Patents by Inventor Hiroshi Hirai
Hiroshi Hirai has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 12036215Abstract: Provided is an effective method for using an orally administrable compound having an excellent Aurora A selective inhibitory effect, and a microtubule-targeting drug in combination. The present invention provides a method for treatment of malignant tumor by a combination of 1-(2,3-dichlorobenzoyl)-4-[5-fluoro-6-(5-methyl-1H-pyrazol-3-ylamino)pyridin-2-yl]methyl-4-piperidinecarboxylic acid (compound I) or a salt thereof and a microtubule-targeting drug, wherein the following administration schedule thereof is performed: one cycle involves 7 days; the microtubule-targeting drug is administered once; and the compound I or the salt thereof is administered for 3 consecutive days with cessation of the drug for remaining 4 days.Type: GrantFiled: May 28, 2019Date of Patent: July 16, 2024Assignee: TAIHO PHARMACEUTICAL CO., LTD.Inventor: Hiroshi Hirai
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Publication number: 20240109015Abstract: A filter element, in particular an air filter element, has a filter media body surrounding a hollow interior and has a first end and an opposite second end. A first end cap is positioned on the first end of the filter media body, and a second end cap is positioned on the second end of the filter media body. The second end cap is a closed end cap. The second end cap has a plurality of spaced-apart inner adapter projections arranged thereon and projecting in direction of a central axis away from the first end cap. At least some of the inner adapter projections are positioned in a circular arrangement so as to surround a center of the second end cap. Such a filter element is arranged in a housing of a filter system provided with a receiver arrangement for the filter element.Type: ApplicationFiled: September 29, 2023Publication date: April 4, 2024Inventors: Sven EPLI, Jochen LINHART, Jens WEINE, Florian KELLER, Robert KUSEBAUCH, Markus KIRSCHNER, Daiane PEREIRA DE OLIVEIRA, Christiano Ferreira MIGUEL, Alexandre DEMINOVCH, Rafael Hiroshi HIRAI
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Patent number: 11814601Abstract: A method for reducing the content of a saturated hydrocarbon in oils and/or fats. The method includes subjecting raw material oils and/or fats to a short path distillation treatment under a temperature condition of 50° C. or higher and 270° C. or lower. In the short path distillation treatment, a feed rate of the raw material oils and/or fats to a short path distillation apparatus may be 30.0 kg/h·m2 or less per unit area of an evaporation surface of the short path distillation apparatus. The feed rate may be 5.00 kg/h·m2 or more and 25.0 kg/h·m2 or less per unit area of an evaporation surface of the short path distillation apparatus.Type: GrantFiled: October 24, 2018Date of Patent: November 14, 2023Assignee: The Nisshin OilliO Group, Ltd.Inventors: Hiroshi Hirai, Chee Keat Yong, Hiroyuki Kozui
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Publication number: 20230165862Abstract: Provided is a novel combination therapy that exhibits excellent antitumor effects, and that uses an FGFR-inhibiting compound and an MEK inhibitor. An antitumor agent contains (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a salt thereof as an active ingredient and is administered in combination with an MEK inhibitor.Type: ApplicationFiled: April 9, 2021Publication date: June 1, 2023Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Hiroshi HIRAI, Kazuaki MATSUOKA, Akihiro MIURA
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Publication number: 20230097475Abstract: A pharmaceutical composition for treating cartilage dysplasia, comprising 1-[(3S)-3-[4-amino-3-[2-(3,5-dimethoxyphenyl)ethynyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-pyrrolidinyl]-2-propen-1-one or a pharmaceutically acceptable salt thereof, and a treatment method using the pharmaceutical composition.Type: ApplicationFiled: January 29, 2021Publication date: March 30, 2023Applicants: Kyoto University, TAIHO PHARMACEUTICAL CO., LTD.Inventors: Noriyuki TSUMAKI, Yuki IIMORI, Akihiro MIURA, Hiroshi HIRAI
