143248-99-1

Basic information

• Product Name: Ethanone, 1-(3,4,5-trimethoxyphenyl)-, phenylhydrazone
• CAS NO: 143248-99-1
• Molecular Formula: C17H20N2O3
• Molecular Weight: 300.357
• Mol File: 143248-99-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(3,4,5-trimethoxyphenyl)-, phenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(3,4,5-trimethoxyphenyl)-, phenylhydrazone(143248-99-1)
• EPA Substance Registry System: Ethanone, 1-(3,4,5-trimethoxyphenyl)-, phenylhydrazone(143248-99-1)

Safety Data

• Hazardous Substances Data: 143248-99-1(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-(3,4,5-trimethoxyphenyl)-, phenylhydrazone is a compound that has a phenylhydrazone group attached to a ketone group. This chemical is known for its potential applications in organic synthesis and medicinal chemistry. It may be used as a reagent in various chemical reactions or as a building block for the synthesis of more complex compounds. The presence of the trimethoxyphenyl group can provide unique reactivity and properties to this compound, making it valuable in different research and industrial settings. Additionally, the phenylhydrazone moiety may confer beneficial biological activities, warranting further investigation for potential pharmacological purposes.

Upstream product

• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 100-63-0 phenylhydrazine 

Relevant articles and documents

Synthesis and characterization of some novel aryl and heteroaryl chalcone derivatives of 3-(3,4,5-trimethoxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde for assessing their potentials as anticancer agents

In the present study, a novel series of nine derivatives of 1-phenyl-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole substituted chalcones 6a–6i were synthesized with an aim to assess their anticancer activities. The chalcone derivatives were synthesized by the Cl

A mild procedure for the preparation of 3-aryl-4-formylpyrazoles

A variety of 3-aryl-4-formylpyrazoles can be easily prepared in good yields from the corresponding methyl ketones, upon treatment with 2,4,6-trichloro[1,3, 5]triazine in N,N-dimethyl formamide at room temperature. This kind of pyrazole can constitute new building blocks for combinatorial chemistry.

Synthesis and biological evaluation of pyrazolo-triazole hybrids as cytotoxic and apoptosis inducing agents

A series of pyrazolo-triazole hybrids were designed and synthesized by combining the 1,3-diphenyl pyrazole and triazole scaffolds to obtain (1-benzyl-1H-1,2,3-triazol-4-yl)(1,3-diphenyl-1H-pyrazol-4-yl)methanones. All the synthesized compounds were screened for their anticancer activity against four tumor cell lines, viz. HT-29 (colon), PC-3 (prostate), A549 (lung), and U87MG (glioblastoma) cells. Most of the tested compounds showed moderate to potent cell growth inhibition on different cancer cells, in particular, the compounds 17, 23, and 29 exhibited promising cytotoxicity against these cell lines with the IC50 values in the range of 0.86-3.72 μM. In addition, the potential mechanism of cell growth inhibition and apoptotic induction by these compounds was investigated in U87MG cancer cells using cell-based assays, including wound healing assay, flow cytometry, Hoechst staining, acridine orange/ethidium bromide staining, Annexin V-FITC/propidium Iodide dual staining, Rhodamine 123 staining, and carboxy-DCFDA staining. The results indicate that the compounds induce apoptosis in U87MG cells via mitochondrial pathway through up-regulation of pro-apoptotic (Bax) and down-regulation of anti-apoptotic (Bcl-2) genes. Based on these studies, three compounds 17, 23 and 29 have been identified as promising new molecules that have the potential to be developed as leads.