63324-73-2

Upstream product

• 5468-37-1 2-aminoacetophenone hydrochloride 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 123-54-6 acetylacetone 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 5153-67-3 nitrostyrene 
• 100-52-7 benzaldehyde 
• 102-96-5 (2-nitroethenyl)benzene 
• 613-89-8 2-Aminoacetophenone 
• 7166-19-0 (2-bromo-2-nitroethenyl)benzene 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 14533-80-3 4-acetyl-5-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester 
• 70-11-1 α-bromoacetophenone 
• 16717-64-9 1-azidostyrene 

Relevant academic research and scientific papers

Discovery of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as novel and potent bromodomain and extra-terminal (BET) inhibitors with anticancer efficacy

As epigenetic readers, bromodomain and extra-terminal domain (BET) family proteins bind to acetylated-lysine residues in histones and recruit protein complexes to promote transcription initiation and elongation. Inhibition of BET bromodomains by small molecule inhibitors has emerged as a promising therapeutic strategy for cancer. Herein, we describe our efforts toward the discovery of a novel series of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as BET inhibitors. Intensive structural modifications led to the identification of compound 35f as the most active inhibitor of BET BRD4 with selectivity against BET family proteins. Further biological studies revealed that compound 35f can arrest the cell cycle in G0/G1 phase and induce apoptosis via decreasing the expression of c-Myc and other proteins related to cell cycle and apoptosis. More importantly, compound 35f showed favorable pharmacokinetic properties and antitumor efficacy in MV4-11 mouse xenograft model with acceptable tolerability. These results indicated that BET inhibitors could be potentially used to treat hematologic malignancies and some solid tumors.

Pyrrole BET inhibitor and preparation method and application thereof

The invention discloses a pyrrole BET inhibitor and a preparation method and application thereof. The compound is a structure as shown in a general formula (I) or one or a mixture of more of a tautomer, a meso-mer, a raceme, an enantiomer and a diastereoisomer of the compound, or a pharmaceutically acceptable salt of the compound. According to the compound or the mixture thereof or the pharmaceutically acceptable salt thereof, ethyl acetoacetate derivatives and amino aryl ethyl ketone serve as starting raw materials, the compound of the general formula (I) is obtained through a continuous reaction, the preparation method is simple and convenient, the raw materials are easy to obtain, and the preparation method has good applicability, and the medicine taking the derivative as an active ingredient can be used in medicines for effectively preventing and/or treating BET protein related diseases.

Synthesis of non-racemic dihydrofurans via Ni(II)-catalyzed asymmetric Michael addition

A highly efficient strategy for the enantio- and diastereoselective synthesis of 4,5-dihydrofuran derivatives was developed. Addition of carbonyl compounds which contain bulky adamantyl substituent and β-keto or phosphonate group to conjugated α-bromonitroolefins in the presence of a chiral Ni(II) complex gave corresponding non-racemic products of Michael reaction. These adducts were used for intramolecular cyclization leading to trans-4,5-dihydrofurans with two stereocenters. Resulting trans-4,5-dihydrofurans were obtained in good yields with moderate to high enantioselectivities (84–99% ee) and excellent diastereoselectivities (dr >99%).

Pyrrole derivative as well as preparation method and application thereof

The invention belongs to the field of medical chemistry, and relates to a pyrrole derivativex as well as a preparation method and application thereof. A compound with a structure shown as a general formula (I), or one or a mixture of more of a tautomer, a

Ionic liquid-assisted preparation of two-dimensional ZnO/Fe3o4 nano-composites and their application in polysubstituted pyrroles synthesis

Aims and Objective: Ionic liquids are a suitable medium for stabilization and preparation of catalytic systems. Materials and Methods: The two-dimensional (2D) ZnO/Fe3O4 nanocomposites were synthesized using ionic liquid [OMIM]Br as a stabilizer and soft template. The nanocomposites were characterized via FTIR, XRD, VSM and SEM analysis. Result: The catalytic activity of these composites was evaluated using a multicomponent reaction of primary amines, acetylacetone, and 2-bromoacetophenone. Conclusion: 2D ZnO/Fe3O4 as a recyclable and green catalyst showed excellent catalytic performance for the preparation of poly-substituted pyrroles.

Design, synthesis and molecular docking study of novel pyrrole-based α-amylase and α-glucosidase inhibitors

Abstract: In an effort to design and synthesize a new class of α-glucosidase and α-amylase inhibitors, we have synthesized novel pyrrole based molecules using molecular hybridization approach. These novel analogs were synthesized by the novel methodology developed in our lab which comprises of the multi-component direct synthesis route using hypervalent iodine reagent. The compounds were characterized by infrared, 1H nuclear magnetic resonance (NMR), 13C NMR and Mass Spectroscopy. These compounds were screened for their α-amylase and α- glucosidase activity. They showed a varying degree of inhibition with IC50 values ranging between 0.4 to 4.14 μmol/mL and 0.8 to 4.14 μmol/mL for α-amylase and α-glucosidase respectively. Compounds 3, 7, 12, and 18 showed excellent activity as compared to standard acarbose. This has identified a new class of α-amylase and α-glucosidase inhibitor which can be further developed as antihyperglycemic agents. The molecular docking analysis was carried out to better understand of interaction between α-amylase and α-glucosidase target and inhibitors in this series. We also generated a homology model for human α-glucosidase enzyme and identified the key residues at the binding site. The outcome of the study could be used for the rational design of potent and selective α-amylase and α-glucosidase inhibitors, respectively. Graphical abstract: [InlineMediaObject not available: see fulltext.].

Synthesis of polysubstituted N-H pyrroles from vinyl azides and 1,3-dicarbonyl compounds

(Chemical Equation Presented) Two synthetic methods for tetra- and trisubstituted N-H pyrroles are presented: (i) the thermal pyrrole formation by the reaction of vinyl azides with 1,3-dicarbonyl compounds via the 1,2-addition of 1,3-dicarbonyl compounds to 2H-azirine intermediates generated in situ from vinyl azides; (ii) the Cu(II)-catalyzed synthesis of pyrroles from α-ethoxycarbonyl vinyl azides and ethyl acetoacetate through the 1,4-addition reaction of the acetoacetate to the vinyl azides. By applying these two methods, regioisomeric pyrroles can be prepared selectively starting from the same vinyl azides.

Unusual Michael Reaction of Acyclic 1,3-Dicarbonyl Compounds with Nitro-olefins. A Novel Pyrrole Synthesis

Acetoacetic esters and pentane-2,4-dione undergo unusual Michael reactions with β-nitrostyrene in methanol-sodium methoxide to form the (2R,3R,2'S,3'S)-bis-(4-acyl-2,3-dihydro-5-methyl-3-phenyl-2)-furylhydroxylamines (5) in high yields.The normal adducts