81732-48-1

Basic information

• Product Name: 5-acetyl-1,3-phenylene bis(dimethylcarbamate)
• Synonyms: 5-acetyl-1,3-phenylene bis(dimethylcarbamate);Bis(dimethylcarbamic acid)5-acetyl-1,3-phenylene ester;Einecs 279-804-0;5-Des[2-(tert-butylaMino)] 5-Acetyl BaMbuterol;5-Acetyl-1,5-phenylene Bis(diMethylcarbaMate);DiMethylcarbaMic Acid 5-Acetyl-1,3-phenylene Ester;N,N-DiMethylcarbaMic Acid C,C'-(5-Acetyl-1,3-phenylene) Ester;Bambuterol impurity 5
• CAS NO: 81732-48-1
• Molecular Formula: C14H18N2O5
• Molecular Weight: 294.30312
• EINECS: 279-804-0
• Product Categories: Amines;Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 81732-48-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 435.6°Cat760mmHg
• Flash Point: 217.3°C
• Appearance: /
• Density: 1.207g/cm³
• Vapor Pressure: 8.62E-08mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 5-acetyl-1,3-phenylene bis(dimethylcarbamate)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-acetyl-1,3-phenylene bis(dimethylcarbamate)(81732-48-1)
• EPA Substance Registry System: 5-acetyl-1,3-phenylene bis(dimethylcarbamate)(81732-48-1)

Safety Data

• Hazardous Substances Data: 81732-48-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H18N2O5/c1-9(17)10-6-11(20-13(18)15(2)3)8-12(7-10)21-14(19)16(4)5/h6-8H,1-5H3

Upstream product

• 51863-60-6 3,5-dihydroxyacetophenone 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 35086-59-0 1-(3',5'-diacetoxyphenyl)ethanone 

Relevant articles and documents

Synthetic process of Bambuterol hydrochloride

The invention discloses a synthetic process of Bambuterol hydrochloride and particularly discloses a synthetic method of 1-[bis-(3,5-N,N-dimethylcarbamoyloxy)phenyl]-2-N-tert-butylaminoethanol hydrochloride. The synthetic method is easy in operation, short in route, mild in condition, environment-friendly and high in finished product quality.

Design, synthesis and biological evaluation of bambuterol analogues as novel inhibitors of butyrylcholinesterase

An increase activity of butyrylcholinesterase is believed to contribute to Alzheimer's disease. Bambuterol is a known potent inhibitor of butyrylcholinesterase, but it has undesired cardiac effects and less lipophilicity. Thirteen bambuterol analogues were synthesized using 1-(3, 5-dihydroxyphenyl) ethanone as a starting material. In-vitro cholinesterase assay established that the majority of the compounds are specific butyrylcholinesterase inhibitors. Out of the 13 compounds, two bambuterol derivatives, BD-6 and BD-11 exhibited similar efficacies in inhibiting butyrylcholinesterase with fewer effects on heart and enhanced possibilities of permeating through the blood-brain barrier as compared to bambuterol. These bambuterol analogues may provide better alternatives for treatments of Alzheimer's disease.

Preparation method of bambuterol impurity B

The invention discloses a preparation method of a bambuterol impurity B. The method comprises the following steps: 1. by using 3,5-dihydroxyacetophenone as an initial raw material, completely reacting in the presence of DMF (N,N-dimethylformamide), K2CO3 and N,N-dimethyl formyl chloride at 80 DEG C, filtering, concentrating, and carrying out column chromatography to obtain yellow oil, thereby preparing a compound I; 2. by using the compound I as a substrate, carrying out reflux reaction in the presence of SeO2, dioxane and water, thereby preparing a compound II; and 3. treating the compound II, EtOH and NaBH4 in an ice bath, and reacting at room temperature, thereby preparing a compound III. According to the scheme, the common solvent is adopted for treatment in combination with greenness and environment friendliness; and the ethyl acetate safe solvent is utilized to prepare the bambuterol impurity B. Thus, the technique is easy to operate, has the advantages of low energy consumption and high product purity, and has favorable market application value.