Tiemonium iodide

The mixture was boiled under reflux for 30 minutes. The precipitate of the sodium salt of the acid which forms in the cold was extracted and taken up in warm water. The free acid wasthen precipitated in mineral acid medium. After recrystallization in 50% ethanol, it melted at 148°Cto 149°C. 

Chemical Name 4-[3-Hydroxv-3-phenyl-3-(2-thienvl)propyll -4-methyl-morpholinium 

The ketone, preferably prepared by a Grignard reaction, was added in such a way as to maintain the ether under constant reflux. When all of the solution had been added, the mixture was refluxed for a further hour. The mixture was then allowed to stand for 12 hours at ambient temperature, after which the reaction mass was extracted with ice and ammonium chloride in known manner. 

The resulting product was dissolved in water, made alkaline with dilute NH4OH and was extracted with ether. After evaporation of the ether, the amino-alcohol was obtained as a base. 

Laboratoires d Analyses et de Recherches Biologiques Mauvernay C.E.R. F.A. British Patent 953,386 March 25, 1964 

Id) To prepare the quaternary ammonium iodide, the amino-alcohol above was dissolved in a minimum amount of anhydrous ether and was treated with its own weight of methyl iodide. A well-crystallized product was obtained and was washed with anhydrous ether. (Melting point 189°C to 191°C). 

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Clorazepate dIpotassium Cycrimine HCI Diphemanil methyl sulfate Feno profen Medazepam Procyclidine HCI Tamoxifen Tiemonium iodide 4-Bromobenzyl cyanide... 

C17H21NO2S 1227-99-2) see Tiemonium iodide (phenylthio)acetaldehyde (CgHjOS 66303-55-7) see Sumatriptan (4-phenylthiobenzoyl)dithioacetic acid (C15H12OS3 41054-41-5) see Tibezonium iodide... 

C4H4S 110-02-1). see Clopidogrel hydrogensulfate Oxitefonium bromide Penthienate methobromide Suprofen 2-Thiophenecarboxylic acid Tiaprofenic acid Ticlopidine Tiemonium iodide Tienilic acid... 

A number of muscarinic agonists and antagonists are launched or in clinical trials, especially as antiemetics (e.g. scopolamine), as treatment for urinary incontinence (e.g. tolterodine), glaucoma (pilocarpine), and airway diseases (e.g. ipratropium bromide), but, to the best of our knowledge, only few are used as adjuvants in analgesic compositions, e.g. tiemonium iodide which is used in various combinations with analgesics like paracetamol or metamizole (Coffalon , Visceralgine ). 

Tiemonium iodide used as an adiuvant in analgesic compositions (Labrid et al., 1976)... 

Scheme 23. Syntheses of tiemonium iodide and siia-tiemonium iodide...

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