Top Qs
Timeline
Chat
Perspective
2C-H
Pharmaceutical compound From Wikipedia, the free encyclopedia
Remove ads
2C-H, also known as 2,5-dimethoxyphenethylamine (2,5-DMPEA) or as DMPEA-4, is a chemical compound of the phenethylamine and 2C families.[1] It is the parent compound of the 2C drugs, which are also known as 4-substituted 2,5-dimethoxyphenethylamines.[1]
Remove ads
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 his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists both the dose and duration of 2C-H effects as unknown.[1]
Pharmacology
Summarize
Perspective
Pharmacodynamics
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]
Remove ads
Chemistry
Synthesis
The chemical synthesis of 2C-H has been described.[1][19] It is used as a precursor in the synthesis of other phenethylamines such as 2C-B, 2C-I, and 2C-N.[1]
Analogues and derivatives
2C-H (2,5-DMPEA) is one of several possible positional isomers of dimethoxyphenethylamine (DMPEA).[19]
2C-H is the parent compound of the 2C series of psychedelic drugs, also known as 4-substituted 2,5-dimethoxyphenethylamines.[1][19] These drugs include 2C-B, 2C-C, 2C-D, 2C-E, and 2C-I, among others.[1][19]
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.[20]
Society and culture
Legal status
Canada
As of October 31, 2016; 2C-H is a controlled substance (Schedule III) in Canada.[21]
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.[22] 2C-H's DEA Drug Code is 7517.
See also
References
External links
Wikiwand - on
Seamless Wikipedia browsing. On steroids.
Remove ads