Dimethoxyphenethylamine
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Dimethoxyphenethylamine
Dimethoxyphenethylamine may refer to: * 2,3-Dimethoxyphenethylamine (2,3-DMPEA; DMPEA-2) * 2,4-Dimethoxyphenethylamine (2,4-DMPEA; DMPEA-3) * 2,5-Dimethoxyphenethylamine (2C-H; 2,5-DMPEA; DMPEA-4) * 2,6-Dimethoxyphenethylamine (2,6-DMPEA; DMPEA-5) * 3,4-Dimethoxyphenethylamine (3,4-DMPEA; DMPEA; DMPEA-1) * 3,5-Dimethoxyphenethylamine (3,5-DMPEA; DMPEA-6) See also * Substituted methoxyphenethylamine * Methoxyphenethylamine * Trimethoxyphenethylamine * Methoxyamphetamine * Dimethoxyamphetamine * Trimethoxyamphetamine 3,4,5-Trimethoxyamphetamine (TMA, TMA-1, or 3,4,5-TMA), also known as α-methylmescaline or mescalamphetamine, is a psychedelic drug of the phenethylamine and amphetamine families. It is one of the trimethoxyamphetamine (TMA) series of positiona ... {{Phenethylamines Methoxyphenethylamines ...
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3,5-Dimethoxyphenethylamine
3,5-Dimethoxyphenethylamine (3,5-DMPEA), also known as DMPEA-6 or as 4-desmethoxymescaline, is an alkaloid of the phenethylamine family related to mescaline (3,4,5-trimethoxymescaline). It naturally occurs in the cactus ''Pelecyphora aselliformis''. The effects of 3,5-DMPEA in humans are unknown. The compound may be considered the parent compound of the substituted mescaline analogues (4-substituted 3,5-dimethoxyphenethylamines or "scalines"). See also * Substituted methoxyphenethylamine * Dimethoxyphenethylamine Dimethoxyphenethylamine may refer to: * 2,3-Dimethoxyphenethylamine (2,3-DMPEA; DMPEA-2) * 2,4-Dimethoxyphenethylamine (2,4-DMPEA; DMPEA-3) * 2,5-Dimethoxyphenethylamine (2C-H; 2,5-DMPEA; DMPEA-4) * 2,6-Dimethoxyphenethylamine (2,6-DMPEA; DMPEA ... * 2,5-Dimethoxyphenethylamine (2,5-DMPEA; 2C-H) * 3,5-Dimethoxyamphetamine (3,5-DMA) References External links 3,5-DMPEA - Isomer Design Methoxyphenethylamines Phenethylamine alkaloids Scalines {{Alkalo ...
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2,3-Dimethoxyphenethylamine
2,3-Dimethoxyphenethylamine (2,3-DMPEA), also known as DMPEA-2, is a drug of the phenethylamine family related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). It is one of the positional isomers of dimethoxyphenethylamine. In contrast to various other phenethylamines like β-phenethylamine and amphetamine, it showed little activity in terms of induction of norepinephrine release ''in vitro''. The effects of 2,3-DMPEA in humans have not been reported and are unknown. 2,3-DMPEA was first described in the scientific literature by at least 1965. It was included as an entry in Alexander Shulgin's 2011 book '' The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds''. See also * Substituted methoxyphenethylamine * Dimethoxyphenethylamine Dimethoxyphenethylamine may refer to: * 2,3-Dimethoxyphenethylamine (2,3-DMPEA; DMPEA-2) * 2,4-Dimethoxyphenethylamine (2,4-DMPEA; DMPEA-3) * 2,5-Dimethoxyphenethylamine (2C-H; 2,5-DMPEA; DMPEA-4) * 2, ...
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2,4-Dimethoxyphenethylamine
2,4-Dimethoxyphenethylamine (2,4-DMPEA), also known as DMPEA-3, is a drug of the phenethylamine family related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). It is one of the positional isomers of dimethoxyphenethylamine. The ''in-vitro'' metabolism of 2,3-DMPEA and its effects on cat behavior have been studied. The drug is known to act as a low-potency partial agonist of the serotonin 5-HT2A receptor (Ki = 202–999nM; = 832–4,034nM; = 67–83%). The effects of 2,4-DMPEA in humans have not been reported and are unknown. 2,4-DMPEA was first described in the scientific literature by at least 1964. It was included as an entry in Alexander Shulgin's 2011 book '' The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds''. NBOMe and NBOH derivatives with potent serotonin 5-HT2A receptor agonism, such as 24-NBOMe and 24-NBOH, have been synthesized and studied. See also * Substituted methoxyphenethylamine * Dimethoxyphenethylamine Dim ...
