EA037778B1 - Меченые ингибиторы простатического специфического мембранного антигена (псма), их применение в качестве агентов для визуализации и фармацевтических агентов для лечения рака предстательной железы - Google Patents
Меченые ингибиторы простатического специфического мембранного антигена (псма), их применение в качестве агентов для визуализации и фармацевтических агентов для лечения рака предстательной железы Download PDFInfo
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- EA037778B1 EA037778B1 EA201690495A EA201690495A EA037778B1 EA 037778 B1 EA037778 B1 EA 037778B1 EA 201690495 A EA201690495 A EA 201690495A EA 201690495 A EA201690495 A EA 201690495A EA 037778 B1 EA037778 B1 EA 037778B1
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- EA
- Eurasian Patent Office
- Prior art keywords
- pharmaceutically acceptable
- compound
- pharmaceutical composition
- radionuclide
- metal complex
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- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
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- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
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- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/0474—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group
- A61K51/0482—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group chelates from cyclic ligands, e.g. DOTA
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
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- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
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- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
- G01N33/60—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances involving radioactive labelled substances
Landscapes
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- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
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- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nuclear Medicine (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP20130004991 EP2862857A1 (en) | 2013-10-18 | 2013-10-18 | Labeled inhibitors of prostate specific membrane antigen (PSMA), their use as imaging agents and pharmaceutical agents for the treatment of prostate cancer |
| EP14175612 | 2014-07-03 | ||
| PCT/EP2014/002808 WO2015055318A1 (en) | 2013-10-18 | 2014-10-17 | Labeled inhibitors of prostate specific membrane antigen (psma), their use as imaging agents and pharmaceutical agents for the treatment of prostate cancer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201690495A1 EA201690495A1 (ru) | 2016-10-31 |
| EA037778B1 true EA037778B1 (ru) | 2021-05-20 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201690495A EA037778B1 (ru) | 2013-10-18 | 2014-10-17 | Меченые ингибиторы простатического специфического мембранного антигена (псма), их применение в качестве агентов для визуализации и фармацевтических агентов для лечения рака предстательной железы |
Country Status (34)
Families Citing this family (102)
| Publication number | Priority date | Publication date | Assignee | Title |
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| DK2097111T3 (en) | 2006-11-08 | 2015-08-24 | Molecular Insight Pharm Inc | Heterodimers of glutamic acid |
| PT2187965T (pt) | 2007-08-17 | 2020-01-17 | Purdue Research Foundation | Conjugados ligando-ligante de ligação a psma e métodos para utilização |
| US9951324B2 (en) | 2010-02-25 | 2018-04-24 | Purdue Research Foundation | PSMA binding ligand-linker conjugates and methods for using |
| US9636413B2 (en) | 2012-11-15 | 2017-05-02 | Endocyte, Inc. | Conjugates for treating diseases caused by PSMA expressing cells |
| AU2014336638C1 (en) * | 2013-10-18 | 2020-09-17 | Novartis Ag | Labeled inhibitors of prostate specific membrane antigen (PSMA), their use as imaging agents and pharmaceutical agents for the treatment of prostate cancer |
| EP4541378A3 (en) | 2013-11-14 | 2025-07-30 | Endocyte, Inc. | Compounds for positron emission tomography |
| US10188759B2 (en) | 2015-01-07 | 2019-01-29 | Endocyte, Inc. | Conjugates for imaging |
| EP3337520A1 (en) * | 2015-08-20 | 2018-06-27 | Universität zu Köln | Pain tracking by pet-imaging (pain-trap) |
| JP6824971B2 (ja) * | 2015-09-30 | 2021-02-03 | ドイチェス クレブスフォルシュンクスツェントルム | 前立腺特異的膜抗原(psma)の18f−タグ付加インヒビターおよび前立腺癌についての画像化剤としてのその使用 |
| US10688200B2 (en) * | 2015-12-31 | 2020-06-23 | Five Eleven Pharma Inc. | Urea-based prostate specific membrane antigen (PSMA) inhibitors for imaging and therapy |
| BR112018069507A2 (pt) * | 2016-03-22 | 2019-01-29 | Univ Johns Hopkins | agentes de alta afinidade alvejados por antígeno de membrana específica da próstata para endoradioterapia de câncer de próstata |
| EP4520745A3 (en) | 2016-06-23 | 2025-05-14 | Cornell University | Double targeted constructs to affect tumor kill |
| US10806806B2 (en) | 2016-06-23 | 2020-10-20 | Cornell University | Trifunctional constructs with tunable pharmacokinetics useful in imaging and anti-tumor therapies |
| DE212016000299U1 (de) * | 2016-12-15 | 2019-09-05 | The European Atomic Energy Community (Euratom), Represented By The European Commission | Behandlung vpm PMSA-exprimierenden Krebsarten |
| IL269800B2 (en) | 2017-04-05 | 2025-01-01 | Univ Cornell | Trifunctional structures with tunable pharmacokinetics used in imaging and antitumor therapies |
| US11491247B2 (en) | 2017-05-02 | 2022-11-08 | Cornell University | Methods and reagents for tumor targeting with greater efficacy and less toxicity |
| JP7191938B2 (ja) | 2017-05-05 | 2022-12-19 | センター・フォー・プローブ・デベロップメント・アンド・コマーシャライゼイション | Igf-1rモノクローナル抗体及びその使用 |
| US10093741B1 (en) | 2017-05-05 | 2018-10-09 | Fusion Pharmaceuticals Inc. | IGF-1R monoclonal antibodies and uses thereof |
| RU2019139432A (ru) | 2017-05-05 | 2021-06-07 | Сентр фор Проуб Девелопмент энд Коммерсиализэйшн | Фармакокинетическая оптимизация бифункциональных хелатов и их применение |
| WO2018233798A1 (en) | 2017-06-20 | 2018-12-27 | ITM Isotopen Technologien München AG | Novel psma-binding agents and uses thereof |
| KR102843240B1 (ko) * | 2017-05-24 | 2025-08-05 | 이테엠 이소토페 테크놀로기에스 뮈니치 에스이 | 신규 psma-결합제 및 이의 용도 |
| WO2018222778A1 (en) * | 2017-05-30 | 2018-12-06 | The Johns Hopkins University | Prostate-specific membrane antigen targeted high-affinity agents for endoradiotherapy of prostate cancer |
| JP7755371B2 (ja) | 2017-06-09 | 2025-10-16 | アヴェンセル ユーロップ ゲー・エム・ベー・ハー | 共通キメラ抗原受容体発現免疫細胞のためのターゲティングモジュールならびに癌、感染および自己免疫障害の処置における使用 |
| CN109510921B (zh) | 2017-09-15 | 2025-01-10 | 南昌欧菲光电技术有限公司 | 摄像模组 |
| CN109510925A (zh) | 2017-09-15 | 2019-03-22 | 南昌欧菲光电技术有限公司 | 摄像模组 |
| CN207184660U (zh) | 2017-09-15 | 2018-04-03 | 南昌欧菲光电技术有限公司 | 摄像模组 |
| US20200339625A1 (en) * | 2017-10-22 | 2020-10-29 | Provincial Health Services Authority | Novel radiometal-binding compounds for diagnosis or treatment of prostate specific membrane antigen-expressing cancer |
| WO2019092242A1 (en) | 2017-11-13 | 2019-05-16 | Deutsches Krebsforschungszentrum | A double-labeled probe for molecular imaging and use thereof |
| CN111356482A (zh) * | 2017-11-21 | 2020-06-30 | 德国癌症研究中心 | 用于分子成像的双标记的探针及其用途 |
| WO2019115547A1 (en) * | 2017-12-11 | 2019-06-20 | Technische Universität München | Psma ligands for imaging and endoradiotherapy |
| PL3498308T3 (pl) * | 2017-12-13 | 2025-03-31 | Sciencons AS | Kompleks zawierający związek celujący w PSMA połączony z radionuklidem ołowiu lub toru |
| BR112020016040A2 (pt) | 2018-02-06 | 2020-12-08 | The Johns Hopkins University | Ureia-poliaminocarboxilatos radiohalogenados que utilizam psma como alvo para radioterapia contra câncer |
| MX380340B (es) | 2018-03-14 | 2025-03-11 | Instituto Nac De Investigaciones Nucleares | 177lu-dota-hynic-ipsma como un radiofarmaco terapeutico dirigido al antigeno prostatico especifico de membrana. |
| SG11202009649RA (en) | 2018-03-30 | 2020-10-29 | Futurechem Co Ltd | Psma-targeted radiopharmaceutical for diagnosing and treating prostate cancer |
| CN112368024A (zh) | 2018-04-17 | 2021-02-12 | 恩多塞特公司 | 治疗癌症的方法 |
