Patents by Inventor Cheng-Fang Hsu
Cheng-Fang Hsu 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: 9096623Abstract: A method for preparing a radiotracer precursor SnADAM is revealed. The method overcomes shortcomings of conventional synthesis methods including lower yield rate and time-consuming. Moreover, Pd/C catalyst and hydrogen gas are used to catalyze reduction reaction for avoiding the generation of a large amount of intermediate products with similar structures. Thus there is no need to perform isolation and purification processes. The yield rate of the intermediate products is also increased so that its impact on the low yield rate of the final product SnADAM is minimized. A part of the reaction is significantly accelerated by using tris(dibenzylideneacetone)-dipalladium(0) (Pd2(dba)3) as a catalyst. Thus the production time of SnADAM is shortened.Type: GrantFiled: May 8, 2014Date of Patent: August 4, 2015Assignee: Atomic Energy Council—Institute of Nuclear Energy ResearchInventors: Ching-Yun Lee, Yu Chang, Cheng-Fang Hsu, Yueh-Feng Deng
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Patent number: 9044519Abstract: A radiotracer precursor for imaging of hypoxic tissues, a radiotracer and a method for preparing the same are revealed. The radiotracer precursor, DANI, includes a nitroimidazole functional group with a feature of retention in hypoxic tissues and a bifunctional ligand able to complex with radioisotopes. Thus DANI can be used to produce radiotracers stayed in hypoxic tissues and the radiotracers are applied to medical imaging of malignant tumor with hypoxic layer.Type: GrantFiled: June 18, 2013Date of Patent: June 2, 2015Assignee: Atomic Energy Council—Institute of Nuclear Energy ResearchInventors: Show-Wen Liu, Yu Chang, Cheng-Fang Hsu, Tsung-Hsien Chiang, Sheng-Lun Lin, Chih-Yuan Lin
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Patent number: 9045513Abstract: A method for preparing a precursor used to label hepatocyte receptors is revealed. The precursor contains a bifunctional structure including trisaccharide and DTPA ligand. During synthesis processes of the precursor, silica gel columns and Reverse phase-18 (RP-18) columns are used for purification. Thus both the purification times and cost of each purification are reduced. Moreover, use diethyl ether to facilitate precipitation of products and remove a part of coupling reagent. Removing the coupling reagent helps purification of products. Furthermore, N?,N?-bis(carboxymethyl)-L-lysine hydrate and benzyl chloroformate are coupled to form a trisaccharide skeleton so as to ensure the yield rate of trisaccharide structure.Type: GrantFiled: August 10, 2012Date of Patent: June 2, 2015Assignee: Atomic Energy Council—Institute of Nuclear Energy ResearchInventors: Chih-Yuan Lin, Yu Chang, Jen-Tsung Wang, Cheng-Fang Hsu, Wei-Ti Kuo, Hung-Wen Yu, Wuu-Jyh Lin, Mei-Hui Wang
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Patent number: 9024035Abstract: The present invention relates to a radiotracer precursor for imaging of hypoxic tissues, a radiotracer and a method for preparing the same. The radiotracer precursor, BANI, includes a nitroimidazole functional group with a feature of retention in hypoxic tissues and a bifunctional ligand able to complex with radioisotopes. Thus BANI can be used to produce radiotracers retained in hypoxic tissues and the radiotracers are applied to medical imaging of malignant tumor with hypoxic layer.Type: GrantFiled: July 22, 2013Date of Patent: May 5, 2015Assignee: Atomic Energy Council—Institute of Nuclear Energy ResearchInventors: Show-Wen Liu, Yu Chang, Cheng-Fang Hsu, Sheng-Lun Lin, Tsung-Hsien Chiang, Chih-Yuan Lin
