Psychedelic Alkaloids Chemical and Physical Properties: Difference between revisions

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== Psychedelic Alkaloids Chemical and Physical Properties ==
#REDIRECT[[Psychedelic Compounds Chemical and Physical Properties]]
 
=== DMT ===
N,N-Dimethyltryptamine
 
==== Freebase DMT ====
* Appearance: White/Transparent crystals
* Composition: C12H16N2
* Molecular Weight: 188.26884 g/mol
* Melting point: 44-68°C (Conflicting reports in literature, as mentioned in [http://isomerdesign.com/PiHKAL/browse.php?domain=tk TIHKAL])
* Boiling point:
* XLogP: 2.0
* XLogP3: 2.5
* pKa: 8.68
* Stability/Degradation: Oxidation to DMT N-Oxide (yellow oil) in extended presence of oxygen (specialy in evaporation of dmt-containing solvents with heat and/or fan or generally in prolonged exposure to open air). N-oxide may be reverted back to the parent compound by reduction, as described here.
* Solubility:
Very Soluble in Xylene, Toluene, Limonene, acetone, IPA, methanol, ethanol, DCM, chloroform, ether, MEK, butanol
Soluble in naphtha, hexane, heptane but almost insoluble in these solvents at freezing temperatures
Almost insoluble in water.
 
==== DMT N-Oxide ====
 
* Appearance: Yellow oil
* XLogP3: 2
* Solubility:
Soluble in Xylene, Toluene, Limonene
Slightly soluble in basic water
Insoluble in naphtha
 
==== DMT Fumarate ====
 
* Molecular Weight: 492.608 g/mol
* Solubility:
Soluble in water, boiling IPA
Insoluble in freeze-cold IPA
Insoluble in freeze-cold acetone
Insoluble in FASI (Fumaric Acid Saturated IPA)
Insoluble in FASA (Fumaric Acid Saturated Acetone)
 
* blabla ([http://isomerdesign.com/PiHKAL/browse.php?domain=tk TIHKAL])
* blabla ([http://pubchem.ncbi.nlm.nih.gov/ PubChem])
 
 
 
=== 5-MeO-DMT ===
5-methoxy-N,N-dimethyl-tryptamine
 
==== Freebase 5-MeO-DMT ====
Appearance: Off-white crystals (Sigma Aldrich)
Composition: C13H18N20
Molecular Weight: 218.298 g/mol
Melting Point: 69-70°C (TIHKAL)
XLogP: 1.9
XLogP3: 1.5 (pubchem)
 
 
==== 5-MeO-DMT Hydrochloride====
Melting Point: 145-146°C (TIHKAL)
 
 
 
=== Bufotenine ===
5-HO-DMT - 5-hydroxy-N,N-dimethyl-tryptamine
 
==== Freebase Bufotenine ====
Composition: C12H16N2O
Molecular Weight: 204.268 g/mol
Melting point:146–147 °C (295–297 °F)
Boiling point: 320 °C (608 °F)
XLogP: 1.6
XLogP3: 1.2 (pubchem)
pKa:
Solubility:
Acetone @ 20 C: soluble (5 g/100 ml)
Chloroform @ 20 C: soluble
Dichloromethane @ 20 C: soluble
Dimethyl sulfoxide (DMSO) @ 20 C: soluble (6 g/100 ml)
D-Limonene (Orange Oil) @ 20 C: insoluble
D-Limonene (Orange Oil) @ 176 C: soluble (more than 1.7 g/100 ml)
Ethanol @ 20 C: soluble
Ether @ 20 C: soluble
Ethyl acetate @ 20 C: soluble
Heptane @ 20 C: insoluble
Heptane with 40% MEK @ 20 C: soluble (0.53 g/100 ml)
Heptane with 50% MEK @ 20 C: soluble (1.22 g/100 ml)
IPA @ 20 C: soluble
MEK @ 20 C: soluble
Methanol @ 20 C: soluble
Naphtha @ 20 C: insoluble
Water @ 20 C: nearly insoluble in pure water (no acid or alkali added)
Xylene @ 20 C: nearly insoluble (less than 0.03 g/100 ml)
Xylene @ 144 C: soluble (1.5 g/100 ml)
 
 
==== Bufotenine Fumarate ====
Solubility:
Soluble in water
Insoluble in FASA (Fumaric Acid Saturated Acetone)
 
=== Psilocin ===
4-HO-DMT - 4-Hydroxy-N,N-dimethyl-tryptamine
 
==== Freebase Psilocin ====
Composition: C12H16N2O
Molecular Weight: 204.27 g/mol
Melting Point: 103-104°C (TIHKAL)
XLogP3: 2.1 (pubchem)
Stability/Degradation: Unstable in solution, especially alkaline solution (Merck).
Solubility:
Very slightly sol in water (Merck)
 
