256485-62-8

Basic information

• Product Name: 3-[(E)-2-THIENYLMETHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE
• Synonyms: 3-[(E)-2-THIENYLMETHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE
• CAS NO: 256485-62-8
• Molecular Formula: C14H10O2S
• Molecular Weight: 242.29
• Mol File: 256485-62-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-[(E)-2-THIENYLMETHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(E)-2-THIENYLMETHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE(256485-62-8)
• EPA Substance Registry System: 3-[(E)-2-THIENYLMETHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE(256485-62-8)

Safety Data

• Hazardous Substances Data: 256485-62-8(Hazardous Substances Data)

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 533-58-4 2-Iodophenol 
• 393148-57-7 1-thiophen-2-yl-prop-2-en-1-ol 
• 108-73-6 3,5-dihydroxyphenol 

Relevant articles and documents

(E)-3-Heteroarylidenechroman-4-ones as potent and selective monoamine oxidase-B inhibitors

A series of (E)-3-heteroarylidenechroman-4-ones (1a-r) was designed, synthesized and investigated in vitro for their ability to inhibit the enzymatic activity of both human monoamine oxidase (hMAO) isoforms, hMAO-A and hMAO-B. All the compounds were found to be selective hMAO-B inhibitors showing IC50 values in the nanomolar or micromolar range. (E)-5,7-Dichloro-3-{[(2-(dimethylamino)pyrimidin-5-yl]methylene}chroman-4-one (1c) was the most interesting compound identified in this study, endowed with higher hMAO-B potency (IC50 Combining double low line 10.58 nM) and selectivity (SI > 9452) with respect to the reference selective inhibitor selegiline (IC50 Combining double low line 19.60 nM, IC50 > 3431). Molecular modelling studies were performed for rationalizing at molecular level the target selective inhibition of our compounds, revealing a remarkable contribution of hydrogen bond network and water solvent.

A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones

A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.

Substituted 3-E-styryl-2H-chromenes and 3-E-styryl-2 H-thiochromenes: Synthesis, photophysical studies, anticancer activity, and exploration to tricyclic benzopyran skeleton

A series of densely substituted 2H-chromenes and 2H-thiochromenes were synthesized in good yield through cyanuric chloride-dimethylformamide mediated cleavage of different spiro-4-hydroxychroman-3,1′-cyclopropanes and similar thiochroman analogues. This p

One-pot synthesis of trans-7-aryl-6H-6a,7-dihydro[1]benzopyrano[3,4-c][1,5]benzothiazepines

Green chemical approaches for the condensation reaction of benzenethiols and 3-arylidenenchroman-4-ones as synthons for the synthesis of a series of newtrans-7-aryl-6H-6a,7-dihydro[1]benzo pyrano[3,4-c][1,5]benzothiazepines which may possess potential biological activity are described.{A figure is presented}.