Lemaireocereine

Lemaireocereine
Names
	IUPAC name 7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
	Other names 7,8-Dimethoxy-THIQ
Identifiers
CAS Number	52759-08-7; hydrochloride: 15365-56-7;
3D model (JSmol)	Interactive image;
ChemSpider	156332; hydrochloride: 16738064;
EC Number	824-864-0;
PubChem CID	179606;
CompTox Dashboard (EPA)	DTXSID40967204 ;
	InChI InChI=1S/C11H15NO2/c1-13-10-4-3-8-5-6-12-7-9(8)11(10)14-2/h3-4,12H,5-7H2,1-2H3 Key: MDRWFICNTMXXQK-UHFFFAOYSA-N;
	SMILES COC1=C(C2=C(CCNC2)C=C1)OC;
Properties
Chemical formula	C11H15NO2
Molar mass	193.246 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Lemaireocereine, also known as 7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline, is a tetrahydroisoquinoline and cyclized phenethylamine alkaloid found in Pachycereus pringlei and other cacti.^[1]^[2]^[3]

References

^ Lundström, Jan (1983). "Chapter 6 Simple Isoquinoline Alkaloids". The Alkaloids: Chemistry and Pharmacology. Vol. 21. Elsevier. pp. 255–327. doi:10.1016/s0099-9598(08)60052-8. ISBN 978-0-12-469521-4. TABLE 1: SIMPLE ISOQUINOLINE ALKALOIDS [...] TABLE II SIMPLE ISOQUINOLINE ALKALOIDS IN THE FAMILY OF CACTACEAE [...] [...] Pachycereus pringlei (S. Wats) Br&R: Heliamine (10), Lemaireocereine (7), Tehaunine (34), Weberine (40), Tehaunine N-oxide (34a). In Pachycereus pringlei, heliamine (10), tehaunine (34), lemaireocereine (7), and weberine (40) were identified (59).
^ Keeper Trout & friends (2013). Trout's Notes on The Cactus Alkaloids Nomenclature, Physical properties, Pharmacology & Occurrences (Sacred Cacti Fourth Edition, Part C: Cactus Chemistry: Section 1) (PDF). Mydriatic Productions/Better Days Publishing.
^ Menachery, Mary D.; Lavanier, Gregory L.; Wetherly, Mark L.; Guinaudeau, Hélène; Shamma, Maurice (1986). "Simple Isoquinoline Alkaloids". Journal of Natural Products. 49 (5): 745–778. Bibcode:1986JNAtP..49..745M. doi:10.1021/np50047a001. ISSN 0163-3864. Retrieved 20 May 2025.