2-HO-NMT
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2-HO-NMT
2-Hydroxy-''N''-methyltryptamine (2-HO-NMT) is a tryptamine and is the 2- hydroxy analog of ''N''-methyltryptamine (NMT). It is briefly mentioned in Alexander Shulgin's book ''TiHKAL'' (Tryptamines I Have Known and Loved) under the DMT entry and is stated to be found in '' Desmanthus illinoensis''. See also * 2-Methyltryptamine * NMT *DMT Dimethyltryptamine (DMT), also known as ''N'',''N''-dimethyltryptamine (''N'',''N''-DMT), is a serotonergic hallucinogen and investigational drug of the tryptamine family that occurs naturally in many plants and animals, including humans. D ... References Hydroxyarenes N-Monoalkyltryptamines {{Psychoactive-stub ...
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2-Methyltryptamine
2-Methyltryptamine (2-MT, 2-Me-T, or 2-methyl-T) is a serotonin receptor agonist of the substituted tryptamine, tryptamine family. It shows dramatically reduced activity at serotonin receptors compared to tryptamine and mixed effects in terms of head-twitch response, psychedelic-like effects in animals. Pharmacology 2-MT shows affinity (pharmacology), affinity (Ki) for the serotonin 5-HT1A receptor, 5-HT1A and 5-HT2A receptor, 5-HT2A receptors, with Ki values of 1,095nM and 7,774nM, respectively. These affinities were respectively 34-fold and 3.2-fold lower than those of tryptamine in the same study. It also acts as an agonist of the serotonin 5-HT1A and 5-HT2A receptors, with values of 12,534nM and 4,598nM, respectively. These receptor activation, activational potency (pharmacology), potencies were respectively 14-fold and 19-fold lower than those of tryptamine in the same study. It does not produce conditioned place preference (CPP), self-administration, or changes in locomoto ...
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Tryptamine
Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the first one being the heterocyclic nitrogen). The structure of tryptamine is a shared feature of certain aminergic neuromodulators including melatonin, serotonin, bufotenin and psychedelic derivatives such as dimethyltryptamine (DMT), psilocybin, psilocin and others. Tryptamine has been shown to activate serotonin receptors and trace amine-associated receptors expressed in the mammalian brain, and regulates the activity of dopaminergic, serotonergic and glutamatergic systems. In the human gut, bacteria convert dietary tryptophan to tryptamine, which activates 5-HT4 receptors and regulates gastrointestinal motility. Multiple tryptamine-derived drugs have been developed to treat migraines, while trace amine-associated receptors are bei ...
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Hydroxy Group
In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy groups. Both the negatively charged anion , called hydroxide, and the neutral radical , known as the hydroxyl radical, consist of an unbonded hydroxy group. According to IUPAC definitions, the term ''hydroxyl'' refers to the hydroxyl radical () only, while the functional group is called a ''hydroxy group''. Properties Water, alcohols, carboxylic acids, and many other hydroxy-containing compounds can be readily deprotonated due to a large difference between the electronegativity of oxygen (3.5) and that of hydrogen (2.1). Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack thi ...
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Structural Analog
A structural analog, also known as a chemical analog or simply an analog, is a chemical compound, compound having a chemical structure, structure similar to that of another compound, but differing from it in respect to a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are often isoelectronicity, isoelectronic. Despite a high chemical similarity, structural analogs are not necessarily functional analog (chemistry), functional analogs and can have very different physical, chemical, biochemical, or pharmacological properties. In drug discovery, either a large series of structural analogs of an initial lead compound are created and tested as part of a structure–activity relationship study or a database is virtual screening, screened for structural analogs of a ...
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N-Methyltryptamine
''N''-Methyltryptamine (NMT), also known as monomethyltryptamine, is a chemical compound of the tryptamine family and a naturally occurring compound found in the human body and certain plants. It is biosynthesized in humans from tryptamine by certain ''N''-methyltransferase enzymes, such as indolethylamine ''N''-methyltransferase. It is a known component in human urine. NMT is an alkaloid derived from L-tryptophan that has been found in the bark, shoots and leaves of several plant genera, including '' Virola'', ''Acacia'', '' Mimosa'', and '' Desmanthus''—often together with the related compounds ''N'',''N''-dimethyltryptamine (DMT) and 5-methoxy-''N'',''N''-dimethyltryptamine (5-MeO-DMT). NMT acts as a serotonin receptor agonist and serotonin releasing agent and is said to produce hallucinogenic effects in humans. Effects Orally administered NMT appears to produce no psychoactive effects, likely as a result of extensive first-pass metabolism. Per Roger W. Brimbl ...
