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| Other names | Thiophenylpropylamine; 1-Methyl-2-thiophen-2-yl-ethylamine; 2-(2-Aminopropyl)thiophene; 1-(2-Thienyl)-2-aminopropane |
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| Formula | C7H11NS |
| Molar mass | 141.23 g·mol−1 |
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Thiopropamine, also known as1-(2-thienyl)-2-aminopropane, is astimulant drug of thearylalkylamine family. It is ananalogue ofamphetamine where thephenyl ring has been replaced bythiophene. It has similar stimulant effects to amphetamine but with around one third the potency. TheN-methyl and thiophen-3-yl analogues are also known and are somewhat more potent, though still generally weaker than the corresponding amphetamines.[2][3]
Likeamphetamine and most of itsanalogues, thiopropamine most likely is anorepinephrine–dopamine reuptake inhibitor and/orreleasing agent.[citation needed]
Thiopropamine is likely to bemetabolized into active 4-hydroxymethiopropamine andthiophene S-oxides.[4][5] These are furtherdeaminated by CYP2C inliver transforming them into inactive 1-(Thiophen-2-yl)-2-propan-2-one which is aphenylacetone derivative.[6] Propan-2-amines are not metabolized bymonoamine oxidases and most actually behave ascompetitivemonoamine oxidase inhibitors.[7][8]
Derivatives of thiopropamine include the following:
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