Diarylethylamine
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Diarylethylamine
1,2-Diphenylethylamine is an organic compound and the parent compound of a group of 1,2-diarylethylamine containing NMDA receptor antagonists and dissociative hallucinogens that includes diphenidine, ephenidine, fluorolintane Fluorolintane (also known as 2-FPPP and 2-F-DPPy) is a dissociative anesthetic drug that has been sold online as a designer drug. Fluorolintane and related diarylethylamines are antagonists of the NMDA receptor and have been studied ''in vitro' ..., and methoxyphenidine among others. References Designer drugs Dissociative drugs NMDA receptor antagonists 1,2-Diarylethylamines Amines {{Organic-compound-stub ...
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1,2-Diarylethylamine
1,2-Diarylethylamines are a class of psychoactive compounds defined by two aryl groups attached to adjacent carbon atoms on an ethylamine backbone. These compounds display a range of pharmacological activities, most notably as NMDA receptor antagonists, and have attracted attention as dissociative designer drugs that produce feelings of detachment from reality or oneself. History The synthesis of diphenidine reported as far back as 1924 by Christiaen. The parent structure of the class, 1,2-diphenylethylamine was first synthesized in the 1940s and showed weak analgesic activity. However it was not until the early 2010s that 1,2-diarylethylamines gained prominence as dissociative designer drugs. This shift occurred following legislative controls on arylcyclohexylamines (such as ketamine and phencyclidine analogues) in the United Kingdom in 2013, which prompted the introduction of diphenidine and related compounds like methoxphenidine (MXP) and ephenidine to the grey market as " ...
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Dissociative Hallucinogen
Dissociatives, colloquially dissos, are a subclass of hallucinogens that distort perception of sight and sound and produce feelings of detachment – dissociation – from the environment and/or self. Although many kinds of drugs are capable of such an effect, dissociatives are unique in that they do so in such a way that they produce hallucinogenic effects, which may include dissociation, a general decrease in sensory experience, hallucinations, dream-like states or anesthesia. Despite most dissociatives' main mechanism of action being tied to NMDA receptor antagonism, some of these substances, which are nonselective in action and affect the dopamine and/or opioid systems, may be capable of inducing more ''direct'' and repeatable euphoria or symptoms which are more akin to the effects of typical " hard drugs" or common drugs of abuse. This is likely why dissociatives are considered to be addictive with a fair to moderate potential for abuse, unlike psychedelics. Despite som ...
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Diphenidine
Diphenidine (1,2-DEP, DPD, DND) is a dissociative anesthetic that has been sold as a designer drug. Diphenidine was first synthesized in 1924 using a Bruylants reaction similar to the one later employed in the discovery of phencyclidine in 1956. Following the 2013 UK ban on arylcyclohexylamines, diphenidine and the related compound methoxphenidine emerged on the grey market. Anecdotal reports indicate that high doses of diphenidine can produce "bizarre somatosensory phenomena and transient anterograde amnesia." Pharmacology Electrophysiological studies show that diphenidine reduces the amplitude of NMDA-mediated fEPSPs to a similar extent as ketamine, although its antagonistic effect has a slower onset. The drug's two enantiomers exhibit markedly different NMDA receptor affinities, with the (S)-enantiomer being approximately 40 times more potent than the (R)-enantiomer. Since diphenidine's emergence in 2013, vendors have claimed it acts on the dopamine transporter, but ...
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Ephenidine
Ephenidine (also known as NEDPA and EPE) is a Dissociative drug, dissociative anesthesia, anesthetic that has been sold online as a designer drug. It is illegal in some countries as a structural isomer of the banned opioid drug lefetamine, but has been sold in countries where it is not yet banned. Pharmacology Pharmacodynamics Ephenidine and related diarylethylamines have been studied in vitro as treatments for neurotoxic injuries, and are Receptor antagonist, antagonists of the NMDA receptor (Ki = 66.4 nM for ephenidine). Ephenidine also possesses weaker affinity for Dopamine transporter, dopamine and norepinephrine transporters (379 nM and 841 nM, respectively) as well as Sigma-1 receptor, σ1R (629 nM) and Sigma-2 receptor, σ2R (722 nM) binding sites. Pharmacokinetics Metabolism Ephenidine's metabolic pathway consists of N-oxidation, N-dealkylation, mono- and bis-hydroxylation of the benzyl ring, and hydroxylation of the phenyl ring only after N-dea ...
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Fluorolintane
Fluorolintane (also known as 2-FPPP and 2-F-DPPy) is a dissociative anesthetic drug that has been sold online as a designer drug. Fluorolintane and related diarylethylamines are antagonists of the NMDA receptor and have been studied ''in vitro'' as potential treatments for neurotoxic injury, depression and as sympathomimetic. See also * AD-1211 * Alpha-D2PV * Diphenidine * Ephenidine * Lanicemine Lanicemine (AZD6765) is a low-trapping NMDA receptor antagonist that was under drug development, development by AstraZeneca for the management of severe and treatment-resistant depression. Lanicemine differs from ketamine in that it is a ''low- ... * Methoxphenidine (MXP) * MT-45 * Prolintane * Remacemide References Designer drugs Dissociative drugs NMDA receptor antagonists 1,2-Diarylethylamines 2-Fluorophenyl compounds Phenyl compounds 1-Pyrrolidinyl compounds {{nervous-system-drug-stub ...
