106115-49-5

Basic information

• Product Name: Cyclopentanone, 2,5-bis[(3,4-dimethoxyphenyl)methylene]-, (E,E)-
• CAS NO: 106115-49-5
• Molecular Formula: C23H24O5
• Molecular Weight: 380.441
• Mol File: 106115-49-5.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Cyclopentanone, 2,5-bis[(3,4-dimethoxyphenyl)methylene]-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanone, 2,5-bis[(3,4-dimethoxyphenyl)methylene]-, (E,E)-(106115-49-5)
• EPA Substance Registry System: Cyclopentanone, 2,5-bis[(3,4-dimethoxyphenyl)methylene]-, (E,E)-(106115-49-5)

Safety Data

• Hazardous Substances Data: 106115-49-5(Hazardous Substances Data)

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 120-92-3 cyclopentanone 

Downstream Products

• 1392494-97-1 7'-(3,4-dimethoxybenzylidene)-4'-(3,4-dimethoxyphenyl)-4',5',6',7'-tetrahydro-2'H-spiro[cyclohexane-1,3'-cyclopenta[b]pyran]-2'-one 
• 1392494-92-6 7'-(3,4-dimethoxybenzylidene)-4'-(3,4-dimethoxyphenyl)-4',5',6',7'-tetrahydro-2'H-spiro[cyclopentane-1,3'-cyclopenta[b]pyran]-2'-one 
• 115592-06-8 (E)-1,3-Bis(2-(3,4-dimethoxyphenyl)methyl-5-(3,4-dimethoxyphenyl)methylen-1-cyclopentenyl)propen 

Relevant articles and documents

Curcumin analogs as potent aldose reductase inhibitors

In the present study, curcuminoids isolated from curcuma longa were demonstrated to possess inhibitory activities on bovine lens aldose reductase. In order to find more potent aldose reductase inhibitor, curcumin analogs were synthesized and evaluated for their ability to inhibit bovine lens aldose reductase enzyme. The results indicated that the compounds with tetrahydroxyl groups, 2,6-bis(3,4-dihydroxybenzylidene)cyclohexanone (A2), 2,5-bis(3,4-dihydroxybenzylidene)cyclopentanone (B2), 1,5-bis(3,4-dihydroxyphenyl)-1,4-pentadiene-3-one (C2), and 3,5-bis(3,4-dihydroxybenzylidene)-4-piperidone (D2) showed remarkably potent inhibitory effects on aldose reductase with IC50 of 2.9 μM, 2.6 μM, 3.4 μM, and 4.9 μM, respectively. The structure-activity relationship revealed that the curcumin analogs with ortho-dihydroxyl groups could form a more tight affinity with aldose reductase to exert more potential inhibitory activities.

Synthesis, structure, electrochemistry, and photophysics of 2,5-dibenzylidenecyclopentanones containing in benzene rings substituents different in polarity

A series of cross-conjugated dienones was synthesized to study the dependence of physicochemical characteristics on the nature of substituents in the aromatic groups of symmetric cyclopentanone dibenzylidene derivatives. The structure of compounds was established by electronic, IR, and NMR spectroscopy and X-ray diffraction study. All the compounds obtained possess the E,E-geometry. In the crystalline state, the arrangement of the dienone molecules is unfavorable for the intermolecular [2+2] photocycloaddition to take place. The low-temperature phases transition for unsubstituted diphenyl derivative of cyclopentanone was detected using variable-temperature X-ray diffraction and differential scanning calorimetry. Oxidation and reduction potentials of the dienones were measured by cyclic voltammetry. Their dependence on the nature and placement of substituents in the benzene rings was demonstrated. A linear correlation (R = 0.9343) between the difference of electrochemical oxidation and reduction potentials and the energy of the long-wavelength absorption maximum was found, that allows us to recommend the use of the data obtained in the correlation analysis of other compounds of this class.

CURCUMIN ANALOGS AND METHODS OF USE THEREOF

Curcumin analogs and methods of use thereof are provided.