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Publication number: 20150025248Abstract: The present invention relates to a radiotracer precursor for imaging of hypoxic tissues, a radiotracer and a method for preparing the same. The radiotracer precursor, BANI, includes a nitroimidazole functional group with a feature of retention in hypoxic tissues and a bifunctional ligand able to complex with radioisotopes. Thus BANI can be used to produce radiotracers retained in hypoxic tissues and the radiotracers are applied to medical imaging of malignant tumor with hypoxic layer.Type: ApplicationFiled: July 22, 2013Publication date: January 22, 2015Applicant: ATOMIC ENERGY COUNCIL - INSTITUTE OF NUCLEAR ENERGY RESEARCHInventors: SHOW-WEN LIU, YU CHANG, CHENG-FANG HSU, SHENG-LUN LIN, TSUNG-HSIEN CHIANG, CHIH-YUAN LIN
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Publication number: 20140371434Abstract: A radiotracer precursor for imaging of hypoxic tissues, a radiotracer and a method for preparing the same are revealed. The radiotracer precursor, DANI, includes a nitroimidazole functional group with a feature of retention in hypoxic tissues and a bifunctional ligand able to complex with radioisotopes. Thus DANI can be used to produce radiotracers stayed in hypoxic tissues and the radiotracers are applied to medical imaging of malignant tumor with hypoxic layer.Type: ApplicationFiled: June 18, 2013Publication date: December 18, 2014Inventors: SHOW-WEN LIU, YU CHANG, CHENG-FANG HSU, TSUNG-HSIEN CHIANG, SHENG-LUN LIN, CHIH-YUAN LIN
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Patent number: 8877943Abstract: A precursor SnBZM for a dopamine receptor radiotracer and a method for preparing the same are revealed. The precursor includes a tributyltin group (Bu3Sn) that is easy to be replaced. Thus a dopamine receptor radiotracer 123I-IBZM can be produced at high yield rate by a substitution reaction of the precursor. At the same time, both the method for preparing the precursor SnBZM and a method for preparing a reference standard IBZM are simplified. Moreover, stability of each product is improved.Type: GrantFiled: September 11, 2012Date of Patent: November 4, 2014Assignee: Atomic Energy Council-Institute of Nuclear Eenergy ResearchInventors: Show-Wen Liu, Yu Chang, Cheng-Fang Hsu, Ming-Che Tsai, Tsung-Hsien Chiang, Yueh-Feng Deng, Kuei-Lin Lu, Chih-Yuan Lin, Da-Ming Wang, Ching-Yun Li
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Publication number: 20140073803Abstract: A precursor SnBZM for a dopamine receptor radiotracer and a method for preparing the same are revealed. The precursor includes a tributyltin group (Bu3Sn) that is easy to be replaced. Thus a dopamine receptor radiotracer 123I-IBZM can be produced at high yield rate by a substitution reaction of the precursor. At the same time, both the method for preparing the precursor SnBZM and a method for preparing a reference standard IBZM are simplified. Moreover, stability of each product is improved.Type: ApplicationFiled: September 11, 2012Publication date: March 13, 2014Applicant: ATOMIC ENERGY COUNCIL - INSTITUTE OF NUCLEAR ENERGY RESEARCHInventors: SHOW-WEN LIU, YU CHANG, CHENG-FANG HSU, MING-CHE TSAI, TSUNG-HSIEN CHIANG, YUEH-FENG DENG, KUEI-LIN LU, CHIH-YUAN LIN, DA-MING WANG, CHING-YUN LI
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Publication number: 20140066609Abstract: A novel synthesis method of Glyco-drug radiotracer precursor is revealed. After completing synthesis of Z-Gly-ah (main structure), galactosamine GalNAc(OAc)4 is added to have coupling reaction. Then a product is separated directly from dichloromethane. Thus loss of galactosamine during extraction with liquid chromatography is reduced. Moreover, instead of trifluoroacetyl group, carbobenzoxy (abbreviated as Cbz or Z) is used as a protecting group to ensure uniformity of the phase. The cost and synthesis time are also dramatically reduced.Type: ApplicationFiled: September 5, 2012Publication date: March 6, 2014Applicant: ATOMIC ENERGY COUNCIL-INSTITUTE OF NUCLEAR ENERGY RESEARCHInventors: Kuei-Lin LU, Yu CHANG, Cheng-Fang HSU, Mei-Hui WANG, Wuu-Jyh LIN
