Isomescaline
Encyclopedia
Isomescaline, or 2,3,4-trimethoxy
Methoxy
In chemistry , methoxy refers to the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula O–CH3.The word is used in organic nomenclature usually to describe an ether...

phenethylamine
Phenethylamine
Phenylethylamine or phenethylamine is a natural monoamine alkaloid, trace amine, and also the name of a class of chemicals with many members well known for psychoactive drug and stimulant effects. Studies suggest that phenylethylamine functions as a neuromodulator or neurotransmitter in the...

, is a lesser-known psychedelic drug
Psychedelics, dissociatives and deliriants
This general group of pharmacological agents can be divided into three broad categories: psychedelics, dissociatives, and deliriants. These classes of psychoactive drugs have in common that they can cause subjective changes in perception, thought, emotion and consciousness...

. It is an isomer
Isomer
In chemistry, isomers are compounds with the same molecular formula but different structural formulas. Isomers do not necessarily share similar properties, unless they also have the same functional groups. There are many different classes of isomers, like stereoisomers, enantiomers, geometrical...

 of mescaline
Mescaline
Mescaline or 3,4,5-trimethoxyphenethylamine is a naturally occurring psychedelic alkaloid of the phenethylamine class used mainly as an entheogen....

, as well as an analog of TIM-2
TIM (psychedelics)
TIM, or thioisomescaline, is a series of lesser-known psychedelic drugs similar in structure to mescaline. They were first synthesized by Alexander Shulgin. In his book PiHKAL , none of their durations are known...

, TIM-3
TIM (psychedelics)
TIM, or thioisomescaline, is a series of lesser-known psychedelic drugs similar in structure to mescaline. They were first synthesized by Alexander Shulgin. In his book PiHKAL , none of their durations are known...

, and TIM-4
TIM (psychedelics)
TIM, or thioisomescaline, is a series of lesser-known psychedelic drugs similar in structure to mescaline. They were first synthesized by Alexander Shulgin. In his book PiHKAL , none of their durations are known...

. Isomescaline was first synthesized by Alexander Shulgin
Alexander Shulgin
Alexander "Sasha" Theodore Shulgin is an American pharmacologist, chemist, artist, and drug developer.Shulgin is credited with the popularization of MDMA, commonly known as ecstasy, in the late 1970s and early 1980s, especially for psychopharmaceutical use and the treatment of depression and...

. In his book PiHKAL (Phenethylamines i Have Known And Loved)
PiHKAL
PiHKAL: A Chemical Love Story is a book by Dr. Alexander Shulgin and Ann Shulgin which was published in 1991. The subject of the work is psychoactive phenethylamine chemical derivatives, notably those that act as psychedelics and/or empathogen-entactogens...

, the minimum dosage is listed as 400 mg, and the duration unknown. Despite its structural similarity to mescaline, isomescaline produces no effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of isomescaline.

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