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Publication number: 20220240532Abstract: The present invention provides a method of producing a refined oil and/or fat, comprising step B: a step of steam-distilling a raw material oil and/or fat at 240° C. or more, wherein a content of saturated hydrocarbons having 20 to 35 carbon atoms in the refined oil and/or fat is 10 ppm by mass or less.Type: ApplicationFiled: July 15, 2020Publication date: August 4, 2022Applicant: The Nisshin OilliO Group, Ltd.Inventors: Chee Keat YONG, Hiroshi HIRAI
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Publication number: 20220241280Abstract: The present invention provides a pharmaceutical composition for treating a patient with an FGFR1 mutant-positive brain tumor, the composition comprising (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a pharmaceutically acceptable salt thereof as an active ingredient; and a therapeutic method using the pharmaceutical composition.Type: ApplicationFiled: February 19, 2020Publication date: August 4, 2022Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Hiroshi HIRAI, Akihiro MIURA
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Publication number: 20220184082Abstract: The problem to be solved by the present disclosure is to provide a novel combination therapy using (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a salt thereof, the combination therapy exhibiting an excellent antitumor effect on cancer patients with resistance to immune checkpoint inhibitors. The present disclosure provides an antitumor agent comprising (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a salt thereof as an active ingredient, the antitumor agent being administered in combination with pembrolizumab to a cancer patient with resistance to immune checkpoint inhibitors.Type: ApplicationFiled: February 28, 2020Publication date: June 16, 2022Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Kazuhiko YONEKURA, Hiroshi HIRAI, Kazuaki MATSUOKA
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Publication number: 20220125793Abstract: The problem to be solved by the present disclosure is to provide a novel combination therapy using (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a salt thereof, the combination therapy exhibiting an excellent antitumor effect on cancer patients with resistance to immune checkpoint inhibitors. The present disclosure provides an antitumor agent comprising (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a salt thereof as an active ingredient, the antitumor agent being administered in combination with an immune checkpoint inhibitor, except for pembrolizumab, to a cancer patient with resistance to immune checkpoint inhibitors.Type: ApplicationFiled: February 28, 2020Publication date: April 28, 2022Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Kazuhiko YONEKURA, Hiroshi HIRAI, Kazuaki MATSUOKA
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Publication number: 20220023300Abstract: Provided is a novel treatment method for cancer tumors to which endocrine therapy is to be applied, using an FGFR inhibitor (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a pharmaceutically acceptable salt thereof. Further provided are a pharmaceutical composition comprising the above compound or a pharmaceutically acceptable salt thereof for use in treatment and/or prevention of tumors to which endocrine therapy is to be applied, the pharmaceutical composition being used in combination with endocrine therapy, as well as its related compound, use, method, and combination.Type: ApplicationFiled: November 25, 2019Publication date: January 27, 2022Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Hiroshi HIRAI, Akihiro MIURA, Hiroshi SOOTOME
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Publication number: 20210236475Abstract: Provided is an effective method for using an orally administrable compound having an excellent Aurora A selective inhibitory effect, and a microtubule-targeting drug in combination. The present invention provides a method for treatment of malignant tumor by a combination of 1-(2,3-dichlorobenzoyl)-4-[5-fluoro-6-(5-methyl-1H-pyrazol-3-ylamino)pyridin-2-yl]methyl-4-piperidinecarboxylic acid (compound I) or a salt thereof and a microtubule-targeting drug, wherein the following administration schedule thereof is performed: one cycle involves 7 days; the microtubule-targeting drug is administered once; and the compound I or the salt thereof is administered for 3 consecutive days with cessation of the drug for remaining 4 days.Type: ApplicationFiled: May 28, 2019Publication date: August 5, 2021Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventor: Hiroshi HIRAI
