5769-35-7

Basic information

• Product Name: 1,4-ditosyl-1,4-diazepane
• Synonyms: 1,4-ditosyl-1,4-diazepane;Fasudil Impurity B
• CAS NO: 5769-35-7
• Molecular Formula: C₁₉H₂₄N₂O₄S₂
• Molecular Weight: 408.53486
• Mol File: 5769-35-7.mol

Chemical Properties

• Melting Point: 149-150 °C
• Boiling Point: 576.1±60.0 °C(Predicted)
• Appearance: /
• Density: 1.303±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -5.73±0.20(Predicted)
• CAS DataBase Reference: 1,4-ditosyl-1,4-diazepane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-ditosyl-1,4-diazepane(5769-35-7)
• EPA Substance Registry System: 1,4-ditosyl-1,4-diazepane(5769-35-7)

Safety Data

• Hazardous Substances Data: 5769-35-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,4-Ditosyl-1,4-diazepane is used as a protein kinase A inhibitor for the treatment of hepatitis. Its application is based on its ability to inhibit the activity of protein kinase A, which plays a role in the development and progression of hepatitis. By inhibiting this enzyme, 1,4-ditosyl-1,4-diazepane may help alleviate the symptoms and improve the overall condition of patients suffering from hepatitis.
Additionally, 1,4-ditosyl-1,4-diazepane may be used in medicinal combinations to enhance the therapeutic effects of other drugs used in hepatitis treatment. Its synergistic action with other compounds can potentially lead to better treatment outcomes and improved patient recovery.

Upstream product

• 505-66-8 1,4-Diazacycloheptane 
• 4461-39-6 2-[(3-aminopropyl)amino]ethanol 
• 107-15-3 ethylenediamine 
• 109-70-6 1.3-chlorobromopropane 
• 98-59-9 p-toluenesulfonyl chloride 
• 4403-78-5 ditosylethylenediamine 
• 109-64-8 1,3-dibromo-propane 

Downstream Products

• 505-66-8 1,4-Diazacycloheptane 
• 105628-07-7 fasudil hydrochloride 
• 22777-06-6 N,N'-Ditosyl-5-methyl-hexahydro-1,4-diazepin 
• 13117-06-1 2-methyl-1,4-bis-(toluene-4-sulfonyl)-[1,4]diazepane 

Relevant articles and documents

Unconventional Synthetic Process of Fasudil Hydrochloride: Costly Homopiperazine Was Avoided

An efficient, robust, and cost-effective synthetic process of fasudil hydrochloride 1 was developed. Starting from readily available ethylenediamine and 5-isoquinoline sulfonyl chloride, the target product 1 was prepared through a six-step reaction, including sulfonamidation, protection, nucleophilic substitution, deprotection, cyclization, and salification. The process afforded 1 in 67.1% overall yield (based on 5-isoquinoline sulfonyl chloride) with 99.94% purity. Compared to the earlier published methodologies, the use of homopiperazine or its derivatives as intermediates was avoided. The salient features of this environmentally friendly synthetic route include easily available starting materials and operational simplicity, which could be suitable for large-scale industrial production.

A method of preparing high-piperazine

The invention discloses a preparation method of homopiperzine. The preparation method comprises the following steps: by taking ethylene diamine as a raw material, performing acylation reaction on ethylene diamine and toluenesulfonyl chloride in an n-butyl alcohol solvent to prepare N, N'-dipara-toluene sulfonyl ethylene diamine; directly performing ring-closure reaction on N, N'-dipara-toluene sulfonyl ethylene diamine which does not need to be separated from a reaction liquid and chlorobromide under the action of sodium hydroxide to prepare N, N'-dipara-toluene sulfonyl homopiperzine; removing sulfonyl under the action of hydrobromic acid and phenol to obtain homopiperzine hydrobromide; finally, dissociating with sodium hydroxide and bringing water from toluene to obtain high-purity homopiperzine. The production method is simple to operate, cost-saving, convenient for large-scale production, and can be preparing high-purity high-yield homopiperzine.