4-HO-MET

4-HO-MET
Names
	IUPAC name 3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol
	Other names 4-hydroxy-N-methyl-N-ethyltryptamine; metocin; 3-{2-[ethyl(methyl)amino]ethyl}-1H-indol-4-ol
Identifiers
CAS Number	77872-41-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	10513072 ;
PubChem CID	21786582;
UNII	6RN01B78NY ;
CompTox Dashboard (EPA)	DTXSID70228491 ;
	InChI InChI=1S/C13H18N2O/c1-3-15(2)8-7-10-9-14-11-5-4-6-12(16)13(10)11/h4-6,9,14,16H,3,7-8H2,1-2H3 Key: ORWQBKPSGDRPPA-UHFFFAOYSA-N ; InChI=1/C13H18N2O/c1-3-15(2)8-7-10-9-14-11-5-4-6-12(16)13(10)11/h4-6,9,14,16H,3,7-8H2,1-2H3 Key: ORWQBKPSGDRPPA-UHFFFAOYAM;
	SMILES CCN(C)CCc2c[nH]c1cccc(O)c12;
Properties
Chemical formula	C13H18N2O
Molar mass	218.300 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

4-HO-MET (4-hydroxy-N-methyl-N-ethyl tryptamine, or metocin, methylcybin, Colour), is a lesser-known psychedelic drug. It is a structural− and functional analog of psilocin as well as the 4-hydroxyl analog of MET. 4-HO-MET was first synthesized by Alexander Shulgin. In his book TiHKAL (Tryptamines I Have Known and Loved), the dosage is listed as 10-20 mg.^[1] 4-HO-MET produces psilocin-like distortion of color, sound, and form. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-HO-MET. There have been no reports of deaths from 4-HO-MET, even though people have reported taking doses up to 150 mg,^[2] more than an order of magnitude above the effective dose.^[3]^{[unreliable source?]}

Effects

Users report similar effects to psilocin, including mydriasis, closed and open eye visuals, euphoria, time dilation and general change in thought processes. These effects occur in a wavelike pattern such as that of psilocybin with near-normal perception and high effect varying rapidly. The effects last for about 4–6 hours.^[4]

Drug prohibition laws

Sweden

Sveriges riksdag added 4-HO-MET to schedule I ("substances, plant materials and fungi which normally do not have medical use") as narcotics in Sweden as of May 1, 2012, published by Medical Products Agency in their regulation LVFS 2012:6 listed as 4-HO-MET 3-[2-[etyl(metyl)amino]etyl]-1H-indol-4-ol.^[5]

United Kingdom

4-HO-MET is a class A drug in the UK, as a result of the tryptamine catch-all clause.

References

^ Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
^ "Erowid Experience Vaults / Cosmic Mind Orgy". Erowid. 2008-07-22. Retrieved 2014-02-25.
^ http://www.erowid.org/experiences/exp.cgi?S1=436&S2=-1&C1=-1&Str=
^ "4-HO-MET Effects". Erowid. Retrieved 2014-02-25.
^ "Föreskrifter om ändring i Läkemedelsverkets föreskrifter (LVFS 2011:10) om förteckningar över narkotika;" (PDF) (in Swedish). Elanders Sverige AB. 2012-04-20. Retrieved 2014-02-25.

External links

Template:TiHKAL

[1] Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.

[erowid_OD_experience-2] "Erowid Experience Vaults / Cosmic Mind Orgy". Erowid. 2008-07-22. Retrieved 2014-02-25.

[3] ttp://www.erowid.org/experiences/exp.cgi?S1=436&S2=-1&C1=-1&Str=

[erowid_effects-4] "4-HO-MET Effects". Erowid. Retrieved 2014-02-25.

[5] "Föreskrifter om ändring i Läkemedelsverkets föreskrifter (LVFS 2011:10) om förteckningar över narkotika;" (PDF) (in Swedish). Elanders Sverige AB. 2012-04-20. Retrieved 2014-02-25.

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