CN1058388C - 稳定的冻干聚血卟啉醚/酯组合物 - Google Patents
稳定的冻干聚血卟啉醚/酯组合物 Download PDFInfo
- Publication number
- CN1058388C CN1058388C CN90104366A CN90104366A CN1058388C CN 1058388 C CN1058388 C CN 1058388C CN 90104366 A CN90104366 A CN 90104366A CN 90104366 A CN90104366 A CN 90104366A CN 1058388 C CN1058388 C CN 1058388C
- Authority
- CN
- China
- Prior art keywords
- temperature
- phe
- months
- lyophilization
- freeze
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims description 30
- 150000002148 esters Chemical class 0.000 title claims description 8
- 238000000034 method Methods 0.000 claims abstract description 24
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 21
- 238000002428 photodynamic therapy Methods 0.000 claims abstract description 7
- 238000004108 freeze drying Methods 0.000 claims description 40
- 239000000243 solution Substances 0.000 claims description 23
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 22
- 238000007710 freezing Methods 0.000 claims description 16
- 230000008014 freezing Effects 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 150000004032 porphyrins Chemical class 0.000 claims description 7
- UJKPHYRXOLRVJJ-MLSVHJFASA-N CC(O)C1=C(C)/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C)=C4C(C)O)/C(CCC(O)=O)=C3C Chemical class CC(O)C1=C(C)/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C)=C4C(C)O)/C(CCC(O)=O)=C3C UJKPHYRXOLRVJJ-MLSVHJFASA-N 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 230000009467 reduction Effects 0.000 claims description 2
- 238000003745 diagnosis Methods 0.000 claims 2
- 238000012423 maintenance Methods 0.000 claims 1
- 231100000760 phototoxic Toxicity 0.000 claims 1
- 230000000630 rising effect Effects 0.000 claims 1
- -1 porphyrin compound Chemical class 0.000 abstract description 6
- 239000002245 particle Substances 0.000 description 10
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 9
- 238000001914 filtration Methods 0.000 description 7
- 229940090044 injection Drugs 0.000 description 7
- 238000002347 injection Methods 0.000 description 7
- 239000007924 injection Substances 0.000 description 7
- 201000011510 cancer Diseases 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 229940093181 glucose injection Drugs 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 4
- 229930195725 Mannitol Natural products 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 238000004166 bioassay Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- 239000000594 mannitol Substances 0.000 description 4
- 235000010355 mannitol Nutrition 0.000 description 4
- 230000008521 reorganization Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241000699670 Mus sp. Species 0.000 description 3
- 241001597008 Nomeidae Species 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000004071 biological effect Effects 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 230000001954 sterilising effect Effects 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 206010048768 Dermatosis Diseases 0.000 description 2
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 102000057593 human F8 Human genes 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000003504 photosensitizing agent Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- ZCCUUQDIBDJBTK-UHFFFAOYSA-N psoralen Chemical compound C1=C2OC(=O)C=CC2=CC2=C1OC=C2 ZCCUUQDIBDJBTK-UHFFFAOYSA-N 0.000 description 2
- 229940047431 recombinate Drugs 0.000 description 2
- 208000017520 skin disease Diseases 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 208000037260 Atherosclerotic Plaque Diseases 0.000 description 1
- KSFOVUSSGSKXFI-GAQDCDSVSA-N CC1=C/2NC(\C=C3/N=C(/C=C4\N\C(=C/C5=N/C(=C\2)/C(C=C)=C5C)C(C=C)=C4C)C(C)=C3CCC(O)=O)=C1CCC(O)=O Chemical compound CC1=C/2NC(\C=C3/N=C(/C=C4\N\C(=C/C5=N/C(=C\2)/C(C=C)=C5C)C(C=C)=C4C)C(C)=C3CCC(O)=O)=C1CCC(O)=O KSFOVUSSGSKXFI-GAQDCDSVSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- NKAAEMMYHLFEFN-UHFFFAOYSA-M monosodium tartrate Chemical compound [Na+].OC(=O)C(O)C(O)C([O-])=O NKAAEMMYHLFEFN-UHFFFAOYSA-M 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000005375 photometry Methods 0.000 description 1
