7418-44-2

Usage

Uses

Used in Pharmaceutical Industry:
4-Acetamido-3-nitroacetophenone is used as a starting material for the synthesis of pharmaceuticals. Its unique structure makes it suitable for the development of new drugs and other bioactive compounds, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Acetamido-3-nitroacetophenone is utilized as a building block for the creation of new agrochemicals. Its potential applications include the development of pesticides, herbicides, and other compounds that can enhance agricultural productivity and crop protection.
Used in Dye Synthesis:
4-Acetamido-3-nitroacetophenone is also used as a starting material for the synthesis of dyes. Its chemical properties allow for the production of a variety of dyes with different color characteristics, which can be applied in various industries such as textiles, plastics, and printing inks.

InChI:InChI=1/C10H10N2O4/c1-6(13)8-3-4-9(11-7(2)14)10(5-8)12(15)16/h3-5H,1-2H3,(H,11,14)

Upstream product

• 1432-42-4 1-(4-amino-3-nitrophenyl)ethanone 
• 3663-33-0 acetic acid-(4-ethyl-2-nitro-anilide) 
• 108-24-7 acetic anhydride 
• 99-92-3 p-aminobenzophenone 
• 1563-87-7 N-acetyl-N-phenylacetamide 

Downstream Products

• 1432-42-4 1-(4-amino-3-nitrophenyl)ethanone 
• 100806-07-3 (E)-1-(4-Amino-3-nitro-phenyl)-3-furan-2-yl-propenone 
• 100806-08-4 (E)-1,3-Bis-(4-amino-3-nitro-phenyl)-propenone 
• 100806-06-2 (E)-1-(4-Amino-3-nitro-phenyl)-3-phenyl-propenone 
• 1456532-29-8 3-nitro-4-aminoacetophenone thiosemicarbazone 
• 121-89-1 3-Nitroacetophenone 
• 97760-85-5 4'-amino-3'-bromo-5'-nitro-acetophenone 
• 18242-39-2 3,5-dinitrobromobenzene 
• 100806-11-9 1,3-Bis-(3,4-diamino-phenyl)-propan-1-one 
• 100806-10-8 1-(3,4-Diamino-phenyl)-3-furan-2-yl-propan-1-one 
• 21304-39-2 1-(3,4-diaminophenyl)ethanone 
• 108237-12-3 2-(4-acetylamino-3-nitro-phenyl)-6-nitro-quinoline-4-carboxylic acid 

Relevant academic research and scientific papers

1-Aryl-3-(4-methoxybenzyl)ureas as potentially irreversible glycogen synthase kinase 3 inhibitors: Synthesis and biological evaluation

Glycogen synthase kinase 3 (GSK-3)has become known for its multifactorial involvement in the pathogenesis of Alzheimer's disease. In this study, a benzothiazole- and benzimidazole set of 1-aryl-3-(4-methoxybenzyl)ureas were synthesised as proposed Cys199-targeted covalent inhibitors of GSK-3β, through the incorporation of an electrophilic warhead onto their ring scaffolds. The nitrile-substituted benzimidazolylurea 2b (IC50 = 0.086 ± 0.023 μM)and halomethylketone-substituted benzimidazolylurea 9b (IC50 = 0.13 ± 0.060 μM)displayed high GSK-3β inhibitory activity, in comparison to reference inhibitor AR-A014418 (1, IC50 = 0.072 ± 0.043)in our assay. The results suggest further investigation of 2b and 9b as potential covalent inhibitors of GSK-3β, since a targeted interaction might provide improved kinase-selectivity.

