Description
Buy 2C-MMDA-2 (2C-2) Cas 497096-69-2
2C-MMDA-2 (
2C-2), also known as
MMDPEA-2 or
6-methoxy-MDPEA, as well as
2-methoxy-4,5-methylenedioxyphenethylamine, is a
serotonin 5-HT2 receptor agonist of the
phenethylamine and
methylenedioxyphenethylamine families.
[1][2][3] Along with
lophophine (2C-MMDA-1 or MMDPEA-1), it is one of the
positional isomers of
methoxymethylenedioxyphenethylamine (MMDPEA).
[1][2] 2C-MMDA-2 is also the phenethylamine
analogue of
MMDA-2.
[1][2]
Use and effects
In his book
PiHKAL (
Phenethylamines I Have Known and Loved),
Alexander Shulgin described testing 2C-MMDA-2 at doses of up to 2.6
mg and observed no effects but did not try higher doses.
[1][4]
Pharmacology
Pharmacodynamics
2C-MMDA-2 is a
full agonist of the serotonin
5-HT2A,
5-HT2B, and
5-HT2C receptors.
[3] Its
EC50Tooltip half-maximal effective concentration (
EmaxTooltip maximal efficacy) values were 148
nM (102%) for
Gq signaling and 589
nM (107%) for
β-arrestin2 signaling at the serotonin 5-HT
2A receptor, 204
nM (104%) at the serotonin 5-HT
2B receptor, and 9.77
nM (109%) at the serotonin 5-HT
2C receptor.
[3] 2C-MMDA-2 was more
potent as a serotonin 5-HT
2 receptor agonist than
mescaline.
[3]
Chemistry
Analogues
The
NBOMe derivative of 2C-MMDA-2 is
2C2-NBOMe.
[3] It is a highly
potent serotonin 5-HT
2 receptor agonist and produces the
head-twitch response, a behavioral proxy of
psychedelic effects, in rodents.
[3]
History
Alexander Shulgin in tested 2C-MMDA-2 in 1963.
[1][4] He described these findings in his 1991 book
PiHKAL (
Phenethylamines I Have Known and Loved), which is when 2C-MMDA-2 appears to have been first described in the literature.
[1] Later, 2C-MMDA-2 was assessed in terms of
serotonin receptor activity by
Jason Wallach and colleagues in 2023.
[3]
See also
- Substituted methylenedioxyphenethylamine
- Substituted methoxyphenethylamine
- Methoxymethylenedioxyphenethylamine
- Lophophine (2C-MMDA-1 or MMDPEA-1)
- 2C-MMDA-3a (MMDPEA-3a)
- 2C2-NBOMe (2C-MMDA-2-NBOMe)
-
2C-MMDA-2
Wikipedia
https://en.wikipedia.org › wiki › 2C-MMDA-2
2-(6-methoxy-1,3-benzodioxol-5-yl)ethanamine.
CAS Number · 497096-69-2 · PubChem CID. 21831819 · ChemSpider · 13802346. Chemical and physical data. Formula, C10 ...
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METHYL-MMDA-2
National Institutes of Health (NIH) | (.gov)
https://gsrs.ncats.nih.gov › ginas › app › substances
Chemical Structure ; Stereochemistry. RACEMIC ; Molecular Formula.
C12H17NO ; Molecular Weight. 223.27 ; Optical Activity. ( + / - ) ; Defined Stereocenters. 0 / 1.
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Methyl-MMDA-2
Wikipedia
https://en.wikipedia.org › wiki › Methyl-MMDA-2
Methyl-MMDA-2, also known as 2-methoxy-4,5-methylenedioxy-N-methylamphetamine or as 6-methoxy-MDMA,
is a psychoactive drug of the phenethylamine, amphetamine, ...
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