JP2016535058A5 - - Google Patents
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- JP2016535058A5 JP2016535058A5 JP2016533388A JP2016533388A JP2016535058A5 JP 2016535058 A5 JP2016535058 A5 JP 2016535058A5 JP 2016533388 A JP2016533388 A JP 2016533388A JP 2016533388 A JP2016533388 A JP 2016533388A JP 2016535058 A5 JP2016535058 A5 JP 2016535058A5
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- JP
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- Prior art keywords
- pharmaceutical composition
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- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims description 28
- 229920000768 polyamine Polymers 0.000 claims description 27
- 235000001014 amino acid Nutrition 0.000 claims description 19
- 229940024606 amino acid Drugs 0.000 claims description 19
- 150000001413 amino acids Chemical class 0.000 claims description 19
- 229920001223 polyethylene glycol Polymers 0.000 claims description 16
- 239000012528 membrane Substances 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 11
- 102000006495 integrins Human genes 0.000 claims description 9
- 108010044426 integrins Proteins 0.000 claims description 9
- 230000002209 hydrophobic effect Effects 0.000 claims description 8
- 239000002202 Polyethylene glycol Substances 0.000 claims description 7
- 108091030071 RNAI Proteins 0.000 claims description 7
- 230000009368 gene silencing by RNA Effects 0.000 claims description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 4
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 4
- 238000001727 in vivo Methods 0.000 claims description 4
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 claims description 3
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 3
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims description 3
- RHGKLRLOHDJJDR-BYPYZUCNSA-N L-citrulline Chemical compound NC(=O)NCCC[C@H]([NH3+])C([O-])=O RHGKLRLOHDJJDR-BYPYZUCNSA-N 0.000 claims description 3
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims description 3
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims description 3
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims description 3
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims description 3
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 3
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims description 3
- RHGKLRLOHDJJDR-UHFFFAOYSA-N Ndelta-carbamoyl-DL-ornithine Natural products OC(=O)C(N)CCCNC(N)=O RHGKLRLOHDJJDR-UHFFFAOYSA-N 0.000 claims description 3
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims description 3
- 239000004473 Threonine Substances 0.000 claims description 3
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 3
- 235000004279 alanine Nutrition 0.000 claims description 3
- 229960001230 asparagine Drugs 0.000 claims description 3
- 235000009582 asparagine Nutrition 0.000 claims description 3
- 235000013477 citrulline Nutrition 0.000 claims description 3
- 229960002173 citrulline Drugs 0.000 claims description 3
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 3
- 235000004554 glutamine Nutrition 0.000 claims description 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 claims description 3
- 229960000310 isoleucine Drugs 0.000 claims description 3
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims description 3
- 230000003278 mimic effect Effects 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims description 3
- 229960002898 threonine Drugs 0.000 claims description 3
- 235000008521 threonine Nutrition 0.000 claims description 3
- 210000004881 tumor cell Anatomy 0.000 claims description 3
- 239000004474 valine Substances 0.000 claims description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 2
- SCCPDJAQCXWPTF-UHFFFAOYSA-N Glycyl-Aspartate Chemical compound NCC(=O)NC(C(O)=O)CC(O)=O SCCPDJAQCXWPTF-UHFFFAOYSA-N 0.000 claims description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical group NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 2
- 125000005587 carbonate group Chemical group 0.000 claims description 2
