JPWO2021102084A5 - - Google Patents
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- Publication number
- JPWO2021102084A5 JPWO2021102084A5 JP2022529453A JP2022529453A JPWO2021102084A5 JP WO2021102084 A5 JPWO2021102084 A5 JP WO2021102084A5 JP 2022529453 A JP2022529453 A JP 2022529453A JP 2022529453 A JP2022529453 A JP 2022529453A JP WO2021102084 A5 JPWO2021102084 A5 JP WO2021102084A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- ionic liquid
- choline
- composition according
- anion
- 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
Links
- 239000002608 ionic liquid Substances 0.000 claims 30
- 239000000203 mixture Substances 0.000 claims 25
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims 19
- 229960001231 choline Drugs 0.000 claims 18
- 150000001450 anions Chemical class 0.000 claims 14
- 150000001768 cations Chemical class 0.000 claims 14
- 108020004707 nucleic acids Proteins 0.000 claims 10
- 150000007523 nucleic acids Chemical class 0.000 claims 10
- 102000039446 nucleic acids Human genes 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 9
- YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 claims 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 6
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 6
- FEPBITJSIHRMRT-UHFFFAOYSA-N 4-hydroxybenzenesulfonic acid Chemical compound OC1=CC=C(S(O)(=O)=O)C=C1 FEPBITJSIHRMRT-UHFFFAOYSA-N 0.000 claims 5
- 230000002401 inhibitory effect Effects 0.000 claims 5
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 claims 4
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 claims 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims 4
- 125000001931 aliphatic group Chemical group 0.000 claims 4
- -1 aromatic anion Chemical class 0.000 claims 4
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims 4
- 229930195729 fatty acid Natural products 0.000 claims 4
- 239000000194 fatty acid Substances 0.000 claims 4
- 150000004665 fatty acids Chemical class 0.000 claims 4
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 4
- XNLWJFYYOIRPIO-UHFFFAOYSA-N 3-phenylbenzoic acid Chemical class OC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1 XNLWJFYYOIRPIO-UHFFFAOYSA-N 0.000 claims 3
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 claims 3
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 claims 3
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 claims 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 2
- CWIRZTNBZZFPSG-UHFFFAOYSA-N 2-phenylpropanoic acid;3-phenylpropanoic acid Chemical compound OC(=O)C(C)C1=CC=CC=C1.OC(=O)CCC1=CC=CC=C1 CWIRZTNBZZFPSG-UHFFFAOYSA-N 0.000 claims 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims 2
- 101001076431 Homo sapiens NF-kappa-B inhibitor zeta Proteins 0.000 claims 2
- 102100026009 NF-kappa-B inhibitor zeta Human genes 0.000 claims 2
- 108060008682 Tumor Necrosis Factor Proteins 0.000 claims 2
- 102000000852 Tumor Necrosis Factor-alpha Human genes 0.000 claims 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 2
- HJJPJSXJAXAIPN-UHFFFAOYSA-N arecoline Chemical compound COC(=O)C1=CCCN(C)C1 HJJPJSXJAXAIPN-UHFFFAOYSA-N 0.000 claims 2
- MVIOINXPSFUJEN-UHFFFAOYSA-N benzenesulfonic acid;hydrate Chemical compound O.OS(=O)(=O)C1=CC=CC=C1 MVIOINXPSFUJEN-UHFFFAOYSA-N 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- 229940074391 gallic acid Drugs 0.000 claims 2
- 235000004515 gallic acid Nutrition 0.000 claims 2
- 239000000174 gluconic acid Substances 0.000 claims 2
- 235000012208 gluconic acid Nutrition 0.000 claims 2
- 230000004968 inflammatory condition Effects 0.000 claims 2
- 239000004310 lactic acid Substances 0.000 claims 2
- 235000014655 lactic acid Nutrition 0.000 claims 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 2
- 239000011976 maleic acid Substances 0.000 claims 2
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 2
- 239000002105 nanoparticle Substances 0.000 claims 2
- 229920001184 polypeptide Polymers 0.000 claims 2
- 102000004196 processed proteins & peptides Human genes 0.000 claims 2
- 108090000765 processed proteins & peptides Proteins 0.000 claims 2
- 235000019260 propionic acid Nutrition 0.000 claims 2
- DGSDBJMBHCQYGN-UHFFFAOYSA-M sodium;2-ethylhexyl sulfate Chemical compound [Na+].CCCCC(CC)COS([O-])(=O)=O DGSDBJMBHCQYGN-UHFFFAOYSA-M 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 108020004459 Small interfering RNA Proteins 0.000 claims 1
