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Cathinones
Substituted cathinones, which include some stimulants and entactogens, are derivatives of cathinone. They feature a phenethylamine core with an alkyl group attached to the alpha carbon, and a ketone group attached to the beta carbon, along with additional substitutions. Cathinone occurs naturally in the plant khat whose leaves are chewed as a recreational drug. List of substituted cathinones The derivatives may be produced by substitutions at four locations of the cathinone molecule: * R1 = hydrogen, or any combination of one or more alkyl, alkoxy, alkylenedioxy, haloalkyl or halide substituents * R2 = hydrogen or any alkyl group * R3 = hydrogen, any alkyl group, or incorporation in a cyclic structure * R4 = hydrogen, any alkyl group, or incorporation in a cyclic structure The following table displays notable derivatives that have been reported: Legality On 2 April 2010, the Advisory Council on the Misuse of Drugs in the UK announced that a broad structure-based b ...
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Ethyl-Hexedrone
''N''-Ethylhexedrone (also known as α-ethylaminocaprophenone, ''N''-ethylnorhexedrone, hexen, and NEH) is a stimulant of the cathinone class that acts as a norepinephrine–dopamine reuptake inhibitor (NDRI) with IC50 values of 0.0978 and 0.0467 μM, respectively. ''N''-Ethylhexedrone was first mentioned in a series of patents by Boehringer Ingelheim in the 1960s which led to the development of the better-known drug methylenedioxypyrovalerone (MDPV). Since the mid-2010s, ''N''-ethylhexedrone has been sold online as a designer drug. In 2018, ''N''-ethylhexedrone was the second most common drug of the cathinone class to be identified in Drug Enforcement Administration seizures. ''N''-Ethylhexedrone was first synthesized by Boehringer Ingelheim in 1964. It appears to have emerged on the online research chemical market in late 2015. It is an example of a novel psychoactive substance specifically chosen to mimic the features of prohibited substances and bypass drug laws. It is ...
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Hexedrone
Hexedrone is a stimulant of the substituted cathinone class which has been sold as a designer drug. Through analysis of the Structure-Activity Relationships in similar cathinones such as MDPV, Hexedrone is believed to be a norepinephrine–dopamine reuptake inhibitor. Subjective effects include stimulation, disinhibition, thought acceleration and euphoria. Little is known about toxicity, addiction, and abuse potential of hexedrone. Due to its novelty and extremely short history of human usage, all information related to the use of this compound should be treated with caution. Legal status In the UK, Hexedrone is a Class B drug under The Misuse of Drugs Act 1971 (Amendment) Order 2010 following the ACMD's report on substituted cathinone derivatives, making it illegal to sell, buy, or possess without a license. See also * Ethyl-Hexedrone * Methcathinone * Buphedrone * Pentedrone Pentedrone (also known as α-methylaminovalerophenone) is a stimulant of the cathinone ...
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N-Ethylpentedrone
''N''-Ethylpentedrone (also known as α-ethylaminopentiophenone, α-EAPP, α-ethylaminovalerophenone, ''N''-ethylnorpentedrone, and NEP) is a chemical compound of the substituted cathinone class. Since the mid-2010s, NEP has been sold online as a designer drug. It is the ''N''-ethyl analog of pentedrone. Legal status NEP is illegal in Japan and China, and is classified as a '"potentially harmful substance"', thus, controlled, but not banned in Sweden. See also * Pentedrone * 4-Methylethcathinone * 4'-Methyl-α-pyrrolidinohexiophenone * α-Pyrrolidinohexiophenone * Ethcathinone * ''N''-Ethylbuphedrone * N-Ethylhexedrone * N-Ethylheptedrone * Ephylone ''N''-Ethylpentylone (β-keto-ethylbenzodioxolylpentanamine, βk-ethyl-K, βk-EBDP, ephylone) is a substituted cathinone and stimulant drug which was developed in the 1960s. It has been reported as a novel designer drug in several countries in ... References {{DEFAULTSORT:Ethylhexedrone, N- Cathinones Designer ...
