Serotonin receptor modulators

β-Carboline, also known as norharman or as '9H-pyrido[3,4-b]indole', is a tricyclic chemical compound and alkaloid. It is the parent structure of the substituted β-carbolines, a large group of alkaloids and synthetic compounds. β-Carboline may be thought of as a cyclized tryptamine. The compound has been found to possess a variety of pharmacological activities, including DNA mutagenic effects, imidazoline receptor interactions, serotonin reuptake inhibition, monoamine oxidase inhibition, cytochrome P450 enzyme inhibition, and inhibition of other enzymes, among others.

Harmaline, also known as 7-methoxyharmalan or as 3,4-dihydro-7-methoxy-1-methyl-β-carboline, is a harmala alkaloid and β-carboline which has hallucinogenic effects and monoamine oxidase inhibitor (MAOI) activity. It is the partly hydrogenated form of harmine.

4-Methylthioamphetamine (4-MTA), also known as '''para-methylthioamphetamine (MTA'''), is a designer drug of the substituted amphetamine class developed in the 1990s by a team led by David E. Nichols, an American pharmacologist and medical chemist, at Purdue University. It acts as a non-neurotoxic highly selective serotonin releasing agent (SSRA) in animals. 4-MTA is the methylthio derivative of amphetamine.

Lisuride, sold under the brand name Dopergin among others, is a monoaminergic medication of the ergoline family which is used in the treatment of Parkinson's disease, migraine, and high prolactin levels. It is taken by mouth.

Glaucine (also known as 1,2,9,10-tetramethoxyaporphine, bromcholitin, glauvent, tusidil, and tussiglaucin) is an aporphine alkaloid found in several different plant species in the family Papaveraceae, such as Glaucium flavum, Glaucium oxylobum, and Corydalis yanhusuo, and in other plants such as Croton lechleri in the family Euphorbiaceae.

Bromo-DragonFLY, also known as DOB-DragonFLY (DOB-DFLY), is a psychedelic drug of the phenethylamine, DOx, and FLY families. It is taken orally. The drug has a delayed onset of up to 6hours and a very long duration of up to 1 to 3days.

Tryptoline, also known as tetrahydro-β-carboline and tetrahydronorharmane, is a natural organic derivative of β-carboline. It is an alkaloid chemically related to tryptamines. Derivatives of tryptoline have a variety of pharmacological properties and are known collectively as tryptolines.

chemical compound

5-MeS-DMT, also known as '5-methylthio-N,N-dimethyltryptamine or as 5-methylthio-DMT', is a lesser-known psychedelic drug of the tryptamine family. It is the 5-methylthio derivative of dimethyltryptamine (DMT) and is an analogue of 5-MeO-DMT.

Methylisopropyltryptamine (MiPT), also known as '''N-methyl-N-isopropyltryptamine''', is a psychedelic drug of the tryptamine family related to other psychedelics like dimethyltryptamine (DMT) and diisopropyltryptamine (DiPT). It is taken orally.

PRO-LAD, or PROLAD, also known as 6-propyl-6-nor-LSD, is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD). It is taken orally.

Nuciferine is an alkaloid found within the plants Nymphaea caerulea and Nelumbo nucifera.

Pyr-T, also known as '''N,N-tetramethylenetryptamine or as 3-(2-pyrrolidinoethyl)indole', is a lesser-known serotonin receptor modulator of the tryptamine and pyrrolidinylethylindole families. It is the cyclized derivative of diethyltryptamine (DET) in which the N,N''-diethyl groups have been fused into a pyrrolidine ring.

2C-T-21, also known as 4-(2-fluoroethylthio)-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family. It is taken orally.

Isoproscaline or 4-isopropoxy-3,5-dimethoxyphenethylamine is a psychedelic drug of the phenethylamine and scaline families related to mescaline. It is closely related to proscaline and was first synthesized by David E. Nichols and colleagues. The drug is taken orally.

Methyl-DOB, or '''N-methyl-DOB, also known as 4-bromo-2,5-dimethoxy-N-methylamphetamine, MDOB, or M-154', is a psychoactive drug of the phenethylamine, amphetamine, and DOx families. It is the N''-methyl derivative of the psychedelic drug DOB.

2C-T-4, also known as 4-isopropylthio-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally.

Tetrahydroharmine (THH), also known as 7-methoxy-1,2,3,4-tetrahydroharman (7-MeO-THH), is a fluorescent indole alkaloid and β-carboline that occurs in the tropical liana species Banisteriopsis caapi.

psychoactive chemical compound

Methyl-DMA, also known as '2,5-dimethoxy-N-methylamphetamine or as N-methyl-2,5-DMA', is a psychoactive drug of the phenethylamine, amphetamine, and DOx families. It is the N-methyl derivative of 2,5-dimethoxyamphetamine (2,5-DMA; DOH).

Phenescaline, also known as 3,5-dimethoxy-4-phenylethoxyphenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to mescaline. It is the derivative of mescaline in which the methoxy group at the 4 position has been replaced with a phenylethoxy group. In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists phenescaline's dose as greater than 150mg orally and its duration as unknown. The effects of phenescaline have been reported to include threshold effects and a vague unreal feeling as if one had not had enough sleep. The drug shows

6-MeO-THH, also known as 6-methoxy-1,2,3,4-tetrahydroharman, is a β-carboline (or more specifically a pinoline) derivative and a structural isomer of tetrahydroharmine (7-MeO-THH). It is mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved), stating that 6-MeO-THH is very similar to the other carbolines. The compound has been isolated from certain plants of the Virola family.

