Category:DMT

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DMT Molecule
Recrystallized DMT freebase
DMT Crystallization arrangement


Brief overview - What is DMT?

NN-Dimethyltryptamine or DMT for short is an short acting psychedelic entheogen which allows a persons consciousness to voyage into the most incredible dimensions, visions, thoughts and experiences imaginable.

It is without doubt one of the most powerful yet mysterious psychedelics in existence but to classify DMT as merely a drug would be doing it a great injustice as DMT is more a trans dimensional key into places and vistas so profound and awe inspiring that it raises many new questions regarding the nature of reality and our place within it.

DMT exists naturally in every human being and also throughout the plant and animal kingdoms. It occurs naturally in many mammals, marine animals, trees, grasses, flowers and shoots.

DMT is closely related to serotonin, the naturally occurring neurotransmitter that psychedelics affect so widely. The pharmacology of DMT is similar to that of other well-known psychedelics. It affects receptor sites for serotonin in much the same way that LSD, psilocybin, and mescaline do. These serotonin receptors are widespread throughout the body and can be found in blood vessels, muscle, glands, and skin.

There are a number of ways to acquire this entheogen. The first and most difficult way is to have some substantial chemistry knowledge and experience and actually synthesize pure DMT in a laboratory. This a rather tricky and time consuming process and requires access to some rather obscure and hard to acquire chemicals.

The most common and easiest method to acquire DMT is to extract it from the various plant species that contain the compound. The various plants and extraction techniques can be found on this wiki at the extraction teks.

Chemical and physical properties

DMT = N,N-Dimethyltryptamine

Freebase DMT

Dmtfreebase.png
  • Appearance: White/Transparent crystals
  • CAS Registry Number: 61-50-7
  • Composition: C12H16N2
  • Molecular Weight: 188.26884 g/mol
  • Melting point: 44-68°C (Conflicting reports in literature, as mentioned in TIHKAL)
  • Boiling point: Theoretically 360-380°C
  • XLogP: 2.0
  • XLogP3: 2.5 (PubChem)
  • pKa: 8.68 (Merck Index)
  • Colorimetric reagent results: Here
  • Stability/Degradation: Oxidation to DMT N-Oxide (yellow oil) in prolonged exposure to open air (unknown rate). N-oxide may be reverted back to the parent compound by reduction, as described in the N-Oxide to Freebase Wiki.
  • Solubility:

Very Soluble in Xylene, Toluene, Limonene, acetone, Isopropyl Alcohol (IPA), methanol, ethanol, Dichloromethane (DCM), chloroform, ether, Butanone (also known as methyl ethyl ketone (MEK)) and butanol. Soluble in dilute acids (form salts with these acids), soluble in acidified alcohols (forms salts) (Trout's notes)

Soluble in naphtha, hexane, heptane but almost insoluble in these solvents at freezing temperatures

Almost insoluble in water.

DMT N-Oxide

Dmtnoxide.jpg
  • Appearance: Yellow oil
  • XLogP3: 2
  • Colorimetric reagent results: Here
  • Solubility:

Soluble in Xylene, Toluene, Limonene

Slightly soluble in basic water

Insoluble in naphtha/heptane/hexane but soluble in these solvents that have fats/oils dissolved in them (Trout's notes)

DMT Fumarate

  • Molecular Weight: 492.608 g/mol
  • Solubility:

Very soluble in water

Soluble in methanol (~10mg/ml)

Soluble in boiling IPA, Practically insoluble in room temp IPA (~1mg/ml), Insoluble in freeze-cold IPA.

Slightly soluble in ethanol (~5mg/ml)

Insoluble in cold acetone

Insoluble in FASI (Fumaric Acid Saturated IPA)

Insoluble in FASA (Fumaric Acid Saturated Acetone)


Effects

Depending on the dosage, the effects of DMT can range from a multitude of sensations, from bizarre, beautiful and even 'impossible' visions to literally jaw hanging awe as one is propelled into other dimensions of existence where human language and logic cannot even begin to describe or comprehend.

There have been a few attempts to define different levels and types of experience. Psychedelic Monographs and Essays[1] discusses different levels of a DMT experience.

The Hyperspace Lexicon project is an attempt to create a new vocabulary to try to describe the DMT realm

Pharmacology, toxicity and general safety

Pharmacology

DMT is inactive when taken orally, unless if ingested together with MAOI.

