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| Names | |
|---|---|
| IUPAC name 4-Methoxy-8,9-dimethyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline | |
| Other names N-Methylanhalonine | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| KEGG | |
| UNII | |
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| Properties | |
| C13H17NO3 | |
| Molar mass | 235.283 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Lophophorine, also known asN-methylanhalonine, is atetrahydroisoquinolinealkaloid made by variouscacti in theLophophora family.[1] It has been found to lackhallucinogenic effects in humans.[2]Arthur Heffter tried lophophorine at a dose of 20 mg resulted invasodilation, an immediateheadache, and a warm flushed feeling, effects which dissipated within an hour.[3] It has also been said to producenausea in humans.[3] Lophophorine is described as highlytoxic and producesstrychnine-likeconvulsions in animals.[3]
In addition to compounds strictly related to mescaline just described, L. williamsii also contains at least 23 variously substituted tetrahydroisoquinolines,95 of which four have been clinically tested. The two phenolic tetrahydroisoquinolines peyotline (63a) and anhalonidine (63b) were found to produce no sensory distortions, characteristic of the effects of mescaline, at doses of up to 250 mg.98 These compounds appear to induce a calming or sedative effect rather than a psychotomimetic one. Two methylenedioxy tetrahydroisoquinolines, lophophorine (64a) and anhalonine (64b), were also found to lack any psychotomimetic-type effects.98
Oral dosages of 20 mg. in man [Heffter 1898a] led to a distinct vasodilation and immediate accompanying headache and a warm flushed feeling. These responses were lost within the hour.
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