Dimethoxanate CAS 477-93-0

Introduction:Basic information about Dimethoxanate CAS 477-93-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Dimethoxanate Basic information

Product Name:Dimethoxanate
Synonyms:dimethoxanate;10h-phenothiazine-10-carboxylic acid 2-[2-(dimethylamino)ethoxy]ethyl ester;2-(2-dimethylaminoethoxy)ethyl phenothiazine-10-carboxylate;2-(2-dimethylaminoethyloxy)ethyl phenothiazine-10-carboxylate;phenothiazine-10-carboxylic acid 2-(2-dimethylaminoethyloxy)ethyl ester;Dimethoxanate USP/EP/BP
CAS:477-93-0
MF:C19H22N2O3S
MW:358.45
EINECS:207-520-9
Product Categories:
Mol File:477-93-0.mol

Dimethoxanate Chemical Properties

Safety Information

Dimethoxanate Usage And Synthesis

OriginatorCothera,Ayerst,US,1957
DefinitionChEBI: Dimethoxanate is a member of phenothiazines.
Manufacturing Process5.23 g of phenothiazine-10-carboxylic acid chloride were suspended in 8 g ofdimethylaminoethoxyethanol and heated, with stirring, under anhydrousconditions, first for 1 hour at a temperature of 50°-105°C, then for anotherhour at 108°-110°C. All the suspended acid chloride had dissolved after thefinal heating, and the solution was then allowed to cool slowly to 75°C over aperiod of one hour. Infrared examination of a sample showed that theesterification reaction was essentially complete after the second hour
The reaction mixture was then poured on 1 liter of crushed ice, and the oilyprecipitate washed repeatedly by decantation with ice water. It was then takenup in 75 ml of benzene, and again washed repeatedly with water until a pH of8.2 in the washings indicated that substantially all of the excess β-dimethylaminoethoxyethanol had been removed. The benzene solution wasthen dried with anhydrous sodium sulfate, filtered, and the benzeneevaporated in a current of dry nitrogen gas. The residual dark oil constitutedthe desired basic ester. β-Dimethylaminoethoxyethyl phenothiazine-10-carboxylate.
The basic ester may be dissolved in anhydrous ether and then precipitated byadding a slight excess of a solution of dry hydrogen chloride in ether and thehydrochloride salt may be isolated as an amorphous, glasslike product, whichcould be crystallized from anhydrous acetone or from methanol-ether. In thismanner there was obtained as a stable, crystalline, colorless substance β-dimethylaminoethoxyethyl phenothiazine-10-carboxylate hydrochloride, onesample of which melted at 161°-163°C with decomposition.
Therapeutic FunctionAntitussive

Dimethoxanate Preparation Products And Raw materials

Raw materialsHydrochloric acid-->2-[2-(Dimethylamino)ethoxy]ethanol
Dimethomorph CAS 110488-70-5
Dimethoxymethane CAS 109-87-5
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