74021-55-9

Basic information

• Product Name: 1-(4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}-2-hydroxyphenyl)ethanone
• Synonyms: 1-(4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}-2-hydroxyphenyl)ethanone
• CAS NO: 74021-55-9
• Molecular Weight: 288.387
• Mol File: 74021-55-9.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}-2-hydroxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}-2-hydroxyphenyl)ethanone(74021-55-9)
• EPA Substance Registry System: 1-(4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}-2-hydroxyphenyl)ethanone(74021-55-9)

Safety Data

• Hazardous Substances Data: 74021-55-9(Hazardous Substances Data)

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 6138-90-5 trans-geranyl bromide 

Downstream Products

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 130289-23-5 4'-Geranyloxyisoliquiritigenin 
• 225650-10-2 4'-geranyloxy-2'-hydroxyl-4-methoxymethoxychalcone 

Relevant articles and documents

First total syntheses of 4'-O-geranylisoliquiritigenin and 4'-O geranylnarigenin

The title compounds , 4'-O-geranylisoliquiritigenin and 4'-O- geranylnaringenin isolated from Millettia ferruginea and Borania coerulescens respectively, were first synthesized starting from geranyl bromide , 4- hydroxybenzaldehyde and O-hydroxy acetophen

Highly efficient and selective deprotection method for prenyl, geranyl, and phytyl ethers and esters using borontrifluoride-etherate

An efficient, simple, and practical method has been developed for the deprotection of prenyl, geranyl, and phytyl ethers and esters of aromatic and aliphatic compounds using borontrifluoride-etherate (BF3· OEt2) at room temperature in good to excellent yields for the first time. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines

A series of 25 selected oxyprenylated natural phenylpropanoids were synthesized, and their growth inhibitory activities were evaluated in vitro together with 14 other commercially available non-alkylated compounds belonging to the same chemical series. The compounds were tested on six human cancer cell lines using MTT colorimetric assays. The data reveal that of the six chemical groups (G) studied, coumarins (G1), cinnamic and benzoic acids (G2), chalcones (G3), acetophenones (G4), anthraquinones (G5), and cinnamaldehydes and cinnamyl alcohols (G6), G2-related compounds displayed the weakest growth inhibitory activities in vitro, whereas G5-related compounds displayed the highest activities. Quantitative videomicroscopy analyses were then carried out on human U373 glioblastoma cells, which are characterized by various levels of resistance to different pro-apoptotic stimuli. These analyses revealed that compounds 20 (4,2′,4′-trihydroxychalcone), and 30 and 31 (two cinnamaldehydes) were cytostatic and able to overcome the intrinsic resistance of U373 cancer cells to pro-apoptotic stimuli.

Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents

In this study, we synthesized some natural and semi-synthetic prenyloxyphenylpropanoids (e.g., acetophenones, benzoic and cinnamic acids, chalcones, and coumarins), and we assessed their in vivo neuroprotective activity, using the mouse maximal electrosho