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Tryptamine and indoleamine families

15 articles

2-, 6- and 7-substituted tryptamines

2-, 6- and 7-substituted tryptamines are tryptamine analogs with a chemical group attached at indole carbon 2, 6, or 7; some show 5-HT6 agonist or 5-HT2A antagonist activity.

3-(2-aminoethyl)-1H-indole-5,7-diol

3-(2-aminoethyl)-1H-indole-5,7-diol, commonly called 5,7-dihydroxytryptamine or 5,7-DHT, is a neurotoxic serotonin analog used experimentally since the early 1970s to destroy serotonergic neurons, given with desipramine to protect catecholaminergic neurons.

4-HO-MET

4-HO-MET, also known as metocin or methylcybin, is a synthetic tryptamine psychedelic structurally related to psilocin and serotonin, first described in 1981 and sold online since the late 2000s.

5-Hydroxyindoleacetic acid

5-Hydroxyindoleacetic acid (5-HIAA) is the primary metabolite of serotonin, formed by monoamine oxidase A and excreted in urine, where it serves as a tumor marker for serotonin-secreting neuroendocrine tumors.

5-MeO-DiPT

5-MeO-DiPT (Foxy, Foxy Methoxy) is a synthetic psychedelic tryptamine first described by Shulgin in 1980, active at 6–10 mg for 3–6 hours, a US Schedule I drug with reported agitation, tachycardia, and fatal poisonings.

5-MeO-DMT

5-MeO-DMT, also known as O-methylbufotenine, is a psychedelic tryptamine alkaloid found in the Sonoran Desert toad and in plants; inhaled effects last 5 to 20 minutes, and it is in US Schedule I.

5-MeO-MiPT

5-MeO-MiPT, known online as "Moxy", is a synthetic tryptamine hallucinogen first described in 1985 that emerged as a recreational drug in the 2010s and is proposed for US Schedule I.

5-Methoxytryptamine

5-Methoxytryptamine (5-MT, also called O-methylserotonin or mexamine) is a naturally occurring tryptamine, non-selective serotonergic agonist, and intermediate in an alternate melatonin synthesis pathway.

Bufotenin

Bufotenin, also called bufotenine or N,N-dimethylserotonin, is a tryptamine alkaloid named after the toad genus Bufo, first isolated in 1934 and synthesized in 1935, and a positional isomer of psilocin.

Changa (drug)

Changa is a smokable psychoactive blend combining DMT with MAOI harmala alkaloids infused into smokable herbs, often called smokable ayahuasca; it originated in Australia in the early 2000s.

Harmine

Harmine is a β-carboline alkaloid first isolated in 1847 from Syrian rue, the principal active alkaloid of ayahuasca, now under study for regenerating insulin-producing beta cells in diabetes.

Melatonin

Melatonin, also known as N-acetyl-5-methoxytryptamine, is a hormone produced chiefly by the pineal gland at night that conveys the darkness signal and helps regulate sleep; it was isolated in 1958.

Tryptamine

Tryptamine is an indole alkaloid and trace amine, parent compound of serotonin, melatonin, and psilocybin, formed from tryptophan in plants, fermented foods, and the gut.

Α-Methyltryptamine (αMT)

Alpha-methyltryptamine (αMT, Indopan) is a synthetic tryptamine acting as a stimulant and hallucinogen, developed in the 1960s as an antidepressant and controlled in the US since 2004.

Β-Carboline

Β-Carboline, also known as norharman, is a nitrogen-containing heterocycle and parent of the β-carboline alkaloids, found in plants, foods, tobacco smoke, and the human body.