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185453-02-5

185453-02-5 Structure

185453-02-5 Structure
IdentificationBack Directory
[Name]

O-DesMethyl TraMadol Hydrochloride
[CAS]

185453-02-5
[Synonyms]

Tramadol EP Impurity D
Tramadol EP Impurity D HCl
TraMadol Hydrochloride IMpurity-D(EP)
O-Desmethyl-cis-tramadol (hydrochloride)
Tramadol Impurity 4(Tramadol EP Impurity D)
Tramadol EP Impurity D HCl ( and Enantiomer)
O-Desmethyl-cis-tramadol (hydrochloride) (CRM)
(±)-(cis)-O-Desmethyl cis-tramadol hydrochloride
Tramadol Hydrochloride Impurity D as Hydrochloride
Tramadol Hydrochloride EP Impurity D as Hydrochloride
O-DesMethyl TraMadol HCl (RaceMic,TraMadol IMpurity D)
O-DesMethyl TraMadol Hydrochloride (1.0 Mg/ML in Methanol)
2-[(Dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol Hydrochloride
3-[(rel-1R,2R)2-[(DiMethylaMino)Methyl]-1-hydroxycyclohexyl]phenol Hydrochloride
2-[(rel-1R, 2R)(DiMethylaMino)Methyl]-1-(M-hydroxyphenyl)cyclohexanol Hydrochloride
[Molecular Formula]

C15H24ClNO2
[MDL Number]

MFCD08063708
[MOL File]

185453-02-5.mol
[Molecular Weight]

285.81
Chemical PropertiesBack Directory
[Melting point ]

219-221?C
[storage temp. ]

-20°C Freezer
[solubility ]

Methanol (Slightly), Water (Slightly)
[form ]

neat
[color ]

White to off-white
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

O-Desmethyl-cis-tramadol (hydrochloride) (CRM) (Item No. 18751) is a certified reference material that is structurally categorized as an opioid. It is the main metabolite of cis-tramadol (Item Nos. ISO60149 | 15919). O-Desmethyl-cis-tramadol has ~400-500-fold higher affinity for μ-opioid receptors than the parent compound. However, O-desmethyl-cis-tramadol poorly suppresses the human serotonin transporter, unlike cis-tramadol. This product is intended for research and forensic applications.
[Chemical Properties]

White Solid
[Uses]

A metabolite of Tramadol, an analgesic.
[References]

[1] MADELEINE RAMONA VOLZ  Bjoern M. Development of a non-radioactive mass spectrometry-based binding assay at the μ-opioid receptor and its application for the determination of the binding affinities of 17 opiates/opioids as well as of the designer opioid isotonitazene and five further 2-benzylbenzimidazoles[J]. Analytica Chimica Acta, 2022, 1219: Article 339978. DOI: 10.1016/j.aca.2022.339978
[2] ATSUSHI NAKAMURA. Changes in the rewarding effects induced by tramadol and its active metabolite M1 after sciatic nerve injury in mice.[J]. Psychopharmacology, 2008, 200 3: 307-316. DOI: 10.1007/s00213-008-1180-1
[3] W. WU. Metabolism of the analgesic drug, tramadol hydrochloride, in rat and dog[J]. Xenobiotica, 2001, 31 1: 423-441. DOI: 10.1080/00498250110057378
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