O-DSMT

O-Desmethyltramadol (other names: Desmetramadol, O-DSMT, Mono-O-demethyltramadol) is an opioid substance belonging to the class of phenylpropylamine, a metabolite of tramadol, which has analgesic properties several times more active than tramadol.

History
The use of O-DSMT as a research designer substance was first mentioned in the 2010s.

Chemistry
(+/-)O-Desmethyltramadol is an atypical synthetic opioid, it contains two rings, it is a cyclohexane ring, it is connected to the R1 phenyl ring, substituted by R3 hydroxy group which is where and the cyclohexane ring is connected to the phenyl ring, it is connected to the dimethylamine group connected by a methyl bridge, has a substituent on the R2 cyclohexane ring.
O-Desmethyltramadol is produced as a racemate of its two isomers changing the direction of R2 and R1 bonds results in R- and S-enantiomers. The difference between O-DMST and tramadol is that there is no methyl group in the R3 methoxy substituent.

Pharmacology
This substance is relatively new and the pharmacological and toxicological properties are not well understood; the following is a summary of chemical studies and tests performed in rats.
O-DMST is an active μ-opioid agonist, more potent than the parent compound (tramadol), and is also a high-affinity ligand of δ- and κ-opioid receptors, unlike tramadol.
The (-)-O-DSMT enantiomer acts as an inhibitor of norepinephrine reuptake. Activation of μ-opioid receptors mimics endogenous endorphins, resulting in analgesia, euphoria, and anxiolytic effects.
The dosage of the drug
(According to the information on the Internet)
Threshold 5 mg
Light 10 – 25 mg
Common 25 – 50 mg
Strong 50 – 80 mg
Heavy 80 mg +
Duration
Total 5 – 10 hours
Onset 20 – 40 minutes
Peak 2 – 5 hours
Offset 2 – 4 hours
After effects 1 – 3 hours
Tolerance to the drug may develop with repeated, regular use of the drug.
Legal status
UK: O-DMST is a controlled substance.
Germany: O-DMST is illegal for sale for human use.
Sweden: O-DMST is a controlled substance.

Technical Information:

Product Name: O-DSMT
Other Name(s): O-Desmethyltramadol,  Desmetramadol
IUPAC Name: 3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenol
CAS: 80456-81-1, 144830-14-8
Molar Mass: 249.35 g/mol
Molecular Formula: C15H23NO2
InChi Code: InChI=1S/C15H23NO2/c1-16(2)11-13-6-3-4-9-15(13,18)12-7-5-8-14(17)10-12/h5,7-8,10,13,17-18H,3-4,6,9,11H2,1-2H3/t13-,15+/m1/s1
InChIKey: UWJUQVWARXYRCG-HIFRSBDPSA-N
Canonical SMILES: CN(C)CC1CCCCC1(C2=CC(=CC=C2)O)O
Formulation: A crystalline solid
NMR O-DSMT