NO323478B1 - Syntetiske metall-substituerte bakterioklorofyllderivater samt anvendelse derav - Google Patents
Syntetiske metall-substituerte bakterioklorofyllderivater samt anvendelse derav Download PDFInfo
- Publication number
- NO323478B1 NO323478B1 NO19982348A NO982348A NO323478B1 NO 323478 B1 NO323478 B1 NO 323478B1 NO 19982348 A NO19982348 A NO 19982348A NO 982348 A NO982348 A NO 982348A NO 323478 B1 NO323478 B1 NO 323478B1
- Authority
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- Norway
- Prior art keywords
- formula
- bchl
- group
- ethyl
- metal
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- DSJXIQQMORJERS-AGGZHOMASA-M bacteriochlorophyll a Chemical class C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC([C@H](CC)[C@H]3C)=[N+]4C3=CC3=C(C(C)=O)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 DSJXIQQMORJERS-AGGZHOMASA-M 0.000 title claims description 26
- 229910052751 metal Inorganic materials 0.000 claims description 55
- 239000002184 metal Substances 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 40
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 38
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 33
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 28
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 19
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 18
- 125000001189 phytyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])([H])[C@@](C([H])([H])[H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@](C([H])([H])[H])([H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])C([H])([H])[H] 0.000 claims description 17
- 108010003118 Bacteriochlorophylls Proteins 0.000 claims description 15
- 229910052748 manganese Inorganic materials 0.000 claims description 15
- 241000894006 Bacteria Species 0.000 claims description 14
- 229910052759 nickel Inorganic materials 0.000 claims description 14
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 13
- 238000002428 photodynamic therapy Methods 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 150000001413 amino acids Chemical class 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 11
- -1 tert-butoxy, carbobenzoxy Chemical group 0.000 claims description 10
- 206010028980 Neoplasm Diseases 0.000 claims description 9
- 241000700605 Viruses Species 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 229910052763 palladium Inorganic materials 0.000 claims description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims description 9
- 108090000623 proteins and genes Proteins 0.000 claims description 9
- 102000004169 proteins and genes Human genes 0.000 claims description 9
- KWOZSBGNAHVCKG-WFDCHTCOSA-N bacteriopheophytin a Chemical class N1C(C=C2[C@H]([C@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=N2)C2=C3NC(=C4)C(C)=C3C(=O)[C@@H]2C(=O)OC)C)=C(C)C(C(C)=O)=C1C=C1[C@H](C)[C@@H](CC)C4=N1 KWOZSBGNAHVCKG-WFDCHTCOSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 238000005809 transesterification reaction Methods 0.000 claims description 8
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 7
- 239000012298 atmosphere Substances 0.000 claims description 7
- 125000002686 geranylgeranyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- 229910052804 chromium Inorganic materials 0.000 claims description 5
- 238000003745 diagnosis Methods 0.000 claims description 5
- 150000002170 ethers Chemical class 0.000 claims description 5
- 125000000524 functional group Chemical group 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 229910001510 metal chloride Inorganic materials 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 3
- 239000012678 infectious agent Substances 0.000 claims description 3
- 239000003446 ligand Substances 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 229910052718 tin Inorganic materials 0.000 claims description 3
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000004587 chromatography analysis Methods 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 26
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 25
- 210000004027 cell Anatomy 0.000 description 25
- 239000011777 magnesium Substances 0.000 description 19
- 238000006263 metalation reaction Methods 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 12
- 238000006478 transmetalation reaction Methods 0.000 description 11
