NO314264B1 - Etylenglykolestere av monohydrobenzoporfyrinderivater, anvendelse derav samt farmasöytisk blanding - Google Patents
Etylenglykolestere av monohydrobenzoporfyrinderivater, anvendelse derav samt farmasöytisk blanding Download PDFInfo
- Publication number
- NO314264B1 NO314264B1 NO19995436A NO995436A NO314264B1 NO 314264 B1 NO314264 B1 NO 314264B1 NO 19995436 A NO19995436 A NO 19995436A NO 995436 A NO995436 A NO 995436A NO 314264 B1 NO314264 B1 NO 314264B1
- Authority
- NO
- Norway
- Prior art keywords
- bpd
- compound according
- cells
- vinyl
- compounds
- Prior art date
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title description 10
- PLVAJLBZYYGQNL-UHFFFAOYSA-N C12CC=C(N1)C=C1C=CC(=N1)C=C1C=CC(N1)=CC=1C3=C(C(N=1)=C2)C=CC=C3 Chemical class C12CC=C(N1)C=C1C=CC(=N1)C=C1C=CC(N1)=CC=1C3=C(C(N=1)=C2)C=CC=C3 PLVAJLBZYYGQNL-UHFFFAOYSA-N 0.000 title description 3
- 239000008194 pharmaceutical composition Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 54
- 238000002428 photodynamic therapy Methods 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 229940079593 drug Drugs 0.000 claims description 9
- 229920002554 vinyl polymer Polymers 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 229910021645 metal ion Inorganic materials 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 238000001212 derivatisation Methods 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 208000030963 borderline personality disease Diseases 0.000 description 77
- 206010006475 bronchopulmonary dysplasia Diseases 0.000 description 77
- 210000004027 cell Anatomy 0.000 description 51
- 241000699670 Mus sp. Species 0.000 description 22
- 210000002966 serum Anatomy 0.000 description 15
- 206010028980 Neoplasm Diseases 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 238000002347 injection Methods 0.000 description 12
- 239000007924 injection Substances 0.000 description 12
- 238000001727 in vivo Methods 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 8
- 210000001519 tissue Anatomy 0.000 description 8
- 238000005698 Diels-Alder reaction Methods 0.000 description 7
- 238000007792 addition Methods 0.000 description 7
- 238000003556 assay Methods 0.000 description 7
- 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 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- 230000002519 immonomodulatory effect Effects 0.000 description 6
- 238000000338 in vitro Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229950003776 protoporphyrin Drugs 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 231100000135 cytotoxicity Toxicity 0.000 description 5
- 230000003013 cytotoxicity Effects 0.000 description 5
- 210000004443 dendritic cell Anatomy 0.000 description 5
- 239000003504 photosensitizing agent Substances 0.000 description 5
- 238000001228 spectrum Methods 0.000 description 5
- 108091000080 Phosphotransferase Proteins 0.000 description 4
- 230000004913 activation Effects 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 102000020233 phosphotransferase Human genes 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 230000004083 survival effect Effects 0.000 description 4
- LOTKRQAVGJMPNV-UHFFFAOYSA-N 1-fluoro-2,4-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(F)C([N+]([O-])=O)=C1 LOTKRQAVGJMPNV-UHFFFAOYSA-N 0.000 description 3
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 3
- 102000011727 Caspases Human genes 0.000 description 3
- 108010076667 Caspases Proteins 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- 241000699666 Mus <mouse, genus> Species 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 206010003246 arthritis Diseases 0.000 description 3
- 230000001413 cellular effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 230000003834 intracellular effect Effects 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 230000037361 pathway Effects 0.000 description 3
- 210000004988 splenocyte Anatomy 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 230000008685 targeting Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 2
- 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 compound 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 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 238000011765 DBA/2 mouse Methods 0.000 description 2
- 108020004414 DNA Proteins 0.000 description 2
- 206010014025 Ear swelling Diseases 0.000 description 2
- 241001529936 Murinae Species 0.000 description 2
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 230000006907 apoptotic process Effects 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000013592 cell lysate Substances 0.000 description 2
- 208000010247 contact dermatitis Diseases 0.000 description 2
- 231100000433 cytotoxic Toxicity 0.000 description 2
- 230000001472 cytotoxic effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012091 fetal bovine serum Substances 0.000 description 2
- 238000013467 fragmentation Methods 0.000 description 2
- 238000006062 fragmentation reaction Methods 0.000 description 2
- 229960003569 hematoporphyrin Drugs 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000028993 immune response Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 210000003734 kidney Anatomy 0.000 description 2
- 210000004185 liver Anatomy 0.000 description 2