| AU2019345320B2 (en) * | 2018-09-21 | 2025-12-11 | Endocyte, Inc. | Methods of treating cancer |
| US20210323985A1 (en) * | 2018-09-21 | 2021-10-21 | Endocyte, Inc. | Shielding agents and their use |
| BR112021005931A2 (pt) | 2018-09-28 | 2021-06-29 | Universität Heidelberg | composto, complexo e composição farmacêutica |
| DE102018126558A1 (de) | 2018-10-24 | 2020-04-30 | Helmholtz-Zentrum Dresden - Rossendorf E.V. | Markierungsvorläufer mit Quadratsäure-Kopplung |
| WO2020108753A1 (en) | 2018-11-28 | 2020-06-04 | ITM Isotopen Technologien München AG | Novel tumor antigen binding agents and uses thereof |
| US12427209B2 (en) | 2018-12-18 | 2025-09-30 | Provincial Health Services Authority | Dual mode 18F-labelled theranostic compounds and uses thereof |
| AU2020213678B2 (en) * | 2019-01-30 | 2024-05-30 | Technische Universität München | PSMA binding dual mode radiotracer and therapeutic |
| CN113710286A (zh) | 2019-02-14 | 2021-11-26 | 海德堡鲁普雷希特卡尔斯大学 | 具有改善的组织特异性的前列腺特异性膜抗原(psma)配体 |
| CN113747927B (zh) | 2019-02-14 | 2024-10-18 | 德国癌症研究中心 | 包含淀粉酶可切割接头的前列腺特异性膜抗原(psma)配体 |
| US11396535B2 (en) | 2019-03-01 | 2022-07-26 | Provincial Health Services Authority | Cyclic peptide analogs of melanocortin and amanitin and methods of making such |
| PL239934B1 (pl) | 2019-04-12 | 2022-01-31 | Narodowe Centrum Badan Jadrowych Osrodek Radioizotopow Polatom | Pochodne inhibitorów PSMA do znakowania ⁹⁹ᵐTc poprzez HYNIC, zestaw radiofarmaceutyczny, preparat radiofarmaceutyczny oraz ich zastosowanie w diagnostyce raka prostaty |
| US12472272B2 (en) | 2019-04-17 | 2025-11-18 | Provincial Health Services Authority | Radiolabelled compounds for diagnosis or treatment of prostate-specific membrane antigen- expressing cancer |
| CA3137963A1 (en) * | 2019-04-26 | 2020-10-29 | Five Eleven Pharma Inc. | Prostate-specific membrane antigen (psma) inhibitors as diagnostic and radionuclide therapeutic agents |
| JP7604397B2 (ja) | 2019-05-20 | 2024-12-23 | エンドサイト・インコーポレイテッド | Psmaコンジュゲートの調製方法 |
| AU2020296488A1 (en) | 2019-06-21 | 2022-01-20 | Provincial Health Services Authority | Radiolabeled compounds targeting the prostate-specific membrane antigen |
| CN120441497A (zh) * | 2019-07-02 | 2025-08-08 | 先进加速器应用意大利公司 | 前列腺特异性膜抗原(psma)配体及其用途 |
| WO2021013978A1 (en) | 2019-07-25 | 2021-01-28 | Bayer As | Targeted radiopharmaceuticals for the diagnosis and treatment of prostate cancer |
| KR102269315B1 (ko) | 2019-10-24 | 2021-06-24 | 서울대학교산학협력단 | 전립선 암의 영상 또는 치료를 위한 동위원소 표지 화합물 |
| DE102019135564B4 (de) | 2019-12-20 | 2022-05-19 | Johannes-Gutenberg-Universität Mainz | Verbindung für Smart-Drug-Delivery und pharmazeutisches Kit für duale nuklearmedizinisch-cytotoxische Theranostik |
| US20230098279A1 (en) * | 2020-02-18 | 2023-03-30 | Endocyte, Inc. | Method of treating psma-expressing cancers |
| CN113350531A (zh) * | 2020-03-02 | 2021-09-07 | 上海核力星医药科技有限公司 | 前列腺特异性膜抗原结合配体偶联物及其应用 |
| WO2021202376A1 (en) | 2020-03-30 | 2021-10-07 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Method for blocking uptake of prostate-specific membrane antigen (psma)-targeted radionuclides by exocrine organs |
| CA3178858A1 (en) * | 2020-05-06 | 2021-11-11 | Cornell University | Copper-containing theragnostic compounds and methods of use |
| EP3919082A1 (en) * | 2020-06-04 | 2021-12-08 | Rigshospitalet | Psma targeting urea-based ligands for prostate cancer radiotherapy and imaging |
| US11129912B1 (en) | 2020-07-13 | 2021-09-28 | POINT Biopharma Inc. | Radiopharmaceutical and methods |
| EP4178628A4 (en) | 2020-07-13 | 2025-04-02 | Point Biopharma, Inc. | RADIOPHARMACEUTICALS AND PROCEDURES |
| CN112062695B (zh) * | 2020-08-14 | 2021-04-06 | 北京大学第一医院 | 一种前列腺特异性膜抗原靶向抑制剂及应用和探针 |
| EP4204020A1 (en) | 2020-08-31 | 2023-07-05 | Advanced Accelerator Applications International S.A. | Method of treating psma-expressing cancers |
| WO2022043557A1 (en) | 2020-08-31 | 2022-03-03 | Advanced Accelerator Applications International Sa | Method of treating psma-expressing cancers |
| CN112321673B (zh) * | 2020-11-04 | 2022-09-20 | 北京市肿瘤防治研究所 | 一种前列腺特异性膜抗原靶向抑制剂及应用和探针 |
| WO2022096103A1 (en) | 2020-11-05 | 2022-05-12 | ITM Isotopen Technologien München AG | Combination of para-aminohippuric acid (pah) and radiolabeled complexes for treating cancer |
| EP4247798B1 (en) * | 2020-11-19 | 2025-08-27 | Novartis AG | Synthesis of prostate specific membrane antigen (psma) ligands |
| WO2022111800A1 (en) | 2020-11-25 | 2022-06-02 | Itm Solucin Gmbh | Stable formulations for radionuclide complexes |
| CN114685599A (zh) * | 2020-12-30 | 2022-07-01 | 南京江原安迪科正电子研究发展有限公司 | 一种psma靶向抑制剂及放射性核素标记的psma靶向抑制剂、制备方法和用途 |
| EP4023250A1 (en) * | 2021-01-04 | 2022-07-06 | Technische Universität München | Dual mode radiotracer and -therapeutics |
| DE102021101216A1 (de) | 2021-01-21 | 2022-07-21 | Johannes Gutenberg-Universität Mainz, Körperschaft des öffentlichen Rechts | Markierungsvorläufer und Radiotracer zur nuklearmedizinischen Diagnose und Therapie von Prostatakrebs induzierten Knochenmetastasen |
| CN112851637B (zh) * | 2021-01-22 | 2022-11-18 | 北京瑞达福明科技有限公司 | 一种psma抑制剂、化合物及其制备方法与用途 |
| CN112898270B (zh) * | 2021-01-22 | 2023-03-21 | 周彤 | 一种诊疗一体的psma抑制剂、化合物及其制备方法与用途 |
| CA3208778A1 (en) | 2021-01-22 | 2022-07-28 | Bayer Aktiengesellschaft | Lrrc15 antibodies and conjugates thereof |
| CA3206250A1 (en) | 2021-02-08 | 2022-08-11 | Mark RIJPKEMA | Psma-targeting ligands for multimodal applications |
| JP2024517657A (ja) * | 2021-04-23 | 2024-04-23 | ウイスコンシン アラムナイ リサーチ ファウンデーシヨン | 画像化および治療に最適な特性を備えた psma 標的リガンド |
| CA3223227A1 (en) * | 2021-05-21 | 2022-11-24 | NorthStar Medical Technologies, LLC | Urokinase plasminogen activator receptor-targeted radiopharmaceutical |
| CN113372285B (zh) * | 2021-05-28 | 2024-06-18 | 西南医科大学附属医院 | 前列腺特异性膜抗原抑制剂、其放射性核素标记物及制法和应用 |
| DE102021114711B4 (de) | 2021-06-08 | 2023-11-02 | Medianezia GmbH | Trislinker-konjugierte dimere Markierungsvorläufer und daraus abgeleitete Radiotracer |
| US20240293586A1 (en) | 2021-07-30 | 2024-09-05 | Osaka University | Radiolabeled compound and use thereof |
| CN117615795A (zh) * | 2021-09-01 | 2024-02-27 | 天津恒瑞医药有限公司 | 前列腺特异性膜抗原的抑制剂及其医药用途 |
| WO2023030509A1 (zh) * | 2021-09-03 | 2023-03-09 | 晶核生物医药科技(南京)有限公司 | 一种肽脲素衍生物、含其的药物组合物及其应用 |
| CN114014843B (zh) * | 2021-11-17 | 2022-09-20 | 北京大学第一医院 | 一种psma靶向核素/荧光双模态配体和分子探针与应用 |
| JP2025505467A (ja) * | 2022-01-30 | 2025-02-26 | バイヴィジョン ファーマシューティカルズ インコーポレイテッド | ペプチド尿素誘導体、それを含む医薬組成物及びその使用 |
| WO2023208928A1 (en) | 2022-04-26 | 2023-11-02 | Deutsches Krebsforschungszentrum Stiftung des öffentlichen Rechts | Dosage of psma-ligands for fluorescence based detection of cancerous tissue |
| US20250312496A1 (en) | 2022-05-17 | 2025-10-09 | Deutsches Krebsforschungszentrum Stiftung des öffentlichen Rechts | Prostate specific membrane antigen (psma) ligands |
| WO2023222681A1 (en) | 2022-05-17 | 2023-11-23 | Deutsches Krebsforschungszentrum Stiftung des öffentlichen Rechts | Prostate specific membrane antigen (psma) ligands with improved renal clearance |
| JP2025516756A (ja) | 2022-05-17 | 2025-05-30 | ドイチェス クレブスフォルシュンクスツェントルム スチフトゥング デス エッフェントリヒェン レヒツ | 前立腺特異的膜抗原(psma)リガンド |
| WO2023222679A1 (en) | 2022-05-17 | 2023-11-23 | Deutsches Krebsforschungszentrum Stiftung des öffentlichen Rechts | Prostate specific membrane antigen (psma) ligands |
| CN114874122A (zh) * | 2022-05-31 | 2022-08-09 | 南京航空航天大学 | 一种新的小分子抑制剂及其制备方法和应用 |
| WO2023240135A2 (en) | 2022-06-07 | 2023-12-14 | Actinium Pharmaceuticals, Inc. | Bifunctional chelators and conjugates |
| EP4537851A1 (en) | 2022-06-10 | 2025-04-16 | Peking University | Trifunctional compound and use thereof |
| TW202426433A (zh) | 2022-09-23 | 2024-07-01 | 瑞士商紐利迪姆股份公司 | 成纖維細胞活化蛋白(fap)抑制劑、fap結合物及其診斷與治療用途 |
| KR20250130683A (ko) | 2023-01-10 | 2025-09-02 | 썬 파마 어드밴스트 리서치 컴패니 리미티드 | 리간드-약물 접합체 |
| US20240316226A1 (en) * | 2023-03-24 | 2024-09-26 | Jubilant Draximage Inc. | Radiopharmaceutical conjugate compound for diagnosis and/or therapeutic uses thereof |
| WO2025022285A2 (en) | 2023-07-21 | 2025-01-30 | Novartis Ag | Psma-targeting radioligand treatment regimen |
