Escaline
Encyclopedia
Escaline is a psychedelic
Psychedelic
The term psychedelic is derived from the Greek words ψυχή and δηλοῦν , translating to "soul-manifesting". A psychedelic experience is characterized by the striking perception of aspects of one's mind previously unknown, or by the creative exuberance of the mind liberated from its ostensibly...

 drug and entheogen
Entheogen
An entheogen , in the strict sense, is a psychoactive substance used in a religious, shamanic, or spiritual context. Historically, entheogens were mostly derived from plant sources and have been used in a variety of traditional religious contexts...

 of the 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...

 class of compounds. Escaline was first synthesized and reported in the scientific literature by Benington, et al., in 1954, but was later re-examined in the laboratory of David E. Nichols
David E. Nichols
David E. Nichols is an American pharmacologist and medicinal chemist.Presently the Robert C. and Charlotte P. Anderson Distinguished Chair in Pharmacology at Purdue University, Nichols has worked in the field of psychoactive drugs since 1969...

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

 analogues that included escaline, proscaline
Proscaline
Proscaline, or 4-propoxy-3,5-DMPEA is a psychedelic and hallucinogenic drug, used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs mescaline and escaline.-Chemistry:...

, and isoproscaline
Isoproscaline
Isoproscaline or 4--propyl-3,5-dimethoxyphenethylamine is an analogue of mescaline. It is closely related to proscaline and was first synthesized by David E. Nichols...

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

 analogues in humans were first described 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...

, Shulgin lists the dosage range as 40 to 60 mg, consumed orally. The duration of action was stated to be 8 – 12 hours.

Escaline is the 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...

 analog of 3C-E
3C-E
3C-E is a psychedelic hallucinogenic drug and entheogen of the phenethylamine class of compounds. It is a substituted amphetamine. 3C-E was probably first synthesized by Alexander Shulgin. In his book PiHKAL , Shulgin lists the dosage range as 30 to 60 mg, consumed orally. The duration of...

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

.

External links

  • PiHKAL entry
  • Escaline entry in PiHKAL • info
  • Functional analog
    Functional analog
    Functional analogs , are compounds that have similar physical, chemical, biochemical, or pharmacological properties. An example of a functional analog is morphine and heroin. Functional analogs are not necessarily also structural analogs with a similar chemical structure...

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