1,4-ditosyl-1,4-diazepane Chemical Properties

Melting point:

149-150 °C

Boiling point:

576.1±60.0 °C(Predicted)

Density 

1.303±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

-5.73±0.20(Predicted)

1,4-ditosyl-1,4-diazepane Usage And Synthesis

Uses

1,4-Ditosyl-1,4-diazepane is a derivative Fasudil(F150023). Fasudil is a protein kinase A inhibitor and may be used in medicinal combinations for hepatitis treatment.

Synthesis

General procedure: 25 kg of ethylenediamine and 80 kg of n-butanol were added to a 500 L enameled reaction tank and stirred at 25°C. The reaction system was then purified by adding 180 kg of toluene sulfonyl chloride and 90 kg of 50% sodium hydroxide solution. Subsequently, 180 kg of p-toluenesulfonyl chloride and 90 kg of 50% sodium hydroxide solution were added to the reaction system with continuous stirring for 20 minutes. The reaction mixture was heated to reflux and then 70 kg of 1-bromo-3-chloropropane and 90 kg of 50% sodium hydroxide solution were added slowly, maintaining the pH of the reaction system at 12. The reaction was continued to be heated and refluxed for 2.5 hours. After the reaction was completed, the solid product was obtained by centrifugation, and after drying, 141 kg of N,N'-bis(p-toluenesulfonyl)homopiperazine was obtained, with a yield of 88.1% and a product purity of 99.0%.

References

[1] Patent: CN104744382, 2017, B. Location in patent: Paragraph 0029; 0032; 0037; 0040; 0042; 0047; 0052

1,4-ditosyl-1,4-diazepane(5769-35-7)Related Product Information

• 5-Quinolinesulfonic acid, 2-methyl-
• 1,3-Dibromopropane
• 8-Methylquinoline
• 5-Isoquinolinesulfonic acid
• 2-Methylnaphthalene
• Isoquinoline
• Fasudil N-hydroxy iMpurity
• Quinoline
• 1-Chloro-5-isoquinolinesulfonic Acid
• FASUDIL
• QUINOLINE-8-SULFONIC ACID
• 1-(p-Toluenesulfonyl)hoMopiperazine, 95%
• HYDROXYFASUDIL MONOHYDROCHLORIDE
• Ethylenediamine
• 1-Methylnaphthalene
• quinoline-5-sulphonic acid
• Fasudil diMer
• Fasudil Impurity 6