| WO2025041103A1 (en) | 2023-08-23 | 2025-02-27 | Bright Peak Therapeutics Ag | Psma targeting ligands and methods of use |
| WO2025071977A1 (en) * | 2023-09-28 | 2025-04-03 | The Johns Hopkins University | Pet/ct atlas for segmentation |
| WO2025088147A1 (en) | 2023-10-27 | 2025-05-01 | Deutsches Krebsforschungszentrum Stiftung des öffentlichen Rechts | Theranostic psma-targeting ligands for the diagnosis and treatment of psma-expressing cancers and their solid phase synthesis |
| KR20250062978A (ko) * | 2023-10-31 | 2025-05-08 | 서울대학교병원 | 신규한 전립선 특이적 막 항원 리간드 및 이의 용도 |
| WO2025128807A1 (en) | 2023-12-13 | 2025-06-19 | Amgen Inc. | Radiolabeled compounds for the detection of steap1 |
| WO2025218879A1 (en) | 2024-04-15 | 2025-10-23 | Itm Technologies Munich Se | Stable formulations comprising 225-actinium labeled complexes and methods for preparing the same |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013022797A1 (en) * | 2011-08-05 | 2013-02-14 | Molecular Insight Pharmaceuticals | Radiolabeled prostate specific membrane antigen inhibitors |
Family Cites Families (343)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4713249A (en) | 1981-11-12 | 1987-12-15 | Schroeder Ulf | Crystallized carbohydrate matrix for biologically active substances, a process of preparing said matrix, and the use thereof |
| DE116208T1 (de) | 1982-12-07 | 1985-02-28 | Kyowa Hakko Kogyo Co., Ltd., Tokio/Tokyo | Mitomycin-analoge. |
| JPS60255789A (ja) | 1984-06-01 | 1985-12-17 | Kyowa Hakko Kogyo Co Ltd | マイトマイシン誘導体,その製造法および抗腫瘍剤 |
| US5266333A (en) | 1985-03-06 | 1993-11-30 | American Cyanamid Company | Water dispersible and water soluble carbohydrate polymer compositions for parenteral administration of growth hormone |
| DE3750846T2 (de) | 1986-08-29 | 1995-05-11 | Kyowa Hakko Kogyo Kk | Mitomycin-derivate. |
| USH806H (en) | 1987-07-16 | 1990-08-07 | Fmc Corporation | Herbicidal clomazone compositions and methods of use tolerant to corn and other crops |
| AU634314B2 (en) | 1989-11-13 | 1993-02-18 | Green Cross Corporation, The | Chimeric mouse-human a10 antibody with specificity to a human tumor cell antigen |
| US5627165A (en) | 1990-06-13 | 1997-05-06 | Drug Innovation & Design, Inc. | Phosphorous prodrugs and therapeutic delivery systems using same |
| AU653565B2 (en) | 1990-12-21 | 1994-10-06 | Nikken Corporation | Raw sewage disposal apparatus and prefab for accomodating the same |
| US6342491B1 (en) | 1991-05-21 | 2002-01-29 | American Home Products Corporation | Method of treating estrogen receptor positive carcinoma with 17 α-dihydroequilin |
| US6291196B1 (en) | 1992-01-31 | 2001-09-18 | Research Corporation Technologies, Inc. | Melanoma and prostate cancer specific antibodies for immunodetection and immunotherapy |
| US7070782B1 (en) | 1992-11-05 | 2006-07-04 | Sloan-Kettering Institute For Cancer Research | Prostate-specific membrane antigen |
| US5674977A (en) | 1993-02-05 | 1997-10-07 | The Ontario Cancer Institute | Branched synthetic peptide conjugate |
| GB9314623D0 (en) | 1993-07-14 | 1993-08-25 | Nordion Int Inc | Localization and therapy with agents directed against prostate specific antigen in breast cancer |
| US6569432B1 (en) | 1995-02-24 | 2003-05-27 | Sloan-Kettering Institute For Cancer Research | Prostate-specific membrane antigen and uses thereof |
| JP3538221B2 (ja) | 1993-11-19 | 2004-06-14 | 富士写真フイルム株式会社 | 定着濃厚液およびそれを用いたハロゲン化銀写真感光材料の処理方法 |
| US5417982A (en) | 1994-02-17 | 1995-05-23 | Modi; Pankaj | Controlled release of drugs or hormones in biodegradable polymer microspheres |
| US5866679A (en) | 1994-06-28 | 1999-02-02 | Merck & Co., Inc. | Peptides |
| GB9417873D0 (en) * | 1994-09-06 | 1994-10-26 | Sandoz Ltd | Organic compounds |
| US6946133B1 (en) | 1996-03-20 | 2005-09-20 | The United States Of America As Represented By The Department Of Health And Human Services | Prostate specific antigen oligo-epitope peptide |
| DE69729380T2 (de) | 1996-04-01 | 2005-07-14 | Epix Medical, Inc., Cambridge | Bioaktivierte diagnostische bilderzeugungskontrastmittel |
| WO1997038313A1 (en) | 1996-04-05 | 1997-10-16 | The Johns Hopkins University | A method of enriching rare cells |
| US5795877A (en) | 1996-12-31 | 1998-08-18 | Guilford Pharmaceuticals Inc. | Inhibitors of NAALADase enzyme activity |
| US5863536A (en) | 1996-12-31 | 1999-01-26 | Guilford Pharmaceuticals Inc. | Phosphoramidate derivatives |
| US6054444A (en) | 1997-04-24 | 2000-04-25 | Guilford Pharmaceuticals Inc. | Phosphonic acid derivatives |
| US5672592A (en) | 1996-06-17 | 1997-09-30 | Guilford Pharmaceuticals Inc. | Certain phosphonomethyl-pentanedioic acid derivatives thereof |
| US5902817A (en) | 1997-04-09 | 1999-05-11 | Guilford Pharmaceuticals Inc. | Certain sulfoxide and sulfone derivatives |
| US5998362A (en) | 1996-09-12 | 1999-12-07 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| US6368598B1 (en) | 1996-09-16 | 2002-04-09 | Jcrt Radiation Oncology Support Services, Inc. | Drug complex for treatment of metastatic prostate cancer |
| US5962521A (en) | 1997-04-04 | 1999-10-05 | Guilford Pharmaceuticals Inc. | Hydroxamic acid derivatives |
| US6177404B1 (en) | 1996-10-15 | 2001-01-23 | Merck & Co., Inc. | Conjugates useful in the treatment of benign prostatic hyperplasia |
| US5948750A (en) | 1996-10-30 | 1999-09-07 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| US6548260B1 (en) | 1997-01-21 | 2003-04-15 | Bayer Corporation | Detection of PSA-α2-macroglobulin complex in a biological fluid |
| DE69840669D1 (de) | 1997-04-10 | 2009-04-30 | Stichting Katholieke Univ | Pca3, pca3-gene und verfahren zu ihrer verwendung |
| US6504014B1 (en) | 1997-05-19 | 2003-01-07 | The John Hopkins University | Tissue specific prodrug |
| AU7582298A (en) | 1997-05-19 | 1998-12-11 | Johns Hopkins University School Of Medicine, The | Tissue specific prodrug |
| US6127333A (en) | 1997-07-10 | 2000-10-03 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| US6391305B1 (en) | 1997-09-10 | 2002-05-21 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| US20020115596A1 (en) | 1997-10-27 | 2002-08-22 | Merk & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| ZA9810974B (en) | 1997-12-02 | 1999-06-03 | Merck & Co Inc | Conjugates useful in the treatment of prostate cancer |
| US20040081659A1 (en) | 1997-12-02 | 2004-04-29 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| EA002745B1 (ru) | 1997-12-02 | 2002-08-29 | Мерк Энд Ко., Инк. | Конъюгаты, которые можно использовать при лечении рака предстательной железы |
| WO1999045374A2 (en) | 1998-03-03 | 1999-09-10 | Mosaic Technologies | Purification and detection processes using reversible affinity electrophoresis |
| US20020103136A1 (en) | 1998-03-05 | 2002-08-01 | Dong-Mei Feng | Conjugates useful in the treatment of prostate cancer |
| US6232287B1 (en) | 1998-03-13 | 2001-05-15 | The Burnham Institute | Molecules that home to various selected organs or tissues |
| US6093382A (en) | 1998-05-16 | 2000-07-25 | Bracco Research Usa Inc. | Metal complexes derivatized with folate for use in diagnostic and therapeutic applications |
| FR2778820B1 (fr) | 1998-05-20 | 2000-07-28 | Rhone Poulenc Agrochimie | Melanges herbicides a base d'aclonifen et de clomazone |
| US6833438B1 (en) | 1999-06-01 | 2004-12-21 | Agensys, Inc. | Serpentine transmembrane antigens expressed in human cancers and uses thereof |
| PT1086223E (pt) | 1998-06-01 | 2009-11-03 | Agensys Inc | Novos antigénios transmembranares em serpentina expressos em cancros humanos e suas utilizações |
| US6518033B1 (en) | 1998-08-05 | 2003-02-11 | The Research Foundation Of State University Of New York | Method of detecting the presence of CD155 for diagnosis of cancer and to determine treatment |
| US20070020327A1 (en) | 1998-11-10 | 2007-01-25 | John Fikes | Inducing cellular immune responses to prostate cancer antigens using peptide and nucleic acid compositions |