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Publication number: 20140046045Abstract: A method for preparing a precursor used to label hepatocyte receptors is revealed. The precursor contains a bifunctional structure including trisaccharide and DTPA ligand. During synthesis processes of the precursor, silica gel columns and Reverse phase-18 (RP-18) columns are used for purification. Thus both the purification times and cost of each purification are reduced. Moreover, use diethyl ether to facilitate precipitation of products and remove a part of coupling reagent. Removing the coupling reagent helps purification of products. Furthermore, N?,N?-bis(carboxymethyl)-L-lysine hydrate and benzyl chloroformate are coupled to form a trisaccharide skeleton so as to ensure the yield rate of trisaccharide structure.Type: ApplicationFiled: August 10, 2012Publication date: February 13, 2014Applicant: ATOMIC ENERGY COUNCIL - INSTITUTE OF NUCLEAR ENERGY RESEARCHInventors: CHIH-YUAN LIN, YU CHANG, JEN-TSUNG WANG, CHENG-FANG HSU, WEI-TI KUO, HUNG-WEN YU, WUU-JYH LIN, MEI-HUI WANG
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Publication number: 20140031533Abstract: A precursor used for labeling hepatocyte receptors and applied to radiotracers for imaging or pharmaceutical compositions for liver cancers is revealed. The precursor is a bifunctional compound. The bifunctional group includes a trisaccharide structure and a diamide dimercaptide (N2S2) ligand. The trisaccharide has high affinity to asialoglycoprotein receptors (ASGPR) on surfaces of hepatocytes while N2S2 ligand reacts with radioisotopes to form neutral complexes. Thus the precursor stays on surfaces of hepatocytes to provide radioisotope labeling or treatment effect of liver cancers.Type: ApplicationFiled: July 24, 2012Publication date: January 30, 2014Applicant: ATOMIC ENERGY COUNCIL, INSTITUTE OF NUCLEAR ENERGY RESEARCHInventors: SHOW-WEN LIU, YU CHANG, CHENG-FANG HSU, MING-CHE TSAI, TSUNG-HSIEN CHIANG, YUEH-FENG DENG, KUEI-LIN LU, CHIH-YUAN LIN, DA-MING WANG, CHING-YUN LI
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Patent number: 8551447Abstract: A bifunctional compound with a monosaccharide and a N2S2 ligand, and more particularly, a bifunctional compound with a N2S2 ligand and aminohexylacetyl galactosamine (ah-GalNAc4) is provided. A method for preparing the bifunctional compound with a monosaccharide and a N2S2 ligand is also provided, including activating a carboxyl group in an organic ligand, reacting the activated carboxyl group with a galactopyranoside through amidation, and then hydrolyzing. The bifunctional compound of the present invention is widely useful in nuclear medicine for preparation of liver imaging agents for assisting in correct diagnosis of diseases.Type: GrantFiled: April 15, 2011Date of Patent: October 8, 2013Assignee: Institute of Nuclear Energy Research Atomic Energy Council, Executive YuanInventors: Show-Wen Liu, Cheng-Hsien Lin, Yu Chang, Cheng-Fang Hsu, Tsyh-Lang Lin
