JPWO2020205409A5 - - Google Patents
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- JPWO2020205409A5 JPWO2020205409A5 JP2021559232A JP2021559232A JPWO2020205409A5 JP WO2020205409 A5 JPWO2020205409 A5 JP WO2020205409A5 JP 2021559232 A JP2021559232 A JP 2021559232A JP 2021559232 A JP2021559232 A JP 2021559232A JP WO2020205409 A5 JPWO2020205409 A5 JP WO2020205409A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- anion
- cation
- ionic liquid
- acid
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 claims 24
- 150000001450 anions Chemical class 0.000 claims 18
- 150000001768 cations Chemical class 0.000 claims 13
- GJWSUKYXUMVMGX-UHFFFAOYSA-N citronellic acid Chemical compound OC(=O)CC(C)CCC=C(C)C GJWSUKYXUMVMGX-UHFFFAOYSA-N 0.000 claims 13
- 239000002608 ionic liquid Substances 0.000 claims 11
- 229930008398 Citronellate Natural products 0.000 claims 7
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims 7
- 229960001231 choline Drugs 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 6
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims 2
- 239000002775 capsule Substances 0.000 claims 2
- ZHYZQXUYZJNEHD-VQHVLOKHSA-M geranate Chemical compound CC(C)=CCC\C(C)=C\C([O-])=O ZHYZQXUYZJNEHD-VQHVLOKHSA-M 0.000 claims 2
- ZHYZQXUYZJNEHD-VQHVLOKHSA-N geranic acid Chemical compound CC(C)=CCC\C(C)=C\C(O)=O ZHYZQXUYZJNEHD-VQHVLOKHSA-N 0.000 claims 2
- 229930008392 geranic acid Natural products 0.000 claims 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 2
- ZHYZQXUYZJNEHD-UHFFFAOYSA-N trans-geranic acid Natural products CC(C)=CCCC(C)=CC(O)=O ZHYZQXUYZJNEHD-UHFFFAOYSA-N 0.000 claims 2
- XUFXOAAUWZOOIT-SXARVLRPSA-N (2R,3R,4R,5S,6R)-5-[[(2R,3R,4R,5S,6R)-5-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]-2-oxanyl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6-(hydroxymethyl)oxane-2,3,4-triol Chemical compound O([C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H]([C@H]([C@H](O)[C@H]1O)N[C@@H]1[C@@H]([C@@H](O)[C@H](O)C(CO)=C1)O)C)[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O XUFXOAAUWZOOIT-SXARVLRPSA-N 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 102400000322 Glucagon-like peptide 1 Human genes 0.000 claims 1
- 102000004877 Insulin Human genes 0.000 claims 1
- 108090001061 Insulin Proteins 0.000 claims 1
- 239000002144 L01XE18 - Ruxolitinib Substances 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000025865 Ulcer Diseases 0.000 claims 1
- 229960002632 acarbose Drugs 0.000 claims 1
- XUFXOAAUWZOOIT-UHFFFAOYSA-N acarviostatin I01 Natural products OC1C(O)C(NC2C(C(O)C(O)C(CO)=C2)O)C(C)OC1OC(C(C1O)O)C(CO)OC1OC1C(CO)OC(O)C(O)C1O XUFXOAAUWZOOIT-UHFFFAOYSA-N 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 230000037396 body weight Effects 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000004761 fibrosis Effects 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229940125396 insulin Drugs 0.000 claims 1
- 230000002601 intratumoral effect Effects 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 238000005016 nuclear Overhauser enhanced spectroscopy Methods 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 claims 1
- -1 octenoate Chemical compound 0.000 claims 1
- 229920001184 polypeptide Polymers 0.000 claims 1
- 102000004196 processed proteins & peptides Human genes 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- HFNKQEVNSGCOJV-OAHLLOKOSA-N ruxolitinib Chemical compound C1([C@@H](CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCCC1 HFNKQEVNSGCOJV-OAHLLOKOSA-N 0.000 claims 1
- 229960000215 ruxolitinib Drugs 0.000 claims 1
- 238000007920 subcutaneous administration Methods 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 231100000397 ulcer Toxicity 0.000 claims 1
- 230000004584 weight gain Effects 0.000 claims 1