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Patent number: 10894048Abstract: The problems to be solved by the present invention are to provide a novel FGFR inhibitor that is potent and highly selective, and to provide an antitumor agent with which side effects such as an elevated blood phosphorus concentration are alleviated while maintaining the antitumor effect of the FGFR inhibitor. The present invention provides an antitumor agent comprising a 3,5-di-substituted benzene alkynyl compound represented by general formula (I) or salt thereof, which is used by administering the 3,5-di-substituted benzene alkynyl compound or salt thereof according to an administration schedule of two or more times/week at an administration interval of at least one day between doses.Type: GrantFiled: February 13, 2019Date of Patent: January 19, 2021Assignee: Taiho Pharmaceutical Co., Ltd.Inventors: Hiroaki Ochiiwa, Hiroshi Hirai
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Publication number: 20200332221Abstract: A method for reducing the content of a saturated hydrocarbon in oils and/or fats. The method includes subjecting raw material oils and/or fats to a short path distillation treatment under a temperature condition of 50° C. or higher and 270° C. or lower. In the short path distillation treatment, a feed rate of the raw material oils and/or fats to a short path distillation apparatus may be 30.0 kg/h·m2 or less per unit area of an evaporation surface of the short path distillation apparatus. The feed rate may be 5.00 kg/h·m2 or more and 25.0 kg/h·m2 or less per unit area of an evaporation surface of the short path distillation apparatus.Type: ApplicationFiled: October 24, 2018Publication date: October 22, 2020Inventors: Hiroshi HIRAI, Chee Keat YONG, Hiroyuki KQZUI
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Publication number: 20190183897Abstract: The problems to be solved by the present invention are to provide a novel FGFR inhibitor that is potent and highly selective, and to provide an antitumor agent with which side effects such as an elevated blood phosphorus concentration are alleviated while maintaining the antitumor effect of the FGFR inhibitor. The present invention provides an antitumor agent comprising a 3,5-di-substituted benzene alkynyl compound represented by general formula (I) or salt thereof, which is used by administering the 3,5-di-substituted benzene alkynyl compound or salt thereof according to an administration schedule of two or more times/week at an administration interval of at least one day between doses.Type: ApplicationFiled: February 13, 2019Publication date: June 20, 2019Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Hiroaki OCHIIWA, Hiroshi HIRAI
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Publication number: 20160193210Abstract: The problem to be solved by the present invention is to provide a potent and highly selective novel FGFR inhibitor, and an antitumor agent having reduced side effects, such as increased blood phosphorus levels, while maintaining the antitumor effect of the FGFR inhibitor. The present invention provides an antitumor agent comprising a 3,5-disubstituted benzene alkynyl compound represented by Formula (I) or a salt thereof that is used so that the 3,5-disubstituted benzene alkynyl compound or a salt thereof is administered on an administration schedule of at least twice a week and a dosing interval of at least one day.Type: ApplicationFiled: July 17, 2014Publication date: July 7, 2016Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Hiroaki OCHIIWA, Hiroshi HIRAI
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Patent number: 9012475Abstract: A method for treating a tumor by combining a piperidine compound of formula (I) or salt thereof and a microtubule-targeting drug, in which the microtubule-targeting drug is administered once per 7 days or more one cycle, and the piperidine compound is administered once or more per day for 4 days or more: R1 represents a carboxyl group, —C(?O)NR5R6, or an oxadiazolyl group optionally substituted with a C1-C6 alkyl group or trifluoromethyl group; R2 represents a halogen atom or C1-C6 alkoxy group; R3 represents a phenyl group optionally having 1 to 3 groups, selected from a halogen atom, and a C1-C6 alkyl, C1-C6 alkoxy, or trifluoromethyl group; R4 represents a hydrogen atom or C1-C6 alkyl group; and R5 and R6, each represent a hydrogen atom, a C1-C6 alkyl or C3-C6 cycloalkyl group; or R5 and R6, together with a nitrogen atom, optionally form a 3 to 6-membered nitrogen-containing saturated heterocyclic group.Type: GrantFiled: August 27, 2013Date of Patent: April 21, 2015Assignee: Taiho Pharmaceutical Co., Ltd.Inventors: Hiroshi Hirai, Hiroshi Sootome
