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Encyclopedia > Alphamethyltryptamine
α-Methyl-tryptamine
Chemical formula C11H14N2
Molecular mass 174.24 g/mol
SMILES NC(C)CC1=CNC2=C1C=CC=C2
chemical structure of α-methyltryptamine


α-methyl-tryptamine, also known as α-MT or IT-290, is a synthetic drug of the tryptamine family. First developed as an antidepressant, in the 1960s it was produced commercially for this purpose in the Soviet Union under the trade name "Indopan" in 5mg and 10mg pills. Like many other tryptamines, at sufficient dosages it is a psychedelic hallucinogen. Its effects can last for 18 to 24 hours. It also acts as a monoamine oxidase inhibitor and a stimulant, the latter property possibly being related to similarities in chemical structure to amphetamine. On 4 April 2003, an emergency United States DEA order resulted in α-MT being placed, along with 5-MeO-DIPT, on Schedule I of the Controlled Substances Act. A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... See also Avogadros number Atomic mass unit Dalton (unit) External links Learning by Simulations Calculation of Molecular Formulas from Molecular Masses Categories: Chemistry stubs | Mass | Chemical properties ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII alpha-numeric strings. ... Image:AMT.png - Wikipedia /**/ @import /skins/monobook/IE50Fixes. ... A psychoactive drug or psychotropic substance is a chemical that alters brain function, resulting in temporary changes in perception, mood, consciousness, or behaviour. ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... An antidepressant is a medication designed to treat or alleviate the symptoms of clinical depression. ... The 1960s in its most obvious sense refers to the decade between 1960 and 1969, but the expression has taken on a wider meaning over the past twenty years. ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... The psychedelic (from the Greek words for mind, ψυχη psyche, and manifest, δηλειν delein) drugs are classified as those whose primary action is that of enhancing or amplifying the thought processes of the brain. ... Certain drugs can affect the subjective qualities of perception, thought or emotion, resulting in altered interpretations of sensory input, alternate states of consciousness, or hallucinations. ... Monoamine oxidase inhibitors (MAOIs) are a class of antidepressant drugs prescribed for the treatment of depression. ... A stimulant is a drug that increases the activity of the sympathetic nervous system and produces a sense of euphoria or awakeness. ... Amphetamine is a synthetic drug originally developed (and still used) as an appetite suppressant. ... 2003 (MMIII) is a common year starting on Wednesday of the Gregorian calendar. ... Since 1973, the DEA has enforced the drug laws in the United States. ... 5-MeO-DiPT is a tryptamine also known as Foxy Methoxy or just foxy due to its supposed aphrodisiac-like effects, although it is primarily used recreationally as a psychedelic. ... The Controlled Substances Act (CSA) was enacted into law by the Congress of the United States as Title II of the Comprehensive Drug Abuse Prevention and Control Act of 1970. ...

Contents


Chemistry

α-Methyl-tryptamine is chemically related to serotonin, an important neurotransmitter. It acts by mimicking the effects of serotonin at the 5-HT2 receptor and by interfering with neurotransmitter reuptake and degradation mechanisms. α-MT has a stereocenter, and S-(+)-α-MT is the more active stereoisomer. In chemistry a methyl-group is a hydrophobic Alkyl functional group which is derived from methane (CH4). ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... Serotonin (5-hydroxytryptamine, or 5-HT) is a monoamine neurotransmitter synthesised in serotonergic neurons in the central nervous system and enterochromaffin cells in the gastrointestinal tract. ... Neurotransmitters are chemicals that are used to relay, amplify and modulate electrical signals between a neuron and another cell. ... In the field of neurochemistry, 5-HT receptors are receptors for the neurotransmitter and peripheral signal mediator serotonin, also known as 5-hydroxytryptamine or 5-HT. 5-HT receptors are located on the cell membrane of nerve cells and other cell types in animals and mediate the effects of serotonin... Reuptake is the reabsorption of a neurotransmitter by the molecular transporter of a pre-synaptic neuron after it has performed its function of transmitting a neural impulse. ... In chemistry and biology, degradation is the decomposition of a chemical compound by stages, with well-defined intermediate products. ... A stereocenter is a carbon atom in a chemical compound that has four different types of atoms or groups of atoms attached to each side of it. ... Stereoisomerism is the arrangement of atoms in molecules whose connectivity remains the same but their arrangement in space is different in each isomer. ...


Dosage

An oral dosage of 5-10mg will produce a stimulating effect, and 20-30mg usually results in hallucinogenic and entheogenic effects that can last 24 hours. Some users have been known to use large amounts of α-MT, and report dosages of up to 150mg being taken. The freebase can also be smoked, and 5-20mg is generally used. Oral (Russian: Уральск, Uralsk, also spelled Uralsk) is a city in western Kazakhstan, along the Ural (Zhayyq) River. ... The milligram (symbol mg) is an SI unit of mass. ... A stimulant is a drug that increases the activity of the sympathetic nervous system and produces a sense of euphoria or awakeness. ... Hallucinogenic drugs or hallucinogens are drugs that can alter sensory perceptions, elicit alternate states of consciousness, or cause hallucinations. ... This entry covers entheogens in the strict sense of the word (i. ... Freebase refers to the standalone basic form of an alkaloid, as opposed to its salt form. ... Wikibooks Cookbook has more about this subject: Smoking Smoking is the process of curing, cooking, or seasoning food by exposing it for long periods of time to the smoke from a wood fire. ...


