Talk:Tryptamine

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This article was the subject of a Wiki Education Foundation-supported course assignment, between 10 September 2020 and 17 December 2020. Further details are available on the course page. Student editor(s): Kwingfield.

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Structure

Hi. What was wrong with the old images? The new ones look okay although for my liking the roman letters are too big. The old images were done with PPCHTeX, which is easily edited and will hopefully soon be incorporated directly into mediawiki much like LaTeX math equations. With your images it is difficult if not impossible for anyone to nicely edit the structure if needs be, and an arbitrary-resolution printable version (as on the cards for all wiki extensions, which ppchtex and XyMTeX will hopefully become) is unavailable. See also: Wikipedia talk:WikiProject Drugs . Rkundalini 00:18, 4 Nov 2004 (UTC)

Addition

I was wondering if you were going to add L-tryptophan (the amino acid) which contains a carboxcylic acid (cooh) on the alpha carbon. rmosler 10:58, 25 October 2005 (UTC)[reply]

I'm not a chemist so I couldn't say for sure, but it seems that amino acids aren't considered to be amines in general, so tryptophan wouldn't be considered a tryptamine ... could be wrong though. --Russell E 11:05, 25 October 2005 (UTC)[reply]

The amino acid is a molecule that has both an amine and a carboxylic acid as functional groups. So in essence it is a amine because it has a nitrogenous functional group. The amino acid likely is psychoactive in a large enough dose (>500mg) rmosler 08:13, 4 November 2005 (UTC)[reply]

you get noticably hapier and sillier —Preceding unsigned comment added by 202.161.0.128 (talk) 05:14, 21 October 2007 (UTC)[reply]

Tables

The table of natural T's was getting a bit ungainly so I'm thinking to move it to Table of naturally occurring tryptamines and leave only the best-known ones in the table here.--Eloil 20:57, 31 March 2007 (UTC)[reply]

I have 2 suggestions regarding the Selected Tryptamines table: 1) Remove all the the H functional groups, as in the analogous table of phenethylamines. This would make the table easier to read. 2) Remove the R6 column entirely. —Preceding unsigned comment added by 66.177.144.53 (talk) 10:10, 23 November 2008 (UTC)[reply]

3-(2-Aminoethyl)indole

I was just wondering why it would be 2-Aminoethyl instead of 1-Aminoethyl. From my understanding, the 2 being referred to would be in the same place as the α is in the tryptamine picture. -- Guitarmankev1 ^(TALK) 01:59, 11 April 2007 (UTC)[reply]

It is correct, it is a 2-aminoethyl connected with its 1-position (implicit) to the indole-3 position. Cacycle 02:31, 11 April 2007 (UTC)[reply]

4,alpha-methylene-tryptamine

would this or it's derivitives ba both stimulant and pschedelic? —Preceding unsigned comment added by 202.161.0.177 (talk) 06:50, 23 September 2007 (UTC)[reply]

Reaction link

A named reaction links here...Abramovitch-Shapiro tryptamine synthesis. The named reaction should be described separately or be merged with this document. —Preceding unsigned comment added by 137.131.34.24 (talk) 21:43, 18 February 2009 (UTC)[reply]

Hallucinogen?

If the structural difference between a neurochemical/hormone and a 'hallucinogen' is so minute how can we continue to conclude that these molecules are even 'hallucinogenic'? Isn't that a bit degrading to the human cognition? There is a growing multi-disciplinary/cultural consensus that the neurochemical augmentation of the metabolic pathway through the use of entheogenic substances in fact the accurate and comprehensive understanding of the real function that these molecules play in the human brain, the social role as a ritual sacrament, and the necessary purpose they must serve to augment human cognition in a time that it's desperately needed. Furthermore whatever nationality, race or subgroup that can effectively utilize these tools will likely gain not just competative but evolutionary advantage. The modes of human perception cannot be entirely hallucinatory as this would [must even if by imposition] obviously not be in the interest of the species to conclude based on these tenuous and derogatory terms which lack little scientific evidence for their impositions, thus we must conclude that the classification scheme which has been applied to date was overly-cautionary and extremely-conservative but not based on the actual purpose that these molecules serve to aid in human cognitive capacities. These molecules in actuality appear to be the extended metabolic progressions of the endogenous neurochemicals not as was previously misclassified as 'hallucinogens'.

Just my two cents for anyone reading this, it's obvious to anyone who knows anything past their asshole.

Synthetic vs. artificial

The table lists tryptamines as "synthetic" as opposed to "natural", in the sense of "naturally occurring". This is a very common error. The correct opposite to "natural" in this sense is "artificial". "Synthetic" means that it was synthetically made, i.e. synthesized in a lab. You can have synthetically made natural and artificial substances, i.e. if you synthesize a naturally occuring chemical in the lab, than it is both "synthetic" and "natural" in the sense of "occurring in nature". —Preceding unsigned comment added by 82.83.97.111 (talk) 17:27, 16 October 2009 (UTC)[reply]

I think this distinction is a bit arbitrary in general. Who knows if we might one day find one of the chemicals listed as "artificial" in some plant at some day. I propose the column name is changed to "Observed in nature" and each column saying "Yes" or "No".212.45.46.32 (talk) 10:36, 27 September 2013 (UTC)[reply]

Jaguar

I removed the bit about the jaguar eating yage as I saw it as out of place, so we still need a citation for it. Muchotreeo (talk) 18:44, 19 February 2014 (UTC)[reply]

In 2011 there was evidence found that Jaguars in the wild consume the roots of B. caapi (yage), which contain many psychoactives including DMT (Dimethlytryptamine)^[1]. Found that biz on the dang Jaguar page. Also, you haven't seen this gem? http://www.youtube.com/watch?v=OqGDv0KCJl8 They eat the leaves and get boomed.

[1] Robin Rood (2011). "Reassessing the Cultural and Psychopharmacological Significance of Banisteriopsis caapi: Preparation, Classification and Use Among the Piaroa of Southern Venezuela". Journal of Psychoactive Drugs 40 (3): 301–307.

If this formatting is biscuits, I apologize... new in town. — Preceding unsigned comment added by Thisbrandnewcolony (talk • contribs) 09:03, 2 April 2014 (UTC)[reply]

Error in the scheme mentioned in JCE

There was an error in the reaction scheme. It was discussed in Journal of Chemical Education doi:10.1021/acs.jchemed.6b00478. The scheme was corrected by Mandlerm on 29 September 2016. --Taweetham (talk) 02:31, 12 February 2017 (UTC)[reply]