After intramuscular injection it is rapidly metabolised primarily into indol-3-ylacetic acid. About 33% of the dose is excreted in urine in 6 hours as free and conjugated (glucoronide) indol-3-ylacetic acid. Less than 0.1% of the dose is excreted unchanged in the urine in 24 hours (Clarke's second, 1986)

Safety

For info on DMT safety, please reffer to Health and Safety section

Plants containing DMT

The following is a list of plants known to contain tryptamines. In some, the DMT content may be very small or it may be present together with other potentially unwanted alkaloids. Please research well before extracting from some plant, and be sure you have your desired alkaloids only when bioassaying from a new plant.


Acacia

Acacia_acuminata

Acacia_alpina

Acacia angustifolia

Acacia angustissima

Acacia auriculiformis

Acacia baileyana

Acacia berlandieri

Acacia catechu

Acacia caven

Acacia colei

Acacia complanata

Acacia constricta

Acacia confusa

Acacia cornigera

Acacia cultriformis

Acacia farnesiana

Acacia filiciana

Acacia_floribunda

Acacia laeta

  • DMT in the leaf (Trout's Notes)

Acacia longifolia

  • 0.2% tryptamine in bark, leaves, some in flowers, phenylethylamine in flowers (Hegnauer 1994)
  • DMT in plant (Lyceaum)

Acacia maidenii

  • Bark of A. maidenii contains 0.6% of N-methyltryptamine and DMT in the proportions approx. 2:3 (Fitzgerald & Sioumis 1965)

Acacia melanoxylon

  • DMT in the bark and leaf, less than 0.02% total alkaloids (Hegnauer 1994)


Acacia mellifera

  • DMT in the leaf (Trout's Notes)

Acacia nilotica

  • DMT in the leaf (Trout's Notes)

Acacia obtusifolia

  • 0.4 to 0.5 % DMT/NMT in the dried bark (Csiro 1990)
  • 0.15-0.6% DMT,NMT(2:1)plus trace betacarboline in bark, 0.06-0.2% leaves (Southern Cross University comissioned test 2001)
  • 5-MeoDMT & bufotenine in some loctations (E., Entheogen Review 1995-6; Trout's Notes 2005-10) Is not fast growing in the wild and is under threat of serious overharvesting. Is NOT considered a weed as previously stated here, and will become rarer if wild seed populations exploited further.(Nen, original bioassay subject)

Acacia oerfota

  • Less than 0.1% DMT in leaf (Ott)


Acacia phlebophylla

  • 0.3% DMT in leaf, NMT (Trout's Notes)

Acacia podalyriaefolia

  • Tryptamine in the leaf (Trout's Notes)
  • 0.5% to 2% DMT in fresh bark, phenethylamine trace amounts (Hegnauer 1994)

Acacia polyacantha

  • DMT in leaf (Trout's Notes)

Acacia retinodes

  • DMT and MMT (www.factorey.ch/Eins.htm)
  • Less than 0.02% total alkaloids found (Hegnauer 1994)

Acacia rigidula

  • DMT, NMT, tryptamine, amphetamines, mescaline, nicotine and others (Phytochem. 199

Acacia senegal

  • DMT, in the leaf


Acacia simplex

  • DMT and NMT, in the leaf, stem and trunk bark, 0.81% DMT in bark, MMT


Acacia tortilis

  • DMT, NMT, and other tryptamines

Acacia sieberiana

  • DMT in the leaf (Trout's Notes)


Anadenanthera

Anadenanthera colubrina

Anadenanthera macrocarpa

  • Seed pods contain dimethyltryptamine and the seeds bufotenin, bufotenin oxide, and oxide of dimethyltryptamine (GRANIER-DOYEUX 1965)


Anadenanthera_peregrina

Common Reed

Arundo donax

  • Entire Plant contains 5-MeO-DMT (Shulgin, TIHKAL)Flowers contain DMT, 5-MeO-DMT, and 5-MeO-NMT (Shulgin, TIHKAL)Roots contain DMT, 5-MeO-DMT, 5-MeO-NMT, Bufotenine, bufotenidine, dehydrobufotenidine (Shulgin, TIHKAL)
  • Plants analyzed in india were found with alkaloids, others from USA where not found to contain DMT based alkaloids (Trout notes)

Desmanthus illinoensis

  • Root contains DMT - 0.200% (Ott)Root Bark contains DMT - 0.340% (Ott)

Phalaris aquatica

Phalaris arundinacea

Phalaris brachystachys

Phalaris tuberosa

  • Leaves and seedlings contain DMT, 5-MeO-DMT, and related compounds (Smith 1977)DMT - 0.100% (erowid)5-MeO-DMT - 0.022% (erowid)5-OH-DMT - 0.005% (erowid)


