10399-73-2

Basic information

• Product Name: 10-Oxylatoacridine-10-ium
• Synonyms: 10-Oxylatoacridine-10-ium;Acridine 10-oxide;Acridine oxide
• CAS NO: 10399-73-2
• Molecular Formula: C₁₃H₉NO
• Molecular Weight: 0
• Mol File: 10399-73-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 392.3°C at 760 mmHg
• Flash Point: 191°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 5.25E-06mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: 10-Oxylatoacridine-10-ium(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Oxylatoacridine-10-ium(10399-73-2)
• EPA Substance Registry System: 10-Oxylatoacridine-10-ium(10399-73-2)

Safety Data

• Hazardous Substances Data: 10399-73-2(Hazardous Substances Data)

Usage

Chemical compound

OAA is a chemical compound with potential anti-cancer properties.

Family

It belongs to the acridine family of compounds.

Cationic species

OAA is a cationic species, meaning it has a positive charge.

Anti-cancer effects

OAA has been studied for its ability to inhibit the growth of cancer cells.

Cancer types

It has shown potential in treating melanoma and breast cancer.

Mechanism of action

OAA is believed to exert its anti-cancer effects by inducing DNA damage and interfering with DNA repair processes.

Photosensitizer

OAA has shown promise as a photosensitizer for photodynamic therapy.

Photodynamic therapy

This treatment uses light to activate a photosensitizing agent, such as OAA, to destroy cancer cells.

Ongoing research

Research on OAA is ongoing to better understand its potential and develop new anti-cancer therapies.

Development of therapies

The ultimate goal of the research is to harness the potential of OAA for the development of new and effective anti-cancer treatments.

InChI:InChI=1/C13H9NO/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H

Upstream product

• 260-94-6 acridine 

Downstream Products

• 882561-77-5 Zn(tetraphenylporphine)(acridine N-oxide) 
• 94210-66-9 2-(acridin-4-yl)phenol 
• 28814-25-7 4-chloroacridine 
• 1620101-15-6 4-(4-methylphenylsulfonamido)acridine 10-oxide 
• 260-94-6 acridine 
• 5326-19-2 acridine-9-carbonitrile 

Relevant articles and documents

Influence of a reaction medium on the oxidation of aromatic nitrogen-containing compounds by peroxyacids

The influence of different solvents on the oxidation reaction rate of pyridine (Py), quinoline (QN), acridine (AN), α-oxyquinoline (OQN) and a-picolinic acid (APA) by peroxydecanoic acid (PDA) was studied. It was found that the oxidation rate grows in the series Py eq) and its decomposition constant (k2) in acetone and benzene were calculated. It was shown that the nature of the solvent influences the numerical values of both Kp and k2. It was established that introduction of acetic acid (which is able to form compounds with Py) into the reaction medium slows the rate of the oxidation process drastically. Correlation equations linking the polarity, polarizability, electrophilicity, and basicity of solvents with the constant of the PDA oxidation reaction rate for Py were found. It was concluded that the basicity and polarity of the solvent have a decisive influence on the oxidation reaction rate, while the polarizability and electrophilicity of the reaction medium do not influence the oxidation reaction rate. Pleiades Publishing, Ltd., 2011.

Co(III)-Catalyzed C-H Amidation of Nitrogen-Containing Heterocycles with Dioxazolones under Mild Conditions

A cobalt(III)-catalyzed C-8 selective C-H amidation of quinoline N-oxide using dioxazolone as an amidating reagent under mild conditions is disclosed. The reaction proceeds efficiently with excellent functional group compatibility. The utility of the current method is demonstrated by gram scale synthesis of C-8 amide quinoline N-oxide and by converting this amidated product into functionalized quinolines. Furthermore, the developed catalytic method is also applicable for C-7 amidation of N-pyrimidylindolines and ortho-amidation of benzamides.

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Ru-Catalyzed Deoxygenative Regioselective C8-H Arylation of Quinoline N-Oxides

Regioselective C-H functionalization on quinolines is of high interest to lead to value-added products. Herein, we describe the development of Ru-catalyzed deoxygenative regioselective C8 arylation of quinoline N-oxides with arylboronic esters. Mechanistic studies revealed that it proceeds in a tandem process of arylation and then deoxygenation, wherein both steps were found to be catalytic with the ruthenium species.

RhIII-Catalyzed Straightforward Synthesis of Benzophenanthroline and Benzophenanthrolinone Derivatives using Anthranils

An efficient pot-economic and step-economic RhIII-catalyzed site-selective direct amination/annulation strategy was developed for the synthesis of benzophenanthroline derivatives using quinoline N-oxides and anthranils. The method was further extended to the synthesis of nitrogen-containing extended π-conjugated benzophenanthrolinone derivatives. Late-stage functionalizations of cinchonidine and cinchophen derivatives and synthesis of a bioactive quinolino-indole were achieved.