4-HO-DET, also known as '4-hydroxy-N,N-diethyltryptamine as well as ethocin or CZ-74', is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin (4-HO-DMT). It is taken orally.

'''para-Iodoamphetamine (PIA), also known as 4-iodoamphetamine (4-IA'), is a monoamine releasing agent (MRA) and serotonergic neurotoxin of the amphetamine family related to para''-chloroamphetamine (PCA).

Tetrahydropalmatine (THP) is an isoquinoline alkaloid found in several different plant species, mainly in the genus Corydalis (Yan Hu Suo), but also in other plants such as Stephania rotunda. These plants have traditional uses in Chinese herbal medicine. The pharmaceutical industry has synthetically produced the more potent enantiomer Levo-tetrahydropalmatine (Levo-THP; technically l-THP, often written L-THP), which has been marketed worldwide under different brand names as an alternative to anxiolytic and sedative drugs of the benzodiazepine group and analgesics such as opiates. It is also so

3C-E, also known as 4-ethoxy-3,5-dimethoxyamphetamine or as α-methylescaline (3C-escaline), is a psychedelic drug of the phenethylamine, amphetamine, and 3C families related to 3,4,5-trimethoxyamphetamine (TMA). It is the amphetamine (3C) analogue of escaline.

4-HO-pyr-T, also known as '4-hydroxy-N,N-tetramethylenetryptamine', is a serotonin receptor modulator of the tryptamine, 4-hydroxytryptamine, and pyrrolidinylethylindole families. It is the 4-hydroxyl analogue of pyr-T and the analogue of psilocin (4-HO-DMT) and 4-HO-DET in which the N,N-dialkyl moiety has been cyclized into a pyrrolidine ring.

5-MeO-DET, also known as '5-methoxy-N,N-diethyltryptamine' is a psychedelic drug of the tryptamine family related to 5-MeO-DMT. It is taken orally but can also be used parenterally.

Pellotine, also known as peyotline or '''N-methylanhalonidine', is a tetrahydroisoquinoline alkaloid found in Lophophora species, in particular L. diffusa. It is the second most common alkaloid found in Lophophora williamsii'' (peyote). Pellotine is slightly sedative, and has been used by Native Americans as a constituent of peyote for sacramental purposes. It was reportedly once marketed for use as a sedative. Pellotine has been sold online.

4-Br-3,5-DMA, also known as 4-bromo-3,5-dimethoxyamphetamine or as 4-bromo-TMA, is a psychoactive drug of the phenethylamine, amphetamine, and 3C families related to mescaline. It is the analogue of TMA in which the methoxy group at the 4 position has been replaced with a bromine atom. In addition, 4-Br-3,5-DMA is a positional isomer of DOB with the methoxy group at the 2 position located instead at the 3 position.

chemical compound

AL-38022A is a serotonin receptor agonist and psychedelic drug of the indazolethylamine family related to the psychedelic tryptamine 5-MeO-AMT. It is one of a range of similar drugs developed for scientific research and with some possible clinical applications such as in the treatment of glaucoma. The drug acts as a potent and selective agonist for the 5-HT2 family of serotonin receptors, with highest binding affinity for the 5-HT2C subtype and around four times less affinity for 5-HT2A and 5-HT2B. In drug discrimination tests in animals, it fully substituted for the psychedelic drugs 5-MeO-DM

Diallyltryptamine (DALT), also known as '''N,N-diallyltryptamine''', is a tryptamine derivative which has been identified as a designer drug.

'''N-Pyrrolidyllysergamide (LPD-824), also known as lysergic acid pyrrolidide (LA-Pyr'), is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD). It is the analogue of LSD in which the N,N-diethylamide moiety has been cyclized into an N,N''-pyrrolidide ring.

3-Methoxyamphetamine (3-MA), also known as '''meta-methoxyamphetamine (MMA'), is a monoamine releasing agent (MRA) of the amphetamine family. It is a positional isomer of para''-methoxyamphetamine (PMA; 4-methoxyamphetamine). The drug has been encountered as a novel designer drug.

LY-293284, also known as 4,α-methylene-5-acetyl-DPT, is a research chemical developed by the pharmaceutical company Eli Lilly and used for scientific studies. It acts as a potent and selective 5-HT1A receptor full agonist. It was derived through structural simplification of the ergoline based psychedelic LSD, but is far more selective for 5-HT1A with over 1000× selectivity over other serotonin receptor subtypes and other targets. It has anxiogenic effects in animal studies.

DMCPA, also known as 2,5-dimethoxy-4-methylphenylcyclopropylamine, is a psychedelic drug of the phenethylamine, amphetamine, and phenylcyclopropylamine families related to DOM. It is a derivative of tranylcypromine and is the cyclized phenethylamine analogue of DOM in which the α and β positions have been connected with a carbon atom to form a cyclopropyl group.

5-HO-DiPT, also known as '5-hydroxy-N,N-di-iso-propyltryptamine', is a tryptamine derivative which acts as a serotonin receptor agonist. It is primarily known as a metabolite of the better known psychoactive drug 5-MeO-DiPT, but 5-HO-DiPT has also rarely been encountered as a designer drug in its own right. Tests in vitro show 5-HO-DiPT to have high serotonin 5-HT2A receptor affinity and good selectivity over the serotonin 5-HT1A receptor, while being more lipophilic than the related drug bufotenine (5-HO-DMT), which produces primarily peripheral effects.