90877-48-8Relevant academic research and scientific papers
In-situ and one-step preparation of protein film in capillary column for open tubular capillary electrochromatography enantioseparation
Li, Ling,Xue, Xuqi,Zhang, Huige,Lv, Wenjuan,Qi, Shengda,Du, Hongying,Manyande, Anne,Chen, Hongli
supporting information, p. 2139 - 2142 (2021/04/07)
In this work, the phase-transitioned BSA (PTB) film using the mild and fast fabrication process adhered to the capillary inner wall uniformly, and the fabricated PTB film-coated capillary column was applied to realize open tubular capillary electrochromatography (OT-CEC) enantioseparation. The enantioseparation ability of PTB film-coated capillary was evaluated with eight pairs of chiral analytes including drugs and neurotransmitters, all achieving good resolution and symmetrical peak shape. For three consecutive runs, the relative standard deviations (RSD) of migration time for intra-day, inter-day, and column-to-column repeatability were in the range of 0.3%–3.5%, 0.2%–4.9% and 2.1%–7.7%, respectively. Moreover, the PTB film-coated capillary column ran continuously over 300 times with high separation efficiency. Therefore, the coating method based on BSA self-assembly supramolecular film can be extended to the preparation of other proteinaceous capillary columns.
Preparation method of terra
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, (2021/10/05)
The invention provides a preparation method of terra, and relates to the technical field of chemical synthesis. The preparation method comprises the following steps: (a) reacting compound 1 with halogenated oxirane through Suzuki to obtain compound 2. (b) Compound 2 was reacted with tert-butylamine to yield terbutaline. Suzuki Reaction is creatively applied to preparation of terbutaline, the reaction steps are greatly shortened, the processes of protecting groups and deprotection are avoided by using the bromination reaction, the reaction conditions are mild, the reaction process is easy to control, and the safety coefficient is high. Raw materials are simple and easy to obtain, and the industrial cost is saved. The product yield is high. The purity is high, and the process route of a product with higher quality can be industrially produced.
Novel preparation method of terbutaline sulfate
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Paragraph 0039; 0042; 0044; 0047; 0049; 0052, (2020/03/13)
The invention belongs to the field of organic synthesis of medicines, and concretely relates to a novel preparation method of a medicine terbutaline sulfate for treating bronchial spasm caused by bronchial asthma, chronic bronchitis, emphysema and other lung diseases. The synthesis route of the preparation method comprises the following steps: reacting 3,5-dihydroxybenzaldehyde with acetic anhydride to generate a compound I; reacting the compound I with trimethyloxosulfonium halide to generate a compound II; reacting the compound II with tert-butylamine to generate terbutaline; and salifying the terbutaline to generate the terbutaline sulfate. The method has the advantages of avoiding of dangerous chemical reagents, low price of adopted reagents, mild reaction conditions, and suitablenessfor industrial amplification.
Preparation method of terbutaline sulfate
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, (2020/04/29)
The invention discloses a preparation method of terbutaline sulfate, wherein the method comprises the following steps: carrying out a bromination reaction on 3,5-dihydroxyacetophenone as a raw material by using a bromination reagent without hydroxyl protection, carrying out reduction and ring closing, carrying out a ring-opening reaction with tert-butylamine, and finally forming a salt with sulfuric acid to obtain terbutaline sulfate. According to the method, the defects of requirement of deprotection after hydroxyl protection, use of various high-risk highly toxic reagents, long reaction stepand low yield in the prior art are overcome.
Preparation method of terbutaline
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Paragraph 0038; 0042-0043, (2020/12/05)
The invention belongs to the field of pharmacy, and particularly relates to a preparation method of terbutaline. The method comprises: S1, adding a compound I and dichloromethane into a reaction kettle, stirring and dissolving, and then adding anhydride, S2, after the reaction is finished, adding dilute alkaline water into the system, fully stirring and washing, collecting a dichloromethane phase,and carrying out reduced pressure distillation to obtain a yellow oily matter, namely a compound II, S3, adding the compound II, ethyl acetate, tert-butylamine, sodium hydroxide and an oxidation protective agent into the reaction kettle, and S4, after the reaction in the step S3 is finished, adding purified water into the system to wash the reaction solution in the step S3, collecting an ethyl acetate phase, and carrying out reduced pressure distillation on the ethyl acetate phase to obtain terbutaline. According to the technical scheme provided by the invention, the post-reaction treatment difficulty is reduced, so that an intermediate compound is easily separated from a reaction system, meanwhile, side reactions such as epoxy bond hydrolysis are avoided, and the stability and yield of the final product terbutaline are improved.