See also

Alpha-ethyltryptamine - Wikipedia /**/ @import /skins/monobook/IE50Fixes. ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... Indole is an aromatic heterocyclic organic compound. ...

External links


TiHKAL is a 1997 book written by Dr Alexander Shulgin and Ann Shulgin about tryptamines. ...

Psychedelic tryptamines edit

4-Acetoxy-DET | 4-Acetoxy-DIPT | α-ET | α-MT | Baeocystin | Bufotenin | DET | DIPT | DMT | DPT | EIPT | Ethocin | Iprocin | MET | MIPT |5-MeO-α-ET | 5-MeO-α-MT | 5-MeO-DALT | 5-MeO-DET | 5-MeO-DIPT | 5-MeO-DMT | 5-MeO-DPT | 5-MeO-MIPT | Miprocin | Norbaeocystin | Psilocin | Psilocybin | Serotonin | Tryptamine Certain drugs can affect the subjective qualities of perception, thought or emotion, resulting in altered interpretations of sensory input, alternate states of consciousness, or hallucinations. ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... 4-Acetoxy-DET (4-Acetoxy-N,N-Diethyltryptamine) is a psychedelic alkaloid of the tryptamine family, and classified as a research chemical. ... 4-Acetoxy-DIPT (4-acetoxy-N,N-diisopropyltryptamine) is a hallucinogenic tryptamine. ... Alpha-ethyltryptamine - Wikipedia /**/ @import /skins/monobook/IE50Fixes. ... Baeocystin is a mushroom alkaloid and analog of the psychedelic hallucinogenic drug psilocybin. ... Bufotenin, also spelled bufotenine, is also known under the names 5-hydroxy-DMT (5-OH-DMT) or dimethyl-serotonin and is a tryptamine related to the neurotransmitter serotonin. ... DET or diethyl-tryptamine is an orally active hallucinogenic drug and psychedelic compound of moderate duration. ... DIPT or diisopropyltryptamine is a psychedelic hallucinogenic drug of the tryptamine family that has a unique effect. ... Dimethyltryptamine, also known as DMT or N,N-dimethyltryptamine, is an indole, similar in structure to the neurotransmitter serotonin, created during normal metabolism in low amounts by the human body. ... Dipropyltryptamine (DPT) is a psychedelic and entheogenic hallucinogenic drug belonging to the tryptamine family. ... EIPT is a chemical in the tryptamine family, and produces psychedelic and hallucinogenic effects. ... 4-HO-DET, also known as 4-hydroxy-diethyl-tryptamine, CZ-74, or ethocin, is an hallucinogenic drug and psychedelic compound of moderate duration. ... Chemical structure of 4-HO-DIPT 4-HO-DiPT (also known as 4-hydroxy-di-isopropyl-tryptamine, or Iprocin) is a hallucinogenic drug. ... MET (N-methyl-N-ethyltryptamine) is a hallucinogenic tryptamine. ... MIPT (N-methyl-N-isopropyltryptamine) is a entheogenic tryptamine. ... 5-MeO-α-ET is a tryptamine that produces psychedelic, entactogenic, and stimulant effects. ... 5-MeO-AMT is an entheogenic drug soluble in alcohol. ... 5-MeO-DALT (N,N-diallyl-5-methoxytryptamine) is a hallucinogenic tryptamine. ... 5-MeO-DET (5-methoxy-N,N-diethyltryptamine) is a hallucinogenic tryptamine. ... 5-MeO-DiPT is a tryptamine also known as Foxy Methoxy or just foxy due to its supposed aphrodisiac-like effects, although it is primarily used recreationally as a psychedelic. ... 5-MeO-DMT is one of the most potent psychedelic entheogens known to man. ... 5-MeO-DPT (also known as 5-methoxy-N,N-dipropyltryptamine, is a hallucinogenic and entheogenic drug. ... 5-MeO-MIPT (5-methoxy-N-methyl-N-isopropyltryptamine) is a hallucinogenic tryptamine. ... 4-HO-MiPT (4-hydroxy-N,N-methyl-isopropyltryptamine, or Miprocin) is a hallucinogenic drug. ... Norbaeocystin is a mushroom alkaloid and analog of the psychedelic hallucinogenic drug psilocybin. ... Psilocin is a mushroom alkaloid and derivative of the psychedelic hallucinogenic drug psilocybin. ... Psilocybin (4-phosphoryloxy-N, N-dimethyltryptamine) is a psychedelic alkaloid of the tryptamine family. ... Serotonin (5-hydroxytryptamine, or 5-HT) is a monoamine neurotransmitter synthesised in serotonergic neurons in the central nervous system and enterochromaffin cells in the gastrointestinal tract. ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ...


