Fenoctimine Sulfate

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Company Name: Lanospharma Laboratories Co.,Ltd  
Tel: 13440048448
Email: sales@lanospharma.com
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Fenoctimine Sulfate Basic information
Product Name:Fenoctimine Sulfate
Synonyms:Fenoctimine Sulfate;Mcn-4097-12-98
CAS:69365-67-9
MF:C27H40N2O4S
MW:488.6825
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Mol File:69365-67-9.mol
Fenoctimine Sulfate Structure
Fenoctimine Sulfate Chemical Properties
Safety Information
MSDS Information
Fenoctimine Sulfate Usage And Synthesis
OriginatorFenoctimine sulfate,ZYF Pharm Chemical
UsesAntisecretory (gastric).
Manufacturing ProcessDimethyl sulfate (126.1 g, 1.0 mole) was heated to 65°C. The temperature was maintained at 60-70°C while dimethylformamide (73.1 g, 1.0 mole) was added over a period of about 30 minutes. After the addition was complete, the reaction was heated at 70°C for 7 hours, then cooled to below 30°C. n- Octylamine (129.2 g, 1.0 mole) was added over a 20 minute period with external cooling to maintain the temperature at 40°C. The reaction was stirred an additional 3 hours at 40°C after addition was complete. The reaction was cooled to about 10°C and treated with toluene (200 ml), water (200 ml) and finally 27% sodium hydroxide solution (180 g , 2 moles). The organic phase was separated, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to yield 190 g of a light yellow liquid which was fractionally distilled twice to yield 113 g (61%) of the title compound as a water white liquid; b.p. 115.-117°C at 15 mm Hg.
4-(Diphenylmethyl)piperidine (12.5 g, 0.05 mole) and N,N-dimethyl-N'- octylformamidine (11.5 g, 0.06 mole) were placed in a 3-necked flask equipped with magnetic stirrer, heating mantle, thermometer and nitrogen inlet. A moderate stream of nitrogen was blown through the flask while the reaction was heated to 120°C. The reaction was stirred and heated at 120°C for 5 hours, then cooled to 20°C and diluted with toluene (35 ml). The reaction was cooled in an ice bath, stirred, and treated with a mixture of ice (50 g) and sulfuric acid (9 g, 0.088 mole). After stirring for 15 min, the resulting solid was isolated by filtration, and washed sequentially with toluene (10 ml), and 1 N sulfuric acid (2 x 10 ml). The solid was suspended twice in a mixture of water (100 ml) and 1 N sulfuric acid (20 ml) and stirred for 30 min each time prior to filtration. Finally, the product was washed with water (2x10 ml), and cyclohexane (20 ml). The filter cake was dried under reduced pressure at 30°C to constant weight to yield 21.3 g (85.6%) of the 4- (diphenylmethyl)-1-[(octylimino)methyl]piperidine sulfate (1:1), m.p. 113- 115°C. 4-(Diphenylmethyl)-1-[(octylimino)methyl]piperidine may be used as a sulfate.
Therapeutic FunctionGastric antisecretory
Fenoctimine Sulfate Preparation Products And Raw materials
Raw materialsDimethyl sulfate-->Sodium hydroxide-->4-(diphenylmethyl)piperidine-->N,N-Dimethylformamide
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