Name: (O-DSMT) Desmetramadol HCl
Desmetramadol, also known as O-desmethyltramadol (O-DSMT), is the primary active metabolite of tramadol, generated via hepatic CYP2D6-mediated demethylation. In vitro studies reveal that (+)-desmetramadol functions as a G-protein biased full agonist at the μ-opioid receptor, exhibiting significantly lower affinity for δ- and κ-opioid receptors. Notably, while both enantiomers lack serotonin reuptake inhibition, (−)-desmetramadol maintains norepinephrine reuptake inhibitory activity, contributing to tramadol’s multifaceted pharmacological effects. Additionally, desmetramadol acts as a competitive antagonist at the serotonin 5-HT₂C receptor, potentially underpinning some of tramadol’s antidepressant properties.
Chemical Structure
Theoretical Analysis
Name: Desmetramadol HCl
Chemical Formula:C15H24ClNO2
Exact Mass: 0.0000
Molecular Weight:285.81
Elemental Analysis:C, 63.04; H, 8.46; Cl, 12.40; N, 4.90; O, 11.20
Price
| Quantity (Gram) | Price (Per Gram) |
|---|---|
| 1 - 4 | $50.00 |
| 5 - 9 | $45.00 |
| 10+ | $42.50 |
| Synonym | Desmethyltramadol HCl; Desmetramadol; O-desmethyl tramadol; O desmethyl tramadol; Mono-O-demethyltramadol; Mono O demethyltramadol; Tramadol M1 metabolite; |
| IUPAC/Chemical Name | 3-((1R,2R)-2-((dimethylamino)methyl)-1-hydroxycyclohexyl)phenol hydrochloride |
| Appearance | Solid powder |
| Purity | >98% (or refer to the Certificate of Analysis) |
| Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs. |
| Storage Condition | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Solubility | Soluble in DMSO |
| Shelf Life | >2 years if stored properly |
| Drug Formulation | This drug may be formulated in DMSO |
| Stock Solution Storage | 0 - 4 C for short term (days to weeks), or -20 C for long term (months). |
| HS Tariff Code | 2934.99.9001 |
| More Info |
Preparing Stock Solutions
The following data is based on the product molecular weight 285.81. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.50 mL | 17.49 mL | 34.99 mL |
| 5 mM | 0.70 mL | 3.50 mL | 7.00 mL |
| 10 mM | 0.35 mL | 1.75 mL | 3.50 mL |
| 50 mM | 0.07 mL | 0.35 mL | 0.70 mL |