| US6174858B1 (en) | 1998-11-17 | 2001-01-16 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| US6602274B1 (en) | 1999-01-15 | 2003-08-05 | Light Sciences Corporation | Targeted transcutaneous cancer therapy |
| US20030207808A1 (en) | 1999-02-18 | 2003-11-06 | Kinneret Savitzky | Novel nucleic acid and amino acid sequences |
| WO2000059930A1 (en) | 1999-04-05 | 2000-10-12 | Merck & Co., Inc. | A method of treating cancer |
| US6528499B1 (en) | 2000-04-27 | 2003-03-04 | Georgetown University | Ligands for metabotropic glutamate receptors and inhibitors of NAALADase |
| WO2000064911A1 (en) | 1999-04-28 | 2000-11-02 | Georgetown University | Ligands for metabotropic glutamate receptors |
| AUPQ014799A0 (en) | 1999-05-04 | 1999-05-27 | Access Pharmaceuticals Australia Pty Limited | Amplification of folate-mediated targeting to tumor cells using polymers |
| US7166573B1 (en) | 1999-05-28 | 2007-01-23 | Ludwig Institute For Cancer Research | Breast, gastric and prostate cancer associated antigens and uses therefor |
| US20040146516A1 (en) | 1999-06-17 | 2004-07-29 | Utah Ventures Ii L.P. | Lumen-exposed molecules and methods for targeted delivery |
| CN1378594A (zh) | 1999-07-13 | 2002-11-06 | 美国政府健康及人类服务部 | T-细胞受体r可变阅读框架蛋白(TARP)及其应用 |
| JP4658423B2 (ja) | 1999-08-03 | 2011-03-23 | ザ オハイオ ステイト ユニバーシティ | Her−2タンパク質に対する免疫反応性を増強するためのポリペプチドおよびポリヌクレオチド |
| US7361338B2 (en) | 1999-10-05 | 2008-04-22 | Agensys, Inc. | Methods to inhibit growth of prostate cancer cells |
| US6692724B1 (en) | 1999-10-25 | 2004-02-17 | Board Of Regents, The University Of Texas System | Ethylenedicysteine (EC)-drug conjugates, compositions and methods for tissue specific disease imaging |
| CA2387901A1 (en) | 1999-10-27 | 2001-05-03 | Merck & Co., Inc. | Salt form of a conjugate useful in the treatment of prostate cancer |
| US6428785B1 (en) | 1999-10-28 | 2002-08-06 | Immunolytics Inc. | Method and composition for treating prostate cancer |
| US6511676B1 (en) | 1999-11-05 | 2003-01-28 | Teni Boulikas | Therapy for human cancers using cisplatin and other drugs or genes encapsulated into liposomes |
| CA2391534A1 (en) | 1999-11-15 | 2001-05-25 | Drug Innovation & Design, Inc. | Selective cellular targeting: multifunctional delivery vehicles |
| AU2001256970C1 (en) | 2000-03-31 | 2008-07-03 | Purdue Research Foundation | Method of treatment using ligand-immunogen conjugates |
| US20030072794A1 (en) | 2000-06-09 | 2003-04-17 | Teni Boulikas | Encapsulation of plasmid DNA (lipogenes™) and therapeutic agents with nuclear localization signal/fusogenic peptide conjugates into targeted liposome complexes |
| WO2002033116A2 (en) | 2000-10-16 | 2002-04-25 | Gilead Sciences, Inc. | Nucleic acid ligands to the prostate specific membrane antigen |
| US20020132983A1 (en) | 2000-11-30 | 2002-09-19 | Junghans Richard P. | Antibodies as chimeric effector cell receptors against tumor antigens |
| AU2002239403A1 (en) | 2000-12-01 | 2002-06-11 | The Johns Hopkins University | Tissue specific prodrugs |
| JP2004536034A (ja) | 2001-01-08 | 2004-12-02 | ネオルクス コーポレイション | 治療的および診断的化合物、組成物および方法 |
| JP2005507857A (ja) | 2001-02-07 | 2005-03-24 | ベズ イズレイル ディーコネス メディカル センター | 改変psmaリガンド及びそれに関する利用 |
| US7767202B2 (en) | 2001-03-16 | 2010-08-03 | The Johns Hopkins University | Modulation of systemic immune responses by transplantation of hematopoietic stem cells transduced with genes encoding antigens and antigen presenting cell regulatory molecules |
| PT1381611E (pt) | 2001-03-21 | 2005-11-30 | Molteni & C | Analogos de ftalocianina substituidas com metal sem centro de simetria sua preparacao e uso em terapia fotodinamica e em diagnostico in vivo |
| EP1379224B2 (en) | 2001-03-29 | 2013-10-02 | Synergy Pharmaceuticals, Inc. | Guanylate cyclase receptor agonists for the treatment of tissue inflammation and carcinogenesis |
| EP1389209B1 (en) | 2001-04-24 | 2009-04-08 | Purdue Research Foundation | Folate mimetics and folate-receptor binding conjugates thereof |
| RU2316349C2 (ru) | 2001-05-02 | 2008-02-10 | Пердью Рисерч Фаундейшн | Лечение и диагностика заболеваний, опосредованных макрофагами |
| US20040092890A1 (en) | 2001-05-10 | 2004-05-13 | Ash Stephen R. | Catheter lock solution including a photo-oxidant |
| US7109165B2 (en) | 2001-05-18 | 2006-09-19 | Sirna Therapeutics, Inc. | Conjugates and compositions for cellular delivery |
| US7666414B2 (en) | 2001-06-01 | 2010-02-23 | Cornell Research Foundation, Inc. | Methods for treating prostate cancer using modified antibodies to prostate-specific membrane antigen |
| US7514078B2 (en) | 2001-06-01 | 2009-04-07 | Cornell Research Foundation, Inc. | Methods of treating prostate cancer with anti-prostate specific membrane antigen antibodies |
| JP4619651B2 (ja) | 2001-06-01 | 2011-01-26 | コーネル・リサーチ・ファンデーション・インコーポレイテッド | 前立腺特異的膜抗原に対する修飾抗体およびその使用 |
| US20040018203A1 (en) | 2001-06-08 | 2004-01-29 | Ira Pastan | Pegylation of linkers improves antitumor activity and reduces toxicity of immunoconjugates |
| US7135301B2 (en) | 2001-06-21 | 2006-11-14 | Glycomimetics, Inc. | Detection and treatment of prostate cancer |
| WO2003000201A2 (en) | 2001-06-25 | 2003-01-03 | Drug Innovation & Design, Incorporated | Exponential pattern recognition based cellular targeting, compositions, methods and anticancer applications |
| WO2003003978A2 (en) | 2001-07-02 | 2003-01-16 | Dabur Research Foundation | An oral formulation of methylglyoxal and its imino acid conjugates for human use |
| WO2003004469A1 (en) | 2001-07-02 | 2003-01-16 | Dabur Research Foundation | Anticancer activity of imino acid conjugates of methylglyoxal |
| US7893223B2 (en) | 2001-07-17 | 2011-02-22 | Bracco Imaging S.P.A. | Multidentate AZA ligands able to complex metal ions and the use thereof in diagnostics and therapy |
| WO2003018611A2 (en) | 2001-08-24 | 2003-03-06 | University Of Victoria Innovation And Development Corporation | Proaerolysin containing protease activation sequences and methods of use for treatment of prostate cancer |
| US20030049203A1 (en) | 2001-08-31 | 2003-03-13 | Elmaleh David R. | Targeted nucleic acid constructs and uses related thereto |
| MXPA03012022A (es) | 2001-09-20 | 2005-07-01 | Cornell Res Foundation Inc | Metodos y composiciones para tratar o prevenir padecimientos de la piel, utilizando agentes de enlace especificos para el antigeno de membrana especifico de prostata. |
| US20030232760A1 (en) | 2001-09-21 | 2003-12-18 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| CA2461877A1 (en) | 2001-09-28 | 2003-04-10 | Purdue Research Foundation | Method of treatment using ligand-immunogen conjugates |
| US20030215456A1 (en) | 2001-10-02 | 2003-11-20 | Sui-Long Yao | Method of treating cancer |
| US20030133927A1 (en) | 2001-10-10 | 2003-07-17 | Defeo-Jones Deborah | Conjugates useful in the treatment of prostate cancer |
| US20040058857A1 (en) | 2001-11-29 | 2004-03-25 | Siu-Long Yao | Method of treating cancer |
| US20070031438A1 (en) | 2001-12-10 | 2007-02-08 | Junghans Richard P | Antibodies as chimeric effector cell receptors against tumor antigens |
| AU2002364202A1 (en) | 2001-12-21 | 2003-07-30 | The Government Of The United States Of America, As Represented By The Secretary, Department Of Healt | Novel metastasis suppressor gene on human chromosome 8 |
| CA2473289C (en) | 2002-01-10 | 2014-07-29 | The Johns Hopkins University | Asymmetric urea compounds useful as naaladase and psma imaging agents |
| EP1480548A4 (en) | 2002-02-06 | 2006-02-01 | Univ Johns Hopkins Med | METHODS AND COMPOSITIONS FOR TARGETING SYSTEMIC IMMUNE RESPONSE AGAINST A SPECIFIC ORGAN OR TISSUE |
| US20040002587A1 (en) | 2002-02-20 | 2004-01-01 | Watkins Jeffry D. | Fc region variants |
| US8491896B2 (en) | 2002-06-14 | 2013-07-23 | Immunomedics, Inc. | Anti-pancreatic cancer antibodies |
| US7344700B2 (en) | 2002-02-28 | 2008-03-18 | University Of Tennessee Research Corporation | Radiolabeled selective androgen receptor modulators and their use in prostate cancer imaging and therapy |
| US9770517B2 (en) | 2002-03-01 | 2017-09-26 | Immunomedics, Inc. | Anti-Trop-2 antibody-drug conjugates and uses thereof |
