65732-47-0Relevant articles and documents
Crystal engineering of tegafur cocrystals: Structural analysis and physicochemical properties
Aitipamula, Srinivasulu,Chow, Pui Shan,Tan, Reginald B.H.
, p. 6557 - 6569 (2014)
Tegafur (TG) is a chemotherapy agent and has been used in the treatment of several common cancerous tumors. Despite wide utility of TG as a main component of the TG-uracil combination drug, TG suffers severe drawbacks due to nonuniform oral absorption, a short biological half-life, and poor aqueous solubility. We report cocrystals of TG with pharmaceutically acceptable coformers such as nicotinamide, isonicotinamide, 4-hydroxybenzoic acid, pyrogallol, and an antiasthma drug theophylline. The selection of these coformers was made based on crystal engineering principles by analyzing the crystal structures in the Cambridge Structural Database. Cocrystals were prepared by conventional solvent evaporative crystallization and solid-state grinding techniques and characterized by Fourier transform infrared spectroscopy, thermal analysis, and X-ray diffraction techniques. Crystal structure analysis revealed heterosynthons between TG and the coformers in most of the cocrystals. Stability of the cocrystals was tested at accelerated conditions (40 °C, 75% relative humidity), slurry, and dynamic vapor sorption techniques that revealed greater stability of the cocrystals with isonicotinamide, 4-hydroxybenzoic acid, and theophylline. Solubility and dissolution rate of the TG-isonicotinamide cocrystal were found to be superior to the other cocrystals and TG, making it a promising cocrystal for development of novel TG formulations.
Preparation method of tegafur
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Paragraph 0030-0055, (2021/04/21)
The invention belongs to the technical field of medicinal chemistry, and particularly relates to a preparation method of tegafur. The method for preparing the tegafur comprises the step of reacting 5-fluorouracil and 2, 3-dihydrofuran under the irradiation of blue light through a catalyst and a photosensitizer to obtain the tegafur. Through photocatalysis, the activation energy of the reaction can be remarkably reduced, and the reaction temperature is reduced, so that the reaction conditions are simplified, the reaction time is greatly shortened, the atom utilization rate is increased, and the method is more suitable for industrial production.
Preparation method of antitumor drug tegafur
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Paragraph 0011; 0025-0048, (2021/05/08)
The invention belongs to the technical field of medicinal chemistry, and particularly relates to a preparation method of an antitumor drug tegafur. The method for preparing tegafur comprises the following step of: preparing tegafur from 5-fluorouracil serving as a raw material and 4-carbonyl butyric acid under the action of a catalyst by a one-pot method. In the whole process, the intermediate is directly subjected to next-step reaction without separation, raw materials are simple and easy to obtain, operation is easy and convenient, reaction conditions are mild, pollution to the environment is avoided, and the method is suitable for industrial production.
Preparation method of tegafur
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Paragraph 0035-0056, (2020/01/25)
The invention provides a preparation method of tegafur. The method mainly comprises the following steps: reacting 5-fluorouracil with tetrahydrofuran under the action of a catalyst, extracting, and recrystallizing to obtain a high-purity tegafur product. Compared with the prior art, the preparation method disclosed by the invention is simple to operate, mild in reaction condition, high in productyield, high in purity, less in pollution and suitable for industrial production.
Preparation method of antitumor drug tegafur
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Paragraph 0028-0063, (2020/01/25)
The invention provides a preparation method of tegafur. The method mainly comprises the following steps: at room temperature, reacting 5-fluorouracil with 2-benzoyloxy tetrahydrofuran under the actionof an inorganic base and a phase transfer catalyst to obtain tegafur. Compared with the prior art, the method has the advantages of simple and easily available raw materials, simple operation, mild reaction conditions, stable quality, high yield, no pollution to the environment and suitability for industrial production, the purity of the obtained product is as high as 99.7%, and the maximum single impurity content is less than 0.1%.
Preparation method of antitumor drug tegafur
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Paragraph 0015-0020, (2020/11/25)
The invention belongs to the field of organic synthetic chemistry, and particularly relates to a preparation method of an antitumor drug tegafur. According to the method, 5-fluorouracil and tetrahydrofuran are used as raw materials, peroxide, a catalyst tetraalkyl ammonium iodide and alkali are added, and tegafur can be efficiently synthesized. The method does not need harsh conditions such as nowater, no oxygen, high temperature and high pressure, does not need toxic materials and metal catalysts, is cheap and easily available in materials, and is beneficial to industrial production.
Halogen-Bond-Promoted α-C?H Amination of Ethers for the Synthesis of Hemiaminal Ethers
Pan, Zhangjin,Fan, Zhenwei,Lu, Beili,Cheng, Jiajia
supporting information, p. 1761 - 1767 (2018/03/21)
A simple halogen-bond-promoted α-C?H amination of ether/thioether with a variety of N?H compounds has been accomplished. In the presence of low-cost and readily available perfluorobutyl iodide, a diverse range of hemiaminal ether derivatives, including the valuable hydrazone hemiaminal ethers, were quickly assembled under thermal or visible-light irradiation conditions. Mechanistic studies suggest that a halogen-bond adduct was formed and a radical chain pathway might be operative. Synthetic application of the method has been demonstrated via the preparation of the anti-viral and anti-tumor drug, Tegafur. (Figure presented.).
Synthetic process of anti-tumor drug tegafur
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Paragraph 0012, (2017/10/22)
The invention belongs to the field of organic synthetic chemistry and particularly relates to a synthetic process of an anti-tumor drug tegafur. The synthetic process comprises the steps of heating raw materials including 5-fluorouracil and tetrahydrofuran to 50-100 DEG C under the action of alkali and an oxidant so as to obtain a 1,3-disubstituted tegafur derivative, simply filtering, heating in a water solution of alcohol to react for several hours so as to obtain tegafur, and carrying out recrystallization so as to separate and purify the product. A preparation method is environment-friendly and efficient. Compared with existing methods, the synthetic process has the advantages that the raw materials are cheap and easily available, reaction conditions are mild, high-temperature, alkali, Lewis acid and other additives are not required, the atom economy is high, and only a small amount of waste is discharged.
Preparation method of tegafur
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Paragraph 0019-0020, (2017/06/21)
The invention provides a preparation method of tegafur. According to the preparation method, dimethylchlorosilane is adopted for activation, and tegafur is prepared via reaction of 5-fluorouracil with 2,3-dihydrofuran; reaction conditions are mild; no high temperature or high pressure is needed; no special equipment requirement is needed; operation is simple; compound purifying is convenient; tegafur products with purity of 99.9% or higher and yield of 80% or higher are obtained; and the preparation method is suitable for industrialized production.
Synthesis of Tegafur by the Alkylation of 5-Fluorouracil under the Lewis Acid and Metal Salt-Free Conditions
Zasada, Aleksandra,Mironiuk-Puchalska, Ewa,Koszytkowska-Stawińska, Mariola
, p. 885 - 889 (2017/06/23)
A novel protocol for preparation of tegafur (a prodrug of 5-fluorouracil) is reported. The process involves the 1,8-diazabicycloundec-7-ene-mediated alkylation of 5-fluorouracil with 2-acetoxytetrahydrofuran at 90 °C, followed by treatment of the prepurified mixture of the alkylation products with aqueous ethanol at 70 °C. The yield of the two-step process is 72%.
