KR20090127433A - 클릭 화학을 이용한 탄산탈수효소―ⅰⅹ에 대한 분자 영상화 프로브의 제조 - Google Patents
클릭 화학을 이용한 탄산탈수효소―ⅰⅹ에 대한 분자 영상화 프로브의 제조 Download PDFInfo
- Publication number
- KR20090127433A KR20090127433A KR1020097022869A KR20097022869A KR20090127433A KR 20090127433 A KR20090127433 A KR 20090127433A KR 1020097022869 A KR1020097022869 A KR 1020097022869A KR 20097022869 A KR20097022869 A KR 20097022869A KR 20090127433 A KR20090127433 A KR 20090127433A
- Authority
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- South Korea
- Prior art keywords
- methyl
- alkyl
- triazol
- yloxy
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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- 0 C#CCOc1ccc2nc(*(N)=O)[s]c2c1 Chemical compound C#CCOc1ccc2nc(*(N)=O)[s]c2c1 0.000 description 15
- HJFNFNNYJAQPSI-UHFFFAOYSA-N BCc1cc(O)ccc1 Chemical compound BCc1cc(O)ccc1 HJFNFNNYJAQPSI-UHFFFAOYSA-N 0.000 description 1
- JCRIGJJLLRHVTH-UHFFFAOYSA-O C=C1N(C(C(C(COCc(cc2)ccc2OCC(CF)O)N2)=O)C2=O)C=C(COc(cc2[s]3)ccc2nc3S(N)(=O)=O)[NH2+]1 Chemical compound C=C1N(C(C(C(COCc(cc2)ccc2OCC(CF)O)N2)=O)C2=O)C=C(COc(cc2[s]3)ccc2nc3S(N)(=O)=O)[NH2+]1 JCRIGJJLLRHVTH-UHFFFAOYSA-O 0.000 description 1
- HOHPGSJOAHEJOC-IAXKEJLGSA-N CCC1NN(CC(N[C@@H](Cc(cc2)ccc2OCCO)C(O)=O)=O)C=C1COc(cc1[s]2)ccc1nc2S(N)(=O)=O Chemical compound CCC1NN(CC(N[C@@H](Cc(cc2)ccc2OCCO)C(O)=O)=O)C=C1COc(cc1[s]2)ccc1nc2S(N)(=O)=O HOHPGSJOAHEJOC-IAXKEJLGSA-N 0.000 description 1
- NJRQWAULJRSGEN-NSHDSACASA-N COC([C@H](Cc(cc1)ccc1OCCO)N)=O Chemical compound COC([C@H](Cc(cc1)ccc1OCCO)N)=O NJRQWAULJRSGEN-NSHDSACASA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4192—1,2,3-Triazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
- C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
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- C07—ORGANIC CHEMISTRY
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/48—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase
- C12Q1/485—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase involving kinase
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2500/00—Screening for compounds of potential therapeutic value
- G01N2500/04—Screening involving studying the effect of compounds C directly on molecule A (e.g. C are potential ligands for a receptor A, or potential substrates for an enzyme A)
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- G01N2500/00—Screening for compounds of potential therapeutic value
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- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Microbiology (AREA)
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- Biophysics (AREA)
- Epidemiology (AREA)
- Physics & Mathematics (AREA)
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- Immunology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Pharmacology & Pharmacy (AREA)
- Analytical Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Radiology & Medical Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Plural Heterocyclic Compounds (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US92206507P | 2007-04-05 | 2007-04-05 | |
| US60/922,065 | 2007-04-05 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020117030103A Division KR20120003499A (ko) | 2007-04-05 | 2008-04-07 | 클릭 화학을 이용한 탄산탈수효소―ⅰⅹ에 대한 분자 영상화 프로브의 제조 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20090127433A true KR20090127433A (ko) | 2009-12-11 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020097022869A Ceased KR20090127433A (ko) | 2007-04-05 | 2008-04-07 | 클릭 화학을 이용한 탄산탈수효소―ⅰⅹ에 대한 분자 영상화 프로브의 제조 |
