List of aminorex analogues
This is a list of aminorex analogues. Aminorex itself is a stimulant drug with a 5-phenyl-2-amino-oxazoline structure. It was developed in the 1960s as an anorectic,[1][2][3] but withdrawn from sale after it was discovered that extended use produced pulmonary hypertension, often followed by heart failure, which resulted in a number of deaths.[4] A designer drug analogue 4-methylaminorex appeared on the illicit market in the late 1980s but did not attract significant popularity due to its steep dose-response curve and tendency to produce seizures.[5][6][7][8] Pemoline, the 4-keto derivative of aminorex, had been discovered several years earlier,[9] and derivatives of this type appeared to be effective stimulants with comparatively low toxicity.[10][11] Pemoline was sold for around 25 years as a therapy for ADHD and relief of fatigue, before being withdrawn from the market in 2005 because of rare but serious cases of liver failure.[12][13][14][15] More recently in around 2014 another derivative 4,4'-dimethylaminorex started to be sold illicitly, but again swiftly lost popularity due to a spate of fatal overdose cases.[16][17][18] A number of related compounds are known, and new derivatives have continued to appear on the designer drug market.[19][20][21][22][23][24]
List of substituted aminorex derivatives
[edit]Structure | Common name | Chemical name | CAS number |
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Aminorex | 5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | 2207-50-3 |
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Rexamino | 4-phenyl-4,5-dihydro-1,3-oxazol-2-amine | 52883-35-9 |
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4'-Fluoroaminorex (4'-FAR) | 5-(4-fluorophenyl)-4,5-dihydro-1,3-oxazol-2-amine | 2967-77-3 |
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Clominorex | 5-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-2-amine | 3876-10-6 |
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Fluminorex | 5-[4-(trifluoromethyl)phenyl]-4,5-dihydro-1,3-oxazol-2-amine | 720-76-3 |
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Methylenedioxyaminorex | 5-(3,4-methylenedioxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine | 3865-98-3 |
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2C-B-aminorex (2C-B-AR) | 5-(2,5-dimethoxy-4-bromophenyl)-4,5-dihydro-1,3-oxazol-2-amine | |
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N,N-Dimethylaminorex (N,N-DMAR) | N,N-dimethyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | 32968-41-5 |
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Pemoline | 2-amino-5-phenyl-1,3-oxazol-4(5H)-one | 2152-34-3 |
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Thozalinone | 2-(dimethylamino)-5-phenyl-1,3-oxazol-4(5H)-one | 655-05-0 |
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Fenozolone | 2-ethylamino-5-phenyl-1,3-oxazol-4-one | 15302-16-6 |
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Cyclazodone | 2-(cyclopropylamino)-5-phenyl-1,3-oxazol-4-one | 14461-91-7 |
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N-Methylcyclazodone | 2-(cyclopropyl(methyl)amino)-5-phenyl-1,3-oxazol-4-one | 14461-92-8 |
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Ephedroxane [25] | (4S,5R)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one | 16251-46-0 |
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3-Methylaminorex | 3-methyl-5-phenyl-2-oxazolidinimine | 75343-73-6 |
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4-Methylaminorex (4-MAR) | 4-methyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | 3568-94-3 |
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4-Ethylaminorex (4-EAR) | 4-ethyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | 1364933-63-0 |
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4-Isopropylaminorex | 4-isopropyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | |
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4-Isobutylaminorex | 4-(2-methylpropyl)-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | |
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4-tert-butylaminorex | 4-(1,1-dimethylethyl)-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine | |
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4,N-Dimethylaminorex (4,N-DMAR) | 4,5-dihydro-N,4-dimethyl-5-phenyl-2-oxazolamine | 2207-49-0 |
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3,4-Dimethylaminorex (3,4-DMAR) | 3,4-dimethyl-5-phenyl-2-oxazolidinimine | 82485-31-2 |
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4,4'-Dimethylaminorex (4,4'-DMAR) | 4-methyl-5-(4-methylphenyl)-4,5-dihydro-1,3-oxazol-2-amine | 1445569-01-6 |
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2'-Fluoro-4-methylaminorex (2F-MAR) | 4-methyl-5-(2-fluorophenyl)-4,5-dihydro-1,3-oxazol-2-amine | |
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3'-Fluoro-4-methylaminorex (3F-MAR) | 4-methyl-5-(3-fluorophenyl)-4,5-dihydro-1,3-oxazol-2-amine | |
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4'-Fluoro-4-methylaminorex (4F-MAR) | 4-methyl-5-(4-fluorophenyl)-4,5-dihydro-1,3-oxazol-2-amine | 1364933-64-1 |
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4'-Chloro-4-methylaminorex (4C-MAR) | 4-methyl-5-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-2-amine | |
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4'-Bromo-4-methylaminorex (4B-MAR) | 4-methyl-5-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-2-amine | |
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4'-Methoxy-4-methylaminorex (4'-MeO-4-MAR) | 4-methyl-5-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine | 1445570-65-9 |
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3',4',5'-Trimethoxy-4-methylaminorex (TM-4-MAR) | 4-methyl-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine | 1445571-92-5 |
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3',4'-Methylenedioxy-4-methylaminorex (MDMAR) | 4-methyl-5-(3,4-methylenedioyphenyl)-4,5-dihydro-1,3-oxazol-2-amine | 1445573-16-9 |
See also
[edit]- Berefrine
- List of methylphenidate analogues
- Substituted benzofuran
- Substituted cathinone
- Substituted phenylmorpholine
References
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