- 230000002441 reversible effect Effects 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 12
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims 2
- 229960002743 glutamine Drugs 0.000 claims 2
- 125000005647 linker group Chemical group 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000003446 ligand Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 108010016626 Dipeptides Proteins 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 101000629400 Homo sapiens Mesoderm-specific transcript homolog protein Proteins 0.000 description 2
- 102100026821 Mesoderm-specific transcript homolog protein Human genes 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- KOUZWQLNUJWNIA-UHFFFAOYSA-N 2-hydrazinylpyridine-3-carboxamide Chemical compound NNC1=NC=CC=C1C(N)=O KOUZWQLNUJWNIA-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 238000010976 amide bond formation reaction Methods 0.000 description 1
- -1 aryl aldehydes Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361863056P | 2013-08-07 | 2013-08-07 | |
| US61/863,056 | 2013-08-07 | ||
| US14/452,626 US9487556B2 (en) | 2013-08-07 | 2014-08-06 | Polyconjugates for delivery of RNAi triggers to tumor cells in vivo |
| PCT/US2014/049851 WO2015021092A1 (en) | 2013-08-07 | 2014-08-06 | Polyconjugates for delivery of rnai triggers to tumor cells in vivo |
| US14/452,626 | 2014-08-06 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016535058A JP2016535058A (ja) | 2016-11-10 |
| JP2016535058A5 true JP2016535058A5 (OSRAM) | 2016-12-22 |
| JP6433001B2 JP6433001B2 (ja) | 2018-12-05 |
Family
ID=52449177
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016533388A Active JP6433001B2 (ja) | 2013-08-07 | 2014-08-06 | 腫瘍細胞へのＲＮＡｉトリガーのインビボ送達のためのポリ結合体 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US9487556B2 (OSRAM) |
| EP (1) | EP3030244B1 (OSRAM) |
| JP (1) | JP6433001B2 (OSRAM) |
| KR (1) | KR20160035081A (OSRAM) |
| CN (1) | CN105451743B (OSRAM) |
| AU (1) | AU2014306021B2 (OSRAM) |
| CA (1) | CA2919088A1 (OSRAM) |
| EA (1) | EA201690051A1 (OSRAM) |
| IL (1) | IL243941B (OSRAM) |
| MX (1) | MX2016001006A (OSRAM) |
| SG (1) | SG11201600379TA (OSRAM) |
| TW (1) | TWI685347B (OSRAM) |
| WO (1) | WO2015021092A1 (OSRAM) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20160035081A (ko) * | 2013-08-07 | 2016-03-30 | 애로우헤드 리서치 코오포레이션 | 생체 내에서 RNAi 유발제를 종양 세포로 전달하기 위한 폴리콘주게이트 |
| WO2016149331A2 (en) * | 2015-03-17 | 2016-09-22 | Arrowhead Research Corporation | Compositions and methods for inhibiting gene expression of factor xii |
| JP6773677B2 (ja) | 2015-03-17 | 2020-10-21 | アローヘッド ファーマシューティカルズ インコーポレイテッド | 改善されたジスルフィド含有アルキン連結剤 |
| TWI761305B (zh) | 2015-05-29 | 2022-04-21 | 美商愛羅海德製藥公司 | 抑制Ｈｉｆ２α基因表現之組合物及方法 |
| CN107614002B (zh) | 2015-05-29 | 2022-01-04 | 箭头药业股份有限公司 | 生物学可切割四肽连接剂 |
| RU2018126365A (ru) * | 2015-12-29 | 2020-01-30 | Гальдерма С.А. | Способ расщепления амидных связей |
| EP3252082A1 (en) * | 2016-05-31 | 2017-12-06 | Galderma S.A. | Method for deacetylation of biopolymers |
| PT3623390T (pt) * | 2016-05-31 | 2023-10-27 | Galderma Sa | Reticulador de hidrato de carbono |
| CN118652192A (zh) | 2017-05-24 | 2024-09-17 | 德克萨斯州大学系统董事会 | 用于抗体药物缀合物的接头 |
| IL309955A (en) | 2018-04-27 | 2024-03-01 | Arrowhead Pharmaceuticals Inc | Integrin-targeting ligands and their uses |
| CA3120580A1 (en) | 2019-01-09 | 2020-07-16 | Arrowhead Pharmaceuticals, Inc. | Rnai agents for inhibiting expression of hif-2 alpha (epas1), compositions thereof, and methods of use |
| CN110240551B (zh) * | 2019-06-25 | 2022-02-11 | 成都郑源生化科技有限公司 | Fmoc-β-Ala-Gly-OH的制备方法 |
| JP7730323B2 (ja) | 2019-12-02 | 2025-08-27 | ガルデルマ ホールディング エスエー | 高分子量美容組成物 |
| CN113004515B (zh) * | 2021-03-02 | 2023-02-24 | 厦门大学附属中山医院 | 一种仿透明质酸聚氨基酸衍生物、其制备方法及其应用 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU702487B2 (en) * | 1995-08-30 | 1999-02-25 | G.D. Searle & Co. | Meta-guanidine, urea, thiourea or azacyclic amino benzoic acid derivatives as integrin antagonists |
| ES2162676T3 (es) | 1996-03-29 | 2002-01-01 | Searle & Co | Derivados de fenileno sustituidos en meta y su uso como antagonistas o inhibidores de integrina alfav,beta3. |
