Zomebazam

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Company Name: Lanospharma Laboratories Co.,Ltd  
Tel: 13440048448
Email: sales@lanospharma.com
Products Intro:
Zomebazam Basic information
Product Name:Zomebazam
Synonyms:Zomebazam;Pyrazolo[3,4-b][1,4]diazepine-5,7(1H,4H)-dione, 6,8-dihydro-1,3,8-trimethyl-4-phenyl-
CAS:78466-70-3
MF:C15H16N4O2
MW:284.31
EINECS:
Product Categories:
Mol File:78466-70-3.mol
Zomebazam Structure
Zomebazam Chemical Properties
Boiling point 638.1±55.0 °C(Predicted)
density 1.30±0.1 g/cm3(Predicted)
pka9.15±0.20(Predicted)
Safety Information
MSDS Information
Zomebazam Usage And Synthesis
OriginatorZomebazam,ZYF Pharm Chemical
Manufacturing Process(a) 1,3,8-Trimethyl-4-phenyl-5,6,7,8-tetrahydropyrazolo[3,4-b][1,5]diazepine- 1H ,4H-5,7-dione:
23 g (0.1 mole) of 4-benzene-azo-1,3-dimethyl-5-methylaminopyrazole are hydrogenated in 250 ml of ethanol with 60 g of Raney nickel, at 60°C; a hydrogen pressure of 50 atmospheres. When the uptake of hydrogen has ended, the catalyst is filtered off and the reaction solution is evaporated in vacuum. The residue is triturated with ether/petroleum ether and the precipitate of 4-amino-1,3-dimethyl-5-methylaminopyrazole is filtered off. The product is sufficiently pure for the subsequent reactions. MP: 87°C.
(b) 4-α-Ethoxycarbonylacetylamino-1,3-dimethyl-5-methylaminopyrazole: 1.4 g (0.01 mole) of 4-amino-1,3-dimethyl-5-methylaminopyrazole are dissolved in 20 ml of toluene, 1 ml (0.012 mole) of monomethyl malonate chloride is slowly added dropwise, whilst cooling with ice, and the mixture is subsequently stirred at room temperature for one hour. The toluene is stripped off in vacuum, the residue is taken up in chloroform and the mixture is washed with ice-cold NaHCO 3 solution and water and dried with Na 2 SO 4 . After evaporating off the solvent, 4-α-ethoxycarbonylacetylamino-1,3- dimethyl-5-methylaminopyrazole remains as an yellowish oil.
(c) 1,3,8-Trimethyl-5,6,7,8-tetrahydropyrazolo[3,4-b][1,5]diazepine-1H,4H-5,7-dione: 15 ml of a 1 molar sodium methanolate solution are added to 2.4 g (0.01 mole) of 4-α-ethoxycarbonylacetylamino-1,3-dimethyl-5-methyl- aminopyrazole, dissolved in 100 ml of ethanol, and the mixture is stirred at room temperature for 8 hours. It is then neutralized with alcoholic HCl and evaporated in vacuum, the residue is taken up in CHCl 3 , the mixture is filtered and the filtrate is again evaporated. After adding ether to the residue, the latter becomes crystalline and can be filtered off. It is recrystallized from isopropanol/diisopropyl ether. MP: 202°C.
(d) 1,3,8-Trimethyl-4-phenyl-5,6,7,8-tetrahydropyrazolo[3,4-b][1,5]diazepine- 1H,4H-5,7-dione:
A mixture of 1 g of 1,3,8-trimethyl-5,6,7,8-tetrahydropyrazolo[3,4- b][1,5]diazepine-1H,4H-5,7-dione, 1 g of potassium acetate and 1.5 g of copper powder in 100 ml of bromobenzene is boiled under reflux, whilst stirring, until the reaction has ended (monitoring by thin layer chromatography, 3-4 hours). The mixture is then allowed to cool to room temperature and is diluted with CH 2 Cl 2 (200 ml), the inorganic constituents are filtered off, the organic phase is washed with water and dried and the solvent is stripped off in vacuum. Recrystallization of the residue from diisopropyl ether gives the analytically pure 1,3,8-trimethyl-4-phenyl-5,6,7,8- tetrahydropyrazolo[3,4-b][1,5]diazepine-1H,4H-5,7-dione. MP: 168°C.
Therapeutic FunctionAnxiolytic, Nootropic
Zomebazam Preparation Products And Raw materials
Raw materialsPotassium Acetate-->Sodium Methoxide-->Aluminium-nickel
Tag:Zomebazam(78466-70-3) Related Product Information
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