4053-51-4

Basic information

• Product Name: Acetamide, N-(3,6-dioxo-1,4-cyclohexadien-1-yl)-
• CAS NO: 4053-51-4
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Mol File: 4053-51-4.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(3,6-dioxo-1,4-cyclohexadien-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(3,6-dioxo-1,4-cyclohexadien-1-yl)-(4053-51-4)
• EPA Substance Registry System: Acetamide, N-(3,6-dioxo-1,4-cyclohexadien-1-yl)-(4053-51-4)

Safety Data

• Hazardous Substances Data: 4053-51-4(Hazardous Substances Data)

Upstream product

• 103-84-4 Acetanilid 
• 588-16-9 m-methoxyacetanilide 
• 3467-59-2 2,5-dimethoxyacetanilide 
• 92959-62-1 2,4-diacetamidophenyl acetate 
• 75258-07-0 1,2-diacetamido-4-acetoxybenzene 
• 137-09-7 2,4-diaminophenol dihydrochloride 
• 51-28-5 2,4-Dinitrophenol 
• 102-56-7 2,5-dimethoxyaniline 
• 93-26-5 2-methoxyacetanilide 
• 351-28-0 N-(3-fluorophenyl)acetamide 
• 74097-24-8 N-(6',6'-dimethoxy-3'-oxocyclohexa-1',4'-dienyl)acetamide 
• 621-42-1 meta-hydroxyacetanilide 
• 93525-28-1 N-(2,5-dihydroxyphenyl)acetamide 
• 614-80-2 2-(acetylamino)phenol 

Downstream Products

• 72767-62-5 1H-benzindole-4,9-dione 
• 14422-99-2 2-(ethylamino)naphthalene-1,4-dione 
• 1355024-26-8 (2S)-2-((4-acetamido-3,6-dioxocyclohexa-1,4-dien-1-yl)amino)-3-phenylpropanoic acid 

Relevant articles and documents

Tertiary amines as vinyl source for the formations of aryl or pyrrole ring on amido-substitued 1,4-quinone with the assistance of palladium salt

The one-pot synthesis of 3-isopropyl-6-methyl-1H-benzo[f]indole-4,9-dione (3e), N-(4-[isopentylamino]-3,6-dioxocyclohexa-1,4-dien-1-yl)acetamide (4d), 2-(isopentylamino)-6-methylnaphthalene-1,4-dione (5b), and 2-(4-acetamido-3,6-dioxocyclohexa-1,4-dien-1-

Natural abenquines and synthetic analogues: Preliminary exploration of their cytotoxic activity

In this study, we explore the cytotoxic activity of four natural abenquines (2a–d) and fourteen synthetic analogues (2e–j and 3a–h) against a panel of six human cancer cell lines using a SRB assay. It was found that most of the compounds revealed higher levels of cytotoxic activities than naturally occurring abenquines. The analogues carrying ethylpyrrolidinyl and ethylpyrimidinyl with either an acetyl group (2?h–i) or a benzoyl group (3f–g), were the most potent against all human cancer cell lines and displayed EC50 between a range of 0.6–3.4?μM. Notably, of the compounds tested, compound 2i proved the most cytotoxic against both ovarian (A2780) and breast (MCF7) cells, showing EC50?=?0.6 and 0.8?μM respectively. Likewise, the analogues 2i, 3f and 3?g showed strong activity against cell HT29 with EC50?=?0.9?μM for these compounds.

First total synthesis and phytotoxic activity of Streptomyces sp. metabolites abenquines

The first total synthesis of abenquines A, B2, C and D has been achieved in three steps starting from commercially available 2,5-dimethoxyaniline, with overall yields of 41-61%. Four analogues bearing the amino acids d-valine (17), l-methionine (18), and glycine (19), and benzylamine (20), were also prepared in 45-72% yield. The inhibitory properties of these compounds were evaluated against the photoautotrophic growth of a model Synechococcus sp. strain. Abenquine C and its enantiomer were substantially ineffective, whereas all other abenquines significantly inhibited cell proliferation, with concentrations causing 50%-inhibition of algal growth ranging from 10-5 to 10-6 M.