109857-08-1

Basic information

• Product Name: (2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one
• CAS NO: 109857-08-1
• Molecular Formula: C₁₈H₁₆O₃
• Molecular Weight: 280.3178
• Mol File: 109857-08-1.mol

Chemical Properties

• Boiling Point: 468.4°C at 760 mmHg
• Flash Point: 229.2°C
• Density: 1.214g/cm³
• Vapor Pressure: 5.98E-09mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: (2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one(109857-08-1)
• EPA Substance Registry System: (2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one(109857-08-1)

Safety Data

• Hazardous Substances Data: 109857-08-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one is used as a reagent or intermediate in the synthesis of various pharmaceuticals and natural products. Its potential pharmacological properties and biological activities make it a promising candidate for the development of new drugs.
Used in Research and Development:
(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one is used in research and development for studying its potential anti-inflammatory, antioxidant, and anticancer properties. Studies have suggested that this compound may have potential therapeutic applications in the treatment of various diseases and conditions.
Used in Synthetic Organic Chemistry:
(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-2,3-dihydro-1H-inden-1-one is used in synthetic organic chemistry as a reagent or intermediate in the synthesis of various compounds. Its unique structure and properties make it a valuable tool for the development of new synthetic methods and the preparation of complex organic molecules.

Upstream product

• 83-33-0 inden-1-one 
• 93-02-7 2,5-dimethoxybenzaldehyde 

Downstream Products

• 1607445-91-9 7'-(2,5-dimethoxyphenyl)-5',6',7',7a'-tetrahydrodispiro-[indane-2,5'-pyrrolo[1,2-c][1,3]thiazole-6',2-indan]-1,3,1-trione 

Relevant articles and documents

Synthesis and characterization of novel indanone-based spiro-dihydrobenzofuran derivatives

In this study, the synthesis and characterization of novel indanone-based spiro-dihydrobenzofuran derivatives were examined. Firstly, chalcone-like compounds 4a–k, (E) -2-benzylidene-2,3-dihydro-1 H -inden-1-one derivatives, were synthesized by the base-c

Michael addition of malononitrile to indenones: Synthesis and characterization of 2-(1-oxo-2,3-dihydro-1H-inden-2-yl) (aryl)(methyl)malononitrile derivatives

Indanones 3 were prepared from the reaction of indanone (1) with corresponding benzaldehyde derivatives 2, as described in the literature. Then, indenones 3 were subjected to KOtBu-catalyzed Michael addition with malononitrile to give a mixture of diaster

Synthesis of highly functionalised dispiropyrrolidine derivatives as novel acetylcholinesterase inhibitors

In the effort of finding novel acetyl cholinesterase (AChE) inhibitors to improve the efficacy of Alzheimer's disease (AD) treatment, series of substituted aryl-1′-methyldispiro[indan-2,2′ pyrrolidine-3′, 2"-indan]-1,3,1′-trione and substituted 7′-aryl-5′, 6′,7′,7a′-tetrahydrodispiro-[indane-2,5′-pyrrolo[1,2-c] [1,3]thiazole-6′,2"-indan]-1,3,1"-trione analogues were synthesized using [3+2]-cycloaddition reactions. These newly synthesized pyrrolidine compounds were assayed for their biological activity using Ellman's method. The structural elucidation of the compounds was performed by using 1H-NMR, 13C-NMR, ESI-MS spectra and elemental analyses. Eight out of twenty synthesized compounds showed more than 50% inhibition at concentration of 10 μM. Compound 2e, 2i and 3e were among the most active one, giving IC50 value as 3.3 μM for 2e, 3.7 μM for 2i and 5.5 μM for 3e, respectively. Lineweaver-Burk plot indicated that 2i inhibits AChE in a competitive manner. Molecular modelling study was performed to disclose the binding interaction of these compounds with the active site of AChE.

A facile three-component [3+2]-cycloaddition for the regioselective synthesis of highly functionalised dispiropyrrolidines acting as antimycobacterial agents

A series of fourteen dispiropyrrolidines were synthesized using [3+2]-cycloaddition reactions and were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv in HTS (High Throughput Screen). Most of the compounds showed moderate to good activity with MIC of less than 20 μM. Compound 4′-(4-bromophenyl)-1′- methyldispiro[acenaphthylene-1,2′-pyrrolidine-3′,2″-indane]-2, 1″(1H)-dione (4c) was found to be the most active with MIC of 12.50 μM.