Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H18N2O |
| Molecular Weight | 218.2948 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN(C)CCC1=CNC2=C1C(O)=CC=C2
InChI
InChIKey=ORWQBKPSGDRPPA-UHFFFAOYSA-N
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
| Molecular Formula | C13H18N2O |
| Molecular Weight | 218.2948 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
4-Hydroxy-N-methyl-N-ethyltryptamine (4-HO-MET) is a new psychoactive substance (NPS) of the chemical class of tryptamines. It shows structural similarities to the endogenous neurotransmitter serotonin, and is a serotonergic hallucinogen, affecting emotional, motoric, and cognitive functions. It is a structural and functional analog of psilocin as well as the 4-hydroxy analog of MET. 4-HO-MET was first synthesized by Alexander Shulgin. The effects of 4-HO-MET are quite comparable to the effects of psyloc(yb)in, which should be no surprise considering the structural similarities between these compounds. As with other hallucinogens, alterations of color, time, music have been reported (synesthesia). Extensive time dilatation has been reported. The overall effects have been reported to be very comparable to those of psiloc(yb)in. Comparable to psilocin, the mental health risks include fear, anxiety and paranoia. Treatment of intoxication is symptomatic: calming the patient, transferring to a non-discomforting room. In severe cases an anxiolytic (diazepam, alprazolam) can be used. Antidote: The hallucinogenic effects can be totally reversed by administration of a 5-HT2A antagonist, such as Zyprexa.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P28223 Gene ID: 3356.0 Gene Symbol: HTR2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27216487 |
37.0 nM [EC50] | ||
Target ID: P28335 Gene ID: 3358.0 Gene Symbol: HTR2C Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27216487 |
141.0 nM [Ki] | ||
Target ID: P08908 Gene ID: 3350.0 Gene Symbol: HTR1A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27216487 |
228.0 nM [Ki] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Study of the in vitro and in vivo metabolism of 4-HO-MET. | 2018-09 |
|
| A Fatality Related to Two Novel Hallucinogenic Compounds: 4-Methoxyphencyclidine and 4-Hydroxy-N-methyl-N-ethyltryptamine. | 2015-08-13 |
|
| Heaven and hell--a phenomenological study of recreational use of 4-HO-MET in Sweden. | 2011-11-25 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:19:05 GMT 2025
by
admin
on
Mon Mar 31 23:19:05 GMT 2025
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6RN01B78NY
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Validated (UNII)
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Designer-drugs-4-HO-MET
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4-HO-MET
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