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Alexander Shulgin
Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and pharmacology of such agents—in his mid-life and later, many through preparation in his home laboratory, and testing on himself. He is acknowledged to have introduced to broader use, in the late 1970s, the previously-synthesized compound MDMA ("ecstasy"), in research psychopharmacology and in combination with conventional therapy, the latter through presentations and academic publications, including to psychologists; and for the rediscovery, occasional discovery, and regular synthesis and personal use and distribution, of possibly hundreds of Psychoactive drug, psychoactive compounds (for their Psychedelic drug, psychedelic and MDMA-like empathogenic bioactivity, bioactivities). As such, Shulgin is seen both as a pioneering and a controversi ...
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TiHKAL
''TiHKAL: The Continuation'' is a 1997 book written by Alexander Shulgin and Ann Shulgin about a family of psychoactive drugs known as tryptamines. A sequel to '' PiHKAL: A Chemical Love Story'', ''TiHKAL'' is an acronym that stands for "Tryptamines I Have Known and Loved". Content ''TIHKAL'', much like its predecessor ''PIHKAL'', is divided into two parts. The first part, for which all rights are reserved, begins with a fictionalized autobiography, picking up where the similar section of ''PIHKAL'' left off; it then continues with a collection of essays on topics ranging from psychotherapy and the Jungian mind to the prevalence of DMT in nature, ayahuasca and the War on Drugs. The second part of ''TIHKAL'', which may be conditionally distributed for non-commercial reproduction , is a detailed synthesis manual for 55 psychedelic compounds (many discovered by Alexander Shulgin himself), including their chemical structures, dosage recommendations, and qualitative comments. Shul ...
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Dimethyltryptamine
Dimethyltryptamine (DMT), also known as ''N'',''N''-dimethyltryptamine (''N'',''N''-DMT), is a Psychedelic drug, serotonergic hallucinogen and Investigational New Drug, investigational drug of the substituted tryptamine, tryptamine family that natural product, occurs naturally in many plants and animals, including humans. DMT is used as a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen. DMT has a rapid onset of action, onset, intense effects, and a relatively short duration of action. For those reasons, DMT was known as the "businessman's trip" during the 1960s in the United States, as a user could access the full depth of a psychedelic experience in considerably less time than with other substances such as Lysergic acid diethylamide, LSD or psilocybin mushrooms. DMT can be inhaled or injected and its effects depend on the dose, as well as the mode of administration. When inhaled or injected, the effects last about five to fifteen minutes ...
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Desmanthus Illinoensis
''Desmanthus'' is a genus of flowering plants in the mimosoid clade of the subfamily Caesalpinioideae of the pea family, Fabaceae. The name is derived from the Greek words δεσμός (''desmos''), meaning "bundle", and ἄνθος (''anthos''), meaning "flower". It contains about 24 species of herbs and shrubs that are sometimes described as being suffruticose and have bipinnate leaves. ''Desmanthus'' is closely related to ''Leucaena'' and in appearance is similar to '' Neptunia''. Like ''Mimosa'' and ''Neptunia'', ''Desmanthus'' species fold their leaves in the evening. They are native to Mexico and North, Central and South America. Members of the genus are commonly known as bundleflowers. Donkey beans is another common name and originated in Central America, where ''Desmanthus'' species are highly regarded as fodder for these domestic draught animals. Description There are considerable differences in the descriptions of ''Desmanthus'' in the literature (see B ...
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Hydroxyarenes
Phenol (also known as carbolic acid, phenolic acid, or benzenol) is an aromatic organic compound with the molecular formula . It is a white crystalline solid that is volatile and can catch fire. The molecule consists of a phenyl group () bonded to a hydroxy group (). Mildly acidic, it requires careful handling because it can cause chemical burns. It is acutely toxic and is considered a health hazard. Phenol was first extracted from coal tar, but today is produced on a large scale (about 7 million tonnes a year) from petroleum-derived feedstocks. It is an important industrial commodity as a precursor to many materials and useful compounds, and is a liquid when manufactured. It is primarily used to synthesize plastics and related materials. Phenol and its chemical derivatives are essential for production of polycarbonates, epoxies, explosives such as picric acid, Bakelite, nylon, detergents, herbicides such as phenoxy herbicides, and numerous pharmaceutical dru ...
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