Chemistry:LA-Azepane
LA-Azepane, or LSD-Azepane, also known as lysergic acid azepane or as lysergic acid hexamethylene imide, is a chemical compound of the lysergamide family related to lysergic acid diethylamide (LSD).[1] It is an derivative of LSD in which the N,N-diethylamide moiety has been cyclized to form an azepane ring.[1] The compound is very little studied and described itself, but is closely related to other amide-cyclized LSD analogues including LA-Pip, LSM-775 (LA-Morph), LPD-824 (LA-Pyr), LPN, LSZ (LA-Azetidide), and LA-Aziridine, among others.[2][3] The chemical synthesis of the compound has been described.[1] LA-Azepane was first described in the literature in a patent by Richard P. Pioch at Eli Lilly and Company in 1961.[1] The patent had been filed 5 years previously in 1956.[1]
See also
- Substituted lysergamide
References
- ↑ 1.0 1.1 1.2 1.3 1.4 Pioch RP, "Lysergic acid amides", US patent 2997470, issued 22 August 1961 EXAMPLE 38 Preparation of d-lysergic acid hexamethylene imide: [...]
- ↑ Chemistry and Structure-Activity Relationships of Psychedelics. Current Topics in Behavioral Neurosciences. 36. 2018. pp. 1–43. doi:10.1007/7854_2017_475. ISBN 978-3-662-55878-2. https://bitnest.netfirms.com/external/10.1007/7854_2017_475. "Table 1 5-HT2A 5-HT2C, and 5-HT1A receptor affinity and functional effects for selected lysergamides [...]"
- ↑ "Structure–activity relationships of serotonin 5-HT2A agonists". Wiley Interdisciplinary Reviews: Membrane Transport and Signaling 1 (5): 559–579. 2012. doi:10.1002/wmts.42. ISSN 2190-460X.
External links
