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2C-H

Pharmaceutical compound From Wikipedia, the free encyclopedia

2C-H
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2C-H, also known as 2,5-dimethoxyphenethylamine (2,5-DMPEA) or as DMPEA-4, is a lesser-known drug of the phenethylamine and 2C (4-substituted 2,5-dimethoxyphenethylamine) families. It is the parent compound of the 2C drugs.

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Use and effects

There is no record of 2C-H trials in humans, as it would likely be destroyed by monoamine oxidase enzymes before causing any significant psychoactive effects.[1] In the book PiHKAL, Alexander Shulgin lists both the dosage and duration of 2C-H effects as unknown.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-H.

Pharmacology

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2C-H acts as a partial agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors, albeit with far lower potency than other 2C drugs.[4][6][8][9] It also shows affinity for the serotonin 5-HT1A receptor, higher than that of any other 2C drug.[4] The drug exhibits agonist activity in vitro at the human trace amine associated receptor 1 (TAAR1).[15]

2C-H produces visual and auditory changes in rodents, but is much less potent than other 2C drugs.[16] It also produces hypolocomotion at high doses similarly to other psychedelics, but failed to affect prepulse inhibition in contrast to other psychedelics.[16] The drug shows highly potent and fully efficacious anti-inflammatory effects.[17][18][9]

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Chemistry

2C-H is used as a precursor in the synthesis of other phenethylamines such as 2C-B, 2C-I, and 2C-N.[1]

The N-methyl derivative of 2C-H, N-methyl-2C-H, has reduced activational potency and efficacy at the serotonin 5-HT2A receptor compared to 2C-H.[6]

History

2C-H was first synthesized in 1932 by Johannes S. Buck.[19]

Society and culture

Canada

As of October 31, 2016; 2C-H is a controlled substance (Schedule III) in Canada.[20]

United States

As of July 9, 2012, 2C-H is a Schedule I controlled substance in the United States, under the Synthetic Drug Abuse Prevention Act of 2012.[21] 2C-H's DEA Drug Code is 7517.

See also

References

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