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Methoxyphenidine
Methoxphenidine (methoxydiphenidine, 2-MeO-Diphenidine, MXP) is a dissociative of the diarylethylamine class that has been sold online as a designer drug. Methoxphenidine was first reported in a 1989 patent where it was tested as a treatment for neurotoxic injury. Shortly after the 2013 UK ban on arylcyclohexylamines methoxphenidine and the related compound diphenidine became available on the gray market, where it has been encountered as a powder and in tablet form. Though diphenidine possesses higher affinity for the NMDA receptor, anecdotal reports suggest methoxphenidine has greater oral potency. Of the three isomeric anisyl-substituents methoxphenidine has affinity for the NMDA receptor that is higher than 4-MeO-diphenidine but lower than 3-MeO-diphenidine, a structure–activity relationship shared by the arylcyclohexylamines. Side effects Acute methoxphenidine intoxication has been reported to produce confusion, hypertension, and tachycardia that was responsive to treatm ...
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Dissociative Drugs
Dissociatives, colloquially dissos, are a subclass of hallucinogens that distort perception of sight and sound and produce feelings of detachment – dissociation – from the environment and/or self. Although many kinds of drugs are capable of such an effect, dissociatives are unique in that they do so in such a way that they produce hallucinogenic effects, which may include dissociation, a general decrease in sensory experience, hallucinations, dream-like states or anesthesia. Despite most dissociatives' main mechanism of action being tied to NMDA receptor antagonism, some of these substances, which are nonselective in action and affect the dopamine and/or opioid systems, may be capable of inducing more ''direct'' and repeatable euphoria or symptoms which are more akin to the effects of typical " hard drugs" or common drugs of abuse. This is likely why dissociatives are considered to be addictive with a fair to moderate potential for abuse, unlike psychedelics. Despite som ...
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Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, and even ...
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Parent Compound
In chemistry, a parent structure is the structure of an unadorned ion or molecule from which derivatives can be visualized. Parent structures underpin systematic nomenclature and facilitate classification. Fundamental parent structures have one or no functional groups and often have various types of symmetry. Benzene () is a chemical itself consisting of a hexagonal ring of carbon atoms with a hydrogen atom attached to each, and is the parent of many derivatives that have substituent atoms or groups replacing one or more of the hydrogens. Some parents are rare or nonexistent themselves, as in the case of porphine, though many simple and complex derivatives are known. File:Benzene circle.png, Benzene is the parent. File:Toluene-vec.svg, Toluene is a derivative of benzene. File:Porphyrin.svg, Porphine is the parent of porphyrins. File:PPIXtransH.png, Protoporphyrin IX is a natural derivative of the parent porphine. File:H2octaethylporphyrin.png, Octaethylporphyrin is a syntheti ...
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NMDA Receptor Antagonist
NMDA receptor antagonists are a class of drugs that work to receptor antagonist, antagonize, or inhibit the action of, the NMDA, ''N''-Methyl-D-aspartate receptor (NMDA receptor, NMDAR). They are commonly used as anesthetics for humans and animals; the state of anesthesia they induce is referred to as dissociative anesthesia. Several synthetic opioids function additionally as NMDAR-antagonists, such as pethidine, levorphanol, methadone, dextropropoxyphene, tramadol, and ketobemidone. Some NMDA receptor antagonists, such as ketamine, dextromethorphan (DXM), phencyclidine (PCP), methoxetamine (MXE), and nitrous oxide (N2O), are sometimes used as recreational drugs, for their dissociative, hallucinogenic, and euphoriant properties. When used recreationally, they are classified as dissociative drugs. Uses and effects NMDA receptor antagonists induce a state called dissociative drug, dissociative anesthesia, marked by catalepsy, amnesia, and analgesia. Ketamine is a favored anesthet ...
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Designer Drugs
A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. Designer drugs include psychoactive substances that have been designated by the European Union, Australia, and New Zealand, as new psychoactive substances (NPS) as well as analogs of performance-enhancing drugs such as designer steroids. Some of these designer drugs were originally synthesized by academic or industrial researchers in an effort to discover more potent derivatives with fewer side effects and shorter duration (and possibly also because it is easier to apply for patents for new molecules) and were later co-opted for recreational use. Other designer drugs were prepared for the first time in clandestine laboratories. Because the efficacy and safety of these substances have not been thoroughly evaluated in animal and human tr ...
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NMDA Receptor Antagonists
NMDA receptor antagonists are a class of drugs that work to antagonize, or inhibit the action of, the ''N''-Methyl-D-aspartate receptor ( NMDAR). They are commonly used as anesthetics for humans and animals; the state of anesthesia they induce is referred to as dissociative anesthesia. Several synthetic opioids function additionally as NMDAR-antagonists, such as pethidine, levorphanol, methadone, dextropropoxyphene, tramadol, and ketobemidone. Some NMDA receptor antagonists, such as ketamine, dextromethorphan (DXM), phencyclidine (PCP), methoxetamine (MXE), and nitrous oxide (N2O), are sometimes used as recreational drugs, for their dissociative, hallucinogenic, and euphoriant properties. When used recreationally, they are classified as dissociative drugs. Uses and effects NMDA receptor antagonists induce a state called dissociative anesthesia, marked by catalepsy, amnesia, and analgesia. Ketamine is a favored anesthetic for emergency patients with unknown ...
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