 
 
=== Psilocybin ===
4-PO-DMT - O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine
 
 
 
==== Psilocin Phosphate Ester ====
Composition: C12H17N2O4P
Molecular Weight: 284.248141 g/mol
XLogP3: -1.6 (pubchem)
Stability/Degradation: Dephosphorylated into Psilocin under acidic conditions. Also when ingested, by phosphatases enzymes.
Solubility:
Soluble in water. Soluble in 20 parts boiling water (= 0.79g/ml in boiling water), 120 parts boiling methanol (= 0.0932g/ml in boiling methanol); difficultly soluble in ethanol. Practically insoluble in chloroform, benzene (Merck)
 
 
 
=== Mescaline ===
3,4,5-trimethoxyphenethylamine
 
==== Freebase Mescaline ====
Composition: C11H17NO3
Melting point: 35-36°C (Kindler and Peschke, 103)
Boiling point: 180°C (12 mmHg)
XLogP: 0.6 (PubChem)
XLogP3: 0.7 (PubChem)
pKa: 9.56
Appearance: long needle shaped white crystals
Molecular weight: 211.26
Notes: forms mescaline carbonate on prolonged exposure to air
Average dose: 300 to 600 milligrams with a duration of 5 to 12 hours.
Soluble in: alcohol, chloroform, benzene, xylene, toluene, acetone, dichloromethane, highly soluble in isopropyl alcohol, soluble in d-limonene
Moderately soluble in: water
Insoluble in: practically insoluble in ether or petroleum ether
LD50: i.p. rats 370 mg/kg
 
==== Mescaline Citrate ====
Soluble in: water
Insoluble in: xylene, acetone <nowiki>*</nowiki>
<nowiki>*</nowiki> Possible unreliable web source.
 
 
==== Mescaline Hydrochloride ====
Molecular weight: 247.72 (Sigma Aldrich)
Empirical Formula (Hill Notation): C11H17NO3 • HCl (Sigma Aldrich)
CAS Number: 832-92-8
Appearance: colorless crystals, needles
Melting point: 184°C
Moderately soluble in: water, alcohol (Merck Index), methanol (at least 1.0 mg/ml, source Sigma Aldrich solution)
Insoluble in: practically insoluble in toluene and acetone, insoluble in isopropyl alcohol, diethyl ether, and d-limonene
LD50: i.p. rats 132 mg/kg
Storage temperature: 2-8°C (Sigma Aldrich)
Isolation: when mescaline hydrochloride is extracted from San Pedro, Achuma, or Peruvian torch, it can be isolated from the other alkaloids by washing it in IPA or acetone (use 10 ml per gram of alkaloids, and wash 2-3 times). The non-mescaline alkaloids dissolve in the IPA or acetate, while the mescaline hydrochloride does not. Note that for the cleanest results use about 2 washes of acetone, and then 2 washes with IPA.
 
==== Mescaline Picrate ====
Melting point: mp 222°C.
 
==== Mescaline Sulfate Dihydrate====
Composition: (C11H17NO3)2 • H2SO4 • 2H2O
Appearance: prisms
Melting point: 183–186 °C (361–367 °F)
Molecular Weight: 309.33606
Soluble in: hot water, methanol
Almost insoluble in: near freezing water, alcohol, acetone <nowiki>*</nowiki>
<nowiki>*</nowiki> Possible unreliable web source.
 
==== Mescaline Fumarate ====
Composition: unknown (it may be a one to one salt or may not be)
Appearance: unknown
Melting point: unknown
Soluble in: water**, acetone**
Insoluble in: unknown
** This information is from various SWIMs on this forum.
 
==== Mescaline Acetate ====
 
 
=== Ibogaine ===
dslaldsa
 
==== Freebase Ibogaine ====
 
==== Ibogaine Hydrochloride ====
 
=== Voacangine ===
dslaldsa
 
==== Voacangine ====
 
=== LSA (ergine) ===
dslaldsa
 
==== Freebase LSA ====
 
 
=== Muscimol ===
dslaldsa
 
==== Freebase Muscimol ====
 
=== Salvinorin A ===
dslaldsa
 
==== Salvinorin A ====
 
=== Harmine ===
dslaldsa
 
==== Freebase Harmine ====
 
==== Harmine Hydrochloride ====
 
=== Harmaline ===
dslaldsa
 
==== Freebase Harmaline ====
 
==== Harmaline Hydrochloride ====
 
=== THH ===
dslaldsa
 
==== Freebase THH ====
 
==== THH Hydrochloride ====
 
== Relevant NOT psychedelic alkaloids ==
 
 
=== Gramine ===
dslaldsa
 
==== Freebase Gramine ====
 
 
== Solvents and Alkaloids XlogP and XlogP3 ==

Latest revision as of 04:11, 18 June 2010