| KR1020117030103A Withdrawn KR20120003499A (ko) | 2007-04-05 | 2008-04-07 | 클릭 화학을 이용한 탄산탈수효소―ⅰⅹ에 대한 분자 영상화 프로브의 제조 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020117030103A Withdrawn KR20120003499A (ko) | 2007-04-05 | 2008-04-07 | 클릭 화학을 이용한 탄산탈수효소―ⅰⅹ에 대한 분자 영상화 프로브의 제조 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US7829063B2 (enExample) |
| EP (2) | EP2468734A1 (enExample) |
| JP (1) | JP2010523599A (enExample) |
| KR (2) | KR20090127433A (enExample) |
| CN (1) | CN101679318A (enExample) |
| CA (1) | CA2683434A1 (enExample) |
| WO (1) | WO2008124703A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102147971B1 (ko) * | 2019-11-22 | 2020-08-25 | 국방과학연구소 | 반응용매에 대한 혼화성 차이를 이용한 화학선택적 트리아졸의 제조방법 |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CA2703981A1 (en) * | 2007-10-29 | 2009-05-07 | Schering Corporation | Heterocyclic urea and thiourea derivatives and methods of use thereof |
| EP2823826A3 (en) * | 2008-01-09 | 2015-03-25 | Molecular Insight Pharmaceuticals, Inc. | Inhibitors of carbonic anhydrase IX |
| WO2010065899A2 (en) | 2008-12-05 | 2010-06-10 | Molecular Insight Pharmaceuticals, Inc. | Technetium-and rhenium-bis(heteroaryl)complexes and methods of use thereof |
| NZ593110A (en) | 2008-12-09 | 2013-06-28 | Gilead Sciences Inc | pteridinone derivatives as MODULATORS OF TOLL-LIKE RECEPTORS |
| US8465725B2 (en) | 2009-06-15 | 2013-06-18 | Molecular Insight Pharmaceuticlas, Inc. | Process for production of heterodimers of glutamic acid |
| WO2011018798A2 (en) * | 2009-08-14 | 2011-02-17 | Indian Association For The Cultivation Of Science | Morpholino-based antisense agent |
| CA2777071A1 (en) * | 2009-10-21 | 2011-04-28 | Bayer Pharma Aktiengesellschaft | Substituted halophenoxybenzamide derivatives |
| WO2011127345A1 (en) * | 2010-04-08 | 2011-10-13 | Siemens Medical Solutions Usa, Inc. | Synthesis of 18f-labeled tracers in hydrous organic solvents |
| US10639608B2 (en) | 2010-04-08 | 2020-05-05 | Siemens Medical Solutions Usa, Inc. | System, device and method for preparing tracers and transferring materials during radiosynthesis |
| WO2012057312A1 (ja) * | 2010-10-29 | 2012-05-03 | クリノ株式会社 | タウイメージングプローブ |
| ES2703498T3 (es) * | 2010-11-13 | 2019-03-11 | Innocrin Pharmaceuticals Inc | 1-(6,7-Bis(difluorometoxi)naftalen-2-il)-2-metil-1-(1H-1,2,3-triazol-4-il)propan-1-ol como inhibidor de CYP17 para el tratamiento de enfermedades dependientes de andrógenos como el cáncer de próstata |
| WO2012118715A2 (en) * | 2011-02-28 | 2012-09-07 | The Board Of Trustees Of Leland Stanford Junior University | Non-peptidic quenched fluorescent imaging probes |
| CN102219753B (zh) * | 2011-04-21 | 2012-10-31 | 山东大学 | 一种三氮唑类化合物及其制备方法与应用 |
| AU2012253502C1 (en) | 2011-05-09 | 2017-12-14 | Visen Medical, Inc. | Carbonic anhydrase targeting agents and methods of using same |
| JP2014156400A (ja) * | 2011-05-24 | 2014-08-28 | Astellas Pharma Inc | 腫瘍の画像診断用標識誘導体 |
| EP2800471A4 (en) | 2012-01-06 | 2015-11-04 | Molecular Insight Pharm Inc | METAL COMPLEX OF POLY (CARBOXYL) AMINE CONTAINING LIGANDS HAVING AFFINITY FOR CARBON IX ANHYDRASE |
| WO2013148319A1 (en) | 2012-03-30 | 2013-10-03 | Visen Medical, Inc. | Bacterial imaging agents and methods of using same |
| JP6468602B2 (ja) | 2013-01-14 | 2019-02-13 | モレキュラ インサイト ファーマシューティカルズ インコーポレイテッド | トリアジン系放射性医薬品及び放射線造影剤 |
| BR112016010164A2 (pt) | 2013-11-05 | 2017-08-08 | Bayer Cropscience Ag | novos compostos para o combate aos ártropodes |
| EA201790024A1 (ru) | 2014-07-11 | 2017-07-31 | Джилид Сайэнс, Инк. | Модуляторы toll-подобных рецепторов для лечения вич |
| CN104212440B (zh) * | 2014-09-03 | 2016-03-30 | 无锡艾德美特生物科技有限公司 | 一类喹唑啉类荧光探针及其制备和应用 |
| JP6373490B2 (ja) * | 2014-09-16 | 2018-08-15 | ギリアード サイエンシーズ, インコーポレイテッド | Toll様受容体モジュレーターを調製する方法 |