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N-Ethylpentedrone Structure
''N''-Ethylpentedrone (also known as α-ethylaminopentiophenone, α-EAPP, α-ethylaminovalerophenone, ''N''-ethylnorpentedrone, and NEP) is a chemical compound of the substituted cathinone class. Since the mid-2010s, NEP has been sold online as a designer drug. It is the ''N''-ethyl analog of pentedrone. Legal status NEP is illegal in Japan and China, and is classified as a '"potentially harmful substance"', thus, controlled, but not banned in Sweden. See also * Pentedrone * 4-Methylethcathinone * 4'-Methyl-α-pyrrolidinohexiophenone * α-Pyrrolidinohexiophenone * Ethcathinone * ''N''-Ethylbuphedrone * N-Ethylhexedrone * N-Ethylheptedrone * Ephylone ''N''-Ethylpentylone (β-keto-ethylbenzodioxolylpentanamine, βk-ethyl-K, βk-EBDP, ephylone) is a substituted cathinone and stimulant drug which was developed in the 1960s. It has been reported as a novel designer drug in several countries in ... References {{DEFAULTSORT:Ethylhexedrone, N- Cathinones Designer ...
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Pentedrone
Pentedrone (also known as α-methylaminovalerophenone) is a stimulant of the cathinone class that has been sold as a designer drug and has been found since 2010 as an ingredient in a number of " bath salt" mixes sold as legal highs. Pharmacology Pentedrone acts as a norepinephrine-dopamine reuptake inhibitor without causing their release, the same mechanism of action as methylphenidate. Side effects Pentedrone has been linked to at least one death where it was combined with α-PVP and caused heart failure. Detection A forensic standard of Pentedrone is available, and the compound has been posted on the Forendex website of potential drugs of abuse. Legal status On January 28, 2014, the DEA listed it, along with nine other synthetic cathinones, on the Schedule 1 with a temporary ban, effective February 27, 2014. Pentedrone is an Anlage II controlled drug in Germany. As of October 2015 Pentedrone is a controlled substance in China. Pentedrone is banned in the Czech Republ ...
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N-Ethylbuphedrone
''N''-Ethylbuphedrone (also known as NEB) is a stimulant of the cathinone class that has been sold as a designer drug. It is the β-ketone analogue of ''N'',''alpha''-diethylphenylethylamine. Legal status As of October 2015 NEB is a controlled substance in China. See also * 4-Methylbuphedrone * 4-Methylethcathinone * Buphedrone * Ethcathinone * Etilamfetamine * N-Ethylpentedrone * N-Ethylhexedrone * N-Ethylheptedrone ''N''-Ethylheptedrone is a recreational designer drug from the substituted cathinone family, with stimulant effects. It is a homologue of related drugs such as ethcathinone, ''N''-ethylbuphedrone and ''N''-ethylhexedrone but with a longer p ... References Stimulants Cathinones Designer drugs Norepinephrine-dopamine releasing agents {{nervous-system-drug-stub ...
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Cathinone
Cathinone (also known as benzoylethanamine, or β-keto-amphetamine) is a monoamine alkaloid found in the shrub ''Catha edulis'' ( khat) and is chemically similar to ephedrine, cathine, methcathinone and other amphetamines. It is probably the main contributor to the stimulant effect of ''Catha edulis'', also known as khat. Cathinone differs from many other amphetamines in that it has a ketone functional group. Other phenethylamines that share this structure include the stimulants methcathinone, MDPV, mephedrone and the antidepressant bupropion. History Discovery Khat has been cultivated in the Horn of Africa and Arabian Peninsula region of the world for thousands of years. It is most commonly chewed for the euphoric effect it produces. The active ingredient was first proposed in 1930, when cathine was identified as a predominant alkaloid in the plant. Cathine was thought to be the main active ingredient in khat until the 1960s, when it was found that the amount of cathine in th ...
