Top Qs
Timeline
Chat
Perspective

Nor-LSD

Pharmaceutical compound From Wikipedia, the free encyclopedia

Nor-LSD
Remove ads

Nor-LSD, or norLSD, also known as N,N-diethyl-6-norlysergamide or as N-desmethyllysergic acid diethylamide (N-desmethyl-LSD), is a serotonin receptor modulator and putative psychedelic of the lysergamide family related to lysergic acid diethylamide (LSD).[1][2][3][4] It is the analogue of LSD in which the methyl group at the 6 position of the ergoline ring system has been removed.[2][3]

Quick Facts Clinical data, Other names ...
Remove ads

Use and effects

According to Alexander Shulgin, nor-LSD showed no psychedelic effects at assessed doses of up to 500 μg in humans, whereas LSD was active at doses as low as 50 μg.[5][6] Higher doses of nor-LSD do not appear to have been assessed.[5][6]

Pharmacology

Summarize
Perspective

Pharmacodynamics

Nor-LSD showed 5- to 29-fold lower affinity for the serotonin 5-HT2 receptor compared to LSD (Ki = 30–158 nM vs. 5.4 nM, respectively).[1][2][4] It also showed affinity for the serotonin 5-HT1 receptor.[2] In another more recent study however, nor-LSD showed similar or even higher affinities, activational potencies, and/or efficacies at the serotonin 5-HT1A, 5-HT2A, and 5-HT2B receptors as LSD, whereas it showed 36-fold lower affinity for the serotonin 5-HT2C receptor compared to LSD.[7]

Nor-LSD failed to completely substitute for LSD in rodent drug discrimination tests even at very high doses.[1][2][3] The greatest degree of substitution with nor-LSD was 75% at a dose of 7,420 nM/kg, whereas 100% substitution occurred with LSD at a dose of 186 nM/kg (a 40-fold lower dose).[2][3] The ED50Tooltip median effective dose was 2,594 nM/kg for nor-LSD and 46 nM/kg for LSD.[2][3] Hence, nor-LSD was approximately 56-fold less potent than LSD in terms of producing LSD-like effects in rodents and failed to produce full LSD-like effects even at the highest assessed dose.[2][3] In another study, nor-LSD failed to produce LSD-like electroencephalogram (EEG) changes in rabbits.[8]

Pharmacokinetics

Nor-LSD has been reported to occur as a metabolite of LSD in rats and humans.[9][10][11]

Remove ads

Chemistry

Derivatives

Derivatives of nor-LSD substituted at the 6 position include LSD (METH-LAD; 6-methyl), ETH-LAD (6-ethyl), PRO-LAD (6-propyl), BU-LAD (6-butyl), AL-LAD (6-allyl), and PARGY-LAD (6-propynyl), among others.[4][5][6] There appears to be a length of about 3 carbon atoms that can be tolerated at the 6 position before potent psychedelic activity is lost.[12]

History

Nor-LSD was first described in the scientific literature, by Yuji Nakahara and Tetsukichi Niwaguchi, by at least 1971.[13][14]

See also

References

Loading related searches...

Wikiwand - on

Seamless Wikipedia browsing. On steroids.

Remove ads