21304-39-2

Usage

Uses

Used in Pharmaceutical Synthesis:
3-4-diaminoacetophenone is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Analytical Chemistry:
3-4-diaminoacetophenone is used as a reagent for the analysis of amino acids and other biological samples, facilitating the study and understanding of biological processes.
Used in Dye and Pigment Production:
3-4-diaminoacetophenone is used in the manufacturing of dyes and pigments, providing coloration and enhancing the visual appeal of various products.
Used in Plastics and Material Protection:
3-4-diaminoacetophenone is used in the production of UV absorbers and stabilizers for plastics and other materials, protecting them from degradation by sunlight and extending their lifespan.
Used in Photoresist Production:
3-4-diaminoacetophenone is used in the production of photoresists, which are essential in the manufacturing of semiconductor devices and microelectronics.
Used in Organic Synthesis:
3-4-diaminoacetophenone is used in the field of organic synthesis, enabling the creation of a wide range of organic compounds for various applications.

Upstream product

• 1432-42-4 1-(4-amino-3-nitrophenyl)ethanone 
• 99-92-3 p-aminobenzophenone 
• 2719-21-3 4-(N-acetylamino)acetophenone 
• 7418-44-2 1-(4-acetylamino-3-nitrophenyl)ethanone 

Downstream Products

• 39513-27-4 5-acetyl-1H-benzo[d]imidazol-2(3H)-one 
• 146519-40-6 1-(1H-benzo[d][1,2,3]triazol-5-yl)ethanone 
• 13535-47-2 5-Acetyl-2-methyl-benzimidazol 
• 13535-50-7 1-(2,3-diphenyl-quinoxalin-6-yl)-ethanone 
• 35294-61-2 C₁₄H₁₆N₄O₅S₂ 
• 119426-64-1 6-acetyl-2-phenylquinoxaline 
• 131705-94-7 7-acetyl-2-phenylquinoxaline 
• 605674-40-6 C₃₀H₃₀N₂O₇ 
• 605674-43-9 C₃₀H₃₀N₂O₇ 
• 131706-01-9 methyl-(2-phenylquinoxalin-6-yl)ketoxime 
• 131706-05-3 1-(4-Oxy-2-phenyl-quinoxalin-6-yl)-ethanone 
• 131706-10-0 1-(1-Oxy-3-phenyl-quinoxalin-6-yl)-ethanone 
• 131706-06-4 1-(4-Oxy-2-phenyl-quinoxalin-6-yl)-ethanone oxime 
• 146519-40-6 1-(1H-1,2,3-benzotriazol-6-yl)ethanone 

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.

A Ratiometric Acoustogenic Probe for in Vivo Imaging of Endogenous Nitric Oxide

Photoacoustic (PA) imaging is an emerging imaging modality that utilizes optical excitation and acoustic detection to enable high resolution at centimeter depths. The development of activatable PA probes can expand the utility of this technology to allow for detection of specific stimuli within live-animal models. Herein, we report the design, development, and evaluation of a series of Acoustogenic Probe(s) for Nitric Oxide (APNO) for the ratiometric, analyte-specific detection of nitric oxide (NO) in vivo. The best probe in the series, APNO-5, rapidly responds to NO to form an N-nitroso product with a concomitant 91 nm hypsochromic shift. This property enables ratiometric PA imaging upon selective irradiation of APNO-5 and the corresponding product, tAPNO-5. Moreover, APNO-5 displays the requisite photophysical characteristics for in vivo PA imaging (e.g., high absorptivity, low quantum yield) as well as high biocompatibility, stability, and selectivity for NO over a variety of biologically relevant analytes. APNO-5 was successfully applied to the detection of endogenous NO in a murine lipopolysaccharide-induced inflammation model. Our studies show a 1.9-fold increase in PA signal at 680 nm and a 1.3-fold ratiometric turn-on relative to a saline control.

4-(Benzoimidazol-2-yl)-thiazole Compounds and Related Aza Derivatives

The invention relates to compounds of Formula (I) wherein ring A, X, (R1)n, R2, R3, R4, R4′, R5, n, and p are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments, especially as modulators of the CXCR3 receptor.