| US9738646B2 (en) | 2014-09-16 | 2017-08-22 | Gilead Sciences, Inc. | Solid forms of a toll-like receptor modulator |
| WO2016150953A1 (en) | 2015-03-24 | 2016-09-29 | H. Lundbeck A/S | Manufacture of 4,5,6,7-tetrahydroisozaxolo[5,4-c]pyridin-3-ol |
| LT6401B (lt) | 2015-07-28 | 2017-06-12 | Vilniaus Universitetas | Karboanhidrazės selektyvūs inhibitoriai |
| CN105541825A (zh) * | 2015-12-28 | 2016-05-04 | 中国药科大学 | 三氮唑衍生物制备方法及其作为药物的用途 |
| KR102531494B1 (ko) * | 2016-05-13 | 2023-05-10 | 더 존스 홉킨스 유니버시티 | 탄산 탈수효소 ix를 표적으로 하는 핵 영상화 및 방사선치료 제제 및 이의 용도 |
| US10695450B2 (en) | 2016-07-26 | 2020-06-30 | Laboratoires Cyclopharma | Synthesis of a radioactive agent composition |
| EP3612526A2 (en) * | 2017-04-20 | 2020-02-26 | The Regents of the University of California | K-ras modulators |
| PL3668856T3 (pl) | 2017-08-17 | 2021-12-13 | Glaxosmithkline Intellectual Property Development Limited | Nowe związki tetrazolu i ich zastosowanie w leczeniu gruźlicy |
| WO2025113696A1 (zh) * | 2023-11-30 | 2025-06-05 | 赣州和美药业股份有限公司 | 一种化合物及其应用 |
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| US6562319B2 (en) * | 2001-03-12 | 2003-05-13 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Radiolabeled irreversible inhibitors of epidermal growth factor receptor tyrosine kinase and their use in radioimaging and radiotherapy |
| US7550424B2 (en) * | 2002-11-26 | 2009-06-23 | Institute Of Virology Slovak Academy Of Sciences | CA IX-specific inhibitors |
| US20060269942A1 (en) * | 2005-04-27 | 2006-11-30 | Kolb Hartmuth C | In situ click chemistry method for screening high affinity molecular imaging probes |
| EP1733742A1 (en) | 2005-06-17 | 2006-12-20 | Universiteit Utrecht Holding B.V. | Dendrimers multivalently substituted with active groups |
| AU2006277117B2 (en) | 2005-08-05 | 2013-01-10 | Syntarga B.V. | Triazole-containing releasable linkers and conjugates comprising the same |
| US8470587B2 (en) | 2006-08-28 | 2013-06-25 | The Trustees Of The University Of Pennsylvania | 129Xe biosensors and their use |
| US20080213175A1 (en) | 2006-09-15 | 2008-09-04 | Kolb Hartmuth C | Click chemistry-derived cyclic peptidomimetics as integrin markers |
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2008
- 2008-04-07 JP JP2010502352A patent/JP2010523599A/ja active Pending
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- 2008-04-07 KR KR1020097022869A patent/KR20090127433A/ko not_active Ceased
- 2008-04-07 EP EP12157766A patent/EP2468734A1/en not_active Withdrawn
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- 2008-04-07 WO PCT/US2008/059599 patent/WO2008124703A2/en not_active Ceased
- 2008-04-07 CN CN200880010576A patent/CN101679318A/zh active Pending
- 2008-04-07 KR KR1020117030103A patent/KR20120003499A/ko not_active Withdrawn
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2010
- 2010-08-25 US US12/862,955 patent/US8354092B2/en active Active
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102147971B1 (ko) * | 2019-11-22 | 2020-08-25 | 국방과학연구소 | 반응용매에 대한 혼화성 차이를 이용한 화학선택적 트리아졸의 제조방법 |
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| Publication number | Publication date |
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| EP2468734A1 (en) | 2012-06-27 |
| WO2008124703A3 (en) | 2009-02-05 |
| JP2010523599A (ja) | 2010-07-15 |
| US20090123372A1 (en) | 2009-05-14 |
| US7829063B2 (en) | 2010-11-09 |
| CA2683434A1 (en) | 2008-10-16 |
| US8354092B2 (en) | 2013-01-15 |
| CN101679318A (zh) | 2010-03-24 |
| EP2129666A2 (en) | 2009-12-09 |
| WO2008124703A2 (en) | 2008-10-16 |
| US20100317842A1 (en) | 2010-12-16 |
| KR20120003499A (ko) | 2012-01-10 |
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