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Methcathinone Skeletal
Methcathinone (α- methylamino-propiophenone or ephedrone) (sometimes called "cat" or "jeff" or "catnip" or "M-Kat" or "kat" or "intash" ) is a monoamine alkaloid and psychoactive stimulant, a substituted cathinone. It is used as a recreational drug due to its potent stimulant and euphoric effects and is considered to be addictive, with both physical and psychological withdrawal occurring if its use is discontinued after prolonged or high-dosage administration. It is usually snorted, but can be smoked, injected, or taken orally. Methcathinone is listed as a Schedule I controlled substance by the Convention on Psychotropic Substances and the United States' Controlled Substances Act, and as such it is not considered to be safe or effective in the treatment, diagnosis, prevention, or cure of any disease, and has no approved medical use. Possession and distribution of methcathinone for the purpose of human consumption is illegal under any/all circumstances in the United Stat ...
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Buphedrone
Buphedrone, also known as α-methylamino-butyrophenone (MABP), is a stimulant of the phenethylamine and cathinone chemical classes that was first synthesized in 1928. It is legal in most countries as a research chemical, as long as it is not intended for human consumption. Chemistry Buphedrone is a beta-ketone and is related to the naturally occurring compounds, cathinone and cathine. It is also related to methamphetamine, differing by the β- ketone substituent (at the beta carbon) and an ethyl group replacing the methyl group at the carbon alpha to the amine. One other name for buphedrone is phenylacetoethyl-methylamine. Buphedrone as free base is very unstable; it is prone to dimerization like other α-amino ketones. Because of this, it is sold as various salts, with a hydrochloride being most common. Effects Buphedrone increases spontaneous rodent locomotor activity, potentiates the release of dopamine from dopaminergic nerve terminals in the brain, and caus ...
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Substituted Cathinone
Substituted cathinones, which include some stimulants and entactogens, are derivatives of cathinone. They feature a phenethylamine core with an alkyl group attached to the alpha carbon, and a ketone group attached to the beta carbon, along with additional substitutions. Cathinone occurs naturally in the plant khat whose leaves are chewed as a recreational drug. List of substituted cathinones The derivatives may be produced by substitutions at four locations of the cathinone molecule: * R1 = hydrogen, or any combination of one or more alkyl, alkoxy, alkylenedioxy, haloalkyl or halide substituents * R2 = hydrogen or any alkyl group * R3 = hydrogen, any alkyl group, or incorporation in a cyclic structure * R4 = hydrogen, any alkyl group, or incorporation in a cyclic structure The following table displays notable derivatives that have been reported: Legality On 2 April 2010, the Advisory Council on the Misuse of Drugs in the UK announced that a broad structure-based ba ...
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Methcathinone
Methcathinone (α-methylamino- propiophenone or ephedrone) (sometimes called "cat" or "jeff" or "catnip" or "M-Kat" or "kat" or "intash" ) is a monoamine alkaloid and psychoactive stimulant, a substituted cathinone. It is used as a recreational drug due to its potent stimulant and euphoric effects and is considered to be addictive, with both physical and psychological withdrawal occurring if its use is discontinued after prolonged or high-dosage administration. It is usually snorted, but can be smoked, injected, or taken orally. Methcathinone is listed as a Schedule I controlled substance by the Convention on Psychotropic Substances and the United States' Controlled Substances Act, and as such it is not considered to be safe or effective in the treatment, diagnosis, prevention, or cure of any disease, and has no approved medical use. Possession and distribution of methcathinone for the purpose of human consumption is illegal under any/all circumstances in the United States an ...
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Ethcathinone
Ethcathinone, also known as ethylpropion or ETH-CAT, is a stimulant drug of the phenethylamine, amphetamine, and cathinone chemical classes. It is an active metabolite of the prodrug diethylcathinone and is fully responsible for its effects. Ethcathinone has been identified as an ingredient in both quasi-legal "party pills", and, along with mephedrone, has also been reported as having been sold as "ecstasy" in the Australian city of Cairns. Pharmacology The pharmacology for ethcathinone appeared alongside other psychostimulants in a paper by Rothman and Baumann in 2006. The predominant two modes of action for ethcathinone is as a moderately active releaser of noradrenaline (EC50 = 99.3nM); however it is only a relatively weak inhibitor of dopamine reuptake (Ki = 1,014nM). Since diethylcathinone appears to be an inactive prodrug and only becomes active after it has been further metabolized to ethcathinone, it thereby would appear rational to consider that ethcathinone ...
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