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| Metabolism | Hepatic |
| Excretion | Renal |
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| ECHA InfoCard | 100.026.849 |
| Chemical and physical data | |
| Formula | C11H13NO3 |
| Molar mass | 207.229 g·mol−1 |
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Hydrastinine is a semisynthetictetrahydroisoquinoline alkaloid made via thenitric acid induced hydrolysis of the alkaloidhydrastine hydrochloride, which is extracted fromHydrastis canadensis L. (Ranunculaceae). The drug was patented byBayer as ahaemostatic drug during the 1910s.
The first known synthesis ofmethylenedioxymethamphetamine (MDMA) was actually an intermediate in the synthesis of the methylated analogue of hydrastinine,methylhydrastinine. It was only reviewed for its activity many years after its original synthesis.[1]
Hydrastinine has also been found as a major unwanted side product in MDMA made by thereductive amination of 3,4-methylenedioxyphenylpropan-2-one and methylamine.[2]