CN104936592A - 一种注射用hpph冻干粉针制剂及其制备方法 - Google Patents
一种注射用hpph冻干粉针制剂及其制备方法 Download PDFInfo
- Publication number
- CN104936592A CN104936592A CN201480005064.9A CN201480005064A CN104936592A CN 104936592 A CN104936592 A CN 104936592A CN 201480005064 A CN201480005064 A CN 201480005064A CN 104936592 A CN104936592 A CN 104936592A
- Authority
- CN
- China
- Prior art keywords
- hpph
- injection
- freeze
- cosolvent
- solubilizer
- 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
Links
- 238000002347 injection Methods 0.000 title claims abstract description 35
- 239000007924 injection Substances 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000008176 lyophilized powder Substances 0.000 title abstract description 5
- PUUBADHCONCMPA-USOGPTGWSA-N 3-[(21S,22S)-11-ethyl-16-(1-hexoxyethyl)-4-hydroxy-12,17,21,26-tetramethyl-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid Chemical compound CCCCCCOC(C)C1=C(C2=NC1=CC3=NC(=CC4=C(C5=C(CC(=C6[C@H]([C@@H](C(=C2)N6)C)CCC(=O)O)C5=N4)O)C)C(=C3C)CC)C PUUBADHCONCMPA-USOGPTGWSA-N 0.000 claims abstract description 50
- 239000002904 solvent Substances 0.000 claims abstract description 28
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 16
- 239000003002 pH adjusting agent Substances 0.000 claims abstract description 9
- 239000000243 solution Substances 0.000 claims description 41
- 239000000047 product Substances 0.000 claims description 27
- 239000000843 powder Substances 0.000 claims description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 25
- 238000003756 stirring Methods 0.000 claims description 22
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical group [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 20
- 239000006184 cosolvent Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical group OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 10
- 229930195725 Mannitol Natural products 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- 239000000594 mannitol Substances 0.000 claims description 10
- 235000010355 mannitol Nutrition 0.000 claims description 10
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 10
- 239000008215 water for injection Substances 0.000 claims description 10
- 230000033228 biological regulation Effects 0.000 claims description 8
- 239000003995 emulsifying agent Substances 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 239000006227 byproduct Substances 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 239000012530 fluid Substances 0.000 claims description 6
- 238000004806 packaging method and process Methods 0.000 claims description 6
- 238000012856 packing Methods 0.000 claims description 6
- 230000001954 sterilising effect Effects 0.000 claims description 6
- 238000004659 sterilization and disinfection Methods 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- JVKUCNQGESRUCL-UHFFFAOYSA-N 2-Hydroxyethyl 12-hydroxyoctadecanoate Chemical compound CCCCCCC(O)CCCCCCCCCCC(=O)OCCO JVKUCNQGESRUCL-UHFFFAOYSA-N 0.000 claims description 5
- 229920001304 Solutol HS 15 Polymers 0.000 claims description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 229920002307 Dextran Polymers 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 2
- 230000003750 conditioning effect Effects 0.000 claims description 2
- FZWBNHMXJMCXLU-BLAUPYHCSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-BLAUPYHCSA-N 0.000 claims description 2
- 239000008101 lactose Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 229920000136 polysorbate Polymers 0.000 claims description 2
- 239000004575 stone Substances 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 description 7
- 239000003814 drug Substances 0.000 description 6
- 239000003643 water by type Substances 0.000 description 6
- 239000008194 pharmaceutical composition Substances 0.000 description 5
- 229940079593 drug Drugs 0.000 description 4
