7478-26-4

Basic information

• Product Name: 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE
• Synonyms: 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE
• CAS NO: 7478-26-4
• Molecular Formula: C₂₀H₁₄ClNO₂
• Molecular Weight: 335.78
• Product Categories: Acridines;Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 7478-26-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 153-156℃
• Boiling Point: 515°C at 760 mmHg
• Flash Point: 265.3°C
• Appearance: /
• Density: 1.304g/cm³
• Vapor Pressure: 3.32E-10mmHg at 25°C
• Refractive Index: 1.686
• PKA: 4.98±0.10(Predicted)
• CAS DataBase Reference: 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE(7478-26-4)
• EPA Substance Registry System: 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE(7478-26-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 7478-26-4(Hazardous Substances Data)

Usage

Description

6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE is a synthetic chemical compound with the molecular formula C19H13ClN2O3. It features a chlorine atom, a methoxy group, and a phenoxy group attached to a central acridine ring structure. 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE holds promise in medicinal chemistry and pharmaceuticals due to its biological activities, such as anti-inflammatory and antimicrobial properties.

Uses

Used in Pharmaceutical Industry:
6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE is used as a potential candidate for drug development due to its demonstrated biological activities. Its specific molecular structure and functional groups contribute to its potential as a new therapeutic agent for various medical conditions.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE is utilized for studying its anti-inflammatory and antimicrobial properties. This research can lead to the discovery of new drugs and therapeutic agents that harness these properties for treating different diseases.
Used in Agricultural Applications:
6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE may also have uses in agriculture, where its chemical properties and potential reactivity could be employed for developing new products or improving existing ones, such as pesticides or herbicides.
Used in Industrial Applications:
Due to its unique chemical structure and properties, 6-CHLORO-2-METHOXY-9-PHENOXYACRIDINE could be utilized in various industrial applications, potentially contributing to the development of new materials or processes that benefit from its specific characteristics.

InChI:InChI=1/C20H14ClNO2/c1-23-15-8-10-18-17(12-15)20(24-14-5-3-2-4-6-14)16-9-7-13(21)11-19(16)22-18/h2-12H,1H3

Upstream product

• 86-38-4 6,9-dichloro-2-methoxyacridine 
• 108-95-2 phenol 

Downstream Products

• 119662-55-4 N,N-bis(6-chloro-2-methoxy-9-acridinyl)-1,4-bis(3-aminopropyl)piperazine 
• 83-89-6 quinacrine 
• 79953-24-5 6-chloro-2-methoxy-9-<(3-(aden-9-yl)propyl)amino>acridine 
• 79953-25-6 6-chloro-2-methoxy-9-<(3-(thym-1-yl)propyl)amino>acridine 
• 144862-92-0 (R)-2-(6-Chloro-2-methoxy-acridin-9-ylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester; hydrochloride 
• 103061-94-5 6-chloro-2-methoxy-9-<(6-(aden-9-yl)hexyl)amino>acridine 
• 103061-91-2 6-chloro-2-methoxy-9-<(6-(thym-1-yl)hexyl)amino>acridine 
• 84889-92-9 6-chloro-2-methoxy-9-<(5-(thym-1-yl)pentyl)amino>acridine 
• 103061-92-3 6-chloro-2-methoxy-9-<(5-(aden-9-yl)pentyl)amino>acridine 
• 103083-41-6 6-chloro-2-methoxy-9-<(5-(guan-9-yl)pentyl)amino>acridine 
• 144862-93-1 (S)-2-(6-Chloro-2-methoxy-acridin-9-ylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester; hydrochloride 
• 144862-94-2 (R)-2-(6-Chloro-2-methoxy-acridin-9-ylamino)-3-phenyl-propionic acid methyl ester; hydrochloride 

Relevant articles and documents

Coupling of a competitive and an irreversible ligand generates mixed type inhibitors of Trypanosoma cruzi trypanothione reductase

9-Aminoacridines and (terpyridine)platinum(II) complexes are competitive and irreversible inhibitors, respectively, of trypanothione reductase from Trypanosoma cruzi, the causative agent of Chagas' disease. Four chimeric compounds in which 2-methoxy-6-chl

Synthesis of monomeric and dimeric acridine compounds as potential therapeutics in Alzheimer and prion diseases

Starting from substituted 9-chloroacridines, a series of quinacrine and spacered dimeric acridine compounds was prepared. Their ability to interrupt the protein association of prion- and Alzheimer-specific proteins and Ab peptides was explored using a fast screening system based on FACS analysis. The bis-acridines displayed a higher activity than the corresponding monomers. Among these derivatives, best results were obtained with the 2,4-dimethoxy-6-nitro compound 7h for Aβ-peptides and the 2-methoxy-6-nitro compound 7f for PrP.

Synthesis and antiproliferative activity of some variously substituted acridine and azacridine derivatives

A group of 9-substituted acridine and azacridine derivatives (m-AMSA analogues) were synthesised following classical procedures as potential antitumour agents with inhibitory effects on DNA topoisomerase II. Some were found to have noticeable cytotoxicity against human HL-60 and HeLa cells grown in culture. Their non-covalent interactions with calf thymus DNA have been studied using fluorescence quenching. We evaluated DNA damage produced by the tested compounds by means of DNA filter elution and protein precipitation techniques. Catalytic studies carried out with purified topoisomerase confirmed these agents as antitopoisomerase inhibitors. Chemotherapy of solid-tumour-bearing mice with tested compounds allowed an aza-analogue (compound IIIb), as potent as m-AMSA but less toxic towards the host, to be recognised. (C) 2000 Editions scientifiques et medicales Elsevier SAS.