| CA2478047C (en) | 2002-03-01 | 2014-01-21 | Immunomedics, Inc. | Rs7 antibodies |
| US9745380B2 (en) | 2002-03-01 | 2017-08-29 | Immunomedics, Inc. | RS7 antibodies |
| US20170281791A1 (en) | 2002-03-01 | 2017-10-05 | Immunomedics, Inc. | Anti-trop-2 antibody-drug conjugates and uses thereof |
| EP1497462A4 (en) | 2002-03-07 | 2007-11-07 | Univ Johns Hopkins Med | GENOMIC SCREEN ON EPIGENETIC MUTED CANCER ASSOCIATED GENES |
| US7534580B2 (en) | 2002-05-01 | 2009-05-19 | Ambrilia Biopharma Inc. | PSP94 diagnostic reagents and assays |
| DK2260875T3 (da) | 2002-05-06 | 2014-06-30 | Endocyte Inc | Folatreceptor-targetede billeddannelsesmidler |
| US7910594B2 (en) | 2002-05-15 | 2011-03-22 | Endocyte, Inc. | Vitamin-mitomycin conjugates |
| MXPA04012656A (es) | 2002-06-14 | 2005-08-15 | Immunomedics Inc | Anticuerpo hpam4 monoclonal humanizado. |
| US7767803B2 (en) | 2002-06-18 | 2010-08-03 | Archemix Corp. | Stabilized aptamers to PSMA and their use as prostate cancer therapeutics |
| AR040956A1 (es) | 2002-07-31 | 2005-04-27 | Schering Ag | Nuevos conjugados de efectores, procedimientos para su preparacion y su uso farmaceutico |
| PT2357006E (pt) | 2002-07-31 | 2016-01-22 | Seattle Genetics Inc | Conjugados de fármacos e sua utilização para tratamento do cancro, de uma doença autoimune ou de uma doença infeciosa |
| WO2006028429A2 (en) | 2002-08-05 | 2006-03-16 | The Johns Hopkins University | Peptides for targeting the prostate specific membrane antigen |
| WO2004015086A2 (en) | 2002-08-08 | 2004-02-19 | Johns Hopkins University | Enhancement of adenoviral oncolytic activity in prostate cells by modification of the e1a gene product |
| US8487128B2 (en) | 2002-11-26 | 2013-07-16 | Chs Pharma, Inc. | Protection of normal cells |
| US8420086B2 (en) | 2002-12-13 | 2013-04-16 | Immunomedics, Inc. | Camptothecin conjugates of anti-CD22 antibodies for treatment of B cell diseases |
| AU2003288467A1 (en) | 2002-12-13 | 2004-07-09 | Immunomedics, Inc. | Immunoconjugates with an intracellularly-cleavable linkage |
| AU2003303374A1 (en) | 2002-12-20 | 2004-07-22 | The Johns Hopkins University | Treatment of metastatic cancer with the b-subunit of shiga toxin |
| US7166691B2 (en) | 2002-12-20 | 2007-01-23 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Saposin C and receptors as targets for treatment of benign and malignant disorders |
| US20080008649A1 (en) * | 2003-01-13 | 2008-01-10 | Bracco Imaging S.P.A. | Gastrin Releasing Peptide Compounds |
| US7226577B2 (en) | 2003-01-13 | 2007-06-05 | Bracco Imaging, S. P. A. | Gastrin releasing peptide compounds |
| AR042942A1 (es) | 2003-01-27 | 2005-07-06 | Endocyte Inc | Conjugados de administracion de drogas de union de receptores de vitaminas |
| EP2336189A1 (en) | 2003-01-28 | 2011-06-22 | Proscan RX Pharma | Prostate cancer diagnosis and treatment |
| EP1444990A1 (en) | 2003-02-07 | 2004-08-11 | Amersham plc | Improved Radiometal Complex Compositions |
| WO2004072080A1 (en) | 2003-02-10 | 2004-08-26 | Cellular Genomics, Inc. | Certain 8-heteroaryl-6-phenyl-imidazo[1,2-a]pyrazines as modulators of hsp90 complex activity |
| US7638122B2 (en) | 2003-03-07 | 2009-12-29 | University Of South Florida | Stat3 antagonists and their use as vaccines against cancer |
| EP1603392A2 (en) | 2003-03-07 | 2005-12-14 | The University Of Toledo | Paclitaxel hybrid derivatives |
| US20070179100A1 (en) | 2003-04-09 | 2007-08-02 | Muthiah Manoharan | Protected monomers |
| AU2004233092C9 (en) | 2003-04-17 | 2010-10-28 | Alnylam Pharmaceuticals, Inc. | Modified iRNA agents |
| EP1641742A4 (en) | 2003-05-01 | 2006-11-29 | Nst Neurosurvival Technologies | COMPOUNDS BINDING SELECTIVELY TO MEMBRANES OF APOPTOTIC CELLS |
| US8088387B2 (en) | 2003-10-10 | 2012-01-03 | Immunogen Inc. | Method of targeting specific cell populations using cell-binding agent maytansinoid conjugates linked via a non-cleavable linker, said conjugates, and methods of making said conjugates |
| CA2529027C (en) | 2003-06-13 | 2013-09-10 | Immunomedics, Inc. | D-amino acid peptides |
| US7232805B2 (en) | 2003-09-10 | 2007-06-19 | Inflabloc Pharmaceuticals, Inc. | Cobalamin conjugates for anti-tumor therapy |
| US20050255042A1 (en) | 2003-11-24 | 2005-11-17 | The Regents Of The University Of California Office Of Technology Transfer, University Of California | On-demand cleavable linkers for radioconjugates for cancer imaging and therapy |
| FR2864546A1 (fr) | 2003-12-24 | 2005-07-01 | Assist Publ Hopitaux De Paris | Methode d'identification et de preparation de lymphocytes t regulateurs/suppresseurs, compositions et utilisations |
| PT1706424E (pt) | 2004-01-12 | 2009-10-01 | Applied Molecular Evolution | Variantes da região fc |
| US8586932B2 (en) | 2004-11-09 | 2013-11-19 | Spectrum Dynamics Llc | System and method for radioactive emission measurement |
| WO2006051531A2 (en) | 2004-11-09 | 2006-05-18 | Spectrum Dynamics Llc | Radioimaging |
| DE102004004787A1 (de) | 2004-01-30 | 2005-08-18 | Schering Ag | Neue Effektor-Konjugate, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung |
| JP5064037B2 (ja) | 2004-02-23 | 2012-10-31 | ジェネンテック, インコーポレイテッド | 複素環式自壊的リンカーおよび結合体 |
| JP2008509379A (ja) | 2004-03-03 | 2008-03-27 | ビオメリュー | 活性化可能な遊離型psaの検出方法、並びに、前立腺の良性病状及び前立腺ガンの診断におけるその使用 |
| WO2005094882A1 (en) | 2004-03-03 | 2005-10-13 | Millennium Pharmaceuticals, Inc. | Modified antibodies to prostate-specific membrane antigen and uses thereof |
| ES2311895T3 (es) | 2004-03-15 | 2009-02-16 | F. Hoffmann-La Roche Ag | El uso de los peptidos tipo bnp y de los peptidos tipo anf para evaluar el riesgo de padecer una complicacion cardio-vascular como frecuencia de sobrecarga del volumen. |
| EP1756166A4 (en) | 2004-04-19 | 2008-08-27 | Proscan Rx Pharma | DIAGNOSIS AND TREATMENT OF PROSTATE CANCER |
| US20060105975A1 (en) | 2004-04-19 | 2006-05-18 | Shannon Pendergrast | Aptamer-mediated intracellular delivery of therapeutic oligonucleotides |
| US7691962B2 (en) | 2004-05-19 | 2010-04-06 | Medarex, Inc. | Chemical linkers and conjugates thereof |
| WO2005112919A2 (en) | 2004-05-19 | 2005-12-01 | Medarex, Inc. | Self-immolative linkers and drug conjugates |
| US20080008719A1 (en) | 2004-07-10 | 2008-01-10 | Bowdish Katherine S | Methods and compositions for the treatment of prostate cancer |
| EP1789391B1 (en) | 2004-07-23 | 2017-06-28 | Endocyte, Inc. | Bivalent linkers and conjugates thereof |
| US20060148741A1 (en) | 2004-07-26 | 2006-07-06 | Government Of The Usa, Represented By The Secretary, Department Of Health And Human Services | Metastasis suppressor gene on human chromosome 8 and its use in the diagnosis, prognosis and treatment of cancer |
| PL1776384T3 (pl) | 2004-08-04 | 2013-10-31 | Mentrik Biotech Llc | WARIANTY REGIONÓW Fc |
| US20060045883A1 (en) | 2004-08-26 | 2006-03-02 | Jeffrey Molldrem | Anti-cancer vaccines |
| CN101035783A (zh) | 2004-08-30 | 2007-09-12 | 神经医药品有限公司 | 作为钙通道阻断剂的脲衍生物 |
| US8194660B2 (en) | 2004-09-09 | 2012-06-05 | Amx Llc | System, method, and computer-readable medium for dynamic device discovery for servers binding to multiple masters |
| US7713944B2 (en) | 2004-10-13 | 2010-05-11 | Isis Pharmaceuticals, Inc. | Oligomers comprising activated disulfides which bind to plasma proteins and their use for delivery to cells |
| ES2341268T3 (es) | 2004-10-27 | 2010-06-17 | Janssen Pharmaceutica Nv | Tiofenos trisubstituidos utilizados como antagonistas del receptor de la progesterona. |
| US8423125B2 (en) | 2004-11-09 | 2013-04-16 | Spectrum Dynamics Llc | Radioimaging |
| US20060140871A1 (en) | 2004-11-30 | 2006-06-29 | Sillerud Laurel O | Magnetic resonance imaging of prostate cancer |
| US20060155021A1 (en) | 2005-01-13 | 2006-07-13 | Lenges Christian P | Coating compositions containing rheology control agents |
| US7741510B2 (en) | 2005-01-13 | 2010-06-22 | E. I. Du Pont De Nemours And Company | Rheology control agents |
| US7872235B2 (en) | 2005-01-13 | 2011-01-18 | Spectrum Dynamics Llc | Multi-dimensional image reconstruction and analysis for expert-system diagnosis |