4-(BENZOIMIDAZOL-2-YL)-THIAZOLE COMPOUNDS AND RELATED AZA DERIVATIVES

The invention relates to compounds of Formula (I) wherein ring A, X, (R1)n, R2, R3, R4, R4', R5, n, and p are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments, especially as modulators of the CXCR3 receptor.

5-Acetyl-2-arylbenzimidazoles as antiviral agents. Part 4

Within a project aimed at discovering new Flaviviridae inhibitors, new variously substituted 2-phenylbenzimidazoles were synthesized and evaluated in cell-based assays for cytotoxicity and antiviral activity against viruses representatives of the three genera of the Flaviviridae family, i.e.: Pestivirus (BVDV), Flavivirus (YFV) and Hepacivirus (HCV). Title compounds were also tested against RNA viruses representative of other single-stranded, positive-sense (ssRNA+) negative-sense (RNA-), or double-stranded (dsRNA) genomes, as well as against representatives of two DNA virus families. Nine compounds showed activity against BVDV (EC50 = 0.8-8.0 μM), compound 31 being the most potent (EC50 = 0.80 μM) and selective (SI = CC50/EC50 = >100). When tested in an HCV replicon assay, compound 31 resulted again the most potent, displaying an EC50 value of 1.11 μM and an SI of 100. Besides inhibiting BVDV, two compounds (35 and 38) showed a moderate activity also against YFV (EC 50 = 13 μM). Interestingly, 35 was moderately active also against RSV (EC50 = 25 μM).

AMINO-BENZAZOLES AS P2Y1 RECEPTOR INHIBITORS

The present invention provides novel amino-benzazoles and analogues thereof, which are selective inhibitors of the human P2Y1 receptor. The invention also provides for various pharmaceutical compositions of the same and methods for treating dis

Structure-activity relationship of 2-[[(2-Pyridyl)methyl]thio]-1H- benzimidazoles as anti Helicobacter pylori agents in vitro and evaluation of their in vivo efficacy

A relationship between the structure of 21 2-[[(2-pyridyl)methyl]thio]- 1H-benzimidazoles (6) and their anti Helicobacter pylori activity expressed as minimum bactericidal concentration (MBC) values is described. Observed MBCs ranged from 256 to 1 μg/mL. The structure - activity relationship (SAR) showed that larger and more lipophilic compounds, especially compounds with such substituents in the 4-position of the pyridyl moiety, generally had lower MBC values. Four new compounds 'that were predicted to be potent by the established SAR model were synthesized and tested. One such compound, i.e., 2-[[(4-[(cyclopropylmethyl)oxy]3-methyl-2-pyridyl)methyl]thio]-1H- benzimidazole (18), was tested for in vivo efficacy in a mouse Helicobacter felis model (125 μmol/kg bid given orally for 4 days, n = 4). Unfortunately, antibacterial activity could not be clearly demonstrated in this model. Instead a potent acid secretion inhibition was observed. This finding was attributed to the methylthio compound being oxidized to the corresponding methyl sulfinyl derivative, i.e., a proton pump inhibitor, in vivo. Although the antibacterial activity had the potential of decreasing H. felis cell counts in vivo the proton pump inhibitory effect became dominant and actually promoted H. felis cell growth. Hence, we conclude that the antibacterial utility of the 2-[[(2-pyridyl)methyl]thio]1H-benzimidazoles (6) as a compound class is compromised by their propensity to become proton pump inhibitors upon metabolic oxidation in vivo.

Syntheses of Methyl 5(6)-Acyl-, Aroyl- and &β-Aroylethylbenzimidazole-2-carbamates and Related Compounds as Possible Anthelmintics

Various methyl 5(6)-acyl-, aroyl- and β-aroylethylbenzimidazole-2-carbamates and related compounds have been synthesized and evaluated for their anthelmintic activity against A. ceylanicum in hamsters, N. brasiliensis in rats, H. nana in mice and L. carin

Process for the manufacture of benzimidazolones-(2)

Process for the manufacture of benzimidazolones-(2) wherein an o-phenylenediamine is reacted with optionally alkylated urea in the ratio of 1 to 1.3 moles per mole o-phenylenediamine in an organic solvent which has a solubility in water of not more than 5 g/l and has a boiling point above 100° C, at a temperature between 100° and 200° C.