Patents Assigned to SEASONS BIOTECHNOLOGY (TAIZHOU) CO., LTD.
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Patent number: 11667610Abstract: The present invention relates to technical field of chemical synthesis of drugs, and provides a preparation method of Macitentan and intermediate compound thereof. Adding THF solution containing compound II and 5-bromo-2-chloropyrimidine slowly into THF solution containing base to react, or adding THF solution containing compound II and THF solution containing 5-bromo-2-chloropyrimidine slowly at the same time into THF solution containing base to react and obtain Macitentan (shown as compound I), wherein the base is selected from sodium hydride, potassium hydride, lithium hydride or lithium bis(trimethylsilyl)amide. The selectivity of the preparation method is very good, which is suitable for industrial production. The obtained product Macitentan has good quality and high yield. And the product compound II also has good quality and high yield, its HPLC purity is up to 99.0%, the content of impurity A is less than 0.20%, the content of impurity B is less than 0.25%.Type: GrantFiled: June 29, 2022Date of Patent: June 6, 2023Assignee: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang Jia, Chi Ma, Zhengwei Yang, Jinjin Yang
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Patent number: 11649216Abstract: The present invention relates to technical field of chemical synthesis of drugs, and provides a preparation method of Macitentan and intermediate compound thereof. Adding THF solution containing compound II and 5-bromo-2-chloropyrimidine slowly into THF solution containing base to react, or adding THF solution containing compound II and THF solution containing 5-bromo-2-chloropyrimidine slowly at the same time into THF solution containing base to react and obtain Macitentan (shown as compound I), wherein the base is selected from sodium hydride, potassium hydride, lithium hydride or lithium bis(trimethylsilyl)amide. The selectivity of the preparation method is very good, which is suitable for industrial production. The obtained product Macitentan has good quality and high yield. And the product compound II also has good quality and high yield, its HPLC purity is up to 99.0%, the content of impurity A is less than 0.20%, the content of impurity B is less than 0.25%.Type: GrantFiled: September 20, 2017Date of Patent: May 16, 2023Assignee: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang Jia, Chi Ma, Zhengwei Yang, Jinjin Yang
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Publication number: 20220348547Abstract: The present invention relates to technical field of chemical synthesis of drugs, and provides a preparation method of Macitentan and intermediate compound thereof. Adding THF solution containing compound II and 5-bromo-2-chloropyrimidine slowly into THF solution containing base to react, or adding THF solution containing compound II and THF solution containing 5-bromo-2-chloropyrimidine slowly at the same time into THF solution containing base to react and obtain Macitentan (shown as compound I), wherein the base is selected from sodium hydride, potassium hydride, lithium hydride or lithium bis(trimethylsilyl)amide. The selectivity of the preparation method is very good, which is suitable for industrial production. The obtained product Macitentan has good quality and high yield. And the product compound II also has good quality and high yield, its HPLC purity is up to 99.0%, the content of impurity A is less than 0.20%, the content of impurity B is less than 0.25%.Type: ApplicationFiled: June 29, 2022Publication date: November 3, 2022Applicant: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang Jia, Chi Ma, Zhengwei Yang, Jinjin Yang
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Publication number: 20220249466Abstract: A coated granule, a solid dispersion, a composition, and a preparation for oral masking, which improve the taste masking effect of vortioxetine hydrobromide, and improve the patient adherence and compliance.Type: ApplicationFiled: September 3, 2020Publication date: August 11, 2022Applicant: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang Jia, Fa Huang, Ru Wang, Jinjin Yang, Youbing Wei, Tianhua Ma, Yunzhong Wang, Yanyun Hu, Changhu Chu
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Publication number: 20210300880Abstract: The present invention relates to technical field of chemical synthesis of drugs, and provides a preparation method of Macitentan and intermediate compound thereof. Adding. THF solution containing compound II and 5-bromo-2-chloropyrimidine slowly into THF solution containing base to react, or adding THF solution containing compound II and THF solution containing 5-bromo-2-chloropyrimidine slowly at the same time into THF solution containing base to react and obtain Macitentan (shown as compound I), wherein the base is selected from sodium hydride, potassium hydride, lithium hydride or lithium bis(trimethylsilyl)amide. The selectivity of the preparation method is very good, which is suitable for industrial production. The obtained product Macitentan has good quality and high yield. And the product compound II also has good quality and high yield, its HPLC purity is up to 99.0%, the content of impurity A is less than 0.20%, the content of impurity B is less than 0.25%.Type: ApplicationFiled: September 20, 2017Publication date: September 30, 2021Applicant: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang JIA, Chi Ma, Zhengwei Yang, Jinjin YANG
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Patent number: 10584093Abstract: The present invention provides a method for preparing aniline compounds, and also provides a kind of catalyst and use thereof. This method for synthesizing an aniline compound in the invention includes following steps: use molybdenum oxide and activated carbon as catalyst, hydrazine hydrate as reducing agent, then reduce aromatic nitro compounds to aniline compounds. This method is green and high efficiency, and easy to be applied in industry.Type: GrantFiled: September 26, 2018Date of Patent: March 10, 2020Assignee: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang Jia, Chi Ma, Tianhua Ma, Zhengwei Yang
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Publication number: 20190100486Abstract: The present invention provides a method for preparing aniline compounds, and also provides a kind of catalyst and use thereof. This method for synthesizing an aniline compound in the invention includes following steps: use molybdenum oxide and activated carbon as catalyst, hydrazine hydrate as reducing agent, then reduce aromatic nitro compounds to aniline compounds. This method is green and high efficiency, and easy to be applied in industry.Type: ApplicationFiled: September 26, 2018Publication date: April 4, 2019Applicant: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Qiang JIA, Chi MA, Tianhua MA, Zhengwei YANG
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Patent number: 10144701Abstract: The present invention relates to a preparation method of 4-isopropylamino-1-butanol, in which using cheap and readily available tetrahydrofuran and acetic acid solution of hydrogen bromide as starting materials to prepare a novel intermediate of 4-isopropylamino-1-acetoxyl butane and further obtain the target product. The present invention has advantages of convenient process operations, mild reaction conditions, economical and environment-friendly benefits, and suitability for industrial production to obtain the product with high purity and high yield.Type: GrantFiled: March 31, 2016Date of Patent: December 4, 2018Assignee: Seasons Biotechnology (Taizhou) Co., Ltd.Inventors: Fanghui Tang, Chi Ma, Qiang Jia
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Patent number: 10040771Abstract: The present invention relates to preparation methods of a prostacyclin receptor agonist of 2-{4-[N-(5,6-diphenylpyrazin-2-yl)-N-isopropylamino]butyloxy}-N-(methylsulfonyl)acetamide and its intermediates. These methods are simple and convenient to operate, environment-friendly and suitable for industrial production to obtain the product with good yield and high purity.Type: GrantFiled: March 31, 2016Date of Patent: August 7, 2018Assignee: SEASONS BIOTECHNOLOGY (TAIZHOU) CO., LTD.Inventors: Fanghui Tang, Chi Ma, Qiang Jia