Dimetotiazine

Dimetotiazine Basic information
Product Name:Dimetotiazine
Synonyms:Dimetotiazine;10-(2-dimethylaminopropyl)-N,N-dimethyl-phenothiazine-2-sulfonamide: m ethanesulfonic acid;10-[2-(Dimethylamino)propyl]-N,N-dimethylphenothiazine-2-sulfonamide;10H-Phenothiazine-2-sulfonamide, 10-[2-(dimethylamino)propyl]-N,N-dimethyl-;Dimethiotazine;Dimethothiazine;Fonazine;Phenothiazine-2-sulfonamide, 10-[2-(dimethylamino)propyl]-N,N-dimethyl- (6CI, 7CI, 8CI)
CAS:7456-24-8
MF:C19H25N3O2S2
MW:391.557
EINECS:2312296
Product Categories:
Mol File:7456-24-8.mol
Dimetotiazine Structure
Dimetotiazine Chemical Properties
Boiling point 533.7±60.0 °C(Predicted)
density 1.1822 (rough estimate)
refractive index 1.6560 (estimate)
pka8.91±0.50(Predicted)
Safety Information
MSDS Information
Dimetotiazine Usage And Synthesis
OriginatorMigristene,Rhone Poulenc,France,1965
UsesSerotonin inhibitor.
DefinitionChEBI: Dimetotiazine is a member of phenothiazines.
Manufacturing ProcessA solution of 3-dimethylsulfamoylphenthiazine (10 grams) in xylene (100 cc) is heated under reflux for 3 hours with sodium amide (1.5 grams). A solution of 1-dimethylamino-2-chloropropane (4.4 grams) in anhydrous xylene (30 cc) is then added and heating under reflux continued for 4 hours. After cooling the suspension obtained is agitated with water (50 cc) and ether (30 cc). The aqueous layer is separated and the basic products are extracted from the organic phase with 10% hydrochloric acid. The xylene layer is discarded and, after the combined acid solutions have been made alkaline with sodium carbonate, the base is extracted with chloroform. The chloroform solutions are then washed with water and dried over anhydrous potassium carbonate. After evaporation of the solvent under reduced pressure there is obtained a crude resinous base (9.7 grams).
On the addition of ethereal hydrogen chloride to a solution of the base in isopropanol and recrystallization from anhydrous ethanol of the salt formed, there is obtained 3-dimethylsulfamoyl-10-(2-dimethylaminopropyl) phenthiazine hydrochloride (2.1 grams), MP 214°C with decomposition. After dissolving the product in anhydrous ethanol and adding methanesulfonic acid there is obtained fonazine mesylate.
Dimetotiazine Preparation Products And Raw materials
Raw materialsHydrochloric acid-->1-DIMETHYLAMINO-2-CHLOROPROPANE-->Sodium amide-->Methanesulfonic acid
Antazoline Dimetotiazine Isopromethazine 2-DIMETHYL AMINO SULFONYL PHENTHIAZINE N-MONODESMETHYL PROMETHAZINE fenethazine

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