Lysergic acid methyl ester

Lysergic acid methyl ester

Names
IUPAC name Methyl 6-methyl-9,10-didehydroergoline-8β-carboxylate
Systematic IUPAC name Methyl (6aR,9R)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxylic acid
Other names Methyl lysergate
Identifiers
CAS Number	4579-64-0^Y
3D model (JSmol)	Interactive image
ChemSpider	9589747^Y
ECHA InfoCard	100.022.696
PubChem CID	11414860
UNII	13782F2619^Y
CompTox Dashboard (EPA)	DTXSID80963442
InChI InChI=1S/C17H18N2O2/c1-19-9-11(17(20)21-2)6-13-12-4-3-5-14-16(12)10(8-18-14)7-15(13)19/h3-6,8,11,15,18H,7,9H2,1-2H3/t11-,15-/m1/s1^Y Key: RNHDWLRHUJZABX-IAQYHMDHSA-N^Y InChI=1/C17H18N2O2/c1-19-9-11(17(20)21-2)6-13-12-4-3-5-14-16(12)10(8-18-14)7-15(13)19/h3-6,8,11,15,18H,7,9H2,1-2H3/t11-,15-/m1/s1 Key: RNHDWLRHUJZABX-IAQYHMDHBA
SMILES O=C(OC)[C@@H]3/C=C2/c4cccc1c4c(c[nH]1)C[C@H]2N(C3)C
Properties
Chemical formula	C17H18N2O2
Molar mass	282.343 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Lysergic acid methyl ester is an analogue of lysergic acid. It is a member of the tryptamine family and is extremely uncommon.^[1] It acts on the 5-HT receptors in the brain, as do most tryptamines.^[2]

References

1. Hwang, Kristine Anne J.; Saadabadi, Abdolreza (2022), "Lysergic Acid Diethylamide (LSD)", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID 29494014, archived from the original on 2022-11-19, retrieved 2022-11-19
2. Libânio Osório Marta, Rui Filipe (2019-08-09). "Metabolism of lysergic acid diethylamide (LSD): an update". Drug Metabolism Reviews. 51 (3): 378–387. doi:10.1080/03602532.2019.1638931. ISSN 1097-9883. PMID 31266388. Archived from the original on 2022-11-19. Retrieved 2022-11-19 – via National Library of Medicine.

External links

• Preparation of lysergic acid esters
• Process for the preparation of lysergic acid esters - Patent 4524208