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Publication number: 20150065479Abstract: A method for treating a tumor by combining a piperidine compound of formula (I) or salt thereof and a microtubule-targeting drug, in which the microtubule-targeting drug is administered once per 7 days or more one cycle, and the piperidine compound is administered once or more per day for 4 days or more: R1 represents a carboxyl group, —C(?O)NR5R6, or an oxadiazolyl group optionally substituted with a C1-C6 alkyl group or trifluoromethyl group; R2 represents a halogen atom or C1-C6 alkoxy group; R3 represents a phenyl group optionally having 1 to 3 groups, selected from a halogen atom, and a C1-C6 alkyl, C1-C6 alkoxy, or trifluoromethyl group; R4 represents a hydrogen atom or C1-C6 alkyl group; and R5 and R6, each represent a hydrogen atom, a C1-C6 alkyl or C3-C6 cycloalkyl group; or R5 and R6, together with a nitrogen atom, optionally form a 3 to 6-membered nitrogen-containing saturated heterocyclic group.Type: ApplicationFiled: August 27, 2013Publication date: March 5, 2015Applicant: TAIHO PHARMACEUTICAL CO., LTD.Inventors: Hiroshi HIRAI, Hiroshi SOOTOME
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Publication number: 20140303178Abstract: The invention relates to compounds of a general formula (I): wherein Ar1 is an optionally-substituted aryl or heteroaromatic group; R1 is an optionally-substituted lower alkyl, lower alkenyl, lower alkynyl or cyclo-lower alkyl group, or is an aryl, aralkyl or heteroaromatic group optionally having a substituent; R2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group, or is an aryl, aralkyl or heteroaromatic group optionally having a substituent; R3 is a hydrogen atom or a lower alkyl group; R4 is a hydrogen atom, a halogen atom, a hydroxyl group, a lower alkyl group or a group of —N(R1k)R1m; T and U are a nitrogen atom or a methine group, etc. The compounds of the invention have excellent Weel kinase-inhibitory effect and are therefore useful in the field of medicines, especially treatment of various cancers.Type: ApplicationFiled: June 24, 2014Publication date: October 9, 2014Inventors: Takeshi Sagara, Sachie Otsuki, Satoshi Sunami, Toshihiro Sakamoto, Kenji Niiyama, Fuyuki Yamamoto, Takashi Yoshizumi, Hidetomo Furuyama, Yasuhiro Goto, Makoto Bamba, Keiji Takahashi, Hiroshi Hirai, Toshihide Nishibata
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Patent number: 8791125Abstract: The invention relates to compounds of a general formula (I): wherein Ar1 is an optionally-substituted aryl or heteroaromatic group; R1 is an optionally-substituted lower alkyl, lower alkenyl, lower alkynyl or cyclo-lower alkyl group, or is an aryl, aralkyl or heteroaromatic group optionally having a substituent; R2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group, or is an aryl, aralkyl or heteroaromatic group optionally having a substituent; R3 is a hydrogen atom or a lower alkyl group; R4 is a hydrogen atom, a halogen atom, a hydroxyl group, a lower alkyl group or a group of —N(R1k)R1m; T and U are a nitrogen atom or a methine group, etc. The compounds of the invention have excellent Weel kinase-inhibitory effect and are therefore useful in the field of medicines, especially treatment of various cancers.Type: GrantFiled: March 22, 2011Date of Patent: July 29, 2014Assignee: MSD K.K.Inventors: Takeshi Sagara, Sachie Otsuki, Satoshi Sunami, Toshihiro Sakamoto, Kenji Niiyama, Fuyuki Yamamoto, Takashi Yoshizumi, Hidetomo Furuyama, Yasuhiro Goto, Makoto Bamba, Keiji Takahashi, Hiroshi Hirai, Toshihide Nishibata
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Patent number: 8481503Abstract: The invention relates to combination anticancer therapy with certain Akt inhibitor and other anticancer agents such as anticancer antimetabolites, anticancer antibiotics, plant-derived anticancer agents, anticancer platinum-coordinated complex compounds, anticancer camptothecin derivatives and anticancer tyrosine kinase inhibitors.Type: GrantFiled: February 23, 2010Date of Patent: July 9, 2013Assignees: Merck Sharp & Dohme Corp., MSD K.K.Inventors: Mark E. Layton, Hiroshi Hirai, Hidehito Kotani