Frank Belknap Long

Heliamine
Names
	IUPAC name 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline
	Other names 6,7-Dimethoxy-THIQ
Identifiers
CAS Number	1745-07-9 ; hydrochloride: 2328-12-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:5637;
ChEMBL	ChEMBL12367;
ChemSpider	14863;
EC Number	814-740-4;
KEGG	C09460;
PubChem CID	15623;
CompTox Dashboard (EPA)	DTXSID70169835 ;
	SMILES COC1=C(C=C2CNCCC2=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

Heliamine, also known as 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline, is a tetrahydroisoquinoline and cyclized phenethylamine alkaloid found in Pachycereus pringlei and other cacti.^[1]^[2]^[3]^[4]

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.
^ Pummangura, S.; McLaughlin, J. L.; Davis, D. V.; Cooks, R. G. (1982). "Cactus Alkaloids. XLIX. New Trace Alkaloids (Dehydrosalsolidine and Heliamine) From the Saguaro, Carnegiea gigantea, and Confirmation by Mikes (MS/MS)". Journal of Natural Products. 45 (3): 277–282. Bibcode:1982JNAtP..45..277P. doi:10.1021/np50021a008. ISSN 0163-3864. Retrieved 20 May 2025.
^ 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.