^abcdShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN0-9630096-0-5.OCLC25627628. "One additional manipulation with some of these [mescaline-related] structures has been made and should be mentioned. These are the analogues with an oxygen atom inserted between the aromatic ring and the aliphatic chain. They are, in essence, aminoethyl phenyl ethers. The first is related to mescaline itself, 2-(3,4,5-trimethoxyphenoxy)ethylamine. Human trials were conducted over the dose range of 10 to 300 milligrams and there were no effects observed. The second is related to trichocerine, N,N-dimethyl-2-(3,4,5-trimethoxyphenoxy)ethylamine. It was inactive in man over the range of 10 to 400 milligrams. Mescaline, at a dose of 420 milligrams, served as the control in these studies."
^abcdShulgin AT (1978)."Psychotomimetic Drugs: Structure-Activity Relationships". In Iversen LL, Iversen SD, Snyder SH (eds.).Stimulants. Boston, MA: Springer US. pp. 243–333.doi:10.1007/978-1-4757-0510-2_6.ISBN978-1-4757-0512-6.2.2.7. β-(3,4,5-Trimethoxyphenoxy)-ethylamine In a study of structural analogs of mescaline, Carlsson et al. (1963) prepared the ethanolamine ether β-(3,4,5-trimethoxyphenoxy)ethylamine (28.1) and the N,N-dimethyl homolog. Again, neither compound is strictly a N-substituted derivative of mescaline, but their close structural similarity, and the fact that they have been assayed in man, makes their inclusion here desirable. The toxicity of (28.1) was determined in the mouse to be 500 mg/kg (LD50, i.p.). In a series of human trials (from 10 to 300 mg dosages), (28.1) was found to be without central effects (mescaline was the control drug, at a 420-mg dose).
^abcdShulgin AT (1980)."Hallucinogens". In Burger A, Wolf ME (eds.).Burger's Medicinal Chemistry. Vol. 3 (4 ed.). New York: Wiley. pp. 1109–1137.ISBN978-0-471-01572-7.OCLC219960627.Modifications on the chain portion of the mescaline molecule are known. The insertion of an oxygen atom between the chain and the aromatic ring to give 60.20 eliminates the hallucinogenic activity (77), as does the homologation at the nitrogen either to the monomethyl (78) or to the dimethyl homolog trichocerine (60.21; 76, 79, 80).