| EP0927045B1 (en) * | 1996-09-10 | 2005-12-14 | The Burnham Institute | Tumor homing molecules, conjugates derived therefrom, and methods of using same |
| AU6067098A (en) | 1997-04-07 | 1998-10-08 | Cfpi Nufarm | Preparation process for 3,4-disubstituted dinitroanilines |
| AU2002337954C1 (en) * | 2001-10-22 | 2008-10-23 | The Scripps Research Institute | Integrin targeting compounds |
| JP2004261024A (ja) * | 2003-02-28 | 2004-09-24 | Japan Science & Technology Agency | ペプチド修飾多糖類を用いる遺伝子治療剤 |
| AU2004227414A1 (en) * | 2003-04-03 | 2004-10-21 | Alnylam Pharmaceuticals | iRNA conjugates |
| WO2005089287A2 (en) | 2004-03-15 | 2005-09-29 | City Of Hope | Methods and compositions for the specific inhibition of gene expression by double-stranded rna |
| JP2008519053A (ja) * | 2004-11-04 | 2008-06-05 | アンディーノ，ラウル | 小さい干渉ＲＮＡ（ｓｉＲＮＡ）のポリアミン共役体の合成及びそれによって形成された共役体 |
| CA2604441A1 (en) * | 2005-04-12 | 2006-10-19 | Intradigm Corporation | Composition and methods of rnai therapeutics for treatment of cancer and other neovascularization diseases |
| US8017109B2 (en) | 2006-08-18 | 2011-09-13 | Roche Madison Inc. | Endosomolytic poly(acrylate) polymers |
| WO2008022309A2 (en) | 2006-08-18 | 2008-02-21 | F. Hoffmann-La Roche Ag | Polyconjugates for in vivo delivery of polynucleotides |
| BRPI0716823A2 (pt) * | 2006-09-15 | 2015-05-26 | Enzon Pharmaceuticals Inc | Conjunto poliméricos contendo porções positivamente carregadas |
| WO2008045252A2 (en) * | 2006-10-04 | 2008-04-17 | The Board Of Trustees Of The Leland Stanford Junior University | Engineered integrin binding peptides |
| AU2009336191B2 (en) | 2008-12-18 | 2017-08-24 | Novo Nordisk A/S | Extended dicer substrate agents and methods for the specific inhibition of gene expression |
| WO2010093788A2 (en) | 2009-02-11 | 2010-08-19 | Dicerna Pharmaceuticals, Inc. | Multiplex dicer substrate rna interference molecules having joining sequences |
| RS54578B1 (sr) | 2010-02-24 | 2016-06-30 | Arrowhead Research Corporation | Preparati za ciljano dopremanje sirnk |
| US8501930B2 (en) * | 2010-12-17 | 2013-08-06 | Arrowhead Madison Inc. | Peptide-based in vivo siRNA delivery system |
| CA2816041C (en) * | 2010-12-29 | 2019-01-08 | Arrowhead Research Corporation | In vivo polynucleotide delivery conjugates having enzyme sensitive linkages |
| CN103282503B (zh) * | 2010-12-29 | 2015-12-02 | 弗·哈夫曼-拉罗切有限公司 | 用于细胞内递送核酸的小分子缀合物 |
| CN104024328A (zh) | 2011-08-26 | 2014-09-03 | 箭头研究公司 | 用于体内核酸递送的聚(乙烯基酯)聚合物 |
| MX2014008373A (es) * | 2012-01-27 | 2014-09-26 | Hoffmann La Roche | Conjugados antagonistas de integrina para suministro dirigido a celulas que expresan alfa-v-beta-3. |
| KR20140120316A (ko) | 2012-01-27 | 2014-10-13 | 에프. 호프만-라 로슈 아게 | 표적화된 전달을 위한 소분자 인테그린 안타고니스트와 공유 결합된 키토산 |
| BR112014004528A2 (pt) | 2012-04-18 | 2019-09-24 | Arrowhead Res Corp | polímeros de poli(acrilato) para entrega de ácido nucleico in vivo |
| KR20160035081A (ko) * | 2013-08-07 | 2016-03-30 | 애로우헤드 리서치 코오포레이션 | 생체 내에서 RNAi 유발제를 종양 세포로 전달하기 위한 폴리콘주게이트 |
-
2014
- 2014-08-06 KR KR1020167005887A patent/KR20160035081A/ko not_active Withdrawn
- 2014-08-06 SG SG11201600379TA patent/SG11201600379TA/en unknown
- 2014-08-06 US US14/452,626 patent/US9487556B2/en active Active
- 2014-08-06 MX MX2016001006A patent/MX2016001006A/es unknown
- 2014-08-06 CN CN201480044362.9A patent/CN105451743B/zh active Active
- 2014-08-06 EP EP14834389.0A patent/EP3030244B1/en active Active
- 2014-08-06 CA CA2919088A patent/CA2919088A1/en not_active Abandoned
- 2014-08-06 AU AU2014306021A patent/AU2014306021B2/en not_active Ceased
- 2014-08-06 JP JP2016533388A patent/JP6433001B2/ja active Active
- 2014-08-06 WO PCT/US2014/049851 patent/WO2015021092A1/en not_active Ceased
- 2014-08-06 EA EA201690051A patent/EA201690051A1/ru unknown
- 2014-08-07 TW TW103127144A patent/TWI685347B/zh not_active IP Right Cessation
-
2016
- 2016-02-03 IL IL243941A patent/IL243941B/en active IP Right Grant
- 2016-09-28 US US15/278,518 patent/US20170022497A1/en not_active Abandoned
-
2018
- 2018-11-13 US US16/189,550 patent/US20190062748A1/en not_active Abandoned
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