144830-14-8

Basic information

• Product Name: (+)-(1R,2R)-O-DESMETHYL TRAMADOL HCL
• Synonyms: (+)-(1R,2R)-O-DESMETHYL TRAMADOL HCL
• CAS NO: 144830-14-8
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 285.81
• Mol File: 144830-14-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 403.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.104±0.06 g/cm3(Predicted)
• PKA: 10.00±0.10(Predicted)
• CAS DataBase Reference: (+)-(1R,2R)-O-DESMETHYL TRAMADOL HCL(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(1R,2R)-O-DESMETHYL TRAMADOL HCL(144830-14-8)
• EPA Substance Registry System: (+)-(1R,2R)-O-DESMETHYL TRAMADOL HCL(144830-14-8)

Safety Data

• Hazardous Substances Data: 144830-14-8(Hazardous Substances Data)

Upstream product

• 148262-77-5 (+)-O-Demethyltramadol hydrochloride 
• 73986-53-5 (±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol 
• 2914-77-4 tramadol 
• 36282-47-0 tramadol hydrochloride 
• 27203-92-5 cis-tramadol 

Downstream Products

• 1334208-75-1 (+)-(1R,2R)-3-[2-(dimethylamino)-methyl-1-hydroxycyclohexyl]phenol palmitate 
• 1334208-76-2 (+)-(1R,2R)-3-[2-(dimethylamino)-methyl-1-hydroxycyclohexyl]phenol octanoate 
• 1334208-77-3 (+)-(1R,2R)-3-[2-(dimethylamino)-methyl-1-hydroxycyclohexyl]phenol decanoate 
• 16412-54-7 (+/-)-mono-O-demethyltramadol hydrochloride 

Relevant articles and documents

Enzymatic resolution of analgesics: δ-Hydroxytramadol, ε-hydroxytramadol and O-desmethyltramadol

Efficient enzymatic resolutions of the analgesic δ-hydroxytramadol rac-3 and ε-hydroxytramadol rac-4 have been achieved through pig liver esterase- and Candida rugosa lipase-catalyzed hydrolyses of the corresponding butyrates. The Candida rugosa lipase-catalyzed hydrolysis of O-desmethyltramadol butyrate rac-8a, having a remote aromatic acyloxy group as the only functional group amendable to a hydrolase-catalyzed reaction, proceeded with a good selectivity. Copyright (C) 2000 Elsevier Science Ltd.

Photocatalytic degradation and mineralization of tramadol pharmaceutical in aqueous TiO2 suspensions: Evaluation of kinetics, mechanisms and ecotoxicity

In the present study the transformation and mineralization of a common aquatic pollutant, Tramadol (TRA) was investigated for the first time by means of TiO2 photocatalysis. The degradation kinetics for both TRA and total organic carbon (TOC) followed apparent first-order model with rate constants of k = 15.3 10 min and k = 9.7 10 min and half lives (t) of 4.5 min and 71.4 min, respectively. The transformation products (TPs) of TRA, were identified by high resolution accurate mass liquid chromatography (HR-LC-MS) suggesting that hydroxylation, oxidation and dealkylation are the main transformation pathways. The reactions were found to occur mainly at the surface of the photocatalyst via surface-bound HO radicals rather than by free diffusion into the homogeneous phase. The potential risk of TRA and its TPs to aqueous organisms was investigated using Microtox bioassay before and during the process. The acute toxicity increased in the first stages and then decreased rapidly to very low values within 120 min of the photocatalytic treatment. The increase in the toxicity is associated with near additive or low synergistic effects between two TPs generated during the process i.e. N-desmethyl and N-oxide tramadol.

Crystalline salts and/or co-crystals of O-desmethyltramadol

Salts and/or co-crystals of (+)-3-[2-(dimethylamino)-methyl-1-hydroxycyclohexyl]-phenol or of (?)-3-[2-(dimethylamino)methyl-1-hydroxy-cyclohexyl]phenol, present in crystalline form, with cinnamic acid, C8- to C10-alkane-monocarboxyl