37885-41-9

Usage

Uses

Used in Pharmaceutical Industry:
2',4'-Dichloropropiophenone is used as a synthetic intermediate for the production of (S)-3-chloro-1-(4-chlorophenyl)-1-propanol, which is an essential component in the development of pharmaceuticals. Its role in the synthesis process is crucial for creating the desired end product, contributing to the advancement of medical treatments and therapies.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2',4'-Dichloropropiophenone serves as a key building block for creating a range of chemical compounds. Its unique structure and properties make it a valuable asset in the development of new materials and substances with potential applications in various industries, including pharmaceuticals, agriculture, and materials science.
Overall, 2',4'-Dichloropropiophenone plays a significant role in the synthesis of various compounds, particularly in the pharmaceutical industry, where it contributes to the development of new drugs and therapies. Its versatility and unique properties make it an essential component in the chemical synthesis process, driving innovation and progress in multiple fields.

InChI:InChI=1/C9H8Cl2O/c1-2-9(12)7-4-3-6(10)5-8(7)11/h3-5H,2H2,1H3

Upstream product

• 79-03-8 propionyl chloride 
• 541-73-1 1,3-Dichlorobenzene 
• 74-96-4 ethyl bromide 
• 6574-98-7 2,4-dichlorobenzylnitrile 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 53066-02-7 1-(2,4-dichlorophenyl)propan-1-ol 

Downstream Products

• 92385-38-1 2-oximino-1-(2',4'-dichlorophenyl)propan-1-one 
• 92821-93-7 2-bromo-1-(2,4-dichloro-phenyl)-propane-1-one 
• 765278-98-6 2-phenyl-4-(2,4-dichlorophenyl)-5-methylimidazole 
• 1609483-07-9 ethyl 5-(2,4-dichlorophenyl)-4-methyl-1-(4-phenylthiazol-2-yl)-1H-pyrazole-3-carboxylate 
• 1609483-25-1 ethyl 5-(2,4-dichlorophenyl)-1-(4-(2,4-dichlorophenyl)-5-methylthiazol-2-yl)-4-methyl-1H-pyrazole-3-carboxylate 
• 1609483-24-0 ethyl 1-(4-(4-chlorophenyl)-5-methylthiazol-2-yl)-5-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate 
• 1034980-54-5 1,5-bis(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid 
• 1034980-52-3 C₁₉H₁₄Cl₄N₂O₂ 

Relevant academic research and scientific papers

Novel Tetrazole-Containing Analogues of Itraconazole as Potent Antiangiogenic Agents with Reduced Cytochrome P450 3A4 Inhibition

Itraconazole has been found to possess potent antiangiogenic activity, exhibiting promising antitumor activity in several human clinical studies. The wider use of itraconazole in the treatment of cancer, however, has been limited by its potent inhibition of the drug metabolizing enzyme cytochrome P450 3A4 (CYP3A4). In an effort to eliminate the CYP3A4 inhibition while retaining its antiangiogenic activity, we designed and synthesized a series of derivatives in which the 1,2,4-triazole ring is replaced with various azoles and nonazoles. Among these analogues, 15n with tetrazole in place of 1,2,4-triazole exhibited optimal inhibition of human umbilical vein endothelial cell proliferation with an IC50 of 73 nM without a significant effect on CYP3A4 (EC50 > 20 μM). Similar to itraconazole, 15n induced Niemann-Pick C phenotype (NPC phenotype) and blocked AMPK/mechanistic target of rapamycin signaling. These results suggest that 15n is a promising angiogenesis inhibitor that can be used in combination with most other known anticancer drugs.

Candida tenuis xylose reductase catalyzed reduction of aryl ketones for enantioselective synthesis of active oxetine derivatives

Candida tenuis xylose reductase shows high catalytic efficiencies in carbonyl reduction of acetophenone and 1-phenyl-1-propanone derivatives. The quite low substrate solubility in aqueous buffer systems is circumvented by addition of methanol or by two-phase solvent systems. In the latter, methanol improves the substrate phase transfer as solvent mediator and leads to reasonable space/time yields. Resulting enantiomerically pure chiral alcohols are key intermediates for synthesis of active pharmaceutical ingredients. (R)-Atomoxetine is exemplarily synthesized in four steps, and the further use for generation of other oxetine derivatives and a polo-like kinase 1 inhibitor are discussed. Copyright

Substituted 2-aminothiazoles are exceptional inhibitors of neuronal degeneration in tau-driven models of Alzheimer's disease

A novel series of 2-aminothiazoles with strong protection in an Alzheimer's disease (AD) model comprising tau-induced neuronal toxicity is disclosed. These derivatives can be synthesized in one-pot and a small SAR of the substitution within these series afforded several compounds that counteracted tau-induced cell toxicity at nanomolar concentrations. These congeners therefore have strong potential as possible treatment for Alzheimer's disease and other related tauopathies.

Synthesis, antifungal activity, and molecular modeling studies of new inverted oxime ethers of oxiconazole

Some new oxime ethers of types 7 and 8, in which the methyleneaminoxy group, C=N-O, of oxiconazole 6 is in an inverted atomic sequence, were synthesized and tested for their antifungal activities. Among them, the type 7 compounds, such as the N-ethoxy-morpholino-substituted derivatives 71-o (Table 1), showed good antifungal properties against the Candida strains tested, with minimum inhibitory concentration (MIC) values similar to those of the reference drug 6. A remarkable result was obtained with these types of azoles, which had shown a cidal character against Candida albicans, while the reference drug oxiconazole was only fungistatic in the same tests. This fact may be seen from a comparison of the MIC values with those of the minimum fungicidal concentration (MFC) values for most of the type 7 compounds assayed that have shown differences between the MIC and the MFC, which are lower than three double diluitions. A simple molecular modeling of the P450 14-α-sterol demethylase from C. albicans (Candida P450DM) was built in order to understand how the structural differences between type 7 compounds and oxiconazole 6 can induce different antifungal profiles. The results of this work seem to confirm that it is possible to reverse the atomic sequence of the methyleneaminoxy group, C=N-O, of 6, obtaining new imidazoles possessing good antifungal properties.