| US20090258002A1 (en) | 2005-02-01 | 2009-10-15 | Government Of The Us, As Represented By The Secretary, Department Of Health And Human Services | Biomarkers for Tissue Status |
| WO2006093991A1 (en) | 2005-03-02 | 2006-09-08 | The Cleveland Clinic Foundation | Compounds which bind psma and uses thereof |
| EP1863828A4 (en) | 2005-03-07 | 2010-10-13 | Archemix Corp | STABILIZED APTAMERS FOR PSMA AND THEIR USE AS PROSTATE ACID THERAPEUTICS |
| US8088908B2 (en) | 2005-05-10 | 2012-01-03 | City Of Hope | Humanized anti-prostate stem cell antigen monoclonal antibody |
| KR101068612B1 (ko) | 2005-05-24 | 2011-09-30 | 휴마시스 주식회사 | 유사구조 단백질 비율 측정을 이용한 진단장치 |
| NZ564954A (en) | 2005-06-14 | 2011-02-25 | Protox Therapeutics Inc | Method of treating or preventing benign prostatic hyperplasia using modified pore-forming proteins |
| EP1912677B1 (en) | 2005-06-20 | 2013-10-02 | Psma Development Company, L.L.C. | PSMA antibody-drug conjugates |
| EP1904183B1 (en) | 2005-07-05 | 2014-10-15 | Purdue Research Foundation | Pharmaceutical composition for the treatment of osteoarthritis |
| US20070010014A1 (en) | 2005-07-06 | 2007-01-11 | General Electric Company | Compositions and methods for enhanced delivery to target sites |
| EP1909853B1 (en) | 2005-07-19 | 2015-03-18 | Biosensors International Group, Ltd. | Imaging protocols |
| EP1940430A2 (en) | 2005-08-19 | 2008-07-09 | Cerus Corporation | Listeria-induced immunorecruitment and activation, and methods of use thereof |
| CN103893778A (zh) | 2005-08-19 | 2014-07-02 | 恩多塞特公司 | 多药物配体缀合物 |
| WO2007022493A2 (en) | 2005-08-19 | 2007-02-22 | Endocyte, Inc. | Ligand conjugates of vinca alkaloids, analogs, and derivatives |
| EP2015781A4 (en) | 2005-09-12 | 2009-12-23 | Univ Johns Hopkins | COMPOSITIONS HAVING ANTIANGIOGENIC ACTIVITY AND USES THEREOF |
| CA2625196C (fr) | 2005-10-07 | 2016-04-05 | Guerbet | Composes comprenant une partie de reconnaissance d'une cible biologique, couplee a une partie de signal capable de complexer le gallium |
| CA2670355A1 (en) | 2005-11-21 | 2008-04-24 | Medivas, Llc | Polymer particles for delivery of macromolecules and methods of use |
| DK2963011T3 (en) | 2005-11-23 | 2018-08-06 | Ventana Med Syst Inc | MOLECULAR CONJUGATE |
| WO2007081751A2 (en) | 2006-01-05 | 2007-07-19 | The Johns Hopkins University | Compositions and methods for the treatment of cancer |
| US20100047170A1 (en) | 2006-01-05 | 2010-02-25 | Denmeade Samuel R | Peptide Prodrugs |
| US7635682B2 (en) | 2006-01-06 | 2009-12-22 | Genspera, Inc. | Tumor activated prodrugs |
| BRPI0707679A2 (pt) | 2006-02-01 | 2011-05-10 | Tjhe Johns Hopkins University | conjugado de polipetÍdeo - Àcido nuclÉico para imunoprofilaxia ou imunoterapia para distérbios neoplÁsticos ou infecciosos |
| JP2009532338A (ja) | 2006-03-14 | 2009-09-10 | キャンサー ターゲテッド テクノロジー エルエルシー | Psmaのペプチド模倣体阻害剤、それらを含む化合物、およびそれらの使用方法 |
| ATE509033T1 (de) | 2006-03-20 | 2011-05-15 | Univ California | Manipulierte anti-prostatastammzellenantigen (psca)-antikörper für krebs-targeting |
| US20070225213A1 (en) | 2006-03-23 | 2007-09-27 | Kosak Matthew K | Nucleic acid carriers for delivery of therapeutic agents |
| US20140314864A1 (en) | 2006-03-31 | 2014-10-23 | Massachusetts Institute Of Technology | System for Targeted Delivery of Therapeutic Agents |
| JP2009534309A (ja) | 2006-03-31 | 2009-09-24 | マサチューセッツ インスティテュート オブ テクノロジー | 治療剤の標的化送達のためのシステム |
| US7842280B2 (en) | 2006-09-06 | 2010-11-30 | Case Western Reserve University | Flexibly labeling peptides |
| CA2668197A1 (en) | 2006-11-03 | 2008-05-15 | Philip S. Low | Ex vivo flow cytometry method and device |
| DK2097111T3 (en) | 2006-11-08 | 2015-08-24 | Molecular Insight Pharm Inc | Heterodimers of glutamic acid |
| US9387344B2 (en) | 2006-11-21 | 2016-07-12 | The Johns Hopkins University | Methods for determining absorbed dose information |
| EP2500015A1 (en) | 2006-12-05 | 2012-09-19 | Landec Corporation | Delivery of drugs |
| US8507434B2 (en) | 2007-01-03 | 2013-08-13 | The Johns Hopkins University | Peptide modulators of angiogenesis and use thereof |
| EP2117604B1 (en) | 2007-01-11 | 2017-07-26 | Immunomedics, Inc. | Methods and compositions for improved f-18 labeling of proteins, peptides and other molecules |
| AU2007345648A1 (en) | 2007-01-26 | 2008-08-07 | City Of Hope | Methods and compositions for the treatment of cancer or other diseases |
| EP2567711A3 (en) | 2007-02-07 | 2013-05-01 | Purdue Research Foundation | Positron emission tomography imaging method |
| WO2008101231A2 (en) | 2007-02-16 | 2008-08-21 | Endocyte, Inc. | Methods and compositions for treating and diagnosing kidney disease |
| JP5829793B2 (ja) | 2007-03-14 | 2015-12-09 | エンドサイト・インコーポレイテッドEndocyte, Inc. | 結合性リガンドが結合したツブリシンの薬剤送達結合体 |
| WO2008124197A1 (en) | 2007-04-10 | 2008-10-16 | The Johns Hopkins University | Imaging and therapy of virus-associated tumors |
| WO2009002993A1 (en) | 2007-06-25 | 2008-12-31 | Endocyte, Inc. | Conjugates containing hydrophilic spacer linkers |
| JP5680409B2 (ja) | 2007-06-26 | 2015-03-04 | ザ ジョンズ ホプキンス ユニバーシティ | 前立腺特異膜抗原(psma)の標識阻害剤、生物学的評価およびイメージング剤としての使用 |
| GB0723246D0 (en) | 2007-07-03 | 2008-01-09 | Barton Michelle | p53 modulator |
| CA2693707A1 (en) | 2007-07-13 | 2009-03-05 | The Johns Hopkins University | B7-dc variants |
| WO2009018500A1 (en) | 2007-07-31 | 2009-02-05 | The Johns Hopkins University | Polypeptide-nucleic acid conjugate for immunoprophylaxis or immunotherapy for neoplastic or infectious disorders |
| WO2009021178A1 (en) | 2007-08-08 | 2009-02-12 | Chemimage Corporation | Raman difference spectra based disease classification |
| PT2187965T (pt) | 2007-08-17 | 2020-01-17 | Purdue Research Foundation | Conjugados ligando-ligante de ligação a psma e métodos para utilização |
| WO2009026274A1 (en) | 2007-08-22 | 2009-02-26 | Medarex, Inc. | Site-specific attachment of drugs or other agents to engineered antibodies with c-terminal extensions |
| US9585957B2 (en) | 2007-09-07 | 2017-03-07 | The Johns Hopkins University | Adenosine receptor agonists and antagonists to modulate T cell responses |
| WO2009035942A1 (en) | 2007-09-13 | 2009-03-19 | Chemimage Corporation | Distinguishing between renal oncocytoma and chromophobe renal cell carcinoma using raman molecular imaging |
| JP5410434B2 (ja) | 2007-09-28 | 2014-02-05 | バインド セラピューティックス インコーポレイテッド | ナノ粒子を用いた癌細胞の標的化 |
| CN101909441B (zh) | 2007-10-25 | 2015-05-13 | 恩多塞特公司 | 微管蛋白抑制剂及其制备方法 |
| US8450290B2 (en) | 2007-11-26 | 2013-05-28 | Enzon Pharmaceuticals, Inc. | Methods for treating androgen receptor dependent disorders including cancers |
| WO2009070302A1 (en) | 2007-11-30 | 2009-06-04 | The Johns Hopkins University | Prostate specific membrane antigen (psma) targeted nanoparticles for therapy of prostate cancer |
| CA2708171C (en) | 2007-12-04 | 2018-02-27 | Alnylam Pharmaceuticals, Inc. | Folate conjugates |
| US20090180951A1 (en) | 2007-12-12 | 2009-07-16 | Molecular Insight Pharmaceuticals, Inc. | Inhibitors of integrin vla-4 |
| US8562945B2 (en) | 2008-01-09 | 2013-10-22 | Molecular Insight Pharmaceuticals, Inc. | Technetium- and rhenium-bis(heteroaryl) complexes and methods of use thereof |
| EP2240171B1 (en) | 2008-01-09 | 2014-08-13 | Molecular Insight Pharmaceuticals, Inc. | Inhibitors of carbonic anhydrase IX |
| US8565945B2 (en) | 2008-01-17 | 2013-10-22 | Lockheed Martin Corporation | Method for managing vital train movements |
| JP2011516178A (ja) | 2008-04-04 | 2011-05-26 | 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 | 放射能標識治療物質注入システム、装置、およびそれを使用する方法 |
| ITTO20080313A1 (it) | 2008-04-22 | 2009-10-23 | Marco Colombatti | Anticorpo monoclonale isolato o suo frammento legante l'antigene specifico di membrana della prostata, suoi coniugati e suoi usi |
| EP2990487A1 (en) | 2008-05-08 | 2016-03-02 | Asuragen, INC. | Compositions and methods related to mirna modulation of neovascularization or angiogenesis |
| US8852630B2 (en) | 2008-05-13 | 2014-10-07 | Yale University | Chimeric small molecules for the recruitment of antibodies to cancer cells |
| JP5746615B2 (ja) | 2008-05-13 | 2015-07-08 | エール ユニヴァーシティ | 癌細胞への抗体の動員のためのキメラ小分子 |