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2,6-Dimethoxyphenethylamine
2,6-Dimethoxyphenethylamine (2,6-DMPEA), also known as DMPEA-5, is a drug of the phenethylamine family related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). It is one of the positional isomers of dimethoxyphenethylamine. Its ''in-vitro'' metabolism and effects on cat behavior have been described. The drug showed no activity as a norepinephrine reuptake inhibitor or releasing agent ''in vitro''. It is relatively unaffected by monoamine oxidase (MAO) and is said to be behaviorally inactive in animals. The effects of 2,6-DMPEA in humans have not been reported and are unknown. 2,6-DMPEA was first described in the scientific literature by at least 1962. It was included as an entry in Alexander Shulgin's 2011 book '' The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds''. Notable derivatives of 2,6-DMPEA include the psychedelic and related drugs Ψ-2C-T-4 (psi-2C-T-4), ψ-DOM (psi-DOM), and CT-5172. See also * Substituted methoxyphene ...
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2,5-Dimethoxyphenethylamine
2C-H, also known as 2,5-dimethoxyphenethylamine (2,5-DMPEA), is a lesser-known drug of the phenethylamine and 2C (4-substituted 2,5-dimethoxyphenethylamine) families. It is the parent compound of the 2C drugs. Use and effects There is no record of 2C-H trials in humans, as it would likely be destroyed by monoamine oxidase enzymes before causing any significant psychoactive effects. In the book ''PiHKAL'', Alexander Shulgin lists both the dosage and duration of 2C-H effects as unknown. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-H. Pharmacology 2C-H acts as a partial agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors, albeit with far lower potency than other 2C drugs. It also shows affinity for the serotonin 5-HT1A receptor, higher than that of any other 2C drug. The drug exhibits agonist activity ''in vitro'' at the human trace amine associated receptor 1 (TAAR1). 2C-H produces visual and auditory changes ...
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Dimethoxyamphetamine
Dimethoxyamphetamine (DMA) is a series of six lesser-known psychedelic drugs similar in structure to the three isomers of methoxyamphetamine and six isomers of trimethoxyamphetamine. The isomers are 2,3-DMA, 2,4-DMA, 2,5-DMA, 2,6-DMA, 3,4-DMA, and 3,5-DMA. Three of the isomers were characterized by Alexander Shulgin in his book ''PiHKAL''. Little is known about their dangers or toxicity. Pharmacology 3,4-DMA, 2,4-DMA, 2,5-DMA, and their ''N''-methyl analogues all fail to produce stimulus generalization to dextroamphetamine in rodent drug discrimination tests, suggesting that they lack psychostimulant- or amphetamine-like effects, at least in rodents. This is in contrast to 2-methoxyamphetamine (OMA), 3-methoxyamphetamine (MMA), and 4-methoxyamphetamine (PMA), which all produce substitution for dextroampehtamine, albeit with far lower potency than amphetamine, methamphetamine, and other stimulants. Positional isomers 2,4-DMA * ''Dosage'': 60 mg or greater * ''Du ...
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Substituted Methoxyphenethylamine
Methoxyphenethylamines (MPEAs), as well as methoxyamphetamines (MAs) in the case of the amphetamine (α-methylphenethylamine) homologues, are substituted phenethylamines with one or more methoxy groups. In some cases, one or more of the methoxy groups may also be extended to form other alkoxy and related groups such as ethoxy or propoxy. Methoxyphenethylamines may have additional substitutions as well. Many methoxyphenethylamines that have multiple methoxy groups in the 2- through 5-positions of the phenyl ring, for instance mescaline, 2C-B, TMA, DOM, and 25I-NBOMe, are serotonin 5-HT2A receptor agonists and serotonergic psychedelics. Other methoxyphenethylamines, particularly monomethoxyamphetamines like ''para''-methoxyamphetamine (PMA), are monoamine releasing agents of serotonin, norepinephrine, and/or dopamine, with stimulant and/or entactogen-related effects. Compounds closely related to methoxyphenethylamines include methylenedioxyphenethylamines (MDxx) like M ...
