|CompTox Dashboard (EPA)|
|Chemical and physical data|
|Molar mass||141.233 g/mol g·mol−1|
|3D model (JSmol)|
Thiopropamine is a stimulant drug which is an analogue of amphetamine where the phenyl ring has been replaced by thiophene. It has similar stimulant effects to amphetamine but with around one third the potency. The N-methyl and thiophen-3-yl analogues are also known and are somewhat more potent, though still generally weaker than the corresponding amphetamines.
Thiopropamine is likely to be metabolized into active 4-hydroxymethiopropamine and thiophene S-oxides. These are further deaminated by CYP2C in liver transforming them into inactive 1-(Thiophen-2-yl)-2-propan-2-one which is a phenylacetone derivative. Propan-2-amines are not metabolized by monoamine oxidases and most actually behave as competitive monoamine oxidase inhibitors.
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- Mantle, Timothy J.; Tipton, Keith F.; Garrett, Nigel J. (September 1976). "Inhibition of monoamine oxidase by amphetamine and related compounds". Biochemical Pharmacology. 25 (18): 2073–2077. doi:10.1016/0006-2952(76)90432-9. PMID 985546.
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