71739-65-6

Upstream product

• 86695-72-9 Methyl 4-<1-(Phenylsulfonyl)-2-pyrrolyl>-4-oxobutyrate 
• 109-97-7 pyrrole 
• 4938-01-6 succinic acid monochloride 
• 946-08-7 4-oxo-4-pyrrol-2-yl-butyric acid ethyl ester 
• 30000-64-7 methyl 4-oxo-4-(1H-pyrrol-2-yl)butanoate 

Downstream Products

• 1052104-32-1 phenyl 4-oxo-4-(1H-pyrrol-2-yl)butaneselenoate 
• 345971-21-3 2-[4-(1-benzenesulfonyl-1H-pyrrol-2-yl)-4-oxo-butyrylamino]-4-methyl-pentanoic acid methyl ester 

Relevant academic research and scientific papers

Antimalarial activity of natural and synthetic prodiginines

Prodiginines are a family of linear and cyclic oligopyrrole red-pigmented compounds. Herein we describe the in vitro antimalarial activity of four natural (IC50 = 1.7-8.0 nM) and three sets of synthetic prodiginines against Plasmodium falciparum. Set 1 compounds replaced the terminal nonalkylated pyrrole ring of natural prodiginines and had diminished activity (IC 50 > 2920 nM). Set 2 and set 3 prodiginines were monosubstituted or disubstituted at either the 3 or 5 position of the right-hand terminal pyrrole, respectively. Potent in vitro activity (IC50 = 0.9-16.0 nM) was observed using alkyl or aryl substituents. Metacycloprodiginine and more potent synthetic analogues were evaluated in a P. yoelii murine patent infection using oral administration. Each analogue reduced parasitemia by more than 90% after 25 (mg/kg)/day dosing and in some cases provided a cure. The most favorable profile was 92% parasite reduction at 5 (mg/kg)/day, and 100% reduction at 25 (mg/kg)/day without any evident weight loses or clinical overt toxicity.

Bu3SnH-mediated radical cyclisation onto azoles

Alkyl radicals have been cyclised onto pyrroles, imidazoles and pyrazoles, and acyl radicals cyclised onto pyrroles, using Bu3SnH-, (TMS)3SiH- and Bu3GeH-mediated aromatic homolytic substitution for the synthesis of bicyclic N-heterocycles. The reactions yield intermediate π-radicals that lose hydrogen in the?rearomatisation step of the aromatic homolytic substitution. Mechanistic studies of these rearomatisation steps indicate aromatic homolytic substitution in which the initiator or breakdown products from the inhibitor are responsible for the H-abstraction step.

Ring-deactivated hydroxymethylpyrroles as inhibitors of α-chymotrypsin

N-Acyl and N-sulfonylhydroxymetyhylpyrroles have been synthesised and shown to inhibit α-chymotrypsin. A hydrophobic group in the N-substituent has been shown to be required for activity. Copyright