Drug info - (R)-(-)-dragonFLY

Discussion in 'Research Chemicals' started by joachimist, Nov 15, 2005.

  1. joachimist

    joachimist Newbie

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    (R)-(-)-1-(8-bromobenzo[1,2-b-4,5-b~] difuran-4-yl-2-amino propane
    any info about it ?

    seems to be not dragonfly but little different
    what does the (R)-(-)- mean?
    what dose should I start ? (he was planning 100ug)
     
    Last edited: Oct 3, 2007
  2. Iggypoop

    Iggypoop Gold Member

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    I don't do iupac names but does that mean that is only one isomer?



    Really i dont know, just a guess.
     
  3. snapper

    snapper Gold Member

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    R refers to one of two isomers, the other being S. I think that this
    notation refers to enatomeric isomers, which is like your right and left
    hand. Both have the same number of fingers, but they cannot be
    substituted for each others since their configurations are a mirror image
    with the fingers in the exact opposite order.

    Sorry for the disjointed explanation - maybe some of the real chemists on
    this board can explain it better. I'm guessing the R isomer is more active ?

    Snapper
     
  4. joachimist

    joachimist Newbie

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    that could explain why peoples reported differences in drgonfly
    experiences, some tripping from 100micrograms and others noticing only
    very little up to 1,5mg. (from different supliers or different batches, the
    proportion of R/S differ)
    Maybe the S is inactive or so.

    swim's plannig to do it sublingual first, starting at 50um `
    after 2hours if nothing yet he'll redose 50um sublingual every hour untill
    something is noticed.

    he also have some 2C-B-fly not tested yet. don't know wich one to start
    with.
     
    Last edited: Oct 3, 2007
  5. Iggypoop

    Iggypoop Gold Member

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    Thanks for clearing that up, glad someone knows what they are talking about[​IMG].
     
  6. snapper

    snapper Gold Member

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    2CB FLY is a shorter ride. You are probably correct that each isomer is
    likely to be different, since even though the # of atoms is the same, the
    structure is functionally different. The question is, does anyone know
    which enantomer is more active?

    Snapper
     
  7. joachimist

    joachimist Newbie

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    i don't know how to explain it, but i believe the R isomer is more active in brain
     
    Last edited: Oct 3, 2007
  8. nanobrain

    nanobrain Platinum Member

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    ^these chemicals are not manufactured for their activity but rather for research purposes - as confirmed by many compounds available with no / adverse biological activity in the higher primate model.

    now, i'm agonna start craking down heavily on any furhter references of iupac in re marketing, get my drift?Edited by: nanobrain
     
  9. joachimist

    joachimist Newbie

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    Enantiospecific synthesis and pharmacological evaluation of a
    series of
    super-potent, conformationally restricted 5-HT(2A/2C) receptor agonists.

    Chambers JJ, Kurrasch-Orbaugh DM, Parker MA, Nichols DE.

    Department of Medicinal Chemistry and Molecular Pharmacology, School
    of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette,
    Indiana 47907, USA.

    The affinity of ligands for either the 5-HT(2A) or 5-HT(2C) agonist
    binding site was enhanced by modification of the 2,5-oxygen
    substituents that are found in typical hallucinogenic amphetamines such
    as 4b (DOB). Restriction of the conformationally flexible 2,5-dimethoxy
    substituents into fused dihydrofuran rings generally resulted in increased
    potency relative to the parent 2,5-dimethoxy compounds. The pure
    enantiomers of these arylalkylamines were obtained by enantiospecific
    synthesis that involved acylation of the heterocyclic nucleus 7 with N-
    trifluoroacetyl-protected D- or L-alanyl chloride, followed by ketone
    reduction and N-deprotection. The enantiomers demonstrated modest
    stereoselectivity at the two receptors. Several general trends within these
    classes of new compounds were observed during their pharmacological
    investigation. For most pairs of optical isomers tested, the R-enantiomers
    of the compounds containing heterocycle 7 bound with only slightly
    higher affinity than their S-antipodes at the 5-HT(2A) and 5-HT(2C)
    receptors. Likewise, functional studies indicated that the R-enantiomers
    generally displayed increased potency compared to the S-enantiomers.
    Aromatization of the dihydrofuran rings of these arylalkylamines further
    increased affinity and potency. Only a few compounds were full agonists
    with most of them possessing intrinsic activities in the range of 60-80%.
    These compounds with a fully aromatic linear tricyclic nucleus are some
    of the highest-affinity ligands for the 5-HT(2A) receptor reported to date.