- 239000001361 adipic acid Substances 0.000 claims 1
- 235000011037 adipic acid Nutrition 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000002601 intratumoral effect Effects 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000002736 nonionic surfactant Substances 0.000 claims 1
- 238000007920 subcutaneous administration Methods 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2025179403A JP2026021383A (ja) | 2019-11-22 | 2025-10-24 | 薬物送達のためのイオン液体 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201962939088P | 2019-11-22 | 2019-11-22 | |
| US62/939,088 | 2019-11-22 | ||
| PCT/US2020/061185 WO2021102084A1 (en) | 2019-11-22 | 2020-11-19 | Ionic liquids for drug delivery |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025179403A Division JP2026021383A (ja) | 2019-11-22 | 2025-10-24 | 薬物送達のためのイオン液体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2023503899A JP2023503899A (ja) | 2023-02-01 |
| JPWO2021102084A5 true JPWO2021102084A5 (https=) | 2023-11-28 |
| JP2023503899A5 JP2023503899A5 (https=) | 2023-11-28 |
Family
ID=73835783
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022529453A Pending JP2023503899A (ja) | 2019-11-22 | 2020-11-19 | 薬物送達のためのイオン液体 |
| JP2025179403A Pending JP2026021383A (ja) | 2019-11-22 | 2025-10-24 | 薬物送達のためのイオン液体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025179403A Pending JP2026021383A (ja) | 2019-11-22 | 2025-10-24 | 薬物送達のためのイオン液体 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20240016735A1 (https=) |
| EP (1) | EP4061338A1 (https=) |
| JP (2) | JP2023503899A (https=) |
| KR (1) | KR20220104766A (https=) |
| CN (1) | CN114980864A (https=) |
| AU (1) | AU2020388387A1 (https=) |
| CA (1) | CA3158963A1 (https=) |
| IL (1) | IL293145A (https=) |
| WO (1) | WO2021102084A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4329732A1 (en) * | 2021-04-28 | 2024-03-06 | Haleon US IP LLC | Ionic liquid salts of active pharmaceutical ingredients |
| WO2022256291A1 (en) * | 2021-06-01 | 2022-12-08 | President And Fellows Of Harvard College | Hydrogel devices for drug delivery to the ear |
| CN113637708B (zh) * | 2021-08-09 | 2023-07-25 | 中国科学院过程工程研究所 | 一种CRISPR-cas9基因编辑系统递送载体及其制备方法和应用 |
| 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 |
| CN114042032B (zh) * | 2021-11-11 | 2024-04-26 | 武汉瑞佶生物科技有限公司 | 一种实现核酸皮肤递送的药物制剂及其制备方法和应用 |
| 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 |
| CN118059118B (zh) * | 2024-01-13 | 2025-07-22 | 张川 | 一种抑制nfkbiz基因表达的药物组合物和应用 |
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| US3598123A (en) | 1969-04-01 | 1971-08-10 | Alza Corp | Bandage for administering drugs |
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| US4737462A (en) | 1982-10-19 | 1988-04-12 | Cetus Corporation | Structural genes, plasmids and transformed cells for producing cysteine depleted muteins of interferon-β |
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| 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 |
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| 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 |
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| KR20250012194A (ko) | 2013-06-17 | 2025-01-23 | 더 브로드 인스티튜트, 인코퍼레이티드 | 바이러스 구성성분을 사용하여 장애 및 질환을 표적화하기 위한 crispr-cas 시스템 및 조성물의 전달, 용도 및 치료 적용 |
| KR20160019553A (ko) | 2013-06-17 | 2016-02-19 | 더 브로드 인스티튜트, 인코퍼레이티드 | 유사분열 후 세포의 질병 및 장애를 표적화하고 모델링하기 위한 시스템, 방법 및 조성물의 전달, 유전자 조작 및 최적화 |
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| WO2016112242A1 (en) | 2015-01-08 | 2016-07-14 | President And Fellows Of Harvard College | Split cas9 proteins |
| 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 |
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-
2020
- 2020-11-19 WO PCT/US2020/061185 patent/WO2021102084A1/en not_active Ceased
- 2020-11-19 US US17/777,478 patent/US20240016735A1/en active Pending
- 2020-11-19 IL IL293145A patent/IL293145A/en unknown
- 2020-11-19 CA CA3158963A patent/CA3158963A1/en active Pending
- 2020-11-19 EP EP20824808.8A patent/EP4061338A1/en active Pending
- 2020-11-19 JP JP2022529453A patent/JP2023503899A/ja active Pending
- 2020-11-19 KR KR1020227020734A patent/KR20220104766A/ko active Pending
- 2020-11-19 CN CN202080094214.3A patent/CN114980864A/zh active Pending
- 2020-11-19 AU AU2020388387A patent/AU2020388387A1/en active Pending
-
2025
- 2025-10-24 JP JP2025179403A patent/JP2026021383A/ja active Pending
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