Synthesis and Antiarrhythmic Activity of N-Substituted 1-(2,4,6-Trimethylphenyl)-2-[N-(2′-hydroxy-3 -phenyloxypropyl)-aminomethyl]pyrroles

An Efficient Approach to the Synthesis of Alkyl 7-Hydroxy-1-oxo-1,2,3,4- tetrahydropyrrolo[1,2-a]pyrazine-8-carboxylates via a One-Pot, Three-Component Reaction

“…9,10 1,2,3,4-Tetrahydropyrrolo[1,2-a]pyrazine derivatives are one of the most important class of pyrrole-fused heterocycles due to their broad biological activities, including antihypersensitive, 11 antihypoxic, 12 psychotropic, 13 and antiarrhythmic properties. 14 Moreover, they are also reported as serotonin and noradrenaline reuptake inhibitors, 15 aldose reductase inhibitors, 16 and potassium channel ligands. 17 Besides these biological applications, this skeleton is widely present in natural products, such as hanishin, dibromophakellin, agelastatin A, longamide B, and cyclooroidin (Figure 1).…”

Synthesis and antiarrhythmic activity of (1,3-dimethyl-5-nitro-5-hexahydropyrimidinyl)-propionic acid methyl ester

“…Unfortunately, there are practically no data on the antiarrhythmic properties of these compounds, although some nitrous heterocycles with close chemical properties and structures -such as pyrazines, 3-aza-, and 3,7-diazabicyclo[3.3.1]nonanes -were reported to possess antiarrhythmic properties [1,3,4]. These data, as well as the fact that the nitro group is an important structural element in some drugs [1], allowed us to assume that nitrohexahydropyrimidines can also possess antiarrhythmic properties.…”

Azacycloalkanes. XXXVII: 3,4-Dihydro-5H-pyrrolo[1,2-a]-diazepine and Its Conversions

“…Pyrrolodiazines represent a group of compounds containing a common structural feature in the form of a nitrogen bridge between conjugated cycles, which has received much attention in recent years [1,2]. In particular, octahydropyrrolo[1,2-a]pyrazine fragment enters into the structure of the effective antianginal drug nonachlasine [3].…”

“…This dimer exhibits transformation into monomer II with a yield of 92% in the course of vacuum distillation. The reduction of dimer VI with lithium alumohydride in ether leads with 75% yield to stable 3,4,6,7,10,11,12,13-octahydro-5H,14H-dipyrrolo[1,2-a; 1¢,2¢-h] [1,4,8,11]tetraazacyclotetradecin (VII). The proposed structure of dimer VII was confirmed by its mass spectrum, which displays a peak due to the molecular ion [M + ] with m/z = 272 (3%), and by the 1 H NMR spectrum.…”

“…Part XXXVI" see[1] 2. Zakusov Institute of Pharmacology, Russian Academy of Medical Sciences, Moscow, Russia 3.…”