:Lophophorine

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| ImageFile = Lophophorine v2.svg

| ImageSize = 200px

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| IUPACName = 4-Methoxy-8,9-dimethyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline

| OtherNames = N-Methylanhalonine

|Section1={{Chembox Identifiers

| CASNo = 17627-78-0

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = UYZ46JKJ8V

| ChEBI = 6536

| KEGG = C09573

| PubChem = 28654

| ChemSpiderID = 26651

| StdInChI=1S/C13H17NO3/c1-8-11-9(4-5-14(8)2)6-10(15-3)12-13(11)17-7-16-12/h6,8H,4-5,7H2,1-3H3

| StdInChIKey = PNFBXEKHLUDPIM-UHFFFAOYSA-N

| SMILES = CC1C2=C3C(=C(C=C2CCN1C)OC)OCO3

}}

|Section2={{Chembox Properties

| C=13 | H=17 | N=1 | O=3

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|Section3={{Chembox Hazards

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Lophophorine, also known as N-methylanhalonine, is a tetrahydroisoquinoline alkaloid made by various cacti in the Lophophora family.{{cite journal |title= Peyote alkaloids: identification in a prehistoric specimen of Lophophora from coahuila, Mexico |first1= J. G. |last1= Bruhn |first2= J.-E. |last2= Lindgren |first3= B. |last3= Holmstedt |first4= J. M. |last4= Adovasio |journal= Science |year= 1978 |volume= 199 |issue= 4336 |pages= 1437–1438 |doi= 10.1126/science.199.4336.1437 |pmid= 17796678 |bibcode= 1978Sci...199.1437B |s2cid= 19355963 }} It has been found to lack hallucinogenic effects in humans.{{cite thesis | vauthors = Mangner TJ | degree = Ph.D. | publisher = University of Michigan | title=Potential Psychotomimetic Antagonists. N,n -diethyl-1-methyl-3-aryl-1, 2, 5, 6-tetrahydropyridine-5-carboxamides. | date=1978 | doi=10.7302/11268 | url=https://www.proquest.com/openview/f845a6810749d00f70305960adfde737/ | archive-url=https://web.archive.org/web/20250330031605/https://media.proquest.com/media/hms/ORIG/2/9yQxJ?cit%3Aauth=MANGNER%2C+THOMAS+JOSEPH&cit%3Atitle=POTENTIAL+PSYCHOTOMIMETIC+ANTAGONISTS.+N%2CN+...&cit%3Apub=ProQuest+Dissertations+and+Theses&cit%3Avol=&cit%3Aiss=&cit%3Apg=&cit%3Adate=1978&ic=true&cit%3Aprod=ProQuest+Dissertations+%26+Theses+Global&_a=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&_s=QP3F3liRMGFAbHtX3wDWE8eO1gs%3D | archive-date=30 March 2025 | quote=In addition to compounds strictly related to mescaline just described, L. williamsii also contains at least 23 variously substituted tetrahydroisoquinolines,95 of which four have been clinically tested. The two phenolic tetrahydroisoquinolines peyotline (63a) and anhalonidine (63b) were found to produce no sensory distortions, characteristic of the effects of mescaline, at doses of up to 250 mg.98 These compounds appear to induce a calming or sedative effect rather than a psychotomimetic one. Two methylenedioxy tetrahydroisoquinolines, lophophorine (64a) and anhalonine (64b), were also found to lack any psychotomimetic-type effects.98}} Arthur Heffter tried lophophorine at a dose of 20{{nbsp}}mg resulted in vasodilation, an immediate headache, and a warm flushed feeling, effects which dissipated within an hour.{{cite book | author = Keeper Trout & friends | title = Trout’s Notes on The Cactus Alkaloids Nomenclature, Physical properties, Pharmacology & Occurrences (Sacred Cacti Fourth Edition, Part C: Cactus Chemistry: Section 1) | date = 2013 | publisher = Mydriatic Productions/Better Days Publishing | url = https://troutsnotes.com/pdf/C13_CactusAlkaloids.pdf | quote = Oral dosages of 20 mg. in man [Heffter 1898a] led to a distinct vasodilation and immediate accompanying headache and a warm flushed feeling. These responses were lost within the hour.}} It has also been said to produce nausea in humans. Lophophorine is described as highly toxic and produces strychnine-like convulsions in animals.