Isotryptamine
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Isotryptamine
Isotryptamine, also known as 2-(1-indolyl)ethylamine, is a chemical compound and positional isomer of tryptamine (2-(3-indolyl)ethylamine). A variety of isotryptamine chemical derivative, derivatives, or chemical substituent, substituted isotryptamines, have been developed, including serotonergic psychedelics and psychoplastogens like 6-MeO-isoDMT; non-hallucinogenic psychoplastogens like isoDMT, 5-MeO-isoDMT, and zalsupindole (DLX-001; AAZ-A-154); serotonin 5-HT2C receptor, 5-HT2C receptor agonists like 5,6-difluoro-isoAMT, (''S'')-5,6-difluoro-isoAMT, Ro60-0175 ((''S'')-5-fluoro-6-chloro-isoAMT), and PNU-181731; serotonin 5-HT6 receptor, 5-HT6 receptor receptor modulator, modulators; and dual monoamine releasing agents and serotonin receptor agonists like α-methylisotryptamine, isoAMT (PAL-569). JRT (drug), JRT is the isotryptamine analogue of LSD and may be considered a cyclic compound, cyclized isotryptamine. References

Isotryptamines, Serotonin receptor modulato ...
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α-methylisotryptamine
α-Methylisotryptamine (isoAMT or α-Me-isoT) is a synthetic compound belonging to the tryptamine class, known for its psychoactive properties. As a structural analog of α-methyltryptamine (αMT), isoAMT exhibits entactogenic and psychedelic effects. Pharmacology α-Methylisotryptamine is a monoamine releasing agent and serotonin receptor agonist of the isotryptamine group. It is the isotryptamine homologue (chemistry), homologue of α-methyltryptamine (αMT), which is a more well-known serotonergic psychedelic, entactogen, and stimulant of the substituted tryptamine, tryptamine family with similar pharmacology, pharmacological biological activity, actions. Like αMT, α-methylisotryptamine is a monoamine releasing agent. As the (–)-enantiomer, it specifically acts as a preferential serotonin–norepinephrine releasing agent, serotonin and norepinephrine releasing agent (SNRA), with values of 177nM for serotonin release, 81nM for norepinephrine release, and 1,062nM for do ...
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IsoDMT
isoDMT, also known as ''N'',''N''-dimethylisotryptamine, is a putatively non-hallucinogenic serotonin 5-HT2A receptor agonist and psychoplastogen of the isotryptamine group. It is the isotryptamine homologue of dimethyltryptamine (DMT), a more well-known serotonergic psychedelic of the tryptamine family, and represents a small structural modification of DMT. Pharmacology The drug does not produce hallucinogen-like stimulus generalization in animal drug discrimination tests and similarly does not produce the head-twitch response, an animal behavioral proxy of psychedelic-like effects. As such, it is not expected to be hallucinogenic in humans. However, isoDMT retains significant activity at the serotonin 5-HT2 receptors and shows psychoplastogenic effects comparable to those of serotonergic psychedelics in preclinical research. Its affinities (Ki) for the serotonin 5-HT2 receptors have been reported to be 600–650nM for 5-HT2A and 720nM at 5-HT2C. Analogs Several deriv ...
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Isotryptamines
Isotryptamine, also known as 2-(1-indolyl)ethylamine, is a chemical compound and positional isomer of tryptamine (2-(3-indolyl)ethylamine). A variety of isotryptamine derivatives, or substituted isotryptamines, have been developed, including serotonergic psychedelics and psychoplastogens like 6-MeO-isoDMT; non-hallucinogenic psychoplastogens like isoDMT, 5-MeO-isoDMT, and zalsupindole (DLX-001; AAZ-A-154); serotonin 5-HT2C receptor agonists like (''S'')-5,6-difluoro-isoAMT, Ro60-0175 ((''S'')-5-fluoro-6-chloro-isoAMT), and PNU-181731; serotonin 5-HT6 receptor modulators; and dual monoamine releasing agents and serotonin receptor agonists like isoAMT (PAL-569). JRT is the isotryptamine analogue of LSD Lysergic acid diethylamide, commonly known as LSD (from German ; often referred to as acid or lucy), is a semisynthetic, hallucinogenic compound derived from ergot, known for its powerful psychological effects and serotonergic activity. I ... and may be considered ...
