1653-85-6

Basic information

• Product Name: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(cyclohexylamino)-
• CAS NO: 1653-85-6
• Molecular Formula: C18H26N2O2
• Molecular Weight: 302.417
• Mol File: 1653-85-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(cyclohexylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(cyclohexylamino)-(1653-85-6)
• EPA Substance Registry System: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(cyclohexylamino)-(1653-85-6)

Safety Data

• Hazardous Substances Data: 1653-85-6(Hazardous Substances Data)

Usage

Structure

A derivative of cyclohexadiene-1,4-dione with two cyclohexylamino groups attached to the 2 and 5 positions

Usage

Often used as a building block in organic synthesis and can be used in the preparation of various organic compounds and materials

Potential applications

Pharmaceutical, polymer, and materials science fields due to its versatile chemical structure and reactivity

Safety

Handle and use with care, as it may have hazardous properties

Upstream product

• 108-91-8 cyclohexylamine 
• 106-51-4 p-benzoquinone 
• 1633-14-3 2,5-dibromo-1,4-benzoquinone 
• 123-31-9 hydroquinone 
• 121-33-5 vanillin 
• 121-32-4 4-hydroxy-3-ethoxybenzaldehyde 

Relevant articles and documents

Study on self-assembling molecular complexes through hydrogen bonding

A self-complementary hydrogen-bonding recognition unit-2,5-bis(alkylamino)-1,4-benzoquinone has been synthesized and studied. The formation of hydrogen bond in both solid and solution state has been further investigated by means of FTIR, 1H NMR and UV-visible spectra, as well as X-ray diffraction. It can be concluded from the obtained results that the molecular complexes of this kind of compounds have a ribbon-like backbone which plays an important role in keeping the layer supramolecular structure.

Synthesis, biological evaluation, and molecular docking studies of 2,5-substituted-1,4-benzoquinone as novel urease inhibitors

A series of 2,5-substituted-1,4-benzoquinone (1-6) were prepared and structurally characterized by elemental analysis, IR spectra, 1H and 13C NMR spectra, and single crystal X-ray determination. The urease inhibitory activities of the compounds against H. pylori urease were studied. Among the compounds, 2,5-bis(2-morpholin-4-ylethylamino)-[1,4]benzoquinone (2) shows the most effective activity with IC50 value of 27.30 ± 2.17 μM. Docking simulation was performed to insert compound 2 into the crystal structure of H. pylori urease at the active site to determine the probable binding mode. As a result, compound 2 may be used as a potential urease inhibitor.

Structure-activity studies on therapeutic potential of thymoquinone analogs in pancreatic cancer

Purpose: Pancreatic cancer (PC) is one of the deadliest of all tumors. Previously, we were the first to show that Thymoquinone (TQ) derived from black seed (Nigella sativa) oil has anti-tumor activity against PC. However, the concentration of TQ required