2386-30-3

Upstream product

• 2386-25-6 2,4-dimethyl-3-acetylpyrrole 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 74-90-8 hydrogen cyanide 
• 67-66-3 chloroform 
• 68-12-2 N,N-dimethyl-formamide 
• 590-29-4 potassium formate 
• 123-54-6 acetylacetone 
• 2386-26-7 ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate 

Downstream Products

• 278792-85-1 4-acetyl-3,5-dimethyl-1,3-dihydro-pyrrol-2-one 
• 144672-17-3 1,3,7,13,18-pentamethyl-2-acetyl-8,12,17-tri(2-methoxy-carbonylethyl)-19-benzyloxycarbonylbiladiene-a,c dihydrobromide 
• 251102-29-1 6-acetyl-5,7-dimethyl-3-tosylpyrrolo[1,2-c]pyrimidine 

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.

Synthesis and reactivity of 2-thionoester pyrroles: A route to 2-formyl pyrroles

2-Functionalised pyrroles exhibit considerable synthetic utility. Herein, the synthesis and reactivity of 2-thionoester (-C(S)OR) pyrroles is reported. 2-Thionoester pyrroles were synthesised using a Knorr-type approach from aliphatic starting materials. 2-Thionoester pyrroles were reduced to the corresponding 2-formyl pyrroles, or the deuterated formyl variant, in one step using RANEY nickel, thereby removing the need for the much-utilised hydrolysis/decarboxylation/formylation steps that are typically required to convert Knorr-type 2-carboxylate pyrroles into 2-formyl pyrroles. 2-Thionoester pyrroles proved tolerant of typical functional group interconversions for which the parent 2-carboxylate pyrroles have become known.

A new synthesis of symmetric boraindacene (BODIPY) dyes

BODIPY dyes were synthesized from pyrrole-2-carbaldehyde derivatives in high yields; this constitutes a new approach to this dye framework. The Royal Society of Chemistry.