1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference
material
Properties
Related
Categories
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grade
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certified reference material
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InChI
Key
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SPCIYGNTAMCTRO-UHFFFAOYSA-N
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feature
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(Snap-N-Spike®)
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packaging
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ampule of 1 mL
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drug
control
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Narcotic Licence Schedule D
(Switzerland); psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal)
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concentration
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1.0 mg/mL in acetonitrile
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storage
temp.
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−70°C
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·
Psilocin (also
known as 4-HO-DMT, psilocine, psilocyn, or psilotsin) is a substituted tryptamine alkaloid and a serotonergic
psychedelic substance.
It is present in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin.
Detailed Description:
is a Schedule I drug under the Convention
on Psychotropic Substances.[2] The mind-altering effects of psilocin are
highly variable and subjective and resemble those of LSD and DMT.
Chemistry
Psilocin and its phosphorylated cousin, psilocybin, were first
isolated and named in 1958 by Swiss chemist Albert Hofmann. Hofmann obtained
the chemicals from laboratory-grown specimens of the entheogenic mushroom Psilocybe mexicana. Hofmann also succeeded in finding the synthetic routes to
these chemicals.[3]
Psilocin can be obtained by dephosphorylation of natural psilocybin under strongly acidic or under alkaline conditions (hydrolysis). Another synthetic route uses the Speeter-Anthony tryptamine synthesis starting from 4-hydroxyindole.
Psilocin is relatively unstable in solution due to
its phenolic hydroxy (-OH)
group. In the presence of oxygen it readily forms
bluish and dark black degradation products. Similar products are also formed
under acidic conditions in the presence of oxygen and Fe3+ ions (Keller's reagent).
Structural analogs
Sulfur analogs are known
with a benzothienyl replacement[4] as
well as 4-SH-DMT.[5] 1-Methylpsilocin is a functionally 5-HT2Creceptor preferring agonist.[6] 4-Fluoro-N,N-dimethyltryptamine
is known.[6] O-Acetylpsilocin (4-AcO-DMT) is an
acetylated analog of psilocin. Additionally, replacement of a methyl group at
the dimethylated nitrogen with an isopropyl or
ethyl group yields 4-HO-MIPT (4-hydroxy-N-methyl-N-isopropyltryptamine)
and 4-HO-MET (4-hydroxy-N-methyl-N-ethyltryptamine),
respectively.
Pharmacology
Psilocin is the pharmacologically active agent in the
body after ingestion of psilocybin or some species of
psychedelic mushrooms.
Psilocybin is rapidly dephosphorylated in the body
to psilocin which acts as a 5-HT2A, 5-HT2C and 5-HT1A agonist or partial agonist. Psilocin exhibits functional selectivity in that it activates phospholipase A2 instead of activating phospholipase C as the endogenous ligand serotonin
does. Psilocin is structurally similar to serotonin (5-HT),[7] differing only by
the hydroxyl group being on the
4-position rather than the 5 and the dimethyl groups
on the nitrogen. Its effects are
thought to come from its partial agonist activity at 5-HT2Aserotonin receptors in the prefrontal cortex.
Psilocin has no significant effect on dopamine receptors (unlike LSD) and only affects the noradrenergic system at very high
dosages.[8]
Behavioral and non-behavioral effects
Its physiological effects are similar to a sympathetic arousal state. Specific
effects observed after ingestion can include but are
not limited to tachycardia, dilated pupils, restlessness or arousal, euphoria, open and closed eye visuals
(common at medium to high doses), synesthesia (e.g.
hearing colours and seeing sounds), increased body temperature, headache, sweating and chills, and nausea. Psilocybin is rapidly dephosphorylated in the body
to psilocin which acts as a 5-HT2A, 5-HT2C and 5-HT1A agonist or partial
agonist. Receptors are claimed to significantly regulate visuals, decision
making, mood, decreased blood pressure and heart rate.[7]
There is virtually no direct lethality associated
with psilocin.[7] There is virtually
no withdrawal syndrome when chronic use of this drug is ceased.[7] There is cross tolerance among psilocin, mescaline, LSD,[7] and other 5-HT2A,
5-HT2C, and 5-HT1A agonists
due to down-regulation of these receptors.
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$125584.65/KG OR $57083.93/IB
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