3-Pyrrolylpropylamine

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| image = 3-Pyrrolylpropylamine.svg

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| CAS_number = 128600-49-7

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| PubChem = 13437356

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| ChemSpiderID = 23182624

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| ChEMBL = 328939

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| synonyms = α-Methyl-3-pyrrolylethylamine; 3-Pyrrolepropylamine

| IUPAC_name = 1-(1H-pyrrol-3-yl)propan-2-amine

| C=7 | H=12 | N=2

| SMILES = CC(CC1=CNC=C1)N

| StdInChI = 1S/C7H12N2/c1-6(8)4-7-2-3-9-5-7/h2-3,5-6,9H,4,8H2,1H3

| StdInChIKey = XMTHAWZPEGHZPK-UHFFFAOYSA-N

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3-Pyrrolylpropylamine, also known as α-methyl-3-pyrrolylethylamine, is a chemical compound of the arylalkylamine family.{{cite journal | vauthors = Glennon RA, Chaurasia C, Titeler M | title = Binding of indolylalkylamines at 5-HT2 serotonin receptors: examination of a hydrophobic binding region | journal = Journal of Medicinal Chemistry | volume = 33 | issue = 10 | pages = 2777–2784 | date = October 1990 | pmid = 2213830 | doi = 10.1021/jm00172a016 }} It is the analogue of the serotonergic psychedelic α-methyltryptamine (AMT) in which the benzene component of the indole ring has been removed.

In contrast to tryptamines like AMT, 3-pyrrolylpropylamine does not bind to the serotonin 5-HT_1A or 5-HT_2A receptors (K_i = >10,000{{nbsp}}nM). These findings suggest that the benzene part of the indole ring is required for significant binding serotonin receptors and by extension psychedelic activity. The activities of 3-pyrrolylpropylamine at other targets, such as the monoamine transporters, were not reported.

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