JP2015512392A5 - - Google Patents
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- JP2015512392A5 JP2015512392A5 JP2015501786A JP2015501786A JP2015512392A5 JP 2015512392 A5 JP2015512392 A5 JP 2015512392A5 JP 2015501786 A JP2015501786 A JP 2015501786A JP 2015501786 A JP2015501786 A JP 2015501786A JP 2015512392 A5 JP2015512392 A5 JP 2015512392A5
- Authority
- JP
- Japan
- Prior art keywords
- aqueous solution
- compound
- pharmaceutically acceptable
- acceptable salt
- pharmaceutical composition
- 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.)
- Granted
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 47
- 150000003839 salts Chemical class 0.000 claims description 45
- 239000007864 aqueous solution Substances 0.000 claims description 35
- WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 claims description 31
- 229940126208 compound 22 Drugs 0.000 claims description 31
- 238000001990 intravenous administration Methods 0.000 claims description 14
- 206010017533 Fungal infection Diseases 0.000 claims description 11
- 208000031888 Mycoses Diseases 0.000 claims description 11
- 238000001802 infusion Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 239000008176 lyophilized powder Substances 0.000 claims description 4
- 150000001720 carbohydrates Chemical class 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 230000000087 stabilizing effect Effects 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims 2
- 159000000021 acetate salts Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 description 29
- 150000001875 compounds Chemical class 0.000 description 23
- 108010049047 Echinocandins Proteins 0.000 description 21
- 239000002552 dosage form Substances 0.000 description 15
- -1 alkyl saccharide Chemical class 0.000 description 14
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 8
- 239000002202 Polyethylene glycol Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 7
- 125000005456 glyceride group Chemical group 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- MEFKEPWMEQBLKI-AIRLBKTGSA-O S-adenosyl-L-methionine Chemical group O[C@@H]1[C@H](O)[C@@H](C[S+](CC[C@H]([NH3+])C([O-])=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MEFKEPWMEQBLKI-AIRLBKTGSA-O 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 5
- 238000012423 maintenance Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 4
- 150000003904 phospholipids Chemical class 0.000 description 4
- 229950008882 polysorbate Drugs 0.000 description 4
- 229920000136 polysorbate Polymers 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000002354 daily effect Effects 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 2
- 108010020326 Caspofungin Proteins 0.000 description 2
- 229920001661 Chitosan Polymers 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- 108010021062 Micafungin Proteins 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003613 bile acid Substances 0.000 description 2
- 239000003833 bile salt Substances 0.000 description 2
- JYIKNQVWKBUSNH-WVDDFWQHSA-N caspofungin Chemical compound C1([C@H](O)[C@@H](O)[C@H]2C(=O)N[C@H](C(=O)N3CC[C@H](O)[C@H]3C(=O)N[C@H](NCCN)[C@H](O)C[C@@H](C(N[C@H](C(=O)N3C[C@H](O)C[C@H]3C(=O)N2)[C@@H](C)O)=O)NC(=O)CCCCCCCC[C@@H](C)C[C@@H](C)CC)[C@H](O)CCN)=CC=C(O)C=C1 JYIKNQVWKBUSNH-WVDDFWQHSA-N 0.000 description 2
- 229960003034 caspofungin Drugs 0.000 description 2