- 229910052725 zinc Inorganic materials 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 229960000583 acetic acid Drugs 0.000 description 10
- 229940024606 amino acid Drugs 0.000 description 10
- XZSVAMUZTKNGDN-JBRJOJLESA-L bacteriochlorophylls Chemical compound [Mg+2].[N-]1C2=C(C=3C(C(C)C(=CC=4C(=C(C(C)=O)C(=C5)N=4)C)N=3)CCC(=O)OC\C=C(/C)CCCC(C)CCCC(C)CCCC(C)C)C(C(=O)OC)C([O-])=C2C(C)=C1C=C1C(CC)C(C)C5=N1 XZSVAMUZTKNGDN-JBRJOJLESA-L 0.000 description 10
- 229910052802 copper Inorganic materials 0.000 description 10
- 239000003504 photosensitizing agent Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 125000004429 atom Chemical group 0.000 description 9
- 229930002875 chlorophyll Natural products 0.000 description 9
- 235000019804 chlorophyll Nutrition 0.000 description 9
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 150000004032 porphyrins Chemical class 0.000 description 8
- 230000001580 bacterial effect Effects 0.000 description 7
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- 238000000746 purification Methods 0.000 description 7
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- 210000001519 tissue Anatomy 0.000 description 7
- IQFYYKKMVGJFEH-XLPZGREQSA-N Thymidine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 IQFYYKKMVGJFEH-XLPZGREQSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 206010034972 Photosensitivity reaction Diseases 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
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- 235000010378 sodium ascorbate Nutrition 0.000 description 5
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 5
- 229960005055 sodium ascorbate Drugs 0.000 description 5
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 5
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- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 108010070075 Bacteriochlorophyll A Proteins 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
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- 238000007324 demetalation reaction Methods 0.000 description 4
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 4
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- ANSUDRATXSJBLY-VKHMYHEASA-N methyl (2s)-2-amino-3-hydroxypropanoate Chemical compound COC(=O)[C@@H](N)CO ANSUDRATXSJBLY-VKHMYHEASA-N 0.000 description 3
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- KAFZOLYKKCWUBI-HPMAGDRPSA-N (2s)-2-[[(2s)-2-[[(2s)-1-[(2s)-3-amino-2-[[(2s)-2-[[(2s)-2-(3-cyclohexylpropanoylamino)-4-methylpentanoyl]amino]-5-methylhexanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]butanediamide Chemical compound N([C@@H](CC(C)C)C(=O)N[C@@H](CCC(C)C)C(=O)N[C@@H](CN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CC(N)=O)C(N)=O)C(=O)CCC1CCCCC1 KAFZOLYKKCWUBI-HPMAGDRPSA-N 0.000 description 2
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- UGADAJMDJZPKQX-UHFFFAOYSA-N 2,3,22,24-tetrahydroporphyrin Chemical class N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1CCC4=N1 UGADAJMDJZPKQX-UHFFFAOYSA-N 0.000 description 2
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/12—Keratolytics, e.g. wart or anti-corn preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Virology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL11612695A IL116126A0 (en) | 1995-11-24 | 1995-11-24 | Process for the preparation of bacteriochlorophyllis some novel compounds of this type and pharmaceutical compositions comprising them |
| PCT/IL1996/000161 WO1997019081A1 (en) | 1995-11-24 | 1996-11-24 | Synthetic metal-substituted bacteriochlorophyll derivatives and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO982348D0 NO982348D0 (no) | 1998-05-22 |
| NO982348L NO982348L (no) | 1998-07-23 |
| NO323478B1 true NO323478B1 (no) | 2007-05-21 |
Family
ID=11068225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19982348A NO323478B1 (no) | 1995-11-24 | 1998-05-22 | Syntetiske metall-substituerte bakterioklorofyllderivater samt anvendelse derav |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6333319B1 (OSRAM) |
| EP (1) | EP0863903B1 (OSRAM) |
| JP (1) | JP2000500763A (OSRAM) |
| CN (1) | CN1085211C (OSRAM) |
| AT (1) | ATE365741T1 (OSRAM) |
| AU (1) | AU718961B2 (OSRAM) |
| BR (1) | BR9611452A (OSRAM) |
| DE (1) | DE69637149T2 (OSRAM) |
| DK (1) | DK0863903T3 (OSRAM) |
| ES (1) | ES2288757T3 (OSRAM) |
