25I-NBOH
Encyclopedia
25I-NBOH is a derivative of the phenethylamine
Phenethylamine
Phenylethylamine or phenethylamine is a natural monoamine alkaloid, trace amine, and also the name of a class of chemicals with many members well known for psychoactive drug and stimulant effects. Studies suggest that phenylethylamine functions as a neuromodulator or neurotransmitter in the...

 derived hallucinogen 2C-I
2C-I
2C-I or 2,5-dimethoxy-4-iodophenethylamine is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin. It was described in Shulgin’s book PiHKAL: A Chemical Love Story. The drug is used recreationally for its psychedelic and entactogenic effects...

, discovered in 2006 by a team at Purdue University
Purdue University
Purdue University, located in West Lafayette, Indiana, U.S., is the flagship university of the six-campus Purdue University system. Purdue was founded on May 6, 1869, as a land-grant university when the Indiana General Assembly, taking advantage of the Morrill Act, accepted a donation of land and...

. It acts as a potent agonist
Agonist
An agonist is a chemical that binds to a receptor of a cell and triggers a response by that cell. Agonists often mimic the action of a naturally occurring substance...

 for the 5HT2A receptor
Receptor (biochemistry)
In biochemistry, a receptor is a molecule found on the surface of a cell, which receives specific chemical signals from neighbouring cells or the wider environment within an organism...

, with a Ki
Dissociation constant
In chemistry, biochemistry, and pharmacology, a dissociation constant is a specific type of equilibrium constant that measures the propensity of a larger object to separate reversibly into smaller components, as when a complex falls apart into its component molecules, or when a salt splits up into...

 of 0.12nM at the human 5HT2A receptor, making it some 5x the potency of 2C-I itself. In vitro tests showed this compound acted as an agonist
Agonist
An agonist is a chemical that binds to a receptor of a cell and triggers a response by that cell. Agonists often mimic the action of a naturally occurring substance...

 but animal studies have not been reported. While the N-benzyl derivatives of 2C-I were significantly increased in potency compared to 2C-I, the N-benzyl derivatives of DOI
2,5-Dimethoxy-4-iodoamphetamine
2,5-dimethoxy-4-iodoamphetamine is a psychedelic drug and a substituted amphetamine of the phenethylamine family. It is also a powerful anti-inflammatory that is effective at doses on the order of 100 micrograms in humans, far below its effective dose as a psychedelic. Despite being a substituted...

 were inactive.

See also

  • 2CBCB-NBOMe
    2CBCB-NBOMe
    2CBCB-NBOMe is a compound indirectly derived from the phenethylamine series of hallucinogens, which was discovered in 2007 at Purdue University as part of the ongoing research program of the team led by David Nichols focusing on the mapping of the specific amino acid residues responsible for...

     (NBOMe-TCB-2)
  • 2CBFly-NBOMe
    2CBFly-NBOMe
    2CBFly-NBOMe is a compound indirectly derived from the phenethylamine hallucinogen 2C-B, and related to benzodifurans like 2C-B-FLY and N-benzylphenethylamines like NBOMe-2C-I...

     (NBOMe-2CB-Fly)
  • 25B-NBOMe
    25B-NBOMe
    25B-NBOMe is a derivative of the phenethylamine hallucinogen 2C-B, discovered in 2004 by Ralf Heim at the Free University of Berlin. It acts as a potent partial agonist for the 5HT2A receptor...

     (NBOMe-2CB)
  • 2C-C-NBOMe
    2C-C-NBOMe
    2C-C-NBOMe is a derivative of the phenethylamine hallucinogen 2C-C, which acts as a potent partial agonist for the 5HT2A receptor, and has been studied in its 11C radiolabelled form as a potential ligand for mapping the distribution of 5-HT2A receptors in the brain, using positron emission...

     (NBOMe-2CC)
  • 25I-NBMD
    25I-NBMD
    25I-NBMD is a derivative of the phenethylamine hallucinogen 2C-I, discovered in 2006 by a team at Purdue University led by David Nichols. It acts as a potent partial agonist for the 5HT2A receptor with a Ki of 0.049nM at the human 5HT2A receptor...

     (NBMD-2CI)
  • 25I-NBOMe
    25I-NBOMe
    25I-NBOMe is a derivative of the phenethylamine hallucinogen 2C-I, discovered in 2003 by Ralf Heim at the Free University of Berlin, and subsequently investigated in more detail by a team at Purdue University led by David Nichols.25I-NBOMe acts as a highly potent agonist for the human 5-HT2A...

     (NBOMe-2CI)
  • 2C-TFM-NBOMe
    2C-TFM-NBOMe
    2C-TFM-NBOMe is a derivative of the phenethylamine hallucinogen 2C-TFM, discovered in 2004 by Ralf Heim at the Free University of Berlin...

     (NBOMe-2C-TFM)
  • 25I-NBF
    25I-NBF
    25I-NBF is a derivative of the phenethylamine hallucinogen 2C-I, which acts as a highly potent partial agonist for the human 5-HT2A receptor...

    (NBF-2CI)
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