- 210000004783 epithelial tight junction Anatomy 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 239000007972 injectable composition Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- PIEUQSKUWLMALL-YABMTYFHSA-N micafungin Chemical compound C1=CC(OCCCCC)=CC=C1C1=CC(C=2C=CC(=CC=2)C(=O)N[C@@H]2C(N[C@H](C(=O)N3C[C@H](O)C[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N3C[C@H](C)[C@H](O)[C@H]3C(=O)N[C@H](O)[C@H](O)C2)[C@H](O)CC(N)=O)[C@H](O)[C@@H](O)C=2C=C(OS(O)(=O)=O)C(O)=CC=2)[C@@H](C)O)=O)=NO1 PIEUQSKUWLMALL-YABMTYFHSA-N 0.000 description 2
- 229960002159 micafungin Drugs 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- XOMRRQXKHMYMOC-NRFANRHFSA-N (3s)-3-hexadecanoyloxy-4-(trimethylazaniumyl)butanoate Chemical group CCCCCCCCCCCCCCCC(=O)O[C@@H](CC([O-])=O)C[N+](C)(C)C XOMRRQXKHMYMOC-NRFANRHFSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- FUJLYHJROOYKRA-QGZVFWFLSA-N O-lauroyl-L-carnitine Chemical compound CCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C FUJLYHJROOYKRA-QGZVFWFLSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229960000250 adipic acid Drugs 0.000 description 1
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 229960005261 aspartic acid Drugs 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 229950006191 gluconic acid Drugs 0.000 description 1
- 229940097043 glucuronic acid Drugs 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- 239000012729 immediate-release (IR) formulation Substances 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229960000448 lactic acid Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 229940099690 malic acid Drugs 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229940071643 prefilled syringe Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261612676P | 2012-03-19 | 2012-03-19 | |
| US61/612,676 | 2012-03-19 | ||
| US201261707142P | 2012-09-28 | 2012-09-28 | |
| US61/707,142 | 2012-09-28 | ||
| PCT/US2013/031678 WO2013142279A1 (en) | 2012-03-19 | 2013-03-14 | Dosing regimens for echinocandin class compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017056744A Division JP6386609B2 (ja) | 2012-03-19 | 2017-03-23 | エキノキャンディン系化合物のための投与レジメン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015512392A JP2015512392A (ja) | 2015-04-27 |
| JP2015512392A5 true JP2015512392A5 (cg-RX-API-DMAC7.html) | 2016-04-28 |
| JP6117907B2 JP6117907B2 (ja) | 2017-04-19 |
Family
ID=49223234
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015501786A Active JP6117907B2 (ja) | 2012-03-19 | 2013-03-14 | エキノキャンディン系化合物のための投与レジメン |
| JP2017056744A Active JP6386609B2 (ja) | 2012-03-19 | 2017-03-23 | エキノキャンディン系化合物のための投与レジメン |
| JP2018149822A Active JP6731980B2 (ja) | 2012-03-19 | 2018-08-09 | エキノキャンディン系化合物のための投与レジメン |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017056744A Active JP6386609B2 (ja) | 2012-03-19 | 2017-03-23 | エキノキャンディン系化合物のための投与レジメン |
| JP2018149822A Active JP6731980B2 (ja) | 2012-03-19 | 2018-08-09 | エキノキャンディン系化合物のための投与レジメン |
Country Status (23)
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2959893A1 (en) | 2002-12-13 | 2015-12-30 | DURECT Corporation | Oral drug delivery system comprising high viscosity liquid carrier materials |
| AU2008335809A1 (en) | 2007-12-06 | 2009-06-18 | Durect Corporation | Methods useful for the treatment of pain, arthritic conditions, or inflammation associated with a chronic condition |