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6-MeO-isoDMT
6-MeO-isoDMT, or 6-OMe-isoDMT, also known as 6-methoxy-''N'',''N''-dimethylisotryptamine, is a serotonin 5-HT2A receptor agonist, putative serotonergic psychedelic, and psychoplastogen of the isotryptamine group. It is the isotryptamine analogue of the psychedelic 5-MeO-DMT and is a positional isomer of the non-hallucinogenic psychoplastogen 5-MeO-isoDMT. The drug has been found to substitute for DOM and hence to produce hallucinogen-like effects in animal drug discrimination tests. However, it has greatly reduced hallucinogenic potential in terms of the head-twitch response, a behavioral proxy of psychedelic effects, compared to 5-MeO-DMT. It has even been described as "non-hallucinogenic" in at least one publication, although this does not strictly seem to be true. Conversely, 6-MeO-isoDMT has comparable psychoplastogenic potency and effects compared to 5-MeO-DMT. These effects are blocked by the serotonin 5-HT2A receptor antagonist ketanserin. Certain analogues of 6-MeO-i ...
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5-MeO-isoDMT
5-MeO-isoDMT, or 5-OMe-isoDMT, also known as 5-methoxy-''N'',''N''-dimethylisotryptamine, is a putatively non-hallucinogenic serotonin 5-HT2A receptor agonist and psychoplastogen of the isotryptamine group. It is the isotryptamine analogue of the non-hallucinogenic 6-MeO-DMT and is a positional isomer of the psychedelic 6-MeO-isoDMT. The drug does not substitute for serotonergic psychedelics in animal drug discrimination tests and does not produce the head-twitch response, a behavioral of psychedelic effects, at any dose. Hence, it appears to be non-hallucinogenic. On the other hand, 5-MeO-isoDMT has comparable psychoplastogenic potency and effects compared to the psychedelic 5-MeO-DMT. These effects are blocked by the serotonin 5-HT2A receptor antagonist ketanserin. Certain analogues and derivatives of 5-MeO-isoDMT, like isoDMT and the α-methylated zalsupindole (DLX-001; AAZ-A-154; (''R'')-5-MeO-α-methyl-isoDMT), likewise produce no head-twitch response, whereas 6-MeO-iso ...
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Zalsupindole
Zalsupindole,https://iris.who.int/bitstream/handle/10665/380497/9789240107038-eng.pdf "zalsupindolum zalsupindole (2R)-1-(5-methoxy-1H-indol-1-yl)-N,N-dimethylpropan-2-amine antidepressant" also known by its developmental code names DLX-001 and AAZ-A-154 and as (''R'')-5-methoxy-''N'',''N''-dimethyl-α-methylisotryptamine, is a novel isotryptamine derivative which acts as a serotonin 5-HT2A receptor agonist discovered and synthesized by the lab of Professor David E. Olson at the University of California, Davis. It is being developed for the treatment of major depressive disorder and other central nervous system disorders. Pharmacology Animal studies suggest that it produces antidepressant effects without the psychedelic action typical of drugs from this class. In tests, zalsupindole had antidepressant-like effects in mice without causing the head-twitch response linked to hallucinogenic effects. Due to the rapidly-induced and enduring neuroplasticity, zalsupindole is a member ...
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JRT (drug)
JRT is a serotonin receptor modulator and putative serotonergic psychedelic and psychoplastogen related to lysergic acid diethylamide (LSD). It is the analogue of LSD in which the embedded tryptamine structure within the ergoline ring system of LSD has been replaced with an isotryptamine structure. It acts as a non-selective serotonin receptor modulator, including as a partial agonist of the serotonin 5-HT2A receptor and as an agonist or antagonist of various other serotonin receptors. The drug has psychedelic-like, psychoplastogenic, antipsychotic-like, antidepressant-like, and pro-cognitive effects in animals and preclinical studies, whilst lacking apparent pro-psychotic-like effects. It has significant but reduced psychedelic-like effects compared to LSD. JRT was first described in the scientific literature by 2022. It was developed by David E. Olson and colleagues in association with Delix Therapeutics. The drug is being investigated as a possible treatment for schiz ...
