303-80-0

Basic information

• Product Name: 10-hydroxy-5-oxido-phenazin-2-one
• Synonyms: 10-hydroxy-5-oxido-phenazin-2-one;5,10-Dioxy-phenazin-2-ol
• CAS NO: 303-80-0
• Molecular Formula: C12H8N2O3
• Molecular Weight: 228.21
• Mol File: 303-80-0.mol

Chemical Properties

• Boiling Point: 451.5°Cat760mmHg
• Flash Point: 226.8°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.719
• CAS DataBase Reference: 10-hydroxy-5-oxido-phenazin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-hydroxy-5-oxido-phenazin-2-one(303-80-0)
• EPA Substance Registry System: 10-hydroxy-5-oxido-phenazin-2-one(303-80-0)

Safety Data

• Hazardous Substances Data: 303-80-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
10-Hydroxy-5-oxido-phenazin-2-one is used as an intermediate in the synthesis of various pharmaceutical compounds, particularly those with antimicrobial properties. Its unique chemical structure allows for the development of new drugs that can effectively target and combat a wide range of bacterial and fungal infections.
Used in Antimicrobial Applications:
10-Hydroxy-5-oxido-phenazin-2-one is used as an active ingredient in the development of quinoxaline 1,4-dioxide derivatives for antimicrobial treatments. These derivatives exhibit potent antimicrobial activity against various pathogens, making them valuable in the development of new antibiotics and antifungal agents to combat drug-resistant infections.

InChI:InChI=1/C12H8N2O3/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7,15H

Upstream product

• 18258-47-4 2-Acetoxyphenazin 
• 303-79-7 2-chlorophenazine 5,10-di-N-oxide 
• 480-96-6 benzofurazan oxide 
• 490-79-9 2,5-dihydroxybenzoic acid. 
• 88-74-4 2-nitro-aniline 
• 123-31-9 hydroquinone 
• 4190-95-8 2-hydroxyphenazine 
• 1137-69-5 2-chlorophenazine 

Downstream Products

• 4190-95-8 2-hydroxyphenazine 
• 3224-54-2 2-Methoxyphenazin-5-oxid 
• 303-78-6 2-Methoxyphenazin-5,10-dioxid 

Relevant articles and documents

Molecular sieves catalyzed synthesis of phenazine 5,10-dioxides under solvent-free conditions using microwave irradiation

eport on the simple and quick synthesis of phenazine 5,10-dioxides in solvent-free conditions under microwave irradiation. Heating of benzofuroxan and dihydroxybenzene derivatives adsorbed on molecular sieves in a microwave oven for 30 seconds affords div

Synthesis of phenazine 5,10-dioxides from benzofuroxan catalyzed by molecular sieves

The synthesis of substituted phenazines was carded out. Phenazine 5,10-dioxides (3) were obtained from benzofuroxan (1) with dihydroxybenzene derivatives (2) catalyzed by molecular sieves at room temperature.

Pyrimido[1,2-a]quinoxaline 6-oxide and phenazine 5,10-dioxide derivatives and related compounds as growth inhibitors of Trypanosoma cruzi

Two different families of N-oxide containing heterocycles were evaluated as in vitro growth inhibitors of T. cruzi. Both families of heterocycles were selected from our in-house library of compounds as analogues of active anti-T. cruzi N-oxide containing heterocycles. Derivatives from pyrimido[1,2-a]quinoxaline 6-oxide family were poorly active at the assayed doses. However, phenazine 5,10-dioxide derivatives displayed good to excellent anti-T. cruzi activities. The anti-T. cruzi activity of phenazine derivatives was related to substituent' electronic descriptors, σp-. Derivatives 19, 20 and 23 were the most cytotoxic compounds against the protozoan and became excellent hit for further structural modifications.

A new Route for the Synthesis of Phenazine Di-N-Oxides

Several phenazine 5,10-dioxides (7a-d) were prepared by the reaction of 2-methyl-3-acetylquinoxaline 1,4-dioxide (2) with different aromatic aldehydes or by direct cyclization of the quinoxaline cinnamoyl derivatives 3 in basic medium.In addition, the phe

Synthesis of Substituted Phenazines from Benzofurazanoxid and Hydroquinones

The sterical course of the formation of substituted phenazines from benzofurazanoxid and hydroquinone derivatives was investigated.The additional functional group of the hydroquinone determines the substitution pattern and the product ratio of the phenazines formed. - Key words: Phenazine, Synthese, Hydrochinone