Isoproscaline
Encyclopedia
Isoproscaline or 4--propyl
-3,5-dimethoxy
phenethylamine
is an analogue of mescaline
. It is closely related to proscaline
and was first synthesized by David E. Nichols
. It produces hallucinogenic
, psychedelic
, and entheogen
ic effects.
s, and the full chemical name is 2-(4-isopropoxy-3,5-dimethoxyphenyl)ethanamine.
lists a psychedelic dosage as being 40–80 mg, with effects lasting 12–18 hours.
serotonin receptor
agonist
in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines.
, however because of its close similarity in structure and effects to mescaline
, possession and sale of isoproscaline may be subject to prosecution under the Federal Analog Act
.
Isopropyl
In organic chemistry, isopropyl is a propyl with a group attached to the secondary carbon. If viewed as a functional group an isopropyl is an organic compound with a propyl group attached at its secondary carbon.The bond is therefore on the middle carbon....
-3,5-dimethoxy
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 an analogue of mescaline
Mescaline
Mescaline or 3,4,5-trimethoxyphenethylamine is a naturally occurring psychedelic alkaloid of the phenethylamine class used mainly as an entheogen....
. It is closely related to 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 was first synthesized by 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...
. It produces hallucinogenic
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...
, 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...
, 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...
ic effects.
Chemistry
Isoproscaline is in a class of compounds commonly known as phenethylaminePhenethylamine
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...
s, and the full chemical name is 2-(4-isopropoxy-3,5-dimethoxyphenyl)ethanamine.
Effects
Little is known about the psychopharmacological effects of isoproscaline. Alexander ShulginAlexander 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...
lists a psychedelic dosage as being 40–80 mg, with effects lasting 12–18 hours.
Pharmacology
The mechanism that produces the hallucinogenic and entheogenic effects of isoproscaline is most likely to result from action as a 5-HT2A5-HT2A receptor
The mammalian 5-HT2A receptor is a subtype of the 5-HT2 receptor that belongs to the serotonin receptor family and is a G protein-coupled receptor . This is the main excitatory receptor subtype among the GPCRs for serotonin , although 5-HT2A may also have an inhibitory effect on certain areas such...
serotonin receptor
5-HT receptor
The serotonin receptors, also known as 5-hydroxytryptamine receptors or 5-HT receptors, are a group of G protein-coupled receptors and ligand-gated ion channels found in the central and peripheral nervous systems. They mediate both excitatory and inhibitory neurotransmission...
agonist
Agonist
An agonist is a chemical that binds to a receptor of a cell and triggers a response by that cell. Agonists often mimic the action of a naturally occurring substance...
in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines.
Legality
Isoproscaline is unscheduled and unregulated in the United StatesUnited States
The United States of America is a federal constitutional republic comprising fifty states and a federal district...
, however because of its close similarity in structure and effects to mescaline
Mescaline
Mescaline or 3,4,5-trimethoxyphenethylamine is a naturally occurring psychedelic alkaloid of the phenethylamine class used mainly as an entheogen....
, possession and sale of isoproscaline may be subject to prosecution under the Federal Analog Act
Federal Analog Act
The Federal Analog Act, , is a controversial section of the United States Controlled Substances Act which allowed any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were also listed in those schedules, but only if intended for human...
.