586345-73-5

Basic information

• Product Name: 4(1H)-Pyridinone, 2-(chloromethyl)-1-methyl-5-(phenylmethoxy)-
• CAS NO: 586345-73-5
• Molecular Formula: C14H14ClNO2
• Molecular Weight: 263.724
• Mol File: 586345-73-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4(1H)-Pyridinone, 2-(chloromethyl)-1-methyl-5-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Pyridinone, 2-(chloromethyl)-1-methyl-5-(phenylmethoxy)-(586345-73-5)
• EPA Substance Registry System: 4(1H)-Pyridinone, 2-(chloromethyl)-1-methyl-5-(phenylmethoxy)-(586345-73-5)

Safety Data

• Hazardous Substances Data: 586345-73-5(Hazardous Substances Data)

Upstream product

• 89539-51-5 5-(benzyloxy)-2-(hydroxymethyl)-1-methyl-1,4-dihydropyridin-4-one 
• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 15771-06-9 5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 586345-80-4 5-benzyloxy-2-{[(9H-carbazol-2-yl)oxy]methyl}-1-methyl-1H-pyridin-4-one 
• 586345-81-5 5-benzyloxy-2-{[(dibenzo[b,d]furan-2-yl)oxy]methyl}-1-methyl-1H-pyridin-4-one 
• 586345-78-0 5-benzyloxy-1-methyl-2{[(4-oxo-2-phenyl-4H-[1]benzopyran-3-yl)oxy]methyl}-1H-pyridin-4-one 
• 586345-79-1 5-benzyloxy-1-methyl-2{[(4-oxo-2-phenyl-4H-[1]benzopyran-6-yl)oxy]methyl}-1H-pyridin-4-one 
• 586345-83-7 5-benzyloxy-1-methyl-2-{[(9-oxo-9H-xanthen-3-yl)oxy]methyl}-1H-pyridin-4-one 
• 586345-82-6 5-benzyloxy-1-methyl-2-{[(9-oxo-9H-fluoren-2-yl)oxy]methyl}-1H-pyridin-4-one 
• 586345-84-8 2-[(5-benzyloxy-1,4-dihydro-1-methyl-4-oxopyridin-2-yl)methoxy]anthrequinone 
• 1620023-75-7 5-(benzyloxy)-2-((N-(7-chloroquinolin-4-ylamino)butylamino)methyl)-1-methylpyridin-4(1H)-one 
• 1620023-76-8 5-(benzyloxy)-2-((N-(7-chloroquinolin-4-ylamino)hexylamino)methyl)-1-methylpyridin-4(1H)-one 
• 1620023-71-3 5-(benzyloxy)-2-((2-(7-chloroquinolin-4-ylamino)ethylamino)methyl)-1-methylpyridin-4(1H)-one 
• 1620023-73-5 5-(benzyloxy)-2-((N-(7-chloroquinolin-4-ylamino)propylamino)methyl)-1-methylpyridin-4(1H)-one 
• 1620023-74-6 5-(benzyloxy)-2-(((3-(7-chloroquinolin-4-ylamino)propyl)(methyl)amino)methyl)-1-methypyridin-4(1H)-one 

Relevant articles and documents

Pyridone hexa-alkyne amine modified derivative and preparation method and application thereof

The invention relates to a pyridone hexa-alkyne amine modified derivative as shown in a formula (I) and a pharmaceutically acceptable salt thereof, a preparation method thereof, application of the pyridone hexa-alkyne amine modified derivative or the pharmaceutically acceptable salt thereof to preparation of drugs for preventing or treating related diseases, especially Alzheimer's disease and Parkinson's disease, by inhibiting monoamine oxidase, chelating metal iron ions, resisting Abeta and resisting oxidation. According to the invention, a series of novel single-molecule multi-target anti-ADactive compounds are synthesized, and pyridone derivatives with iron ion chelating activity and propynylamine with MAOB inhibitory activity are creatively and organically combined together, so that the compounds have remarkable advantages on Alzheimer's disease with complex pathogenesis; and the combined molecules are far superior to CP20 (deferiprone) in the aspect of iron ion chelating activity.

Synthesis, anti-HIV-1 and antiproliferative evaluation of novel 4-nitroimidazole derivatives combined with 5-hydroxy-4-pyridinone moiety

In an effort to synthesize more effective non-nucleoside reverse transcriptase inhibitors (NNRTIs) against the HIV-1 infection, a new series of novel 4-nitroimidazole derivatives combined with 5-hydroxy-4-pyridinone moiety were designed by molecular docking studies, prepared and characterized by spectroscopic techniques. All the synthesized compounds were in vitro evaluated for their inhibitory effect against the HIV-1 replication in the MT-4 cells. Results showed that none of these synthesized compounds displayed any specific anti HIV-1 activity. Surprisingly, these compounds showed high cytotoxicity against MT-4 cells with low selectivity index (50 = 1.3 μM and EC50 = 1.8 μM respectively).

Synthesis and cytotoxicity evaluation of metal-chelator-bearing flavone, carbazole, dibenzofuran, xanthone, and anthraquinone

2-(Aryloxymethyl)-5-benzyloxy-1-methyl-1H-pyridin-4-ones 8a-8g, 2-(aryloxymethyl)-5-hydroxy-4H-pyran-4-ones 9a-9g, and 2-(aryloxymethyl)-5-hydroxy-1-methyl-1H-pyridin-4-ones 10a-10g were prepared from the known 5-benzyloxy-2-(hydroxymethyl)pyran-4-one (3) in a good overall yield. These compounds were evaluated in vitro against a three-cell lines panel consisting of MCF7 (breast), NCI-H460 (lung), and SF-268 (CNS), and the active compounds passed on for evaluation in the full panel of 60 human tumor cell lines derived from nine cancer cell types. The results indicated that 5-hydroxy derivatives are more favorable than their corresponding 5-benzyloxy precursors (10a-10g vs. 8a-8g), and 1-methyl-1H-pyridin-4-ones are more favorable than their corresponding pyran-4(1H)-ones (10a-10g vs. 9a-9g). Among these three types of compounds, 2-(aryloxymethyl)-5-hydroxy-1-methyl-1H-pyridin-4-ones 10a-10g were the most cytotoxic; they inhibited the growth of almost all the cancer cells tested. On the contrary, compound 8a (a mean GI50 = 27.8 μM), 8b (38.5), 8d (11.0), and 8e (30.5) are especially active against the growth of SK-MEL-5 (a melanoma cancer cell) with a GI50 of 0.01, 5.65, 0.55, and 0.03 μM, respectively (cf. Table 2).