24605-58-1

Basic information

• Product Name: 2,5-bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione
• CAS NO: 24605-58-1
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.3679
• Mol File: 24605-58-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 533.9°C at 760 mmHg
• Flash Point: 276.7°C
• Density: 1.348g/cm³
• Vapor Pressure: 1.77E-11mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 2,5-bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione(24605-58-1)
• EPA Substance Registry System: 2,5-bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione(24605-58-1)

Safety Data

• Hazardous Substances Data: 24605-58-1(Hazardous Substances Data)

Usage

Photoactive properties

Ability to effectively absorb and convert light into electrical energy, making it a valuable component in the development of next-generation solar cells and other electronic devices.

Upstream product

• 104-94-9 4-methoxy-aniline 
• 106-51-4 p-benzoquinone 
• 121-32-4 4-hydroxy-3-ethoxybenzaldehyde 
• 83925-66-0 N,N'-bis(4-methoxyphenyl)-p-benzoquinone di-imine N,N'-dioxide 

Relevant articles and documents

Synthesis, electrochemical and anti-microbial study of 2,5-diamino benzoquinones

Fifteen symmetric and unsymmetric 2,5-diamino benzoquinones have been synthesized and their electrochemical activity was studied by cyclic voltammetry. Presence of electron donating substituent like amino group found to shift the half wave potential towar

Development of quinone analogues as dynamin GTPase inhibitors

Virtual screening of the ChemDiversity and ChemBridge compound databases against dynamin I (dynI) GTPase activity identified 2,5-bis-(benzylamino)-1,4- benzoquinone 1 as a 273 ± 106 μM inhibitor. In silico lead optimization and focused library-led synthesis resulted in the development of four discrete benzoquinone/naphthoquinone based compound libraries comprising 54 compounds in total. Sixteen analogues were more potent than lead 1, with 2,5-bis-(4-hydroxyanilino)-1,4-benzoquinone (45) and 2,5-bis(4-carboxyanilino)- 1,4-benzoquinone (49) the most active with IC50 values of 11.1 ± 3.6 and 10.6 ± 1.6 μM respectively. Molecular modelling suggested a number of hydrogen bonding and hydrophobic interactions were involved in stabilization of 49 within the dynI GTP binding site. Six of the most active inhibitors were evaluated for potential inhibition of clathrin-mediated endocytosis (CME). Quinone 45 was the most effective CME inhibitor with an IC50(CME) of 36 ± 16 μM.

Aryl Nitrenes from N,N'-Diarylbenzoquinone Di-imine N,N'-Dioxides and N-Arylbenzoquinone Imine N-Oxides

Photolyses of the title quinone imine N.oxides give mainly azoarenes formed by dimerisation of triplet aryl nitrenes.