- 230000001235 sensitizing effect Effects 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 206010028980 Neoplasm Diseases 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 230000000259 anti-tumor effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003504 photosensitizing agent Substances 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- 208000017897 Carcinoma of esophagus Diseases 0.000 description 1
- 241000160563 Dumetella carolinensis Species 0.000 description 1
- 208000000461 Esophageal Neoplasms Diseases 0.000 description 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 208000005718 Stomach Neoplasms Diseases 0.000 description 1
- 241001464837 Viridiplantae Species 0.000 description 1
- 238000001720 action spectrum Methods 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 201000001531 bladder carcinoma Diseases 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 150000004035 chlorins Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000021050 feed intake Nutrition 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 206010017758 gastric cancer Diseases 0.000 description 1
- 229940100242 glycol stearate Drugs 0.000 description 1
- 208000014829 head and neck neoplasm Diseases 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- 201000005202 lung cancer Diseases 0.000 description 1
- 208000020816 lung neoplasm Diseases 0.000 description 1
- 208000026037 malignant tumor of neck Diseases 0.000 description 1
- 238000011275 oncology therapy Methods 0.000 description 1
- 208000007578 phototoxic dermatitis Diseases 0.000 description 1
- 231100000018 phototoxicity Toxicity 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 201000011549 stomach cancer Diseases 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 208000010570 urinary bladder carcinoma Diseases 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
- A61K41/0057—Photodynamic therapy with a photosensitizer, i.e. agent able to produce reactive oxygen species upon exposure to light or radiation, e.g. UV or visible light; photocleavage of nucleic acids with an agent
- A61K41/0076—PDT with expanded (metallo)porphyrins, i.e. having more than 20 ring atoms, e.g. texaphyrins, sapphyrins, hexaphyrins, pentaphyrins, porphocyanines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61J—CONTAINERS SPECIALLY ADAPTED FOR MEDICAL OR PHARMACEUTICAL PURPOSES; DEVICES OR METHODS SPECIALLY ADAPTED FOR BRINGING PHARMACEUTICAL PRODUCTS INTO PARTICULAR PHYSICAL OR ADMINISTERING FORMS; DEVICES FOR ADMINISTERING FOOD OR MEDICINES ORALLY; BABY COMFORTERS; DEVICES FOR RECEIVING SPITTLE
- A61J3/00—Devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms
- A61J3/02—Devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms into the form of powders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/409—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having four such rings, e.g. porphine derivatives, bilirubin, biliverdine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/143—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/145—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Gastroenterology & Hepatology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
一种注射用HPPH冻干粉针制剂及其制备方法。该冻干粉针制剂含有HPPH、助溶剂、增溶剂、赋形剂、pH调节剂。所述的HPPH冻干粉针制剂疏松,复溶性好,水分低,稳定性好。
Description
PCT国内申请,说明书已公开。
Claims (1)
- PCT国内申请,权利要求书已公开。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201480005064.9A CN104936592B (zh) | 2013-02-05 | 2014-01-21 | 一种注射用hpph冻干粉针制剂及其制备方法 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201310046627.6A CN103961323B (zh) | 2013-02-05 | 2013-02-05 | 一种注射用hpph冻干粉针制剂及其制备方法 |
CN2013100466276 | 2013-02-05 | ||
PCT/CN2014/070974 WO2014121691A1 (zh) | 2013-02-05 | 2014-01-21 | 一种注射用hpph冻干粉针制剂及其制备方法 |
CN201480005064.9A CN104936592B (zh) | 2013-02-05 | 2014-01-21 | 一种注射用hpph冻干粉针制剂及其制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104936592A true CN104936592A (zh) | 2015-09-23 |