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Methoxyphenethylamine
Methoxyphenethylamine, or monomethoxyphenethylamine, may refer to: * 2-Methoxyphenethylamine (2-MPEA) * 3-Methoxyphenethylamine (3-MPEA) * 4-Methoxyphenethylamine (4-MPEA) See also * Substituted methoxyphenethylamine * Dimethoxyphenethylamine * Trimethoxyphenethylamine * Methoxyamphetamine * Dimethoxyamphetamine * Trimethoxyamphetamine 3,4,5-Trimethoxyamphetamine (TMA, TMA-1, or 3,4,5-TMA), also known as α-methylmescaline or mescalamphetamine, is a psychedelic drug of the phenethylamine and amphetamine families. It is one of the trimethoxyamphetamine (TMA) series of positiona ... {{Chemistry index Methoxyphenethylamines ...
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Trimethoxyphenethylamine
Trimethoxyphenethylamines (TMPEA) are a group of positional isomers of the psychedelic cactus alkaloid mescaline. Some of them are described in the book PiHKAL by Alexander Shulgin and Ann Shulgin. * 2,3,4-trimethoxyphenethylamine ( Isomescaline) * 2,3,5-trimethoxyphenethylamine ( 2C-TMA-4) * 2,3,6-trimethoxyphenethylamine ( 2C-TMA-5) * 2,4,5-trimethoxyphenethylamine ( 2C-O) * 2,4,6-trimethoxyphenethylamine ( 2C-TMA-6) * 3,4,5-trimethoxyphenethylamine (Mescaline) * 4-bromo-2,5,beta-trimethoxyphenethylamine (BOB (psychedelic)) * 4-methyl-2,5,β-trimethoxyphenethylamine ( BOD (psychedelic)) * N-(2-methoxybenzyl)-3,4,5-trimethoxyphenethylamine ( NBOMe-mescaline) See also * Substituted methoxyphenethylamine * Methoxyphenethylamine * Dimethoxyphenethylamine * Methoxyamphetamine * Dimethoxyamphetamine * Trimethoxyamphetamine 3,4,5-Trimethoxyamphetamine (TMA, TMA-1, or 3,4,5-TMA), also known as α-methylmescaline or mescalamphetamine, is a psychedelic drug of the phenethylamine and amp ...
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Methoxyamphetamine
Methoxyamphetamine may refer to: * 2-Methoxyamphetamine (2-MA) or ''ortho''-methoxyamphetamine (OMA) * 3-Methoxyamphetamine (3-MA) or ''meta''-methoxyamphetamine (MMA) * 4-Methoxyamphetamine (4-MA) or ''para''-methoxyamphetamine (PMA) See also * Substituted methoxyphenethylamine * Dimethoxyamphetamine * Trimethoxyamphetamine * Methoxyphenethylamine * Dimethoxyphenethylamine * Trimethoxyphenethylamine Trimethoxyphenethylamines (TMPEA) are a group of positional isomers of the psychedelic cactus alkaloid mescaline. Some of them are described in the book PiHKAL by Alexander Shulgin and Ann Shulgin. * 2,3,4-trimethoxyphenethylamine ( Isomescaline) * ... {{Chemistry index Methoxyphenethylamines Substituted amphetamines ...
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Trimethoxyamphetamines
Trimethoxyamphetamines (TMAs) are a family of positional isomer, positionally isomeric psychedelic drug, psychedelic hallucinogenic drug, hallucinogenic psychoactive drug, drugs. There exist six different TMAs that differ only in the positions of the three methoxy Functional group, groups: 3,4,5-trimethoxyamphetamine, TMA (TMA-1), 2,4,5-trimethoxyamphetamine, TMA-2, TMA-3, TMA-4, TMA-5, and TMA-6. The TMAs are substituted amphetamines and are structural analog, analogues of the phenethylamine cactus alkaloid mescaline and the DOx drugs. The mechanism of action of the TMAs is different from that of the unsubstituted compound amphetamine, probably involving agonist activity on serotonin receptors such as the 5-HT2A receptor, 5-HT2A receptors instead of the monoamine releasing agent actions typical of most amphetamines. This action on serotonergic receptors likely underlies the psychedelic effects of these compounds. TMA was first chemical synthesis, synthesized by Hey, in 1947. Synt ...
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