Substituted tryptamines: Difference between revisions

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In terms of [[subjective effects]], substituted tryptamines are generally regarded as producing a significantly stronger and "deeper" psychedelic effect than the other major class of psychedelics, the substituted phenethylamines (e.g. [[mescaline]] or the [[2C-x family]]). The subcategory of [[hallucinogens]] known as [[entheogens]] predominantly consist of substituted tryptamines such as [[DMT]] (including [[ayahuasca]]), [[5-MeO-DMT]] and [[psilocybin]].

An investigation of dozens of psychoactive tryptamine compounds was published by Ann and [[Alexander Shulgin]] under the ~~name~~ [[TiHKAL]] ("Tryptamines I Have Known and Loved") in 1997.

A systematic investigation of dozens of psychoactive tryptamine compounds was published by Ann and [[Alexander Shulgin]] under the title [[TiHKAL]] ("Tryptamines I Have Known and Loved") in 1997.

==Chemistry==

The structure ~~of any substituted tryptamine is comprised~~ of an indole ring with attached amino group via a two-carbon sidechain ([[monoamine]] chain) at R3. Ring unsubstituted tryptamines or so called "base tryptamines" can have various substitutions at the nitrogen (RN1 and RN2) and at Rα. Ring substituted tryptamines can ~~furthermore~~ be substituted at the R4 and R5 positions at the indole ring.

The tryptamine core structure consists of an indole ring with attached amino group via a two-carbon sidechain ([[monoamine]] chain) at R3. Ring unsubstituted tryptamines, or so called "base tryptamines", can have various substitutions at the nitrogen (RN1 and RN2) and at Rα. Ring substituted tryptamines can be further substituted at the R4 and R5 positions on the indole ring.

==List of substituted tryptamines==

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 In terms of [[subjective effects]], substituted tryptamines are generally regarded as producing a significantly stronger and "deeper" psychedelic effect than the other major class of psychedelics, the substituted phenethylamines (e.g. [[mescaline]] or the [[2C-x family]]). The subcategory of [[hallucinogens]] known as [[entheogens]] predominantly consist of substituted tryptamines such as [[DMT]] (including [[ayahuasca]]), [[5-MeO-DMT]] and [[psilocybin]].
-An investigation of dozens of psychoactive tryptamine compounds was published by Ann and [[Alexander Shulgin]] under the name [[TiHKAL]] ("Tryptamines I Have Known and Loved") in 1997.
+A systematic investigation of dozens of psychoactive tryptamine compounds was published by Ann and [[Alexander Shulgin]] under the title [[TiHKAL]] ("Tryptamines I Have Known and Loved") in 1997.
 ==Chemistry==
-The structure of any substituted tryptamine is comprised of an indole ring with attached amino group via a two-carbon sidechain ([[monoamine]] chain) at R<sub>3</sub>. Ring unsubstituted tryptamines or so called "base tryptamines" can have various substitutions at the nitrogen (R<sub>N1</sub> and R<sub>N2</sub>) and at R<sub>α</sub>. Ring substituted tryptamines can furthermore be substituted at the R<sub>4</sub> and R<sub>5</sub> positions at the indole ring.
+The tryptamine core structure consists of an indole ring with attached amino group via a two-carbon sidechain ([[monoamine]] chain) at R<sub>3</sub>. Ring unsubstituted tryptamines, or so called "base tryptamines", can have various substitutions at the nitrogen (R<sub>N1</sub> and R<sub>N2</sub>) and at R<sub>α</sub>. Ring substituted tryptamines can be further substituted at the R<sub>4</sub> and R<sub>5</sub> positions on the indole ring.
 ==List of substituted tryptamines==