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Patent number: 8329879Abstract: H3LMN series compounds used as radioactive agents for treatment of liver cancer and a manufacturing method thereof are revealed. 2-thioethylamine hydrochloride is reacted with triphenylmethanol for protection of thiol to obtain 2-[(triphenylmethyl)thio]ethylamine. Then obtain N-[2-((triphenylmethyl)thio)ethyl]chloroacetamide by a transamidation reaction between 2-[(triphenylmethyl)thio]ethylamine and chloroactyl chloride. Next produce a amine-amide-thiol ligand-N-[2-((triphenylmethyl)thio)ethyl][2-((triphenylmethyl)thio)ethylamino]acetamide by a substitution reaction of N-[2-((triphenylmethyl)thio)ethyl]chloroacetamide and 2-[(triphenylmethyl)thio]ethylamine. After respective reaction with 1-bromotetradecane, 1-bromohexadecane and ethyl 16-bromohexadecanoate, H3LMN series compounds are obtained. These amine-amide-dithiols quadridentate ligands can react with MO3+ (M=Tc or Re) to produce electrically neutral complexes.Type: GrantFiled: September 14, 2009Date of Patent: December 11, 2012Assignee: Atomic Energy Council-Institute of Nuclear Energy ResearchInventors: Show-Wen Liu, Cheng-Hsien Lin, Tsyh-Lang Lin, Cheng-Fang Hsu
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Patent number: 8258331Abstract: A method for preparation of N-methyl-3-(2-tributylstannylphenoxy)-3-phenylpropanamine is provided, which includes formation of N-methyl-3-(2-tributylstannylphenoxy)-3-phenylpropanamine, useful as a precursor of a norepinephrine transporter (NET) contrast label [123Iodine](R)—N-methyl-3-(2-iodophenoxy)-3-phenylpropanamine ([123I]MIPP) with a leaving group Bu3Sn.Type: GrantFiled: April 15, 2011Date of Patent: September 4, 2012Assignee: Institute of Nuclear Energy Research Atomic Energy Council, Executive YuanInventors: Show-Wen Liu, Cheng-Hsien Lin, Tsyh-Lang Lin, Cheng-Fang Hsu, Yu Chang
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Publication number: 20120009669Abstract: A bifunctional compound with a monosaccharide and a N2S2 ligand, and more particularly, a bifunctional compound with a N2S2 ligand and aminohexylacetyl galactosamine (ah-GalNAc4) is provided. A method for preparing the bifunctional compound with a monosaccharide and a N2S2 ligand is also provided, including activating a carboxyl group in an organic ligand, reacting the activated carboxyl group with a galactopyranoside through amidation, and then hydrolyzing. The bifunctional compound of the present invention is widely useful in nuclear medicine for preparation of liver imaging agents for assisting in correct diagnosis of diseases.Type: ApplicationFiled: April 15, 2011Publication date: January 12, 2012Applicant: Institute of Nuclear Energy Research Atomic Energy Council, Executive YuanInventors: SHOW-WEN LIU, CHENG-HSIEN LIN, YU CHANG, CHENG-FANG HSU, TSYH-LANG LIN
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Publication number: 20110313183Abstract: A method for preparation of N-methyl-3-(2-tributylstannylphenoxy)-3-phenylpropanamine is provided, which includes formation of N-methyl-3-(2-tributylstannylphenoxy)-3-phenylpropanamine, useful as a precursor of a norepinephrine transporter (NET) contrast label [123Iodine](R)—N-methyl-3-(2-iodophenoxy)-3-phenylpropanamine ([123I]MIPP) with a leaving group Bu3Sn.Type: ApplicationFiled: April 15, 2011Publication date: December 22, 2011Applicant: Institute of Nuclear Energy Research Atomic Energy Council, Executive YuanInventors: SHOW-WEN LIU, CHENG-HSIEN LIN, TSYH-LANG LIN, CHENG-FANG HSU, YU CHANG
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Patent number: 8076499Abstract: A method for preparing a precursor of radioactive 3-iodobenzylguanidine- N,N?-bis(tert-butyloxycarbonyl)-3-(tri-n-butyltin)benzylguanidine) (MSnBG) is revealed. The method includes following steps. Firstly, obtain 3-iodobenzylguanidine bicarbonate by an addition reaction between 3-iodobenzylamine hydrochloride and cyanamide. Use di-tert-butyl dicarbonate as a protecting agent for NH group and convert 3-iodobenzylguanidine bicarbonate into N,N?-bis(tert-butyloxycarbonyl)-N-(3-iodobenzyl) guanidine. At last, under catalysis of bis(triphenylphosphine) palladium dichloride, obtain a final product MSnBG by a substitution reaction between N,N?-bis(tert-butyloxycarbonyl)-N-(3-iodobenzyl) guanidine and bis(tri-n-butyltin). MSnBG is used in no-carrier-added synthesis of [*l]MIBG.Type: GrantFiled: August 13, 2009Date of Patent: December 13, 2011Assignee: Atomic Energy Council-Institute of Nuclear Energy ResearchInventors: Show-Wen Liu, Cheng-Hsien Lin, Tsyh-Lang Lin, Cheng-Fang Hsu
