1692-41-7

Upstream product

• 888-12-0 (E)-2'-hydroxy-chalcone 
• 64-19-7 acetic acid 
• 98499-05-9 2'-hydroxychalcone hydrazone 
• 4702-96-9 3-(2-hydroxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazole 
• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 118-93-4 o-hydroxyacetophenone 
• 108-24-7 acetic anhydride 
• 100-52-7 benzaldehyde 

Downstream Products

• 2726-54-7 3-(2-acetoxy-phenyl)-1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazole 

Relevant academic research and scientific papers

Anti-inflammatory, analgesic and antipyretic N-acetyl-Δ2-pyrazolines and dihydrothienocoumarines

1-Acetyl-3-(2-hydroxyphenyl)-5-(R,R′-aryl)-4,5-dihydro-(1H)pyrazoles (2a-o) were synthesized and showed anti-inflammatory and analgesic activity. The substituents on the 5-aryl group were necessary for biological activity. R-R′-aryl-2-dihydro-1,2(4H)thieno(2,3-c)benzo(e)pyranone-4 derivatives (3a-f) also showed analgesic and anti-inflammatory activity. The position and the number of the substituents caused a modulation of analgesic or anti-inflammatory activity of the N-acetyl-Δ2-pyrazoline2 and dihydrothienocoumarines 3. All compounds showed low antipyretic activity.

Mycobactin Analogues with Excellent Pharmacokinetic Profile Demonstrate Potent Antitubercular Specific Activity and Exceptional Efflux Pump Inhibition

In this study, we have designed and synthesized pyrazoline analogues that partially mimic the structure of mycobactin, to address the requirement of novel therapeutics to tackle the emerging global challenge of antimicrobial resistance (AMR). Our investigation resulted in the identification of novel lead compounds 44 and 49 as potential mycobactin biosynthesis inhibitors against mycobacteria. Moreover, candidates efficiently eradicated intracellularly surviving mycobacteria. Thermofluorimetric analysis and molecular dynamics simulations suggested that compounds 44 and 49 bind to salicyl-AMP ligase (MbtA), a key enzyme in the mycobactin biosynthetic pathway. To the best of our knowledge, these are the first rationally designed mycobactin inhibitors to demonstrate an excellent in vivo pharmacokinetic profile. In addition, these compounds also exhibited more potent whole-cell efflux pump inhibition than known efflux pump inhibitors verapamil and chlorpromazine. Results from this study pave the way for the development of 3-(2-hydroxyphenyl)-5-(aryl)-pyrazolines as a new weapon against superbug-associated AMR challenges.

Design, Synthesis, and Biological Evaluation of Pyrazoline-Based Hydroxamic Acid Derivatives as Aminopeptidase N (APN) Inhibitors

Aminopeptidase N (APN) has been recognized as a target for anticancer treatment due to its overexpression on diverse malignant tumor cells and association with cancer invasion, metastasis and angiogenesis. Herein we describe the synthesis, biological evaluation, and structure–activity relationship study of two new series of pyrazoline analogues as APN inhibitors. Among these compounds, 5-(2-(2-(hydroxyamino)-2-oxoethoxy)phenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamide (compound 13 e) showed the best APN inhibition with an IC50 value of 0.16±0.02 μm, which is more than one order of magnitude lower than that of bestatin (IC50=9.4±0.5 μm). Moreover, compound 13 e was found to inhibit the proliferation of diverse carcinoma cells and to show potent anti-angiogenesis activity. At the same concentration, compound 13 e presents significantly higher anti-angiogenesis activity than bestatin in human umbilical vein endothelial cells (HUVECs) capillary tube formation assays. The putative binding mode of 13 e in the active site of APN is also discussed.

Solvent-free synthesis of some1-acetyl pyrazoles

Some N-acetyl pyrazoles including 1-(3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl) ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones like substituted styryl 3,4-dichlorophenyl

Synthesis of Isomeric Δ2-Pyrazolines

2'-Hydroxychalkones (I) react with hydrazine hydrate in ethanol to give 5-aryl-3-(2-hydroxyphenyl)-Δ2-pyrazolines (II) while in acetic acid the corresponding 5-aryl-1-acetyl-3-(2-hydroxyphenyl)-Δ2-pyrazolines (III) are obtained contr

STRUCTURE ELUCIDATION OF N-SUBSTITUTED FLAVANONE IMINES BY 13C-NMR SPECTROSCOPY

(E)-configuration (4) of flavanone hydrazone and of other flavanone imines has been established by 13C-NMR spectroscopic and chemical evidence.The results allow decision about the mechanism of the carbonyl reactions of flavanone.