2,4,5-Trimethoxyphenethylamine

2,4,5-Trimethoxyphenethylamine
Names
	IUPAC name 2-(2,4,5-Trimethoxyphenyl)ethanamine
	Other names 2C-O; 2C-OMe; 2,4,5-TMPEA
Identifiers
CAS Number	15394-83-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL354924 ;
ChemSpider	133931 ;
PubChem CID	151954;
UNII	S27QYQ708U ;
CompTox Dashboard (EPA)	DTXSID30165499 ;
	InChI InChI=1S/C11H17NO3/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3 Key: GKATTZLSNLYADI-UHFFFAOYSA-N ; InChI=1/C11H17NO3/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3 Key: GKATTZLSNLYADI-UHFFFAOYAA;
	SMILES O(c1cc(c(OC)cc1OC)CCN)C;
Properties
Chemical formula	C11H17NO3
Molar mass	211.261 g·mol−1
Melting point	187 to 188 °C (369 to 370 °F; 460 to 461 K)
Pharmacology
Legal status	CA: Schedule III ; UK: Class A ; US: Schedule I ;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

2,4,5-Trimethoxyphenethylamine (2C-O or 2C-OMe) or is a phenethylamine of the 2C family and was first synthesized by Jansen in 1931. It is a positional isomer of the drug mescaline (3,4,5-trimethoxy).

Chemistry

2C-O is a member of a class of chemical compounds commonly known as phenethylamines. Its full chemical name is 2-(2,4,5-trimethoxyphenyl)ethanamine; it is also known as 2,4,5-trimethoxyphenethylamine and 2,4,5-TMPEA.

Effects

Although not centrally active itself, 2C-O appeared to potentiate the action of mescaline when employed as pretreatment 45 minutes prior to the administration of mescaline.[1]

Dangers

The toxicity of 2C-O is not known.

Law

Canada

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

United States

2C-O is a Schedule I substance, as a positional isomer of mescaline.

United Kingdom

2C-O and all other compounds featured in PiHKAL are Class A drugs in the United Kingdom.

gollark: Pascal's Wager basically goes "if no god, belief doesn't have costs anyway (wrong, since it takes time and may make your thinking more irrational); if god, non-belief means infinite badness (hell), belief means infinite goodness (heaven), so rationally you should believe".

gollark: There *may* be a god of some kind who rewards you for believing in them and their afterlife and such, but there is an infinity of possible gods including ones like "allocates you to heaven or hell entirely at random", "entirely indistinguishable from no god", "sends you to hell if you believe in the *other* god", "incomprehensible eldritch abomination" or "literal bees".

gollark: PASACL'S WAGER BAD

gollark: ÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆÆA

gollark: Whether there *is*... some supernatural thing after death, such as an afterlife... is pretty much independent of whether you believe it or not, and while the exact form of that *may* depend on your beliefs about it, that makes a LOT of presumptions about god or who/what created the system which are not supported.

References

Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
Government of Canada, Public Works and Government Services Canada (May 4, 2016). "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". gazette.gc.ca.

External links

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[1] Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.

[2] Government of Canada, Public Works and Government Services Canada (May 4, 2016). "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". gazette.gc.ca.