622204-05-0 5-((2-(4-(3-fluoropiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide 
• 1622204-04-9 5-((2-(4-(1-(3-fluoropropyl)piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide 
• 1622204-03-8 (S)-5-((2-(4-(1-(2-hydroxypropyl)piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide 
• 1622204-02-7 5-((2-(4-(1-(2-hydroxyethyl)piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide 
• 1622204-01-6 5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide 
• 1622204-00-5 6-methoxy-N-methyl-5-((2-(4-(piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide 
• 1622205-37-1 C₂₈H₂₉N₅O₅ 
• 1622205-36-0 C₃₃H₃₇N₅O₇ 
• 1622206-03-4 C₂₅H₂₃ClN₄O₅ 
• 1622206-02-3 C₂₅H₂₃ClN₄O₄ 
• 1622206-01-2 C₂₄H₂₁ClN₄O₄ 
• 1622204-13-0 5-((2-(4-((1-(2-hydroxyethyl)piperidin-4-yl)oxy)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide 

Relevant articles and documents

A Bioinspired Synthesis of Polyfunctional Indoles

Polyfunctional indoles bearing substituents at C5 and C6 are prevalent in natural products, pharmaceuticals, agrochemicals, and materials. Owing to the remoteness of the C5 and C6 positions, indoles of this family can be difficult to prepare, and often require multistep syntheses. Herein, we describe a concise process that converts simple derivatives of tyrosine into 5,6-difunctionalized indoles by direct oxidation of C?H, N?H, and O?H bonds. Our work draws inspiration from the biosynthetic polymerization of tyrosine to make melanin pigments, but makes an important departure to provide well-defined indole heterocycles.