- 235000019786 weight gain Nutrition 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2025010421A JP2025069232A (ja) | 2019-04-03 | 2025-01-24 | 薬物送達のためのイオン液体 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201962828539P | 2019-04-03 | 2019-04-03 | |
| US62/828,539 | 2019-04-03 | ||
| PCT/US2020/024866 WO2020205409A1 (en) | 2019-04-03 | 2020-03-26 | Ionic liquids for drug delivery |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025010421A Division JP2025069232A (ja) | 2019-04-03 | 2025-01-24 | 薬物送達のためのイオン液体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2022527825A JP2022527825A (ja) | 2022-06-06 |
| JP2022527825A5 JP2022527825A5 (https=) | 2023-03-27 |
| JPWO2020205409A5 true JPWO2020205409A5 (https=) | 2023-03-27 |
Family
ID=70334107
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021559232A Pending JP2022527825A (ja) | 2019-04-03 | 2020-03-26 | 薬物送達のためのイオン液体 |
| JP2025010421A Pending JP2025069232A (ja) | 2019-04-03 | 2025-01-24 | 薬物送達のためのイオン液体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025010421A Pending JP2025069232A (ja) | 2019-04-03 | 2025-01-24 | 薬物送達のためのイオン液体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20220257767A1 (https=) |
| EP (1) | EP3946261A1 (https=) |
| JP (2) | JP2022527825A (https=) |
| KR (1) | KR20220004066A (https=) |
| CN (1) | CN113939273A (https=) |
| WO (1) | WO2020205409A1 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021102084A1 (en) * | 2019-11-22 | 2021-05-27 | President And Fellows Of Harvard College | Ionic liquids for drug delivery |
| AU2021336289A1 (en) * | 2020-09-01 | 2023-05-04 | I2O Therapeutics, Inc. | Ionic liquid formulations for treating diabetes |
| CN112250588B (zh) * | 2020-11-06 | 2023-03-31 | 哈尔滨工业大学(深圳) | 一种左旋肉碱离子液体及其制备方法、应用 |
| JP2024518169A (ja) * | 2021-05-05 | 2024-04-25 | アイ2オー セラピューティクス,インク. | 炎症性疾患および自己免疫疾患を処置するためのイオン性液体製剤 |
| US12005134B2 (en) | 2021-06-30 | 2024-06-11 | Abe Pharmaceutical | Composition for stimulating facial hair growth and methods of manufacturing a composition for stimulating facial hair growth |
| CN118382429A (zh) | 2021-10-08 | 2024-07-23 | 哈佛大学校长及研究员协会 | 用于药物递送的离子液体 |
| EP4429704A4 (en) | 2021-11-10 | 2025-11-05 | I2O Therapeutics Inc | IONIC LIQUID COMPOSITIONS |
| US20230165806A1 (en) * | 2021-11-19 | 2023-06-01 | Board Of Regents, The University Of Texas System | Topical Therapy of Skin Fibrosis and Melanoma |
| CN114642733B (zh) * | 2022-03-02 | 2023-08-22 | 中山大学 | 一种治疗雄激素源性脱发的组合物及其制备方法 |
| US20260034075A1 (en) * | 2022-08-01 | 2026-02-05 | University Of Mississippi | Choline carboxylic acid based ionic liquids as antimicrobial agents |
| WO2025147130A1 (ko) * | 2024-01-03 | 2025-07-10 | 주식회사 바이온리퀴드 | 이온성 액체 또는 공융 용매를 이용한 신규 약물제형 |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3536809A (en) | 1969-02-17 | 1970-10-27 | Alza Corp | Medication method |
| US3598123A (en) | 1969-04-01 | 1971-08-10 | Alza Corp | Bandage for administering drugs |
| US3845770A (en) | 1972-06-05 | 1974-11-05 | Alza Corp | Osmatic dispensing device for releasing beneficial agent |
| US3916899A (en) | 1973-04-25 | 1975-11-04 | Alza Corp | Osmotic dispensing device with maximum and minimum sizes for the passageway |
| US4008719A (en) | 1976-02-02 | 1977-02-22 | Alza Corporation | Osmotic system having laminar arrangement for programming delivery of active agent |
| US4737462A (en) | 1982-10-19 | 1988-04-12 | Cetus Corporation | Structural genes, plasmids and transformed cells for producing cysteine depleted muteins of interferon-β |
| US4518584A (en) | 1983-04-15 | 1985-05-21 | Cetus Corporation | Human recombinant interleukin-2 muteins |
| IE58110B1 (en) | 1984-10-30 | 1993-07-14 | Elan Corp Plc | Controlled release powder and process for its preparation |
| US5073543A (en) | 1988-07-21 | 1991-12-17 | G. D. Searle & Co. | Controlled release formulations of trophic factors in ganglioside-lipsome vehicle |