| EA020954B1 (ru) | 2008-06-16 | 2015-03-31 | Бинд Терапьютикс, Инк. | Загруженные лекарственным средством полимерные наночастицы, фармацевтическая композиция и способ лечения рака |
| WO2010002418A2 (en) | 2008-07-01 | 2010-01-07 | The Johns Hopkins University | Quick-dissolving oral thin film for targeted delivery of therapeutic agents |
| PL2318366T3 (pl) | 2008-08-01 | 2017-10-31 | Univ Johns Hopkins | Środki wiążące PSMA i ich zastosowania |
| US8685937B2 (en) | 2008-08-09 | 2014-04-01 | University Of Iowa Research Foundation | Nucleic acid aptamers |
| AU2009281732A1 (en) | 2008-08-15 | 2010-02-18 | Georgetown University | Na channels, disease, and related assays and compositions |
| PT2326350E (pt) | 2008-09-08 | 2013-12-10 | Psma Dev Company L L C | Compostos para matar células cancerosas resistentes a taxano, que expressam psma |
| EP2166021A1 (en) | 2008-09-16 | 2010-03-24 | Ganymed Pharmaceuticals AG | Monoclonal antibodies for treatment of cancer |
| JP5675619B2 (ja) | 2008-09-17 | 2015-02-25 | エンドサイト, インク.Endocyte, Inc. | 葉酸拮抗薬の葉酸受容体結合性コンジュゲート |
| WO2010045598A2 (en) | 2008-10-17 | 2010-04-22 | Purdue Research Foundation | Psma binding ligand-linker conjugates and methods for using |
| AU2009322171A1 (en) | 2008-12-05 | 2011-06-30 | Molecular Insight Pharmaceuticals, Inc. | CA-IX specific radiopharmaceuticals for the treatment and imaging of cancer |
| WO2010065906A2 (en) | 2008-12-05 | 2010-06-10 | Molecular Insight Pharmaceuticals, Inc. | Ca-ix specific radiopharmaceuticals for the treatment and imaging of cancer |
| PL3939617T3 (pl) | 2009-02-13 | 2025-03-17 | Immunomedics, Inc. | Związki pośrednie do wytwarzania koniugatów z wiązaniem rozszczepialnym wewnątrzkomórkowo |
| ES2712732T3 (es) | 2009-02-17 | 2019-05-14 | Cornell Res Foundation Inc | Métodos y kits para el diagnóstico de cáncer y la predicción de valor terapéutico |
| CA2754217A1 (en) | 2009-03-02 | 2010-09-10 | Massachusetts Institute Of Technology | Methods and systems for treatment and/or diagnosis |
| WO2010107909A2 (en) | 2009-03-17 | 2010-09-23 | The Johns Hopkins University | Methods and compositions for the detection of cancer |
| CA3257131A1 (en) | 2009-03-19 | 2025-04-15 | The Johns Hopkins University | PSMA-TARGETING COMPOUNDS AND RELATED USES |
| US10717750B2 (en) | 2009-03-19 | 2020-07-21 | The Johns Hopkins University | 68Ga-labeled NOTA-chelated PSMA-targeted imaging and therapeutic agents |
| US9757084B2 (en) | 2011-12-22 | 2017-09-12 | The Johns Hopkins University | Method and system for administering radiopharmaceutical therapy (RPT) |
| CA2769444A1 (en) | 2009-05-19 | 2010-11-25 | Aic Blab Company | Composite current collector and methods therefor |
| AU2010260195B2 (en) | 2009-06-15 | 2014-11-20 | Molecular Insight Pharmaceuticals, Inc. | Process for production of heterodimers of glutamic acid |
| CN104857534A (zh) | 2009-07-31 | 2015-08-26 | 恩多塞特公司 | 叶酸盐靶向的诊断和治疗 |
| US8394922B2 (en) | 2009-08-03 | 2013-03-12 | Medarex, Inc. | Antiproliferative compounds, conjugates thereof, methods therefor, and uses thereof |
| WO2011031517A1 (en) | 2009-08-27 | 2011-03-17 | Nuclea Biotechnologies, LLC | Method and assay for determining fas expression |
| AU2010325969B2 (en) | 2009-12-02 | 2016-10-20 | Imaginab, Inc. | J591 minibodies and cys-diabodies for targeting human prostate specific membrane antigen |
| CN102811743B (zh) | 2009-12-11 | 2015-11-25 | 佰恩德治疗股份有限公司 | 冻干治疗颗粒的稳定制剂 |
| EP2531029B1 (en) | 2010-02-04 | 2016-10-19 | Radius Health, Inc. | Selective androgen receptor modulators |
| US9951324B2 (en) | 2010-02-25 | 2018-04-24 | Purdue Research Foundation | PSMA binding ligand-linker conjugates and methods for using |
| CA2790577A1 (en) | 2010-02-25 | 2011-09-01 | Purdue Research Foundation | Psma binding ligand-linker conjugates and methods for using |
| WO2011109422A2 (en) | 2010-03-02 | 2011-09-09 | The United States Of America, Represented By The Secretary, Department Of Health And Human Services | Compositions and methods for the treatment of cancer |
| JP2010159277A (ja) | 2010-03-04 | 2010-07-22 | Sumitomo Chemical Co Ltd | 有害生物防除組成物及び有害生物の防除方法 |
| EP2371864A1 (en) | 2010-03-23 | 2011-10-05 | Ganymed Pharmaceuticals AG | Monoclonal antibodies for treatment of cancer |
| WO2011127210A1 (en) | 2010-04-06 | 2011-10-13 | Massachusetts Institute Of Technology | Targeted delivery of nucleic acids |
| TWI540136B (zh) | 2010-04-15 | 2016-07-01 | 梅迪繆思有限公司 | 吡咯并苯并二氮呯及其共軛物 |
| EP2566544B1 (en) | 2010-05-05 | 2016-04-20 | Safety Syringes, Inc. | Needle based helical coil safety device |
| CN101863924B (zh) | 2010-05-17 | 2012-06-27 | 北京师范大学 | 99mTc标记肼基烟酰胺基-二氧辛酰-叶酸配合物及制备方法 |
| US20130302409A1 (en) | 2010-07-16 | 2013-11-14 | Yale University | Methods and compositions for cancer immunotherapy |
| WO2012012710A2 (en) | 2010-07-22 | 2012-01-26 | The Johns Hopkins University | Radiation sensitization agents for prostate cancer |
| US9580474B2 (en) | 2010-09-08 | 2017-02-28 | The Johns Hopkins University | Polyionic papilloma virus-like particle (VLP) vaccines |
| KR101236142B1 (ko) | 2010-09-30 | 2013-02-21 | 경북대학교 산학협력단 | 가돌리늄 착물을 함유하는 mri조영제 |
| US9687572B2 (en) | 2010-12-06 | 2017-06-27 | Molecular Insight Pharmaceuticals, Inc. | PSMA-targeted dendrimers |
| CN103561773A (zh) | 2011-03-31 | 2014-02-05 | 约翰霍普金斯大学 | 治疗诊断显像剂和使用方法 |
| AU2012236068A1 (en) | 2011-04-01 | 2013-10-17 | Eureka Therapeutics, Inc. | T cell receptor-like antibodies specific for a WT1 peptide presented by HLA-A2 |
| ES2541295T3 (es) | 2011-04-21 | 2015-07-17 | Orion Corporation | Carboxamidas que modulan el receptor de andrógenos |
| US9180214B1 (en) | 2011-04-22 | 2015-11-10 | Stc.Unm | Gonadotropin-releasing hormone receptor-targeting peptides and their use to treat and diagnose cancer |
| WO2012154511A2 (en) | 2011-05-06 | 2012-11-15 | The Johns Hopkins University | Method and device for statistical tissue sampling using microdevices |
| US20140308363A1 (en) | 2011-05-31 | 2014-10-16 | Bind Therapeutics, Inc. | Drug loaded polymeric nanoparticles and methods of making and using same |
| PL2721039T3 (pl) * | 2011-06-15 | 2018-06-29 | Cancer Targeted Technology Llc | Chelatowane inhibitory PSMA |
| WO2013028664A1 (en) | 2011-08-22 | 2013-02-28 | Siemens Medical Solutions Usa, Inc. | Psma imaging agents |
| US9034318B2 (en) | 2011-08-30 | 2015-05-19 | The Regents Of The University Of Colorado, A Body Corporate | Chemically modified cystathionine beta-synthase enzyme for treatment of homocystinuria |
| WO2013060793A1 (en) * | 2011-10-25 | 2013-05-02 | Technische Universität München | Bifunctional ligands for radiometals |
| WO2013070457A2 (en) | 2011-11-01 | 2013-05-16 | The Johns Hopkins University | Method and device for endoscopic abrasion |
| CN113149921B (zh) | 2011-11-30 | 2024-11-29 | 约翰霍普金斯大学 | 前列腺特异性膜抗原(psma)的同源多价抑制剂和异源多价抑制剂以及其用途 |
| AU2013207486A1 (en) | 2012-01-06 | 2014-08-21 | Molecular Insight Pharmaceuticals | Metal complexes of poly(carboxyl)amine-containing ligands having an affinity for carbonic anhydrase IX |
| US9629918B2 (en) | 2012-02-29 | 2017-04-25 | Purdue Research Foundation | Folate receptor alpha binding ligands |
| US9498546B2 (en) | 2012-03-14 | 2016-11-22 | The Johns Hopkins University | Synthesis and application of novel imaging agents conjugated to DPA 713 analogs for imaging inflammation |
| WO2013166110A1 (en) | 2012-05-02 | 2013-11-07 | Yale University | Tlr-agonist-conjugated antibody recruiting molecules (tlr_arms) |
| SG11201407875UA (en) | 2012-06-08 | 2014-12-30 | Aduro Biotech | Compostions and methods for cancer immunotherapy |
| PT2877599T (pt) | 2012-07-27 | 2020-01-24 | Aragon Pharmaceuticals Inc | Métodos e composições para determinar a resistência à terapia de recetor de androgénio |
| EP2908818A4 (en) | 2012-10-16 | 2016-07-13 | Endocyte Inc | CONJUGATES OF DRUG DELIVERY CONTAINING ARTIFICIAL AMINO ACIDS AND METHODS OF USE |
| US20140107316A1 (en) | 2012-10-16 | 2014-04-17 | Endocyte, Inc. | Drug delivery conjugates containing unnatural amino acids and methods for using |
