2-Pyrrolylethylamine
Chemical compound
2-Pyrrolylethylamine is an organic compound that belongs to the class of amines. It is a derivative of pyrrole, a five-membered aromatic heterocycle, and is structurally related to the neurotransmitter histamine.
Chemical Structure and Properties
2-Pyrrolylethylamine consists of a pyrrole ring attached to an ethylamine group. The chemical formula is C6H10N2, and it has a molar mass of 110.16 g/mol. The presence of the amine group makes it a basic compound, capable of forming salts with acids.
Synthesis
The synthesis of 2-Pyrrolylethylamine can be achieved through several methods. One common approach involves the reaction of pyrrole with ethylene oxide in the presence of ammonia, which introduces the ethylamine side chain onto the pyrrole ring. Another method involves the reduction of 2-pyrrolylacetonitrile using hydrogen in the presence of a catalyst.
Biological Activity
2-Pyrrolylethylamine is of interest in the field of neuropharmacology due to its structural similarity to histamine. It can interact with histamine receptors, although its exact role and effects in biological systems are not as well characterized as those of histamine itself. Research into its activity may provide insights into the modulation of histaminergic pathways.
Applications
While 2-Pyrrolylethylamine is primarily of interest in research settings, it has potential applications in the development of pharmaceuticals that target histamine receptors. Its ability to mimic or modulate the action of histamine could be useful in designing drugs for conditions such as allergies, gastric acid disorders, and neurological diseases.
Safety and Handling
As with many amines, 2-Pyrrolylethylamine should be handled with care. It can be irritating to the skin and eyes, and appropriate safety measures, such as wearing gloves and goggles, should be taken when handling the compound.
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Contributors: Prab R. Tumpati, MD