18636-89-0

Basic information

• Product Name: PHTHALAZINE-2-OXIDE
• Synonyms: PHTHALAZINE-2-OXIDE
• CAS NO: 18636-89-0
• Molecular Formula: C₈H₆N₂O
• Molecular Weight: 0
• Mol File: 18636-89-0.mol

Chemical Properties

• Boiling Point: 340.5°Cat760mmHg
• Flash Point: 159.7°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 0.000169mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: PHTHALAZINE-2-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PHTHALAZINE-2-OXIDE(18636-89-0)
• EPA Substance Registry System: PHTHALAZINE-2-OXIDE(18636-89-0)

Safety Data

• Hazardous Substances Data: 18636-89-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H6N2O/c11-10-6-8-4-2-1-3-7(8)5-9-10/h1-6H

Upstream product

• 253-52-1 PHTHALAZINE 

Downstream Products

• 253-52-1 PHTHALAZINE 
• 1174000-53-3 1-(4-methoxyphenyl)phthalazine 2-oxide 

Relevant articles and documents

Structure-metabolism relationships in human-AOX: Chemical insights from a large database of aza-aromatic and amide compounds

Aldehyde oxidase (AOX) is a metabolic enzyme catalyzing the oxidation of aldehyde and aza-aromatic compounds and the hydrolysis of amides, moieties frequently shared by the majority of drugs. Despite its key role in human metabolism, to date only fragmentary information about the chemical features responsible for AOX susceptibility are reported and only "very local" structure-metabolism relationships based on a small number of similar compounds have been developed. This study reports a more comprehensive coverage of the chemical space of structures with a high risk of AOX phase I metabolism in humans. More than 270 compounds were studied to identify the site of metabolism and themetabolite(s). Both electronic [supported by density functional theory (DFT) calculations] and exposure effects were considered when rationalizing the structure-metabolism relationship.

Electrochemical-Oxidation-Promoted Direct N-ortho-Selective Difluoromethylation of Heterocyclic N-Oxides

An efficient and green electrochemical N-ortho-selective difluoromethylation method of various quinoline and isoquinoline N-oxides has been developed. In this method, sodium difluoromethanesulfinate (HCF2SO2Na) was used as the source of the difluoromethyl moiety, and various N-ortho-selective difluoromethylation quinoline and isoquinoline N-oxides were obtained in good to excellent yields under a constant current. In addition, the reaction was easy to scale up and maintained a good yield. Preliminary mechanism studies suggested that the reaction undergoes a free-radical addition and hydrogen elimination pathway.

Deoxygenative Amination of Azine-N-oxides with Acyl Azides via [3 + 2] Cycloaddition

A transition-metal-free deoxygenative C-H amination reaction of azine-N-oxides with acyl azides is described. The initial formation of an isocyanate from the starting acyl azide via a Curtius rearrangement can trigger a [3 + 2] dipolar cycloaddition of polar N-oxide fragments to generate the aminated azine derivative. The applicability of this method is highlighted by the late-stage and sequential amination reactions of complex bioactive compounds, including quinidine and fasudil. Moreover, the direct transformation of aminated azines into various bioactive N-heterocycles illustrates the significance of this newly developed protocol.

An organocatalytic enantioselective direct α-heteroarylation of aldehydes with isoquinoline: N -oxides

A new protocol for the enantioselective direct α-heteroarylation of aldehydes with isoquinoline N-oxides, via chiral enamine catalysis, has been successfully developed. High enantiomeric excesses and moderate to good yields were achieved for a variety of α-heteroarylated aldehydes.

A simple and efficient method for the preparation of N- heteroaromatic N-oxides

Urea-hydrogen peroxide/formic acid system has shown utility for mild and safe N-oxidation of N-heteroaromatic compounds.