103028-63-3

Basic information

• Product Name: 6-Hydroxy-5-nitroquinoline
• Synonyms: 6-Hydroxy-5-nitroquinoline;5-Nitroquinolin-6-ol
• CAS NO: 103028-63-3
• Molecular Formula: C9H6N2O3
• Molecular Weight: 190.15554
• EINECS: -0
• Mol File: 103028-63-3.mol

Chemical Properties

• Melting Point: 139 °C (sublm)(Solv: ethanol (64-17-5))
• Boiling Point: 340.3±27.0 °C(Predicted)
• Appearance: /
• Density: 1.496±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.14±0.40(Predicted)
• CAS DataBase Reference: 6-Hydroxy-5-nitroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxy-5-nitroquinoline(103028-63-3)
• EPA Substance Registry System: 6-Hydroxy-5-nitroquinoline(103028-63-3)

Safety Data

• Hazardous Substances Data: 103028-63-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Hydroxy-5-nitroquinoline is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential anti-tumor properties. It contributes to the development of new drugs targeting cancer cells, offering a promising avenue for cancer treatment.
Used in Organic Synthesis:
6-Hydroxy-5-nitroquinoline is utilized as a building block in organic synthesis for creating a range of organic molecules with diverse applications. Its unique structure allows for the formation of various derivatives, expanding the scope of chemical research and development.
Used in Antimicrobial Applications:
6-Hydroxy-5-nitroquinoline is employed as an antimicrobial agent, demonstrating effectiveness against a variety of microorganisms. Its potential use in combating bacterial and fungal infections highlights its importance in the field of infectious diseases.
Used in Optical Materials and Devices:
6-Hydroxy-5-nitroquinoline is used as a fluorescent compound in the development of optical materials and devices. Its fluorescence properties make it a candidate for applications in sensors, imaging, and other optoelectronic devices, contributing to advancements in technology and materials science.

Upstream product

• 580-16-5 6-hydroxyquinoline 
• 860716-17-2 (6-hydroxy-[5]quinolyl)-methanol 
• 6623-91-2 6-methoxy-5-nitroquinoline 
• 7732-18-5 water 
• 7697-37-2 nitric acid 
• 5263-87-6 6-methoxy quinoline 
• 22883-85-8 6-ethoxy-quinoline 
• 858475-18-0 6-acetoxy-5-acetoxymethyl-quinoline 
• 230-09-1 1H-[1,3]dioxino[5,4-f]quinoline 

Relevant articles and documents

Synthesis of N-substituted benzo[c][1,7]- and benzo[c][1,8] phenanthrolin-(5H)-6-ones through a Pd-mediated Suzuki-Miyaura heteroaryl-aryl coupling reaction

In the course of the search for non-camptothecin topoisomerase I inhibitors we have undertaken the synthesis of N-substituted benzo[c][1,7]- and benzo[c][1,8]phenanthrolinone derivatives. An intermolecular Suzuki-Miyaura heteroaryl-aryl coupling reaction was planned as the key step. Then a nitro reduction followed by a concomitant lactamization achieved the construction of the tetracycle structures. This methodology permitted a rapid and efficient elaboration of biologically potent compounds.

Aza-analogs of dibenzo[c,h]cinnoline: Triazachrysenes as potent topoisomerase I-targeting anticancer agents

2,3-Dimethoxy-8,9-methylenedioxydibenzo[c,h]cinnoline 1 exhibits greater topoisomerase I (TOP1)-targeting activity and cytotoxicity than its benzo[i]phenanthridine analog. 1,5,6-, 5,6,11-, and 5,6,12-Triazachrysene analogs were prepared to determine the influence of further aza-substitution on TOP1-targeting activity and cytotoxicity. The data reinforce the structure-activity relationships previously observed and indicate that a nitrogen heteroatom can be tolerated at the 11- or 12-position without adversely affecting the TOP1-targeting activity or cytotoxicity of 1.

Aromatic Ring Cleavage in 6-Methoxyquinolines and 2-Methoxynaphthalene with Fuming Nitric Acid

Two 6-methoxyquinolines and 2-methoxynaphthalene, on prolonged treatment with fuming nitric acid, give major products resulting from benzene ring cleavage but retaining all carbons of the cleaved ring.Methoxyisoquinolines were not cleaved under the same conditions.