380380-64-3Relevant articles and documents
Tedizolid phosphate impurity as well as preparation method and application thereof
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Paragraph 0016; 0096; 0101-0105; 0120; 0125-0129, (2020/12/10)
The invention provides a tedizolid phosphate impurity as well as a preparation method and application thereof, and belongs to the field of chemical pharmacy. The structural formula of the impurity isshown as a formula I in the specification. The impurity is generated in the process of synthesizing a 2-(2-methyl-2H-tetrazole-5-yl)-5-(4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborocyclopentane-2-yl) pyridine intermediate, and the quality of a product is seriously influenced by the impurity. The impurity is synthesized and separated, the purity is higher than 96%, and the quality requirements of impurity reference substances related to national pharmacopoeia and Chinese pharmacopoeia are met. The impurity preparation process is simple and stable and good in repeatability; and the prepared impurity2-(2-methyl-tetrazole)-5-azido pyridine can be used as a reference substance to be applied to quality control of tedizolid phosphate API, crude drugs and preparations, can also provide a reliable monitoring means for process research and promote the process optimization and determination procedures and has a good application prospect.
Purification method of 5-bromo-2-(2-methyl-2H-tetrazol-5-yl) pyridine
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Paragraph 0021-0022, (2020/07/06)
The invention discloses a purification method of 5-bromine-2-(2-methyl-2H-tetrazol-5-yl) pyridine. The purification method comprises the following steps: (1) dissolving 5-bromo-2-(2-methyl-2H-tetrazol-5-yl) pyridine in a solvent, dropwise adding an acidic ethanol solution, stirring and heating, keeping, then cooling to separate out crystals, filtering, washing the crystals with ethanol, and dryingto obtain 5-bromo-2-(2-methyl-2H-tetrazol-5-yl) pyridine acid salt; and 2) adding the 5-bromine-2-(2-methyl-2H-tetrazol-5-yl) pyridine salt into water for dissolving, adding a solvent, dropwise adding liquid caustic soda, stirring, heating, keeping, cooling to separate out crystals, filtering, washing the crystals with ethanol, and drying to obtain the 5-bromine-2-(2-methyl-2H-tetrazol-5-yl) pyridine. The purification method disclosed by the invention has the characteristics of mild purification conditions, safety, simplicity and convenience in operation, high purity, high yield and the like,reduces the production cost, and overcomes the problems of low product purity and need of repeated recrystallization due to the use of a large amount of isopropyl acetate in the existing process.
TRIAZOLOTRIAZINE DERIVATIVES AS A2A RECEPTOR ANTAGONISTS
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Page/Page column 45-46, (2020/01/24)
The present invention provides triazolotriazine derivatives of formula (1) as A2A receptor antagonists. Compounds of formula (1) and pharmaceutical compositions including the compounds can be used for the treatment of disorders related to A2A receptor hyp
Synthesis method of tedizolid intermediate
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, (2017/04/19)
The invention provides a synthesis method of a tedizolid intermediate. The synthesis method comprises the following steps: Step A: generating a compound (II) or acidic salt of the compound (II) through addition reaction of a cyano group in a compound (I) and alcohol; Step B: generating a compound (III) by replacing an alkoxy on the compound (II) or the acidic salt of the compound (II) with a hydrazine group or a methylhydrazine group; Step C: generating a tedizolid intermediate (IV) through reaction of the compound (III) and sodium nitrite under an acidic condition. The overall reaction formula is shown in the original specification. According to the synthesis method disclosed by the invention, the problems of easy explosion and poison of reaction reagent, difficulty in separation of a methyl-isomer by-product and so on are solved.
Preparation method of 2-methyl-5-(5-bromopyridine-2-yl)tetrazole
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Paragraph 0018-0019, (2017/07/11)
The invention relates to a new method for preparing 2-methyl-5-(5-bromopyridine-2-yl)tetrazole. In the method, formaldehyde is adopted as a raw material, the reaction technology is simple, the safety and yield is high, and mass production is feasible.
PREPARATION METHOD OF INTERMEDIATE FOR OXAZOLIDINONE DERIVATIVE
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Paragraph 51; 52; 53; 54; 55; 56; 57, (2017/07/06)
Disclosed is a method of preparing an intermediate for an oxazolidinone derivative, which enables 5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine to be produced at high yield and high purity, thus exhibiting high preparation efficiency under optimal processing conditions and making it suitable for industrial mass production.
Preparation method of 2-methyl-5-(5-bromopyridine-2-group) tetrazole
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Paragraph 0016; 0017; 0018; 0019; 0020; 0021, (2017/07/21)
The invention relates to a preparation method of 2-methyl-5-(5-bromopyridine-2-group) tetrazole. The method is simple in reaction steps and high in yield, and can realize mass production.
Copper Catalyzed Assembly of N-Aryloxazolidinones: Synthesis of Linezolid, Tedizolid, and Rivaroxaban
Mahy, William,Leitch, Jamie A.,Frost, Christopher G.
, p. 1305 - 1313 (2016/03/19)
The total synthesis of oxazolidinone-based pharmaceuticals, linezolid, tedizolid and rivaroxaban is reported. They are synthesized using a recently reported copper-catalyzed one-pot cyclization and arylation as the key step to construct the N-aryloxazolidinone core. Active pharmaceutical ingredients (API) were synthesized from a common synthetic pool of a simple protected amino alcohol in 22 %, 61 % and 40 % total synthesis yields, respectively.
A oxazolidinone compounds of preparation method (by machine translation)
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Paragraph 0050, (2017/05/12)
The invention provides a oxazolidinone compounds of the preparation method. Specifically provides the type 1 compound preparation method. The formula 1 compound preparation method comprises, formula 2 N - methyl - D - grape amine compound in the presence of a catalytic reduction, direct formula 1 compound. The present invention provides a preparation has simplified the reaction step, shorten the reaction route, can make the final yield of the product is higher, and, better purity. (by machine translation)
Discovery of torezolid as a novel 5-hydroxymethyl-oxazolidinone antibacterial agent
Im, Weon Bin,Choi, Sun Ho,Park, Ju-Young,Choi, Sung Hak,Finn, John,Yoon, Sung-Hwa
experimental part, p. 1027 - 1039 (2011/04/17)
A series of novel substituted pyridyl phenyl oxazolidinone analogues were synthesized and their structure-activity relationship (SAR) was investigated based on in vitro and in vivo antibacterial activities. The minimum inhibitory concentrations (MICs) of the synthesized compounds against methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant enterococci (VRE) ranged from 0.12 to 2.0 μg/mL, and against Haemophilus influenzae (Hi) from 2.0 to 8.0 μg/mL. Compared to linezolid, only four compounds (11, 12, 21 and 29) showed higher in vitro antibacterial activities and better in vivo protective effects in mice. To improve the aqueous solubility, various prodrugs of compound 11 (DA-7157), which exerted a potency that was enhanced by 2-8-fold compared to that of linezolid, were synthesized. Among the prodrugs, the phosphate compound 42 exhibited excellent aqueous solubility (>50 mg/mL in DW) and good pharmacokinetic profiles, along with better in vivo efficacy than linezolid. This compound 42 is currently undergoing clinical trials with the brand name Torezolid.
