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 N
3D model (Jmol)	Interactive image
ChemSpider	10513072 Y
PubChem	21786582
UNII	6RN01B78NY N
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 Y Key: ORWQBKPSGDRPPA-UHFFFAOYSA-N Y 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	218.30 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
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. 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, more than an order of magnitude above the effective dose.

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.

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.