Chemistry:3-Pyrrolylpropylamine

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3-Pyrrolylpropylamine, also known as α-methyl-3-pyrrolylethylamine, is a chemical compound of the arylalkylamine family.[1] It is the analogue of the serotonergic psychedelic α-methyltryptamine (AMT) in which the benzene component of the indole ring has been removed.[1]

In contrast to tryptamines like AMT, 3-pyrrolylpropylamine does not bind to the serotonin 5-HT1A or 5-HT2A receptors (Ki = >10,000 nM).[1] These findings suggest that the benzene part of the indole ring is required for significant binding to serotonin receptors and by extension psychedelic activity.[1] The activities of 3-pyrrolylpropylamine at other targets, such as the monoamine transporters, were not reported.[1]

3-Pyrrolylpropylamine was first described in the scientific literature by at least 1990.[1]

See also

  • 3-Pyrrolylethylamine
  • 2-Pyrrolylethylamine

References

  1. 1.0 1.1 1.2 1.3 1.4 1.5 "Binding of indolylalkylamines at 5-HT2 serotonin receptors: examination of a hydrophobic binding region". Journal of Medicinal Chemistry 33 (10): 2777–2784. October 1990. doi:10.1021/jm00172a016. PMID 2213830. 

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