| US20100260844A1 (en) | 2008-11-03 | 2010-10-14 | Scicinski Jan J | Oral pharmaceutical dosage forms |
| NO2680873T3 (cg-RX-API-DMAC7.html) | 2011-03-03 | 2018-01-06 | ||
| HUE063336T2 (hu) | 2012-03-19 | 2024-01-28 | Cidara Therapeutics Inc | Adagolási rend echinokandin osztályba tartozó vegyületekhez |
| CN104394903B (zh) * | 2012-12-14 | 2017-08-15 | 甘布罗伦迪亚股份公司 | 生物流体的净化 |
| CA2905131A1 (en) | 2013-03-15 | 2014-09-18 | Durect Corporation | Compositions with a rheological modifier to reduce dissolution variability |
| PL3058958T3 (pl) * | 2015-02-23 | 2019-02-28 | Selectchemie Ag | Kompozycja anidulafunginy |
| US9918965B2 (en) * | 2015-04-10 | 2018-03-20 | Bioresponse, L.L.C. | Self-emulsifying formulations of DIM-related indoles |
| WO2016201283A1 (en) * | 2015-06-12 | 2016-12-15 | Cidara Therapeutics, Inc. | Antifungal agents |
| WO2017049105A1 (en) * | 2015-09-16 | 2017-03-23 | Cidara Therapeutics, Inc. | Formulations for treating fungal infections |
| WO2017049102A1 (en) * | 2015-09-16 | 2017-03-23 | Cidara Therapeutics, Inc. | Methods for treating fungal infections |
| HK1258533A1 (zh) | 2016-01-08 | 2019-11-15 | Cidara Therapeutics, Inc. | 防止和治疗肺孢子虫感染的方法 |
| MA43825A (fr) * | 2016-03-16 | 2021-04-07 | Cidara Therapeutics Inc | Schémas posologiques pour le traitement d'infections fongiques |
| AU2017292791B2 (en) | 2016-07-06 | 2023-05-25 | Orient Pharma Co., Ltd. | Oral dosage form with drug composition, barrier layer and drug layer |
| EP3512539A4 (en) | 2016-09-13 | 2020-07-29 | Prothera Biologics, Inc. | METHODS FOR TREATING LUNG DISEASE USING INTER-ALPHA INHIBITOR PROTEINS |
| KR101937531B1 (ko) * | 2016-09-28 | 2019-01-10 | 국립암센터 | 대장암 진단 장치와 대장암 진단 정보 제공 방법 |
| WO2018112330A1 (en) | 2016-12-16 | 2018-06-21 | Baxter International Inc. | Micafungin compositions |
| EP3577129A1 (en) * | 2017-01-31 | 2019-12-11 | Cidara Therapeutics, Inc. | Methods for treating fungal infections |
| CN110691973B (zh) | 2017-04-25 | 2024-11-29 | 普罗瑟拉生物公司 | 用于定量间α抑制剂蛋白的方法 |
| KR20200011972A (ko) * | 2017-06-05 | 2020-02-04 | 플래그쉽 파이어니어링 이노베이션스 브이, 인크. | 멀티바이오틱제 및 이를 사용하는 방법 |
| CA3069423C (en) | 2017-07-12 | 2025-04-15 | Napp Pharmaceutical Group Limited | Formulations for the treatment of fungal infections |
| WO2019241626A1 (en) | 2018-06-15 | 2019-12-19 | Cidara Therapeutics, Inc. | Synthesis of echinocandin antifungal agent |
| CN110655557A (zh) * | 2018-06-28 | 2020-01-07 | 浙江医药股份有限公司新昌制药厂 | 一种纽莫康定b0丝氨酸类似物的分离纯化方法 |
| WO2020086931A1 (en) | 2018-10-25 | 2020-04-30 | Cidara Therapeutics, Inc. | Polymorph of echinocandin antifungal agent |
| CN111380974A (zh) * | 2018-12-30 | 2020-07-07 | 山东新时代药业有限公司 | 一种棘白菌素的检测方法 |
| US12059385B2 (en) * | 2019-07-22 | 2024-08-13 | Ismail Mohammed Yousif Musallam | Neuromodulation for treatment of retinal, choroidal and optic nerve disorders and/or dysregulated reduced ocular blood flow (OBF) |
| US20240262866A1 (en) * | 2021-06-03 | 2024-08-08 | Shanghai Senhui Medicine Co., Ltd. | Method for preparing anidulafungin derivative |
| US11559495B1 (en) * | 2022-03-07 | 2023-01-24 | King Abdulaziz University | Icariin nano-pharmaceutical formulation |
| KR20240143825A (ko) | 2023-03-22 | 2024-10-02 | 고려대학교 산학협력단 | 항진균제에 대한 시너지 효과를 갖는 플루오로퀴놀론계 화합물 및 이의 용도 |
| WO2024216169A1 (en) * | 2023-04-13 | 2024-10-17 | The Cleveland Clinic Foundation | Gastrointestinal retentive formulations of echinocandins |
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