1069472-64-5

Upstream product

• 1069472-63-4 4-bromo-N-(3-bromo-4-methoxyphenethyl)-1H-pyrrole-2-carboxamide 
• 27746-02-7 4-bromo-1H-pyrrole-2-carboxylic acid 
• 159465-27-7 3-Bromo-4-methoxyphenethylamine 

Downstream Products

• 934995-58-1 Dispyrin 
• 1174650-73-7 4-bromo-N-(3-bromo-4-(2-(pyrrolidin-1-yl)ethoxy)phenethyl)-1H-pyrrole-2-carboxamide 
• 1199814-46-4 4-bromo-N-(3-bromo-4-((1-methylpiperidin-3-yl)methoxy)phenethyl)-1H-pyrrole-2-carboxamide 
• 1174650-74-8 C₁₉H₂₃Br₂N₃O₃ 
• 1174650-72-6 4-bromo-N-(3-bromo-4-(2-(dimethylamino)ethoxy)phenethyl)-1H-pyrrole-2-carboxamide 

Relevant academic research and scientific papers

UNNATURAL DISPYRIN ANALOGUES, PREPARATION AND USES THEREOF

Disclosed are dispyrin analogue compounds useful as H3 receptor activity modulators, methods of making same, pharmaceutical compositions comprising same, and methods of treating neurological and psychiatric disorders associated with histamine H3 receptor activity using same. In one aspect, the disclosed analogues can have a structure represented by a formula: (I), This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

A novel class of H3 antagonists derived from the natural product guided synthesis of unnatural analogs of the marine bromopyrrole alkaloid dispyrin

This Letter describes the natural product guided synthesis of unnatural analogs of the marine bromopyrrole alkaloid dispyrin, and the resulting SAR of H3 antagonism. Multiple rounds of iterative parallel synthesis improved human H3 I

Total synthesis and biological evaluation of the marine bromopyrrole alkaloid dispyrin: Elucidation of discrete molecular targets with therapeutic potential

The first total synthesis of dispyrin, a recently reported bromopyrrole alkaloid from Agelas dispar with an unprecedented bromopyrrole tyramine motif, was achieved in three steps on a gram scale (68.4% overall). No biological activity was reported for dispyrin, so we evaluated synthetic dispyrin against >200 discrete molecular targets in radioligand binding and functional assays. Unlike most marine natural products, dispyrin (1) possesses no antibacterial or anticancer activity, but was found to be a potent ligand and antagonist of several therapeutically relevant GPCRs, the α1D and α2A adrenergic receptors and the H2 and H3 histamine receptors.