N,N,beta-trimethyl-10H-phenothiazine-10-propylamine 5,5-dioxide monohydrochloride
- CAS NO.:4784-40-1
- Empirical Formula: C18H23ClN2O2S
- Molecular Weight: 366.9
- MDL number: MFCD11044395
- EINECS: 225-330-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-18 18:48:51
What is N,N,beta-trimethyl-10H-phenothiazine-10-propylamine 5,5-dioxide monohydrochloride?
Originator
Doxergan,Specia,France,1964
Manufacturing Process
Phenothiazine is reacted with 3-dimethylamino-2-methylpropyl chloride in the presence of sodium amide to give 3-(10-phenthiazinyl)-2-methyl-1dimethylaminopropane. 11.9 g of of this intermediate is dissolved with agitation in glacial acetic acid (120 cc). Pure sulfuric acid (d = 1.83; 0.5 cc) is added and a mixture of glacial acetic acid (10 cc) and hydrogen peroxide (8.5 cc of a solution containing 38 g of hydrogen peroxide in 100 cc) is then run in over 20 minutes. The temperature rises from 25°C to 35°C and is then kept at 60°C for 18 hours. The mixture is cooled and water (150 cc) is added and, with cooling, aqueous sodium hydroxide (d = 1.33; 220 cc). The resulting
mixture is extracted with ethyl acetate (3 x 100 cc), the solvent is evaporated on a water bath and the residue is recrystallized from heptane (150 cc). 3(9,9-dioxy-10-phenthiazinyl)-2-methyl-1-dimethylaminopropane (78 g) is obtained, MP 115°C.
The corresponding hydrochloride prepared in ethyl acetate and recrystallized from a mixture of ethanol and isopropanol melts at 250°C.
Therapeutic Function
Antihistaminic
Safety information for N,N,beta-trimethyl-10H-phenothiazine-10-propylamine 5,5-dioxide monohydrochloride
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