13-Methoxy-LSD
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| Other names | 13-Methoxylysergic acid diethylamide; 13-OMe-LSD; 13-MeO-LSD; N,N-Diethyl-13-methoxy-6-methyl-9,10-didehydroergoline-8β-carboxamide |
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| Formula | C21H27N3O2 |
| Molar mass | 353.466 g·mol−1 |
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13-Methoxy-LSD is a lysergamide related to lysergic acid diethylamide (LSD).[1] It is the derivative of LSD with a methoxy group at the 13 position and is the O-methyl ether of 13-hydroxy-LSD.[1] Similarly to 13-hydroxy-LSD and other related compounds like 12-hydroxy-LSD and 12-methoxy-LSD, 13-methoxy-LSD has been reported to produce LSD-like electroencephalogram (EEG) changes in rabbits.[1] Conversely, 14-methoxy-LSD was inactive.[1] 13-Methoxy-LSD was first described in the scientific literature by 1979.[1]
See also
[edit]References
[edit]- ^ a b c d e Siddik ZH, Barnes RD, Dring LG, Smith RL, Williams RT (October 1979). "The fate of lysergic acid DI[14C]ethylamide ([14C]LSD) in the rat, guinea pig and rhesus monkey and of [14C]iso-LSD in rat". Biochemical Pharmacology. 28 (20): 3093–3101. doi:10.1016/0006-2952(79)90618-x. PMID 117811.
EEG studies. Synthetic and biosynthetic metabolites of LSD were injected intravenously into conscious restrained male chinchilla rabbits. With LSD itself, de-ethyl-LSD, 12-hydroxy-LSD, 12-methoxy-LSD, 13-hydroxy-LSD, 13-methoxy-LSD and 13-hydroxy-LSD glucuronide, a persistent alerting EEG trace was seen as indicated by an increase in frequency and decrease in amplitude of the waveform. No changes were observed after administration of lysergic acid, di-LSD-disulphide [10], nor-LSD, 14-hydroxy-LSD-glucuronide, 14-methoxy-LSD, lumi-LSD or the metabolic 2-oxo-LSD. [...] Preliminary studies have indicated that some of the metabolites of LSD, as well as the drug itself. produce an activation of the EEG of the conscious rabbit suggesting they may have central activity. These findings will be published elsewhere.
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