| IT1229203B (it) | 1989-03-22 | 1991-07-25 | Bioresearch Spa | Impiego di acido 5 metiltetraidrofolico, di acido 5 formiltetraidrofolico e dei loro sali farmaceuticamente accettabili per la preparazione di composizioni farmaceutiche in forma a rilascio controllato attive nella terapia dei disturbi mentali organici e composizioni farmaceutiche relative. |
| US5120548A (en) | 1989-11-07 | 1992-06-09 | Merck & Co., Inc. | Swelling modulated polymeric drug delivery device |
| US5733566A (en) | 1990-05-15 | 1998-03-31 | Alkermes Controlled Therapeutics Inc. Ii | Controlled release of antiparasitic agents in animals |
| US5580578A (en) | 1992-01-27 | 1996-12-03 | Euro-Celtique, S.A. | Controlled release formulations coated with aqueous dispersions of acrylic polymers |
| AU701578B2 (en) | 1992-08-21 | 1999-02-04 | Vrije Universiteit Brussel | Immunoglobulins devoid of light chains |
| US5591767A (en) | 1993-01-25 | 1997-01-07 | Pharmetrix Corporation | Liquid reservoir transdermal patch for the administration of ketorolac |
| IT1270594B (it) | 1994-07-07 | 1997-05-07 | Recordati Chem Pharm | Composizione farmaceutica a rilascio controllato di moguisteina in sospensione liquida |
| US6365185B1 (en) | 1998-03-26 | 2002-04-02 | University Of Cincinnati | Self-destructing, controlled release peroral drug delivery system |
| US7943129B2 (en) | 2000-05-26 | 2011-05-17 | National Research Council Of Canada | Single-domain brain-targeting antibody fragments derived from llama antibodies |
| US8541472B2 (en) * | 2001-12-05 | 2013-09-24 | Aseptica, Inc. | Antiseptic compositions, methods and systems |
| MX2007010539A (es) * | 2005-02-28 | 2007-10-17 | Unilever Nv | Composicion cosmetica mejorada. |
| CA2658673A1 (en) | 2005-07-27 | 2008-02-01 | Gerald J. Prud'homme | Composition and method for prevention and treatment of type i and type ii diabetes |
| US20110092493A1 (en) * | 2008-09-24 | 2011-04-21 | Clark Levi | Dose-controlled transdermal promethazine compositions and methods of use |
| EP2512518A1 (en) | 2009-12-16 | 2012-10-24 | Novo Nordisk A/S | Glp-1 receptor agonist compounds with a modified n-terminus |
| CA2786953A1 (en) * | 2010-01-12 | 2011-07-21 | Florian Anders Foeger | Pharmaceutical compositions for oral administration of insulin peptides |
| US10449254B2 (en) * | 2013-11-03 | 2019-10-22 | The Regents Of The University Of California | Ionic liquids for transdermal drug delivery |
| KR20170052278A (ko) * | 2015-11-04 | 2017-05-12 | 주식회사 엘지생활건강 | 바이오필름 제거용 구강 조성물 |
| WO2017164627A2 (ko) * | 2016-03-21 | 2017-09-28 | 주식회사 엘지생활건강 | 바이오필름 억제 또는 제거용 조성물 |
| US10293080B2 (en) * | 2016-10-05 | 2019-05-21 | The Arizona Board Of Regents On Behalf Of Northern Arizona University | Ionic liquids that sterilize and prevent biofilm formation in skin wound healing devices |
| US11213497B2 (en) * | 2017-06-01 | 2022-01-04 | Arizona Board Of Regents On Behalf Of Northern Arizona University | Antibiofilm formulations |
| CN111918644A (zh) * | 2017-11-17 | 2020-11-10 | 哈佛大学校长及研究员协会 | 用于内部递送的离子液体 |
| EP3768240A4 (en) * | 2018-03-19 | 2021-12-22 | Cage Bio Inc. | COMPOSITIONS OF IONIC LIQUID FOR THE TREATMENT OF ROSACEA |
| US11464738B2 (en) * | 2018-05-11 | 2022-10-11 | Wisconsin Alumni Research Foundation | Ionic liquid-based nanoemulsion formulation for the efficient delivery of hydrophilic and hydrophobic therapeutic agents |
-
2020
- 2020-03-26 US US17/600,305 patent/US20220257767A1/en active Pending
- 2020-03-26 WO PCT/US2020/024866 patent/WO2020205409A1/en not_active Ceased
- 2020-03-26 KR KR1020217035622A patent/KR20220004066A/ko active Pending
- 2020-03-26 JP JP2021559232A patent/JP2022527825A/ja active Pending
- 2020-03-26 CN CN202080041579.XA patent/CN113939273A/zh active Pending
- 2020-03-26 EP EP20720633.5A patent/EP3946261A1/en active Pending
-
2025
- 2025-01-24 JP JP2025010421A patent/JP2025069232A/ja active Pending
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