Phragmites australis

Delosperma

Delosperma acuminatum

  • DMT, 5-MEO-DMT (Trout's Notes)

Delosperma cooperi

  • DMT, 5-MEO-DMT (Trout's Notes)

Delosperma ecklonis

  • DMT (Trout's Notes)

Delosperma esterhuyseniae

  • DMT (Trout's Notes)

Delosperma harazianum

  • DMT, 5-MEO-DMT (Trout's Notes)

Delosperma hirtum

  • DMT (Trout's Notes)

Delosperma lydenbergense

  • DMT, 5-MEO-DMT (Trout's Notes)

Delosperma pageanum

  • DMT, 5-MEO-DMT (Trout's Notes)

Delosperma pergamentaceum

  • Traces of DMT (Trout's Notes)

Delosperma tradescantioides

  • DMT (Trout's Notes)]]

Desmodium

Desmodium caudatum

  • Roots: 0.087% DMT, Bufotenine-N-oxide 0.03% (Trout's Notes)


Desmodium gangeticum

  • DMT, 5-MEO-DMT, whole plant, roots, stems, leaves (Ott)


Desmodium gyrans

  • DMT, 5-MEO-DMT, leaves, roots (Ott)


Desmodium pulchellum

  • DMT, 5-MEO-DMT, whole plant, roots, stems, leaves, flowers (Ott)


Desmodium racemosum

  • 5-MEO-DMT (Ott)


Desmodium triflorum

  • DMT-N-oxide, roots (Ott)


Lespedeza bicolorvar. japonica

  • DMT, 5-MEO-DMT in leaves and root bark (Ott)


Petalostylis

Petalostylis cassioides

  • 0.4-0.5% tryptamine, DMT, etc. in leaves and stems (Johns et al 1966)

Mimosa

Mimosa ophthalmocentra

  • 1.6% DMT in rootbark

Mimosa scabrella

  • DMT in bark (Ott)


Mimosa verrucosa

  • DMT (Schultes 1969)


Mucuna pruriens

  • Leaves, seeds, stems and roots contain L-Dopa, Serotonin, 5-HTP, and Nicotine, as well as N,N-DMT, Bufotenine, and 5-MeO-DMT (Erowid)


Petalostylis labicheoidesvar. casseoides

  • DMT in leaves and stems (Ott)


Diplopterys_cabrerana

  • DMT


Osteophloem platyspermum

  • DMT, 5-MEO-DMT in bark (Ott)

Virola

Virola calophylla

  • Leaves 0.149% DMT (Ott)


Virola carinata

  • DMT in leaves (Ott)


Virola divergens

  • DMT in leaves (Ott)


Virola elongata

  • DMT, 5-MEO-DMT in bark and leaves (Ott)


Virola melinonii

  • DMT in bark (Ott)


Virola multinervia

  • DMT, 5-MEO-DMT in bark and leaves (Ott)


Virola pavonis

  • DMT in leaves (Ott)


Virola peruviana

  • DMT, 5-MEO-DMT in bark (Ott)


Virola rufuta

  • Alkaloids in bark and root, 95% of which is 5-MeO-DMT (Shulgin, TIHKAL)


Virola sebifera

  • DMT in bark (Ott)


Virola theiodora

  • DMT, 5-MEO-DMT in bark, roots, leaves and flowers (Ott)


Virola venosa

  • DMT, 5-MEO-DMT in roots and leaves (Ott)


Psychotria carthaginensis

  • 0.2% average DMT in dried leaves (Ott)


Psychotria_viridis

Extraction Teks

A/B

STB

STB-A/B hybrid

Dry tek

Dosages and consumption methods

http://wiki.dmt-nexus.me/Ingestion_Methods

Smoked / Vaporized

Extracted DMT freebase can be vaporized for very potent effects that last around 10 minutes. DMT is ideally vaporized, as opposed to smoked. Vaporization is achieved by a controlled temperature that does not burn/combust DMT material (and potential impurities), but instead just makes DMT evaporate and be inhaled.

Vaporization is much smoother than smoking. Smoking leads to break down of DMT (and impurity) molecules into potential toxic nitrogen oxides (Trout's notes), so not only it is harsher but also there is a significant loss of actives.

Vaporizing can be achieved with improvised vaporizers such as The Inspirator mkII, or commercially sold vaporizing pipes such as the VaporGenie.

Some methods, such as The Machine, if very carefully done with lighter farther away, can also vaporize DMT but due to lack of adequate buffer between fire and the alkaloids, so often will also generate combustion.