Tryptamines edit

4-Acetoxy-DET | 4-Acetoxy-DIPT | 5-MeO-α-ET | 5-MeO-α-MT | 5-MeO-DALT | 5-MeO-DET | 5-MeO-DIPT | 5-MeO-DMT | 5-MeO-DPT | 5-MeO-MIPT | α-ET | α-MT | Baeocystin | Bufotenin | DET | DIPT | DMT | DPT | EIPT | Ethocin | Ibogaine | Iprocin | MET | MIPT | Miprocin | Melatonin | NMT | Norbaeocystin | Psilocin | Psilocybin | Rizatriptan | Serotonin | Sumatriptan | Tryptamine | Tryptophan Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... 4-Acetoxy-DET (4-Acetoxy-N,N-Diethyltryptamine) is a psychedelic alkaloid of the tryptamine family, and classified as a research chemical. ... 4-Acetoxy-DIPT (4-acetoxy-N,N-diisopropyltryptamine) is a hallucinogenic tryptamine. ... 5-MeO-α-ET is a tryptamine that produces psychedelic, entactogenic, and stimulant effects. ... 5-MeO-AMT is an entheogenic drug soluble in alcohol. ... 5-MeO-DALT (N,N-diallyl-5-methoxytryptamine) is a hallucinogenic tryptamine. ... 5-MeO-DET (5-methoxy-N,N-diethyltryptamine) is a hallucinogenic tryptamine. ... 5-MeO-DiPT is a tryptamine also known as Foxy Methoxy or just foxy due to its supposed aphrodisiac-like effects, although it is primarily used recreationally as a psychedelic. ... 5-MeO-DMT is one of the most potent psychedelic entheogens known to man. ... 5-MeO-DPT (also known as 5-methoxy-N,N-dipropyltryptamine, is a hallucinogenic and entheogenic drug. ... 5-MeO-MIPT (5-methoxy-N-methyl-N-isopropyltryptamine) is a hallucinogenic tryptamine. ... Alpha-ethyltryptamine - Wikipedia /**/ @import /skins/monobook/IE50Fixes. ... Baeocystin is a mushroom alkaloid and analog of the psychedelic hallucinogenic drug psilocybin. ... Bufotenin, also spelled bufotenine, is also known under the names 5-hydroxy-DMT (5-OH-DMT) or dimethyl-serotonin and is a tryptamine related to the neurotransmitter serotonin. ... DET or diethyl-tryptamine is an orally active hallucinogenic drug and psychedelic compound of moderate duration. ... DIPT or diisopropyltryptamine is a psychedelic hallucinogenic drug of the tryptamine family that has a unique effect. ... Dimethyltryptamine, also known as DMT or N,N-dimethyltryptamine, is an indole, similar in structure to the neurotransmitter serotonin, created during normal metabolism in low amounts by the human body. ... Dipropyltryptamine (DPT) is a psychedelic and entheogenic hallucinogenic drug belonging to the tryptamine family. ... EIPT is a chemical in the tryptamine family, and produces psychedelic and hallucinogenic effects. ... 4-HO-DET, also known as 4-hydroxy-diethyl-tryptamine, CZ-74, or ethocin, is an hallucinogenic drug and psychedelic compound of moderate duration. ... Ibogaine is an indole alkaloid. ... Chemical structure of 4-HO-DIPT 4-HO-DiPT (also known as 4-hydroxy-di-isopropyl-tryptamine, or Iprocin) is a hallucinogenic drug. ... MET (N-methyl-N-ethyltryptamine) is a hallucinogenic tryptamine. ... MIPT (N-methyl-N-isopropyltryptamine) is a entheogenic tryptamine. ... 4-HO-MiPT (4-hydroxy-N,N-methyl-isopropyltryptamine, or Miprocin) is a hallucinogenic drug. ... Melatonin, or 5-methoxy-N-acetyltryptamine, is a hormone produced by pinealocytes in the pineal gland, located in the brain, but also in the retina and GI tract. ... NMT (N-Methyltryptamine, monomethyltryptamine) is a tryptamine alkaloid that has been found in the bark, shoots and leaves of several species of Virola, Acacia and Mimosa. ... Norbaeocystin is a mushroom alkaloid and analog of the psychedelic hallucinogenic drug psilocybin. ... Psilocin is a mushroom alkaloid and derivative of the psychedelic hallucinogenic drug psilocybin. ... Psilocybin (4-phosphoryloxy-N, N-dimethyltryptamine) is a psychedelic alkaloid of the tryptamine family. ... Rizatriptan (Maxalt®) is a triptan drug developed by Merck & Co. ... Serotonin (5-hydroxytryptamine, or 5-HT) is a monoamine neurotransmitter synthesised in serotonergic neurons in the central nervous system and enterochromaffin cells in the gastrointestinal tract. ... Sumatriptan (Imitrex®, Imigran®) is a triptan drug originally developed by Glaxo for the treatment of migraine headaches. ... Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ... Tryptophan is an amino acid and essential in human nutrition. ...


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