Tramadol hydrochloride

Tramadol hydrochloride Basic information
Product Name:Tramadol hydrochloride
Synonyms:AURORA KA-863;(+/-)-CIS-2-(DIMETHYLAMINOMETHYL)-1-(3-METHOXYPHENYL)CYCLOHEXANOL HYDROCHLORIDE;CIS-TRAMADOL HYDROCHLORIDE;O-DESMETHYL-CIS-TRAMADOL HCL;TRAMADOL HCL;TRAMODOL HCL;TRAMADOL HYDROCHLORIDE;2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-1-cyclohexanol hydrochloride
CAS:22204-88-2
MF:C16H26ClNO2
MW:299.84
EINECS:220-831-4
Product Categories:Opioid receptor and opioid-like receptor;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:22204-88-2.mol
Tramadol hydrochloride Structure
Tramadol hydrochloride Chemical Properties
Melting point 171°C
Fp 9℃
storage temp. 2-8°C
CAS DataBase Reference22204-88-2(CAS DataBase Reference)
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 16-36/37-45
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 2
ToxicityLD50 in mice, rats (mg/kg): 350, 228 orally; 200, 286 s.c. (Lagler)
MSDS Information
Tramadol hydrochloride Usage And Synthesis
Chemical PropertiesWhite Cyrstalline Solid
OriginatorTramadol,Gruenenthal,W. Germany,1977
UsesAn Analgesic
Manufacturing Process5 g of magnesium turnings are treated while stirring with a mixture of 37.4 g of m-bromoanisole and 160 ml of absolute tetrahydrofuran at such a rate that the reaction mixture boils gently because of the heat produced by the immediately starting reaction. Thereafter, the reaction mixture is boiled under reflux while stirring until all the magnesium dissolves. The reaction mixture is cooled to 0°C to -10°C and then a mixture of 23.25 g of 2- dimethylaminomethylcyclohexanone and 45 ml of absolute tetrahydrofuran is added dropwise.
The resulting mixture is stirred for 4 hours at room temperature and then poured, while stirring slowly, into a mixture of 25 g of ammonium chloride, 50 ml of water and 50 g of ice. The layers are separated and the aqueous layer is extracted twice with 50 ml portions of ether. The organic layers are combined, dried with sodium sulfate and evaporated. The residue is distilled, and 1-(m_x0002_methoxyphenyl)-2-dimethylaminomethyl-cyclohexanol-(1), boiling point at 0.6 mm Hg 138°C to 140°C, is obtained in a yield of 78.6% of theoretical. The hydrochloride obtained from the product, e.g., by dissolving in ether and treating with dry hydrogen chloride, melts at 168°C to 175°C. By recrystallization from moist dioxan this hydrochloride is separated into isomers melting at 162°C to 163°C and 175°C to 177°C, respectively.
Therapeutic FunctionAnalgesic
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