- 238000001126 phototherapy Methods 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011045 prefiltration Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 229950003776 protoporphyrin Drugs 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- A61K41/0071—PDT with porphyrins having exactly 20 ring atoms, i.e. based on the non-expanded tetrapyrrolic ring system, e.g. bacteriochlorin, chlorin-e6, or phthalocyanines
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/366374 | 1989-06-14 | ||
| US07/366,374 US5059619A (en) | 1989-06-14 | 1989-06-14 | Stable freeze-dried polyhematoporphyrin ether/ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1047973A CN1047973A (zh) | 1990-12-26 |
| CN1058388C true CN1058388C (zh) | 2000-11-15 |
Family
ID=23442747
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN90104366A Expired - Lifetime CN1058388C (zh) | 1989-06-14 | 1990-06-05 | 稳定的冻干聚血卟啉醚/酯组合物 |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US5059619A (enExample) |
| EP (1) | EP0402637B1 (enExample) |
| JP (1) | JP3112918B2 (enExample) |
| KR (1) | KR0164845B1 (enExample) |
| CN (1) | CN1058388C (enExample) |
| AR (1) | AR244549A1 (enExample) |
| AT (1) | ATE144703T1 (enExample) |
| AU (1) | AU625549B2 (enExample) |
| CA (1) | CA2018751C (enExample) |
| CZ (1) | CZ283309B6 (enExample) |
| DD (1) | DD295087A5 (enExample) |
| DE (1) | DE69029012T2 (enExample) |
| DK (1) | DK0402637T3 (enExample) |
| ES (1) | ES2095846T3 (enExample) |
| FI (1) | FI101597B (enExample) |
| GR (1) | GR3021511T3 (enExample) |
| HU (1) | HU215522B (enExample) |
| IE (1) | IE902137A1 (enExample) |
| IL (1) | IL94448A (enExample) |
| NO (1) | NO176645C (enExample) |
| NZ (1) | NZ233953A (enExample) |
| PL (1) | PL164744B1 (enExample) |
| PT (1) | PT94344B (enExample) |
| RU (1) | RU2019990C1 (enExample) |
| TW (1) | TW225475B (enExample) |
| ZA (1) | ZA904599B (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6187572B1 (en) | 1990-04-16 | 2001-02-13 | Baxter International Inc. | Method of inactivation of viral and bacterial blood contaminants |
| US5418130A (en) | 1990-04-16 | 1995-05-23 | Cryopharm Corporation | Method of inactivation of viral and bacterial blood contaminants |
| PL165249B1 (pl) * | 1991-10-29 | 1994-11-30 | Wojskowa Akad Tech | Sposób otrzymywania soli kompleksowych hematoporfiryny i jej pochodnych PL PL PL PL PL PL PL |
| US5244914A (en) * | 1992-04-27 | 1993-09-14 | American Cyanamid Company | Stable porfimer sodium compositions and methods for their manufacture |
| NO180167C (no) | 1994-09-08 | 1997-02-26 | Photocure As | Fotokjemisk fremgangsmåte til å innföre molekyler i cellers cytosol |
| US5660181A (en) * | 1994-12-12 | 1997-08-26 | Physical Optics Corporation | Hybrid neural network and multiple fiber probe for in-depth 3-D mapping |
| GB9512854D0 (en) * | 1995-06-23 | 1995-08-23 | Wellcome Found | Novel formulation |
| US5958104A (en) * | 1997-09-11 | 1999-09-28 | Nonomura; Arthur M. | Methods and compositions for enhancing plant growth |
| CA2221912A1 (en) * | 1997-11-21 | 1999-05-21 | David Dolphin | Photosensitizers with improved biodistribution and light-absorbing properties |
| PL213376B1 (pl) | 2000-11-29 | 2013-02-28 | Pci Biotech As | Fotochemiczny sposób in vitro lub ex vivo wprowadzania czasteczki do komórki za posrednictwem nosnika adenowirusowego, kompozycja farmaceutyczna, zastosowanie i produkt |
| WO2002044396A1 (en) | 2000-11-29 | 2002-06-06 | Pci Biotech As | Photochemical internalization for delivery of molecules into the cytosol |
| US7175611B2 (en) | 2002-06-05 | 2007-02-13 | Mark Alan Mitchnick | Antimicrobial release system |
| RU2223963C1 (ru) * | 2002-06-25 | 2004-02-20 | Московская государственная академия тонкой химической технологии им. М.В. Ломоносова | Способ получения производного гематопорфирина |
| CN103961323B (zh) * | 2013-02-05 | 2017-10-17 | 浙江海正药业股份有限公司 | 一种注射用hpph冻干粉针制剂及其制备方法 |