Preparation method of terbutaline sulfate
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, (2020/08/09)
The invention relates to the field of preparation of chemicals, in particular to a preparation method of terbutaline sulfate. The invention provides a preparation method of terbutaline sulfate. With simple and low-cost acetophenone as an initial raw material, the terbutaline is prepared through five-step reaction; then the terbutaline is subjected to salifying and purification to obtain terbutaline sulfate. According to the method disclosed by the invention, the total synthesis route of terbutaline is effectively shortened, so that the method is simple in intermediate purification, single in reaction solvent, simple in process, mild in reaction condition, easy to operate, high in total yield and more suitable for industrial production; the burden of workshop waste liquid treatment and purification is relieved, the three wastes and reaction energy consumption are reduced, the whole route is combined, research and control of raw material medicine impurities are better facilitated, and working hours are shortened technically and the three wastes and reaction energy consumption are reduced technically.
Method for synthesizing terbutaline
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Paragraph 0034; 0041-0042, (2020/02/10)
The invention discloses a method for synthesizing terbutaline. The method comprises the following steps: reacting a compound I with selenium dioxide to obtain a compound II; reacting the compound II with tert-butylamine to obtain a compound III; reacting the compound III with a reducing agent to obtain a compound IV; and reacting the compound IV with a catalyst to remove benzyloxy to obtain terbutaline. The synthesis method has the advantage that the generation of impurity alpha-bromo-3, 5-dibenzyloxyacetophenone is avoided.
Enantioselective resolution of Rac-terbutaline and evaluation of optically pure R-terbutaline hydrochloride as an efficient anti-asthmatic drug
Beng, Huimin,Zhang, Hao,Jayachandra,Li, Junxiao,Wu, Jie,Tan, Wen
, p. 759 - 768 (2018/03/27)
Terbutaline is a β2-adrenoceptor agonist for the treatment of asthma and chronic obstructive pulmonary disease (COPD). Among the two isomers of terbutaline (TBT 2), R-isomer was found to be the potent enantiomer in generating therapeutic effect, while S-isomer has been reported to show side effects. In this study, R-terbutaline hydrochloride (R-TBH 6) was synthesized through chiral resolution from the racemic terbutaline sulfate (rac-TBS 1) with 99.9% enantiomeric excess (ee) in good overall yield (53.6%). Further, R-TBH 6 nebulized solution was prepared in half dosage of Bricanyl, which is a marketed product of racemic terbutaline and evaluated in vitro aerosol performance and in vivo anti-asthmatic effect on guinea pigs via. pulmonary delivery. From the investigation, it is evident that R-TBH 6 nebulized solution of half dosage performed similar fine aerosol characteristics and anti-asthmatic effect with Bricanyl.
Comparison of three S-β-CDs with different degrees of substitution for the chiral separation of 12 drugs in capillary electrophoresis
Wang, Zhaokun,Zhang, Qiongwen,Luo, Linda,Sun, Tiemin,Guo, Xingjie
, p. 558 - 565 (2017/08/26)
Three kinds of sulfated β-cyclodextrin (S-β-CD), including a single isomer, heptakis-6-sulfato-β-cyclodextrin (HS-β-CD), degree of substitution (DS) of 7, which was synthesized in our laboratory and another two commercialized randomly substituted mixtures, a sulfated β-cyclodextrin with DS of 7 to 11, as well as a highly sulfated-β-cyclodextrin with DS of 12 to 15, were used for the enantioresolution of 12 drugs (the β-blockers, phenethylamines, and anticholinergic agents) in capillary electrophoresis. The enantioseparation under varying concentrations of S-β-CD and background electrolyte pH were systematically investigated and compared. Based on the experimental results, the effect of the nature of S-β-CD and analyte structure on the enantioseparation is discussed.
Resorcinol-, catechol- and saligenin-based bronchodilating β2-agonists as inhibitors of human cholinesterase activity
Bosak, Anita,Kne?evi?, Anamarija,Gazi? Smilovi?, Ivana,?inko, Goran,Kovarik, Zrinka
, p. 789 - 797 (2017/06/13)
We investigated the influence of bronchodilating β2-agonists on the activity of human acetylcholinesterase (AChE) and usual, atypical and fluoride-resistant butyrylcholinesterase (BChE). We determined the inhibition potency of racemate and enantiomers of fenoterol as a resorcinol derivative, isoetharine and epinephrine as catechol derivatives and salbutamol and salmeterol as saligenin derivatives. All of the tested compounds reversibly inhibited cholinesterases with Ki constants ranging from 9.4 μM to 6.4 mM and had the highest inhibition potency towards usual BChE, but generally none of the cholinesterases displayed any stereoselectivity. Kinetic and docking results revealed that the inhibition potency of the studied compounds could be related to the size of the hydroxyaminoethyl chain on the benzene ring. The additional π–π interaction of salmeterol’s benzene ring and Trp286 and hydrogen bond with His447 probably enhanced inhibition by salmeterol which was singled out as the most potent inhibitor of all the cholinesterases.