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Patent number: 8048405Abstract: A radioactive mixture and a manufacturing method thereof are disclosed. The radioactive mixture (188Re-MN/Lipiodol mixture) is formed by chelating reaction of MN series compounds that are amine-amide-disulfide amine quadric-dentate chelate ligands with TcO4?/or ReO4?, and then dissolved in Lipiodol. Moreover, the 99mTc/or 188Re of the TcO4?/or ReO4? avoids bone marrow injuries caused by free 90Y. By the feature of the Lipiodol that stays in liver tumors for a long period, the radioactive mixture is applied to treat liver cancers by injection so that injuries caused by surgical operations can be prevented. 188Re-MN/Lipiodol is used for liver cancer, breast cancer or other solid tumors treatment. Re-188 MN or Re-188 MN/Lipiodol can be mixed with anticancer drugs, hydrogel, liposome, micelle or other nano-particles to form the multifunctional therapeutic modality.Type: GrantFiled: January 16, 2009Date of Patent: November 1, 2011Assignee: Atomic Energy Council-Institute of Nuclear Energy ResearchInventors: Tsai-Yueh Luo, I-Chung Tang, Show-Wen Liu, Yu-Lung Wu, Cheng-Hsien Lin, Cheng-Fang Hsu, Kwei-Luen Hsu, Chang-Mau Sheng, Ching-Jun Liou, Te-Sheng Liang
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Patent number: 7964752Abstract: A bifunctional compound containing an amino group and diaminedithiol ligand and a manufacturing method thereof are revealed, the bifunctional compound includes at least one amino group and a diaminedithiol (N2S2) ligand. The amino groups is for reacting with compounds containing carboxylic acids or halogens while the N2S2 ligand binds with technetium or rhenium so as to form an anion complex. The thiol group in the N2S2 ligand is protected by a protecting group for prevention of oxidation and easy storage. This protecting group is released easily during complex reactions. Due to the bifunctional property, the compound is applied to preparation of radiopharmaceuticals such as imaging agents and targeted agents.Type: GrantFiled: August 13, 2009Date of Patent: June 21, 2011Assignee: Atomic Energy Council—Institute of Nuclear Energy ResearchInventors: Show-Wen Liu, Cheng-Hsien Lin, Tsyh-Lang Lin, Cheng-Fang Hsu
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Patent number: 7935833Abstract: A compound containing carboxylate ester and N2S2 ligand bi-functional groups and a manufacturing method thereof are disclosed. The S in the N2S2 ligand of the compound containing carboxylate ester and N2S2 ligand bi-functional groups includes a protective group so as to avoid to be oxidized and easy storage. In a complex reaction, the protective group is automatically released As to the active carboxylate ester, it is for reacting with compounds having amino groups such as amines, amino acids, peptides, or protein etc while the N2S2 ligand is for bonding with technetium or rhenium so as to form neutral complex. The compound containing carboxylate ester and N2S2 ligand bi-functional groups is applied to radiopharmaceuticals such as contrast agents for tissues and target agents.Type: GrantFiled: September 3, 2008Date of Patent: May 3, 2011Assignee: Atomic Energy Council-Institute of Nuclear Energy ResearchInventors: Show-Wen Liu, Tsyh-Lang Lin, Cheng-Fang Hsu, Cheng-Hsien Lin, Tsai-Yueh Luo, Lie-Hang Shen, Haw-Jan Chen