Smoking is nonetheless still a popular way of ingesting DMT, and is often done by infusing herbs with the DMT, or smoking in a bong, with the DMT sandwhiched between thick layer of ashes or thin layer of herbs that serve to protect the DMT from fire (though there is still combustion, specially when using herbs).

Dosages are around 20-30mg for efficient vaporization methods, and with smoking methods can be around 50-60mg or even more....

Oral

DMT is only active orally when taking together with a MAOI. (FAQ for more info)

Dosages for DMT, considering MAOs are fully inhibited, vary wildly depending on person, probably due to metabolism in great part. They can go from 30 to 250mg! If its your first time, start on the lower end!

Another factor is whether one is ingesting a whole plant brew or purified extracts. Often in ayahuasca analysis the amount of DMT found is very small (20-30mg), but also often there is redosing in ayahuasca sessions, but also its possible other trace amount of beta-carbolines and alkaloids can improve MAO inhibition, or that other inactive plant substances can help protecting DMT from fast breakdown by any potential active MAO.


Snorted

This is a method that gets very opposite responses for different people. For many, it hurts too much and isn't effective. For others it works well and pain/discomfort is tolerable, and the effects are worth it. It is unknown what possible health consequences snorting a basic alkaloid such as DMT can have on nasal passages, specially long term use, so we advice caution. There are some attempts to find less harsh ways, check threads below for more info:

Snorting Works! Preparations to make snorting more tolerable

History of usage

Analysis of DMT

To learn how analytical processes work, follow this link

Colorimetric reagents

DMT

  • α-Nitroso-β-naphthol-nitrous acid - Negative - (silica gel) - (23)
  • - Weak brown (on paper) - (18 )
  • Chloranil - No Reaction - (silica gel) - ( 8 )
  • CNTF - Gray (light) - (silica gel) - ( 8 )
  • Diazotized p-Nitroaniline - Very weak yellow - (on paper) - (18 )
  • Dragendorff's - positive with spray - (silical gel) - (5)

- Red-Brown - (paper) - (18 ) - Orange - (silica gel) - (23)

  • Ehrlich - Reddish purple - (as acetate on paper) - (26)
  • Fluoranil - Purple - (silica gel) - ( 8 )
  • Fluorescence with PENE - Violet under 254nm UV - (silica gel with PENE) - (24)
  • HNS - No reaction - (silica gel) - ( 8 )
  • HNO3 atmosphere - yellow - (silica gel) - (25)
  • Iodine vapor - Red-Brown - (paper) - (18 )
  • Iodoplatinate - Purple - (silica gel) - (25)

- Blue (silica gel) - (17)

  • Iodoplatinate, acidified - Positive - (silica gel) - (5)
  • Marquis - Yellow - (NA) - (13)
  • Marquis - GreenYellow - (silica gel) - (7)
  • Marquis - Orange->red - (NA) - (5)
  • Mecke - Brown->red over time time. - (NA) - (13)
  • Mandellin - yellow - (NA) - (13)
  • Ninhydrin, acetic acid - No UV fluorescence - (acetate on paper) - (26)

- No visible color - (acetate on paper) - (26)

  • NNCD - Weak orange - (on paper) - (19)
  • p-DMAB, ethanol:sulphuric - Red solution, Violet when diluted with water - (5)
  • p-DMAB-TS - Yellow - (pure compound) - (3, 27)
  • p-DMAB, ethanolic - Purple - (pure compound) - (3)
  • TACOT - Purple (light) - (silica gel) - ( 8 )
  • TCBI - Brown-green - (silica gel) - ( 8 )
  • TCNE - Brown (light and fading) - (silica gel) - ( 8 )
  • TetNF - Brown (light) - (silica gel) - ( 8 )
  • TNB - Yellow->Brown - (silica gel) - ( 8 )
  • TNF - Brown (light) - (silica gel) - ( 8 )
  • Van Urk - Blue - (silica treated with 0.1M KOH) - (16)
  • Xanthydrol - Purple - (silica gel & celulose) - (15)

- Purple - (tlc & on paper) - (5, 20) - Pink - (on paper) - (21) - Lavender - (on paper) - (22)

LC / GC-MS

DMT Mass Spectra

DMT Mass Spectra

DMT Mass Spectra (expanded)

DMT Mass Spectra (Expanded)


IR - Infrared

(Solid) DMT IR Spectra

Scientific publications

Links of interest


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Subcategories

This category has only the following subcategory.