2-Pyrrolylethylamine

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| CAS_number = 40808-62-6

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| PubChem = 13437360

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| ChemSpiderID = 13937234

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| synonyms = 2-(2-Pyrrolyl)ethylamine; NEA; 2-NEA

| IUPAC_name = 2-(1H-pyrrol-2-yl)ethanamine

| C=6 | H=10 | N=2

| SMILES = C1=CNC(=C1)CCN

| StdInChI = 1S/C6H10N2/c7-4-3-6-2-1-5-8-6/h1-2,5,8H,3-4,7H2

| StdInChIKey = IAZZNTYMXXEHHT-UHFFFAOYSA-N

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2-Pyrrolylethylamine (NEA, 2-NEA, or 2-(2-pyrrolyl)ethylamine) is a chemical compound of the arylalkylamine family.{{cite book | vauthors = Shulgin A, Manning T, Daley PF | chapter = #67. FEA | pages = 138–141 | chapter-url = https://archive.org/details/shulgin-index-vol-1/page/138/mode/1up | title = The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds | publisher = Transform Press | location = Berkeley, CA | volume = 1 | year = 2011 | isbn = 978-0-9630096-3-0 | oclc = 709667010 }}

It is related to other arylalkylamines as well as alkylamines including tryptamine (2-indolylethylamine), phenethylamine (2-phenylethylamine), 2-furylethylamine, thiopropamine (1-(2-thienyl)-2-aminopropane), and isocyclamine (cyclopentanylaminopropane), among others. Many of these compounds are monoamine releasing agents and/or reuptake inhibitors.

NEA is known to be pharmacologically active itself, for instance having histamine-like activity on the isolated guinea pig ileum and having effects on gastric acid secretion in dogs.

The compound was first described in the scientific literature by 1949.

See also

References

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Category:Arylalkylamines

Category:Drugs with unknown mechanisms of action

Category:Pyrroles

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