Pharmacology - What exactly makes a Tryptamine a Tryptamine

Discussion in 'Tryptamines' started by N0ly, Mar 7, 2006.

  1. N0ly

    N0ly Palladium Member

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    i have enough confedence that i have searched the forum for the simplest answer and the question is never asked directly. so what makes a Tryptamine a Tryptamine and sepatrates them from the rest of the RC's. I have a basic knowledge of biochemistry so try to go into detail. Thank you in advance.
     
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  2. StigmataLectron

    StigmataLectron Silver Member

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    A tryptamine is a chemical that has the basic skeleton of the chemical "Tryptamine". Same with Phenethylamine.

     
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  3. radiometer

    radiometer bananadine addict Platinum Member & Advisor

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    The attached picture is tryptamine. The two ring-shaped parts are the "trypt" and the tail on the right is the "amine." Another name for these compounds is "indoles." Any drugs which are based on this molecular structure are called "substituted tryptamines," or just "tryptamines" for short.
     

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  4. Alfa

    Alfa Productive Insomniac Staff Member Administrator

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    I was under the impression the two ring shaped parts (six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring) is the indole and the tail on the right makes the indole a tryptamine as well. Tryptamine is 3-(2-Aminoethyl)-indole.
     
    Last edited: Sep 10, 2017
  5. Nagognog2

    Nagognog2 Iridium Member

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    Yes. The "tail" is R-ethylamine with R = Benzopyrole = indole. Carbon 3 is where the ethylamine is attached. Removing the H2 from the NH2 on the ethylamine and replacing them with methyl - CH3 - results in n,n-dimethyltryptamine: DMT.

    There will be a test tomorrow...
     
  6. Alfa

    Alfa Productive Insomniac Staff Member Administrator

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    So, that makes DMT 3-(2-methylamine)-indole?
     
  7. ChemicallyBound

    ChemicallyBound Gold Member

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    Would not 3-(2-methylamine)-indole be Methyl tryptamine? or mono methyltyrtamine? Instead of Di methyl tryttamine , DMT?
     
  8. Nagognog2

    Nagognog2 Iridium Member

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    n-methyltryptamine, or mono-methyltryptamine (MMT) occurs in nature alongside both n,n-dimethyltryptamine and 5-methoxy-n,n-dimethyltryptamine. It apparently has none of the physiological actions of it's better known relatives.
     
  9. JewishNazi

    JewishNazi Gold Member Newbie

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    not quite Alfa, DMT is 3-[2-(dimethylamino)ethyl]indole

    You need to specifyl the the methylamino group being attatched to the ethyl chain, and then that lot attatched to the indole
     
  10. Alfa

    Alfa Productive Insomniac Staff Member Administrator

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    Thanks, that makes it clear: Indole + Ethyl chain(tail) + dimethylamino. I didn't visualise it right. Should have looked the structure up.
    DMT:
     

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  11. pharmapsyche

    pharmapsyche AKA Miss Methylene Titanium Member

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    Tryptamine is a monoamine compound that is widespread in nature. Biosynthese generally proceeds from the amino acid tryptophan, with tryptamine in turn acting as a precursor for other compounds including indole, beta-carboline and ergoline alkaloids and auxins. Substitutions to the trypamine molecule give rise to a group of compounds collectively known as tryptamines. Tryptamine alkaloids found in fungi, plants and animals are commonly used by humans for there psychotropic effects. Prominent examples include psilcybin and DMT (as you guys were already talking about above). The tryptamine backbone can also be identified as part of the structure of some more complex compounds, such as...ergoline alkaloids, LSD, ibogaine, and yoimbine.
    Also, if you check out the book TIHKAL, you'll learn alot!
     
  12. JewishNazi

    JewishNazi Gold Member Newbie

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    and strangely engough alot of alkaloids found in sea creatures and plants have bromine substitutions, a very rare element in the ocean
     
  13. hazeinmybong2

    hazeinmybong2 Newbie

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  14. treefingers49

    treefingers49 Silver Member

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  15. Silence_Inc

    Silence_Inc Silver Member

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    do all tryptamines give mind/sense-altering affects on the brain?


    (btw - i'm a nobody when it comes to chemistry but i find it highly interesting)
     
  16. Alfa

    Alfa Productive Insomniac Staff Member Administrator

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    No, they don't. Melatonine works great as a sleep and jetlag aid. Asides that it makes you sleepy and drowsy, it's not psychoactive.
     
  17. Daeron

    Daeron Platinum Member & Advisor

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    a tryptamine is what you get when a overzelous scientist thinks its up to him to name a compound, thinking that iupac aint enough.

    well sometimes its a good thing sometimes a bad, one-like in this thread.

    a tryptamine is a trivial name for a certain structure, and having in mind that most of the scientists are really just lazy bums, it was readly accepted as a class of compounds by itself. and it makes the research of the supsituted analogues easier, since its is easier to say N,N dimethyl tryptamine than 3-(2-(N,N dimethylamino)ethyl) indole, now innit?

    and thats not mentioning how indole was called before the name was accepted, lol. chemistry is often retarded like that, but i dare yous to find a better way!-No, "stuff" aint a valid nomenclature term
     
  18. radiometer

    radiometer bananadine addict Platinum Member & Advisor

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    What is the derivation/explanation of the word tryptamine? Phenethylamine is clear to me, but not tryptamine.
     
  19. Daeron

    Daeron Platinum Member & Advisor

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    as the man himself says:
    IMO just an another trivial bullshit,lol

    (trivial as in nomenclature, dont get me wrong)
     
  20. hazeinmybong2

    hazeinmybong2 Newbie

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    Would a rose smell as sweet called by any other name?