    Bromo-DragonFLY IUPAC nomenclature, Chemical nameBromo-
    benzodifuranyl-isopropylamine or(1-(8-bromobenzo[1,2-''b'';4,5-
    b']difuran-4-yl)-2-aminopropane Chemical formulaC13H12BrNO2
    Molecular mass294.15 g/mol Melting pointdecomposes at 240 °C
    (hydrochloride) CAS registry number, CAS number- Simplified molecular
    input line entry specification,
    SMILESN[[email protected]](C)CC1=C(OC=C2)C2=C(Br)C3=C1C=CO3 (''R''-isomer)
    Image:R-Bromo-DragonFLY.png, chemical structure of (''R'')-Bromo-
    DragonFLY Bromo-DragonFLY is a psychedelic hallucinogenic drug of the
    phenethylamine family. Bromo-DragonFLY is a the most potent known
    hallucinogen, it is even more potent than LSD but it has an an extremely
    long duration of action. Bromo-DragonFLY has a stereocenter and ''R''-
    (-)-bromo-DragonFLY is the more active stereoisomer. Pharmacology The
    hallucinogenic effect of bromo-DragonFLY is mediated by its partial
    agonistic activity at the 5-HT2A 5-HT receptor, serotonin receptor, but
    bromo-DragonFLY also has a high binding affinity for the 5-HT2B and 5-
    HT2C serotonin Receptor (biochemistry), receptor. History Bromo-
    DragonFLY was first synthesized by Matthew A. Parker in the laboratory of
    David E. Nichols in 1998. See also * 2,5-dimethoxy-4-
    bromoamphetamine, DOB * PiHKAL External links References * 'A novel
    (benzodifuranyl)aminoalkane with extremely potent activity at the 5-
    HT2A receptor' by M. A. Parker, D. Marona-Lewicka, V. L. Lucaites, D. L.
    Nelson, and D. E. Nichols in ''J. Med. Chem.'' 41(26): 5148-5149 (1998)
    [http://dx.doi.org/10.1021/jm9803525 DOI: 10.1021/jm9803525] *
    'Enantiospecific synthesis and pharmacological evaluation of a series of
    super-potent, conformationally restricted 5-HT2A/2C receptor agonists'
    by J. J. Chambers, D. M. Kurrasch-Orbaugh, M. A. Parker, and D. E.
    Nichols in ''J. Med. Chem.'' 44(6): 1003-1010 (2001) [http://dx.doi.org/
    10.1021/jm000491y DOI: 10.1021/jm000491y] Categorization
    {{Hallucinogenic phenethylamines}} ...</font>


    Bromo-DragonFLY has a stereocenter and ''R''-(-)-bromo-DragonFLY is
    the more active stereoisomer.
     
  10. JewishNazi

    JewishNazi Gold Member Newbie

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    With MDMA being maybe the only exception, the R isomer of PEAs in stronger


    DOB-DFly is meant to be like DOB in its com-up (about 2 - 3 hours). If you keep dosing every hour, you might dose an extra 50 or 100ugthat isnt needed


    Also, it is beleived by some that an IM injection is the only way to get any sort of result from doses in the mincrogram rangeEdited by: JewishNazi
     
  11. joachimist

    joachimist Newbie

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    here is what swim told me
     
    Last edited: Oct 3, 2007
  12. joachimist

    joachimist Newbie

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    swim just told me this
     
    Last edited: Oct 3, 2007
  13. Iggypoop

    Iggypoop Gold Member

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    You cut your mouth open to get better absorbtion?



    Thanks pretty mad, IMing would probably be less painful... [​IMG]
     
  14. Nagognog2

    Nagognog2 Iridium Member

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    I am thinking of the song: "Friggin' in the Riggin'" by the Sex Pistols right about now...ZOUNDS! That's what I call a Lab Rat!
     
  15. enquirewithin

    enquirewithin Gold Member

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    Sounds like the kind of thing Iggy Pop would do!
     
  16. joachimist

    joachimist Newbie

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    swim answer :
     
    Last edited: Oct 3, 2007
  17. snapper

    snapper Gold Member

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    Where is your french trip report ?
    I can read that language..

    Snapper
     
  18. Nagognog2

    Nagognog2 Iridium Member

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    I, for one, am looking forward to reading this. Information on DOB-Dragongfly is sorely lacking. Please include as much information as possible such as: How long it has been since your lab rat had taken any other psychedelic (establish possible tolerance), last time food had been consumed (empty stomach even though taken sublingual), etc.


    Most reports I've found were written by people who got it from unreliable sources. And had no real clue regading what it is.This report will go into my archives - The Fly-Papers.
     
  19. Toltec

    Toltec Gold Member

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    well it's not active orally; as shulgin says, it has to be injected.
    Got this info form what he said during the O&A.
     
  20. Benga

    Benga Platinum Member & Advisor

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    wait I'd never heard of anyone doing this before, and I'm very interested in increasing buccal absorbtion possibilities.
    Mind if I stear off the thread's subject for a minute and ask you to expand on how you do this ! How do you prepare the powdered glass and and use the brush ?

    trip report in french is fine here as well.

    thanks
    b