| US9733187B2 (en) * | 2015-03-06 | 2017-08-15 | King Saud University | Method of detecting bladder cancer by optical analysis of bodily fluids |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4649151A (en) * | 1982-09-27 | 1987-03-10 | Health Research, Inc. | Drugs comprising porphyrins |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2858320A (en) * | 1956-04-02 | 1958-10-28 | Baxter Laboratories Inc | Stable hematoporphyrin |
| US4753958A (en) * | 1985-02-07 | 1988-06-28 | University Of Cal | Photochemotherapy of epithelial diseases with derivatives of hematoporphyrins |
| NO173319C (no) * | 1985-04-30 | 1993-12-01 | Nippon Petrochemicals Co Ltd | Anvendelse av et olefyrin for p}visning av tumorer |
| US4882234A (en) * | 1986-11-12 | 1989-11-21 | Healux, Inc. | Storage-stable porphin compositions and a method for their manufacture |
| US4968715A (en) * | 1988-07-06 | 1990-11-06 | Health Research, Inc. | Use of purified hematoporphyrin trimers in photodynamic therapy |
-
1989
- 1989-06-14 US US07/366,374 patent/US5059619A/en not_active Expired - Lifetime
-
1990
- 1990-05-14 ES ES90109031T patent/ES2095846T3/es not_active Expired - Lifetime
- 1990-05-14 AT AT90109031T patent/ATE144703T1/de not_active IP Right Cessation
- 1990-05-14 DE DE69029012T patent/DE69029012T2/de not_active Expired - Lifetime
- 1990-05-14 DK DK90109031.6T patent/DK0402637T3/da active
- 1990-05-14 EP EP90109031A patent/EP0402637B1/en not_active Expired - Lifetime
- 1990-05-17 TW TW079103997A patent/TW225475B/zh active
- 1990-05-20 IL IL9444890A patent/IL94448A/en not_active IP Right Cessation
- 1990-06-05 CN CN90104366A patent/CN1058388C/zh not_active Expired - Lifetime
- 1990-06-06 NZ NZ233953A patent/NZ233953A/en unknown
- 1990-06-11 CZ CS902889A patent/CZ283309B6/cs not_active IP Right Cessation
- 1990-06-11 JP JP02150078A patent/JP3112918B2/ja not_active Expired - Lifetime
- 1990-06-12 CA CA002018751A patent/CA2018751C/en not_active Expired - Lifetime
- 1990-06-12 PT PT94344A patent/PT94344B/pt not_active IP Right Cessation
- 1990-06-13 PL PL90285633A patent/PL164744B1/pl unknown
- 1990-06-13 FI FI902966A patent/FI101597B/fi active IP Right Grant
- 1990-06-13 ZA ZA904599A patent/ZA904599B/xx unknown
- 1990-06-13 AR AR90317109A patent/AR244549A1/es active
- 1990-06-13 NO NO902634A patent/NO176645C/no not_active IP Right Cessation
- 1990-06-13 IE IE213790A patent/IE902137A1/en not_active IP Right Cessation
- 1990-06-13 AU AU57089/90A patent/AU625549B2/en not_active Expired
- 1990-06-13 KR KR1019900008676A patent/KR0164845B1/ko not_active Expired - Lifetime
- 1990-06-13 RU SU904830142A patent/RU2019990C1/ru active
- 1990-06-14 HU HU903850A patent/HU215522B/hu unknown
- 1990-06-14 DD DD90341641A patent/DD295087A5/de unknown
-
1996
- 1996-10-31 GR GR960402151T patent/GR3021511T3/el unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4649151A (en) * | 1982-09-27 | 1987-03-10 | Health Research, Inc. | Drugs comprising porphyrins |
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| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C15 | Extension of patent right duration from 15 to 20 years for appl. with date before 31.12.1992 and still valid on 11.12.2001 (patent law change 1993) | ||
| OR01 | Other related matters | ||
| ASS | Succession or assignment of patent right |
Owner name: EIKERSKEN DRUG PDT CO., LTD. Free format text: FORMER OWNER: QLT CO., LTD. Effective date: 20041210 |
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| C41 | Transfer of patent application or patent right or utility model | ||
| C56 | Change in the name or address of the patentee |
Owner name: QLT CO., LTD. Free format text: FORMER NAME OR ADDRESS: QUADRA LOGIC TECHNOLOGIES INC. |
|
| CP03 | Change of name, title or address |
Address after: British Columbia Patentee after: QLT Inc. Address before: British Columbia Patentee before: Quadra Logic Technologies, Inc. |
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| TR01 | Transfer of patent right |
Effective date of registration: 20041210 Address after: Barbados Patentee after: Eyck J Ken drugs, PDT, Limited by Share Ltd. Address before: British Columbia Patentee before: QLT Inc. |
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| C17 | Cessation of patent right | ||
| CX01 | Expiry of patent term |
Granted publication date: 20001115 |