Identification, structure modification, and characterization of potential small-molecule SGK3 inhibitors with novel scaffolds

The serum and glucocorticoid-regulated kinase (SGK) family has been implicated in the regulation of many cellular processes downstream of the PI3K pathway. It plays a crucial role in PI3K-mediated tumorigenesis, making it a potential therapeutic target for cancer. SGK family consists of three isoforms (SGK1, SGK2, and SGK3), which have high sequence homology in the kinase domain and similar substrate specificity with the AKT family. In order to identify novel compounds capable of inhibiting SGK3 activity, a high-throughput screening campaign against 50,400 small molecules was conducted using a fluorescence-based kinase assay that has a Z' factor above 0.5. It identified 15 hits (including nitrogen-containing aromatic, flavone, hydrazone, and naphthalene derivatives) with IC50 values in the low micromolar to sub-micromolar range. Four compounds with a similar scaffold (i.e., a hydrazone core) were selected for structural modification and 18 derivatives were synthesized. Molecular modeling was then used to investigate the structure-activity relationship (SAR) and potential protein–ligand interactions. As a result, a series of SGK inhibitors that are active against both SGK1 and SGK3 were developed and important functional groups that control their inhibitory activity identified.

Fused tricyclic hepatitis virus inhibitor and application thereof

The invention belongs to the field of medical chemistry, relates to a fused tricyclic hepatitis virus inhibitor and application thereof, and particularly, provides a compound of the general formula I or pharmaceutically acceptable salt, isomer, solvate, crystal or prodrug thereof, and a medicine composition containing the compounds and application of the compounds or the composition in medicine preparation. The compound has the good inhibiting activity on hepatitis C virus, meanwhile has the low toxicity on host cells, and is high in effectiveness, good in safety and likely to become the medicine for treating and/or preventing diseases relevant to HCV infection.

Regioselective ortho-nitration of N-phenyl carboxamides and primary anilines using bismuth nitrate/acetic anhydride

An efficient and one-pot synthetic method for the regioselective ortho-nitration of the N-phenyl carboxamides and primary anilines has been developed by using bismuth nitrate and acetic anhydride as the nitrating reagents. Reaction proceeds at room temperature and results in corresponding ortho-nitrated products in moderate to excellent yields. This method provides an operationally simple, regioselective, and efficient access to synthesize o-nitro anilines under the mild conditions.

Design, synthesis and biological evaluation of new aryl thiosemicarbazone as antichagasic candidates

The present work reports on the synthesis, biological assaying and docking studies of a series of 12 aryl thiosemicarbazones, which were planned to act over two main enzymes, cruzain and trypanothione reductase. These enzymes are used as targets of trypanocidal activity in Chagas disease control with a minimal mutagenic profile. Three p-nitroaromatic thiosemicarbazones showed high activity against Trypanosoma cruzi in in vitro assays (IC50 57 μM), and no mutagenic profile was observed in micronucleous tests. Although the in vitro inhibition test showed that 10-μM doses of eight compounds inhibited cruzain activity, no correlation was found between cruzain inhibition and trypanocidal activity.

A simple synthetic protocol for oxidation of alkyl-arenes into ketones using a combination of HBr-H2O2

A wide variety of alkyl- and cycloalkyl-arenes undergo benzylic C-H oxidation by employing a combination of 48% hydrogen bromide and 30% hydrogen peroxide in dichloromethane at room temperature. In addition, a chemoselective oxidation at the benzylic position is feasible by deactivating the aromatic ring using the same combination.

Tricyclic compounds and drug compositions containing the same

Compounds having a β-3 adrenaline receptor agonist and are useful as drugs for the treatment and prevention of diabetes, obesity, hyperlipemia, etc., represented by a general formula (I) and salts thereof, and a process for producing these, and their intermediates, wherein R represents hydrogen or methyl; R1 represents hydrogen, halogen, hydroxy, benzyloxy, amino, or hydroxymethyl; R2 represents hydrogen, hydroxymethyl, NHR3, SO2 NR4 R4', or nitro; R6 represents hydrogen or lower alkyl; and X represents nitrogen, R9 represents hydrogen, one of R7 and R8 represent hydrogen, and the other thereof represents hydrogen, amino, acetylamino, or hydroxy.

Anthelmintic benzimidazole carbamates

Compounds of the formula STR1 wherein R is alkyl having 1 to 4 carbon atoms, one of Y and Z is a heterocyclic moiety, and the other of Y and Z is hydrogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms are useful as anthelmintics.