CN104936592B CN104936592B (zh) | 2018-05-11 |
Family
ID=51231650
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201310046627.6A Active CN103961323B (zh) | 2013-02-05 | 2013-02-05 | 一种注射用hpph冻干粉针制剂及其制备方法 |
CN201480005064.9A Active CN104936592B (zh) | 2013-02-05 | 2014-01-21 | 一种注射用hpph冻干粉针制剂及其制备方法 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201310046627.6A Active CN103961323B (zh) | 2013-02-05 | 2013-02-05 | 一种注射用hpph冻干粉针制剂及其制备方法 |
Country Status (8)
Country | Link |
---|---|
US (1) | US9717795B2 (zh) |
EP (1) | EP2954898B1 (zh) |
JP (1) | JP6235614B2 (zh) |
KR (1) | KR101804206B1 (zh) |
CN (2) | CN103961323B (zh) |
CA (1) | CA2900120C (zh) |
HK (1) | HK1211871A1 (zh) |
WO (1) | WO2014121691A1 (zh) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104306326B (zh) * | 2014-09-25 | 2016-10-05 | 江苏红豆杉药业有限公司 | 含有hpph的水性药物组合物和注射液 |
CN108586468B (zh) * | 2018-01-10 | 2020-06-23 | 浙江海正药业股份有限公司 | 一种hpph的纯化方法 |
CN113577034A (zh) * | 2021-08-30 | 2021-11-02 | 苏州素仕生物科技有限公司 | 一种兽用促黄体素释放激素a3冻干粉针剂及制备方法 |
KR20230126654A (ko) * | 2022-02-23 | 2023-08-30 | 주식회사 엘지화학 | 이소옥사졸린 유도체를 포함하는 주사용 제제 및 이의 제조방법 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0331283A (ja) * | 1989-06-14 | 1991-02-12 | Quadra Logic Technol Inc | 安定な凍結乾燥したポリヘマトポルフイリンエーテル/エステル組成物 |
WO2003028628A2 (en) * | 2001-10-03 | 2003-04-10 | Miravant Pharmaceuticals, Inc. | Photosensitizing carbamate derivatives |
CN101219137A (zh) * | 2007-01-09 | 2008-07-16 | 健康研究有限公司 | 使用光动力疗法对食道高度发育异常的治疗 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2490692A1 (en) * | 2002-06-27 | 2004-01-08 | Health Research, Inc. | Fluorinated chlorin and bacteriochlorin photosensitizers for photodynamic therapy |
US7364754B2 (en) * | 2003-01-24 | 2008-04-29 | Research Foundation Of The State University Of New York | Ceramic based nanoparticles for entrapping therapeutic agents for photodynamic therapy and method of using same |
US20100056983A1 (en) * | 2007-09-27 | 2010-03-04 | Health Research, Inc. | Treatment of cancer using photodynamic therapy |
-
2013
- 2013-02-05 CN CN201310046627.6A patent/CN103961323B/zh active Active
-
2014
- 2014-01-21 US US14/765,983 patent/US9717795B2/en active Active
- 2014-01-21 EP EP14749183.1A patent/EP2954898B1/en active Active
- 2014-01-21 KR KR1020157023830A patent/KR101804206B1/ko active IP Right Grant
- 2014-01-21 CA CA2900120A patent/CA2900120C/en not_active Expired - Fee Related
- 2014-01-21 WO PCT/CN2014/070974 patent/WO2014121691A1/zh active Application Filing
- 2014-01-21 JP JP2015555568A patent/JP6235614B2/ja active Active
- 2014-01-21 CN CN201480005064.9A patent/CN104936592B/zh active Active
-
2016
- 2016-01-04 HK HK16100023.3A patent/HK1211871A1/zh unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0331283A (ja) * | 1989-06-14 | 1991-02-12 | Quadra Logic Technol Inc | 安定な凍結乾燥したポリヘマトポルフイリンエーテル/エステル組成物 |
WO2003028628A2 (en) * | 2001-10-03 | 2003-04-10 | Miravant Pharmaceuticals, Inc. | Photosensitizing carbamate derivatives |
CN101219137A (zh) * | 2007-01-09 | 2008-07-16 | 健康研究有限公司 | 使用光动力疗法对食道高度发育异常的治疗 |
Non-Patent Citations (1)
Title |
---|
DENGPAN WU等: "Efficacy of 2‑(1‑hexyloxyethyl)‑2‑devinyl pyropheophorbide‑a in photodynamic therapy of human esophageal squamous cancer cells", 《ONCOLOGY LETTERS》 * |
Also Published As
Publication number | Publication date |
---|---|
US9717795B2 (en) | 2017-08-01 |
HK1211871A1 (zh) | 2016-06-03 |
JP2016506936A (ja) | 2016-03-07 |
CA2900120C (en) | 2018-07-03 |
WO2014121691A1 (zh) | 2014-08-14 |
EP2954898A4 (en) | 2016-08-03 |
CN103961323A (zh) | 2014-08-06 |
JP6235614B2 (ja) | 2017-11-22 |
CN104936592B (zh) | 2018-05-11 |
CN103961323B (zh) | 2017-10-17 |
KR20150113184A (ko) | 2015-10-07 |
EP2954898B1 (en) | 2019-04-24 |
KR101804206B1 (ko) | 2017-12-04 |
CA2900120A1 (en) | 2014-08-14 |
EP2954898A1 (en) | 2015-12-16 |
US20150366965A1 (en) | 2015-12-24 |
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