39679-60-2

Usage

Uses

Used in Organic Synthesis:
Nitrogenistein is used as a synthetic building block for the development of new organic compounds. Its unique chemical properties allow it to be a valuable component in the synthesis of a wide range of molecules, contributing to the advancement of organic chemistry and the pharmaceutical industry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Nitrogenistein is utilized as a key intermediate in the production of various drugs and medications. Its role in organic synthesis enables the creation of new pharmaceutical compounds, potentially leading to the development of novel treatments and therapies for a variety of medical conditions.
Used in Chemical Research:
Nitrogenistein also finds application in chemical research, where it is employed as a research tool to study and understand the properties and behavior of organic compounds. Its distinctive characteristics make it a useful compound for exploring new reactions and mechanisms, furthering the knowledge and understanding of organic chemistry.

InChI:InChI=1/C15H9NO5/c17-11-5-6-14-12(7-11)13(18)8-15(21-14)9-1-3-10(4-2-9)16(19)20/h1-8,17H

Upstream product

• 131944-46-2 1-(2,5-Dihydroxy-phenyl)-3-(4-nitro-phenyl)-propane-1,3-dione 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 122-04-3 4-nitro-benzoyl chloride 
• 39679-61-3 6-methoxy-2-(4-nitrophenyl)-4H-chromen-4-one 
• 132017-99-3 methyl 3-(2-hydroxy-5-methoxyphenyl)-3-oxopropanoate 
• 132018-13-4 6-methoxy-3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one 

Downstream Products

• 132018-32-7 4'-Amino-6-hydroxyflavone 
• 158555-20-5 6-hydroxy-4',5,7-trinitroflavone 
• 1147337-09-4 6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-4'-nitroflavone 
• 1147337-07-2 6-(2-(2-hydroxyethoxy)ethoxy)-4'-nitroflavone 

Relevant academic research and scientific papers

18F-labeled flavones for in vivo imaging of β-amyloid plaques in Alzheimer's brains

In vivo imaging of β-amyloid (Aβ) aggregates in the brain may lead to early detection of Alzheimer's disease (AD) and monitoring of the progression and effectiveness of treatment. The purpose of this study was to develop novel 18F-labeled amyloid-imaging probes based on flavones as a core structure. Fluoropegylated (FPEG) flavone derivatives were designed and synthesized. The affinity of the derivatives for Aβ aggregates varied from 5 to 321 nM. In brain sections of AD model mice, FPEG flavones with the dimethylamino group intensely stained β-amyloid plaques. In biodistrubution experiments using normal mice, they displayed high uptake in the brain ranging from 2.9 to 4.2%ID/g at 2 min postinjection. The radioactivity washed out from the brain rapidly (1.3-2.0%ID/g at 30 min), which is highly desirable for β-amyloid imaging agents. FPEG flavones may be potential PET imaging agents for β-amyloid plaques in Alzheimer's brains.

Synthesis and Biochemical Evaluation of a Series of Aminoflavones as Potential Inhibitors of Protein-Tyrosine Kinases p56lek, EGFr, and p60v-src

A series of nitroflavones, 8a-p, and their corresponding aminoflavone hydrochloride salts, 10a-p, was synthesized.The preparation of nitroflavones 8b-i,o,p began with commercially available o-hydroxyacetophenones 2b-f which were converted to o-hydroxynitroacetophenones 3a-h via a variety of nitration methods, followed by condensation with nitrobenzyl chlorides and cyclization under acidic condition.The nitroflavones 8a,j-n were prepared by nitration of the corresponding flavones 7a-e.These new compounds were evaluated for their abilities to inhibit the in vitro protein-tyrosine kinase activities of p56lek, EGFr, and p60v-src, and all of the active compounds were amino-substituted flavones.None of the nitroflavones inhibited the enzymes.The most active substance in this series against p56lek was compound 10j, which had an IC50 of 18 μM.When tested versus EGFr, compounds 10a,m displayed IC50's of 8.7 and 7.8 μM, respectively.Against p60v-src, 10a,m showed IC50 values of 28.8 and 38.4 μM, respectively.

Synthesis and Protein-Tyrosine Kinase Inhibitory Activities of Flavanoid Analogues

Treatment of o-hydroxyacetophenones 2a-e with excess lithium bis(trimethylsilyl)amide followed by dialkyl carbonates gave 3-(2-hydroxyaryl)-3-oxopropanoates 3a-e.The latter substances were transformed through the reaction of their magnesium chelates with

A METHOD FOR THE FACILE SYNTHESIS OF RING-A HYDROXYLATED FLAVONES

A general method for the facile synthesis of ring-A hydroxylated flavones is described.Treatment of the hydroxylated acetophenones 6a-d with enough lithium bis(trimethyl)silyl amide to deprotonate all of the phenols as well as to generate the lithium enolate of the ketone, followed by addition of the acid chlorides 7a-d, gave the 1,3-diketones 8a-g, which were cyclized to the desired products 9a-g in high yields.