| US20140113322A1 (en) | 2012-10-22 | 2014-04-24 | The Johns Hopkins University | Supramolecular nanobeacon imaging agents as protease sensors |
| US9180203B2 (en) | 2012-10-23 | 2015-11-10 | The Johns Hopkins University | Self-assembling drug amphiphiles and methods for synthesis and use |
| US9636413B2 (en) | 2012-11-15 | 2017-05-02 | Endocyte, Inc. | Conjugates for treating diseases caused by PSMA expressing cells |
| US20140154702A1 (en) | 2012-11-30 | 2014-06-05 | Endocyte, Inc. | Methods For Treating Cancer Using Combination Therapies |
| KR102002826B1 (ko) | 2012-12-04 | 2019-07-23 | 삼성전자 주식회사 | 저장 장치, 플래시 메모리 및 저장 장치의 동작 방법 |
| EA032986B1 (ru) | 2012-12-21 | 2019-08-30 | Медимьюн Лимитед | Пирролобензодиазепины |
| SG11201504235UA (en) | 2012-12-28 | 2015-07-30 | Blend Therapeutics Inc | Targeted conjugates encapsulated in particles and formulations thereof |
| PL2943227T3 (pl) | 2013-01-14 | 2018-02-28 | Molecular Insight Pharmaceuticals, Inc. | Triazynowe radiofarmaceutyki i środki do obrazowania radiologicznego |
| EP2958596B1 (en) | 2013-02-15 | 2019-12-04 | Case Western Reserve University | Psma ligands and uses thereof |
| US10207005B2 (en) | 2013-02-15 | 2019-02-19 | Case Western Reserve University | Photodynamic therapy composition |
| US20140249315A1 (en) | 2013-03-01 | 2014-09-04 | Endocyte, Inc. | Processes for preparing tubulysins |
| US9255262B2 (en) | 2013-03-06 | 2016-02-09 | Vision Global Holdings Ltd. | Albumin-binding arginine deminase and the use thereof |
| US9567402B2 (en) | 2013-03-14 | 2017-02-14 | The Regents Of The University Of California | Internalizing human monoclonal antibodies targeting prostate and other cancer cells |
| US10434194B2 (en) | 2013-06-20 | 2019-10-08 | Case Western Reserve University | PSMA targeted nanobubbles for diagnostic and therapeutic applications |
| ES2865473T3 (es) | 2013-07-10 | 2021-10-15 | Sutro Biopharma Inc | Anticuerpos que comprenden múltiples residuos de aminoácidos no naturales sitio-específicos, métodos para su preparación y métodos de uso |
| JP5817799B2 (ja) | 2013-10-10 | 2015-11-18 | ダイキン工業株式会社 | 空気調和機 |
| US10010624B2 (en) | 2013-10-11 | 2018-07-03 | Medimmune Limited | Pyrrolobenzodiazepine-antibody conjugates |
| WO2015057692A1 (en) | 2013-10-14 | 2015-04-23 | The Johns Hopkins University | Prostate-specific membrane antigen-targeted photosensitizers for photodynamic therapy |
| US10406246B2 (en) | 2013-10-17 | 2019-09-10 | Deutsches Kresbsforschungszentrum | Double-labeled probe for molecular imaging and use thereof |
| US20150110814A1 (en) | 2013-10-18 | 2015-04-23 | Psma Development Company, Llc | Combination therapies with psma ligand conjugates |
| AU2014336638C1 (en) * | 2013-10-18 | 2020-09-17 | Novartis Ag | Labeled inhibitors of prostate specific membrane antigen (PSMA), their use as imaging agents and pharmaceutical agents for the treatment of prostate cancer |
| US20150110716A1 (en) | 2013-10-18 | 2015-04-23 | Molecular Insight Pharmaceuticals, Inc. | Methods of using spect/ct analysis for staging cancer |
| EP4541378A3 (en) | 2013-11-14 | 2025-07-30 | Endocyte, Inc. | Compounds for positron emission tomography |
| ITAN20130219A1 (it) | 2013-11-21 | 2015-05-22 | Gianluca Valentini | Farmaco anti-cancro, comprendente un radioisotopo del rame |
| AR098523A1 (es) | 2013-11-25 | 2016-06-01 | Oxford Biotherapeutics Ltd | Anticuerpos dirigidos contra matriptasa y composiciones relacionadas |
| US9346846B1 (en) | 2013-12-02 | 2016-05-24 | Yale University | Anti-cancer compounds and methods for treating cancer |
| JP6595479B2 (ja) | 2013-12-18 | 2019-10-23 | コーニンクレッカ フィリップス エヌ ヴェ | 心臓特性または呼吸特性に基づき睡眠除波活動をエンハンスするシステム及び方法 |
| WO2015143029A1 (en) | 2014-03-18 | 2015-09-24 | The Johns Hopkins University | Psma-based molecular-genetic reporter system |
| CN111285918B (zh) | 2014-05-06 | 2024-05-31 | 约翰霍普金斯大学 | 用于psma靶向的成像和放射疗法的金属/放射性金属标记的psma抑制物 |
| EP2944635B1 (en) | 2014-05-15 | 2018-11-28 | Council of Scientific & Industrial Research | Pyrazole linked benzimidazole conjugates and a process for preparation thereof |
| US9814759B2 (en) | 2014-07-02 | 2017-11-14 | Cheer Global Ltd. | Pharmaceutical composition comprising recombinant hemoglobin protein or subunit-based therapeutic agent for cancer targeting treatment |
| PL3177632T3 (pl) | 2014-08-06 | 2022-06-13 | The Johns Hopkins University | Proleki inhibitora antygenu błony swoistego dla stercza (PSMA) |
| EP3177298A4 (en) | 2014-08-06 | 2018-04-11 | The Johns Hopkins University | Methods for treating inflammatory bowel disease using prostate specific membrane antigen (psma) inhibitors |
| WO2016030329A1 (en) | 2014-08-24 | 2016-03-03 | MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V. | Method for the production of 18f-labeled active esters and their application exemplified by the preparation of a psma-specific pet-tracer |
| EP2993171A1 (en) | 2014-09-04 | 2016-03-09 | Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V. | Method for the production of 18F-labeled PSMA-specific PET-tracers |
| US11345956B2 (en) | 2014-08-25 | 2022-05-31 | The Johns Hopkins University | Methods and compositions related to prostate cancer therapeutics |
| WO2016040179A1 (en) | 2014-09-08 | 2016-03-17 | Molecular Insight Pharmaceuticals, Inc. | Organ protection in psma-targeted radionuclide therapy of prostate cancer |
| WO2016062370A1 (en) | 2014-10-20 | 2016-04-28 | Deutsches Krebsforschungszentrum | 18f-tagged inhibitors of prostate specific membrane antigen (psma), their use as imaging agents and pharmaceutical agents for the treatment of prostate cancer |
| WO2016065142A2 (en) | 2014-10-22 | 2016-04-28 | The Johns Hopkins University | New scaffolds and multifunctional intermediates for imaging psma and cancer therapy |
| EP3220900B1 (en) | 2014-11-21 | 2020-09-23 | University of Maryland, Baltimore | Targeted structure-specific particulate delivery systems |
| KR101698654B1 (ko) | 2014-12-24 | 2017-01-20 | 포항공과대학교 산학협력단 | En2에 특이적으로 결합하는 dna 압타머 및 이의 용도 |
| WO2016115445A1 (en) | 2015-01-16 | 2016-07-21 | The Johns Hopkins University | Synthetic enhancement of the t-cell armamentarium as an anti-cancer therapy |
| US10596226B2 (en) | 2015-01-16 | 2020-03-24 | The Johns Hopkins University | Albumin-proaerolysin prodrugs |
| MA44378A (fr) | 2015-04-13 | 2019-01-23 | Aduro Biotech Inc | Protéines de fusion immunogènes pour le traitement du cancer |
| CN108473957B (zh) | 2015-04-17 | 2024-07-16 | 诺华股份有限公司 | 改善嵌合抗原受体表达细胞的功效和扩增的方法 |
| US9808538B2 (en) | 2015-09-09 | 2017-11-07 | On Target Laboratories, LLC | PSMA-targeted NIR dyes and their uses |
| KR101639599B1 (ko) | 2015-11-09 | 2016-07-14 | 서울대학교산학협력단 | 펩타이드 싸이오우레아 유도체, 이를 포함하는 방사성 동위원소 표지 화합물 및 이를 유효 성분으로 함유하는 전립선암 치료 또는 진단용 약학적 조성물 |
| FR3043970B1 (fr) | 2015-11-25 | 2019-06-21 | Medtech Sa | Systeme mecanique de stabilisation au sol pour vehicules a roulettes |
| US10688200B2 (en) | 2015-12-31 | 2020-06-23 | Five Eleven Pharma Inc. | Urea-based prostate specific membrane antigen (PSMA) inhibitors for imaging and therapy |
| CN110199195B (zh) | 2016-09-09 | 2022-08-30 | 目标实验室有限责任公司 | Psma靶向的nir染料及其用途 |
| EP3609544B1 (en) | 2017-04-11 | 2025-04-09 | The Johns Hopkins University | Prodrugs of 2-pmpa for healthy tissue protection during psma-targeted cancer imaging or radiotherapy |
| PL3498308T3 (pl) | 2017-12-13 | 2025-03-31 | Sciencons AS | Kompleks zawierający związek celujący w PSMA połączony z radionuklidem ołowiu lub toru |
| CA3090812A1 (en) | 2018-02-22 | 2019-08-29 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Chemical conjugates of evans blue derivatives and their use as radiotherapy and imaging agents for targeting prostate cancer |
| EP3810282A1 (en) | 2018-06-21 | 2021-04-28 | Regeneron Pharmaceuticals, Inc. | Bispecific anti-psma x anti-cd28 antibodies and uses thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2013022797A1 (en) * | 2011-08-05 | 2013-02-14 | Molecular Insight Pharmaceuticals | Radiolabeled prostate specific membrane antigen inhibitors |
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