| HU (1) | HU223379B1 (OSRAM) |
| IL (1) | IL116126A0 (OSRAM) |
| MX (1) | MX9804143A (OSRAM) |
| NO (1) | NO323478B1 (OSRAM) |
| PL (1) | PL188811B1 (OSRAM) |
| PT (1) | PT863903E (OSRAM) |
| RU (1) | RU2193038C2 (OSRAM) |
| WO (1) | WO1997019081A1 (OSRAM) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6413436B1 (en) * | 1999-01-27 | 2002-07-02 | Semitool, Inc. | Selective treatment of the surface of a microelectronic workpiece |
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| EP1277470A1 (fr) * | 2001-07-17 | 2003-01-22 | Steba Biotech N.V. | Formulation galénique injectable pour utilisation dans un diagnostic ou une thérapie photodynamique et son procédé de préparation |
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| ES2602460T3 (es) * | 2004-06-07 | 2017-02-21 | Yeda Research And Development Co., Ltd. | Derivados de bacterioclorofila catiónicos y usos de los mismos |
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| AU2009219682B2 (en) | 2008-02-27 | 2015-06-18 | Yeda Research & Development Co. Ltd | RGD-(bacterio)chlorophyll conjugates for photodynamic therapy and imaging of necrotic tumors |
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| CN103405769A (zh) * | 2013-03-07 | 2013-11-27 | 北京亿仁赛博医疗科技研发中心有限公司 | 光敏剂在制备治疗疾病的病毒灭活药物中的应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US5171741A (en) * | 1989-04-21 | 1992-12-15 | Health Research, Inc. | Bacteriochlorophyll-a derivatives useful in photodynamic therapy |
| DE4121876A1 (de) * | 1991-07-02 | 1993-01-14 | Scheer Hugo | Modifizierte bakteriochlorophylle, verfahren zu ihrer herstellung und ihre verwendung |
| IL102645A (en) | 1992-07-26 | 1998-02-22 | Yeda Res & Dev | Chlorophyll and bacteriochlorophyll derivatives, their preparation and pharmaceutical compositions comprising them |
| US5591847A (en) * | 1994-05-23 | 1997-01-07 | Health Research, Inc. | Long wavelength absorbing photosensitizers related to purpurin-18, bacteriopurpurin-18 and related compounds with imide linkages |
-
1995
- 1995-11-24 IL IL11612695A patent/IL116126A0/xx unknown
-
1996
- 1996-11-24 AU AU75857/96A patent/AU718961B2/en not_active Ceased
- 1996-11-24 EP EP96938445A patent/EP0863903B1/en not_active Expired - Lifetime
- 1996-11-24 WO PCT/IL1996/000161 patent/WO1997019081A1/en not_active Ceased
- 1996-11-24 PL PL96326745A patent/PL188811B1/pl not_active IP Right Cessation
- 1996-11-24 ES ES96938445T patent/ES2288757T3/es not_active Expired - Lifetime
- 1996-11-24 RU RU98111943/04A patent/RU2193038C2/ru not_active IP Right Cessation
- 1996-11-24 PT PT96938445T patent/PT863903E/pt unknown
- 1996-11-24 DE DE69637149T patent/DE69637149T2/de not_active Expired - Fee Related
- 1996-11-24 DK DK96938445T patent/DK0863903T3/da active
- 1996-11-24 CN CN96199752A patent/CN1085211C/zh not_active Expired - Fee Related
- 1996-11-24 JP JP9519568A patent/JP2000500763A/ja not_active Ceased
- 1996-11-24 BR BR9611452A patent/BR9611452A/pt not_active Application Discontinuation
- 1996-11-24 HU HU9903582A patent/HU223379B1/hu not_active IP Right Cessation
- 1996-11-24 AT AT96938445T patent/ATE365741T1/de not_active IP Right Cessation
- 1996-11-24 US US09/077,208 patent/US6333319B1/en not_active Expired - Fee Related
-
1998
- 1998-05-22 NO NO19982348A patent/NO323478B1/no unknown
- 1998-05-25 MX MX9804143A patent/MX9804143A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69637149T2 (de) | 2008-02-28 |
| PL188811B1 (pl) | 2005-04-29 |
| DE69637149D1 (de) | 2007-08-09 |
| ATE365741T1 (de) | 2007-07-15 |
| ES2288757T3 (es) | 2008-01-16 |
| DK0863903T3 (da) | 2007-09-24 |
| NO982348D0 (no) | 1998-05-22 |
| EP0863903B1 (en) | 2007-06-27 |
| IL116126A0 (en) | 1996-01-31 |
| HUP9903582A2 (hu) | 2000-02-28 |
| RU2193038C2 (ru) | 2002-11-20 |
| JP2000500763A (ja) | 2000-01-25 |
| CN1085211C (zh) | 2002-05-22 |
| CN1207741A (zh) | 1999-02-10 |
| MX9804143A (es) | 1998-09-30 |
| EP0863903A1 (en) | 1998-09-16 |
| PT863903E (pt) | 2007-09-07 |
| AU7585796A (en) | 1997-06-11 |
| BR9611452A (pt) | 1999-02-17 |
| US6333319B1 (en) | 2001-12-25 |
| HU223379B1 (hu) | 2004-06-28 |
| HUP9903582A3 (en) | 2002-02-28 |
| WO1997019081A1 (en) | 1997-05-29 |
| AU718961B2 (en) | 2000-05-04 |
| NO982348L (no) | 1998-07-23 |
| PL326745A1 (en) | 1998-10-26 |
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