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Monoamine Releasing Agent
A monoamine releasing agent (MRA), or simply monoamine releaser, is a drug that induces the release of one or more monoamine neurotransmitters from the presynaptic neuron into the synapse, leading to an increase in the extracellular concentrations of the neurotransmitters and hence enhanced signaling by those neurotransmitters. The monoamine neurotransmitters include serotonin, norepinephrine, and dopamine; MRAs can induce the release of one or more of these neurotransmitters. MRAs work by reversing the direction of the monoamine transporters (MATs), including the serotonin transporter (SERT), norepinephrine transporter (NET), and/or dopamine transporter (DAT), causing them to promote efflux of non-vesicular cytoplasmic monoamine neurotransmitter rather than reuptake of synaptic monoamine neurotransmitter. Many, but not all MRAs, also reverse the direction of the vesicular monoamine transporter 2 (VMAT2), thereby additionally resulting in efflux of vesicular monoamine neuro ...
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Ro60-0175
Ro60-0175, also known as (''S'')-5,6-difluoroindolmethylethylamine, is a serotonin receptor agonist of the isotryptamine group developed by Hoffmann–La Roche, which has applications in scientific research. It acts as a potent and selective agonist of both the serotonin 5-HT2B and 5-HT2C receptor subtypes, with good selectivity over the closely related serotonin 5-HT2A subtype, and little or no affinity at other receptors. However, Ro60-0175 also activates the serotonin 5-HT2A receptor less potently than the serotonin 5-HT2B and 5-HT2C receptors. In combination with the selective serotonin 5-HT2C receptor antagonist SB-242084, Ro60-0175 robustly induces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents. This effect is abolished by addition of the selective serotonin 5-HT2A receptor antagonist ketanserin or volinanserin. The preceding findings suggest that Ro60-0175 may be a serotonergic psychedelic and may have hallucinogenic effects in hu ...
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Cyclic Compound
A cyclic compound (or ring compound) is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon (i.e., are carbocycles), none of the atoms are carbon (inorganic cyclic compounds), or where both carbon and non-carbon atoms are present ( heterocyclic compounds with rings containing both carbon and non-carbon). Depending on the ring size, the bond order of the individual links between ring atoms, and their arrangements within the rings, carbocyclic and heterocyclic compounds may be aromatic or non-aromatic; in the latter case, they may vary from being fully saturated to having varying numbers of multiple bonds between the ring atoms. Because of the tremendous diversity allowed, in combination, by the valences of common atoms and their ability to form rings, the number of possible cyclic structures, even of ...
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Serotonin Receptor Agonist
A serotonin receptor agonist is an agonist of one or more serotonin receptors. They activate serotonin receptors in a manner similar to that of serotonin (5-hydroxytryptamine; 5-HT), a neurotransmitter and hormone and the endogenous ligand of the serotonin receptors. Non-selective agonists Serotonergic psychedelics such as tryptamines (e.g., psilocybin, psilocin, , 5-MeO-DMT, bufotenin), lysergamides (e.g., , ergine ()), phenethylamines (e.g., mescaline, 2C-B, 25I-NBOMe), and amphetamines (e.g., , ) are non-selective agonists of serotonin receptors. Their hallucinogenic effects are specifically mediated by activation of the 5-HT2A receptor. Drugs that increase extracellular serotonin levels such as serotonin reuptake inhibitors (e.g., fluoxetine, venlafaxine), serotonin releasing agents (e.g., fenfluramine, ), and monoamine oxidase inhibitors (e.g., phenelzine, moclobemide) are indirect non-selective serotonin receptor agonists. They are used variously as antidepressant ...
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Receptor Modulator
A receptor modulator, or receptor ligand, is a general term for a substance, endogenous or exogenous, that binds to and regulates the activity of chemical receptors. They are ligands that can act on different parts of receptors and regulate activity in a positive, negative, or neutral direction with varying degrees of efficacy. Categories of these modulators include receptor agonists and receptor antagonists, as well as receptor partial agonists, inverse agonists, orthosteric modulators, and allosteric modulators, Examples of receptor modulators in modern medicine include CFTR modulators, selective androgen receptor modulators (SARMs), and muscarinic ACh receptor modulators. Categorization and function Currently, receptor modulators are categorized in the Agonist, Partial Agonist, Selective Tissue Modulators, Antagonist, and Inverse Agonist categories in terms of the effect they cause. They are further divided into Orthosteric or Allosteric Modulators according to how they effect ...
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