Tryptamines

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Tryptamines form one of the most structurally diverse and pharmacologically significant classes of naturally occurring and semi-synthetic compounds. They are supplied exclusively as high-purity analytical reference standards for use in forensic toxicology, clinical chemistry, pharmaceutical research, and academic laboratories.

What are tryptamines?

Tryptamines are a family of compounds that share the core indole ethylamine structure — an indole ring system substituted at the 3-position with an ethylamine side chain. The simplest member is tryptamine itself, which occurs naturally as a trace metabolite and biosynthetic intermediate in many organisms.

Substitution at various positions on the indole ring (especially positions 4, 5, 6, or 7) and/or on the terminal nitrogen of the ethylamine chain produces a wide range of derivatives with markedly different pharmacological, metabolic, and analytical profiles.

Natural and endogenous tryptamines

Several tryptamines occur naturally in plants, fungi, animals, and humans:

• Tryptamine — trace endogenous monoamine
• Serotonin (5-hydroxytryptamine, 5-HT) — primary neurotransmitter
• Melatonin (N-acetyl-5-methoxytryptamine) — pineal hormone regulating circadian rhythm
• Bufotenin (5-HO-DMT) — found in certain toad venoms and plants
• Psilocin (4-HO-DMT) — active metabolite of psilocybin
• N,N-Dimethyltryptamine (DMT) — present in many plant species (e.g., Psychotria viridis, Mimosa tenuiflora) and trace amounts in mammals
• 5-MeO-DMT — found in certain toad venoms (Incilius alvarius) and some plants

Synthetic and semi-synthetic tryptamines of analytical interest

Modern forensic and research libraries commonly include:

4-Substituted tryptamines (often referred to as “4-HO/4-Ac series”)

• 4-Hydroxy-N,N-dimethyltryptamine (psilocin)
• 4-Acetoxy-N,N-dimethyltryptamine (4-AcO-DMT)
• 4-Hydroxy-N-methyl-N-ethyltryptamine (4-HO-MET)
• 4-Hydroxy-N,N-diethyltryptamine (4-HO-DET, CZ-74)
• 4-Hydroxy-N-isopropyl-N-methyltryptamine (4-HO-MiPT)
• 4-Acetoxy-N,N-diisopropyltryptamine (4-AcO-DiPT)
• 4-HO-MPT, 4-HO-EPT, 4-HO-DPT, etc.

5-Substituted tryptamines

• 5-Methoxy-N,N-dimethyltryptamine (5-MeO-DMT)
• 5-Methoxy-N-methyl-N-isopropyltryptamine (5-MeO-MiPT, “moxy”)
• 5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DiPT, “foxy”)
• 5-Methoxy-N-ethyl-N-propyltryptamine (5-MeO-EPT)
• 5-MeO-MET, 5-MeO-DALT, 5-MeO-DPT

N-Alkyl and other substituted tryptamines

• N,N-Dimethyltryptamine (DMT)
• N,N-Diethyltryptamine (DET, DET)
• N-Ethyl-N-propyltryptamine (EPT)
• N,N-Dipropyltryptamine (DPT)
• N-Isopropyl-N-methyltryptamine (MiPT)
• α-Methyltryptamine (AMT)
• 5-Methoxy-α-methyltryptamine (5-MeO-αMT)

Other structurally related compounds sometimes grouped with tryptamines

• 3-(2-Aminoethyl)indole derivatives
• Ergolines (structurally related but usually classified separately)

Legitimate scientific and analytical applications

High-purity tryptamine reference standards are used for:

• Development and validation of LC-MS/MS, GC-MS, and HRMS screening and confirmation methods
• Identification and quantification in seized materials (powders, blotters, plant material, liquids)
• Toxicological analysis of biological specimens (blood, urine, oral fluid, hair, vitreous humor)
• Metabolic profiling and identification of phase I and II metabolites
• Pharmacokinetic studies
• Receptor binding and functional assays (primarily 5-HT₂A, 5-HT₂C, 5-HT₁A, trace amine-associated receptor 1 – TAAR1)
• Preparation of calibrators, controls, and proficiency testing materials
• Stability and degradation studies (especially important for 4-acetoxy and 4-hydroxy compounds)

Regulatory status and compliance notes

Many tryptamines are controlled substances in most jurisdictions:

• United States — Schedule I (DMT, 5-MeO-DMT, psilocin, AMT, 5-MeO-DiPT, etc.)
• Canada — Schedule III or I depending on compound
• European Union — controlled under national laws, many fall under NPS legislation or analog acts
• United Kingdom — Class A (most psychoactive tryptamines) or Class B
• Australia, Japan, China, Russia — prohibited or heavily restricted

All products in this category are supplied strictly for research, forensic, toxicological, and analytical purposes. They are not intended for human or veterinary consumption, diagnostic use, therapeutic use, or any form of in-vivo administration. Purchasers must comply fully with all applicable national and international controlled substances regulations and possess the required licenses and permits.

Quality standards for tryptamine reference materials

Reputable suppliers provide:

• Purity ≥98–99.9% (HPLC, qNMR)
• Full certificate of analysis including identity (NMR, HRMS, UV), purity, and batch data
• Isotopically labeled internal standards (e.g., DMT-d₆, psilocin-d₁₀, 5-MeO-DMT-d₄)
• Documentation of regioisomer purity (critical for 4- vs 5- vs 6-substituted isomers)
• Storage recommendations (usually −20°C or −80°C, light and moisture protected)
• Stability data for parent compounds and common degradants

Commonly requested tryptamines in modern analytical work

• N,N-Dimethyltryptamine (DMT)
• 5-Methoxy-N,N-dimethyltryptamine (5-MeO-DMT)
• Psilocin
• 4-AcO-DMT
• 4-HO-MET
• 4-HO-MiPT
• 5-MeO-MiPT
• 5-MeO-DiPT
• AMT (α-methyltryptamine)
• DiPT, DPT, MiPT, EPT
• Psilocin O-glucuronide (metabolite)
• 5-MeO-DMT metabolite standards

Tryptamines constitute one of the most chemically and pharmacologically diverse classes of monoamine compounds encountered in contemporary analytical chemistry and toxicology. Certified reference standards of these substances are essential for accurate identification, quantification, metabolic elucidation, and method development across forensic, clinical, and research laboratories worldwide.

All materials are provided exclusively for legitimate research and analytical purposes and must be handled in strict compliance with applicable controlled substances legislation.

Browse individual product pages for detailed specifications, certificates of analysis, safety data sheets, and availability of each tryptamine reference standard.