- 230000002297 mitogenic effect Effects 0.000 description 2
- 230000037311 normal skin Effects 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 230000036211 photosensitivity Effects 0.000 description 2
- 210000002381 plasma Anatomy 0.000 description 2
- 150000004032 porphyrins Chemical class 0.000 description 2
- HXYIQMHXZZPHNJ-UHFFFAOYSA-N protoporphyrin xiii Chemical compound N1C(C=C2C(=C(C=C)C(C=C3C(=C(CCC(=O)OC)C(=C4)N3)C)=N2)C)=C(C)C(C=C)=C1C=C1C(C)=C(CCC(=O)OC)C4=N1 HXYIQMHXZZPHNJ-UHFFFAOYSA-N 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 238000002390 rotary evaporation Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 1
- MHIITNFQDPFSES-UHFFFAOYSA-N 25,26,27,28-tetrazahexacyclo[16.6.1.13,6.18,11.113,16.019,24]octacosa-1(25),2,4,6,8(27),9,11,13,15,17,19,21,23-tridecaene Chemical class N1C(C=C2C3=CC=CC=C3C(C=C3NC(=C4)C=C3)=N2)=CC=C1C=C1C=CC4=N1 MHIITNFQDPFSES-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 208000037260 Atherosclerotic Plaque Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 108010045100 HSP27 Heat-Shock Proteins Proteins 0.000 description 1
- 102100039165 Heat shock protein beta-1 Human genes 0.000 description 1
- 101000599852 Homo sapiens Intercellular adhesion molecule 1 Proteins 0.000 description 1
- 101000914484 Homo sapiens T-lymphocyte activation antigen CD80 Proteins 0.000 description 1
- 101001050288 Homo sapiens Transcription factor Jun Proteins 0.000 description 1
- 102100037877 Intercellular adhesion molecule 1 Human genes 0.000 description 1
- 102000008070 Interferon-gamma Human genes 0.000 description 1
- 108010074328 Interferon-gamma Proteins 0.000 description 1
- 231100000002 MTT assay Toxicity 0.000 description 1
- 238000000134 MTT assay Methods 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 206010040047 Sepsis Diseases 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 102100027222 T-lymphocyte activation antigen CD80 Human genes 0.000 description 1
- 102100023132 Transcription factor Jun Human genes 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 210000003423 ankle Anatomy 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 210000002565 arteriole Anatomy 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 208000037815 bloodstream infection Diseases 0.000 description 1
- -1 carbomethoxy Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000007398 colorimetric assay Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 210000005069 ears Anatomy 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012894 fetal calf serum Substances 0.000 description 1
- 238000000684 flow cytometry Methods 0.000 description 1
- MHMNJMPURVTYEJ-UHFFFAOYSA-N fluorescein-5-isothiocyanate Chemical compound O1C(=O)C2=CC(N=C=S)=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 MHMNJMPURVTYEJ-UHFFFAOYSA-N 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229960003130 interferon gamma Drugs 0.000 description 1
- 230000004068 intracellular signaling Effects 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 230000002934 lysing effect Effects 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 210000003024 peritoneal macrophage Anatomy 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000000906 photoactive agent Substances 0.000 description 1
- 208000017983 photosensitivity disease Diseases 0.000 description 1
- 231100000434 photosensitization Toxicity 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 208000037803 restenosis Diseases 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 201000009410 rhabdomyosarcoma Diseases 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000009211 stress pathway Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052713 technetium Inorganic materials 0.000 description 1
- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229910001432 tin ion Inorganic materials 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 210000000264 venule Anatomy 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
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
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Dermatology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Ophthalmology & Optometry (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US85249497A | 1997-05-07 | 1997-05-07 | |
PCT/CA1998/000468 WO1998050387A1 (en) | 1997-05-07 | 1998-05-06 | Ethylene glycol esters of monohydrobenzoporphyrin derivatives as photoactive agents |
Publications (3)
Publication Number | Publication Date |
---|---|
NO995436D0 NO995436D0 (no) | 1999-11-05 |
NO995436L NO995436L (no) | 2000-01-04 |
NO314264B1 true NO314264B1 (no) | 2003-02-24 |
Family
ID=25313492
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO19995436A NO314264B1 (no) | 1997-05-07 | 1999-11-05 | Etylenglykolestere av monohydrobenzoporfyrinderivater, anvendelse derav samt farmasöytisk blanding |
Country Status (21)
Country | Link |
---|---|
US (2) | US5929105A (de) |
EP (2) | EP0983273B8 (de) |
JP (1) | JP3378889B2 (de) |
KR (1) | KR100397131B1 (de) |
CN (1) | CN1113882C (de) |
AR (1) | AR012673A1 (de) |
AT (1) | ATE211473T1 (de) |
AU (1) | AU741070B2 (de) |
CA (1) | CA2284879C (de) |
CZ (1) | CZ294715B6 (de) |
DE (1) | DE69803376T2 (de) |
DK (1) | DK0983273T3 (de) |
ES (2) | ES2437790T3 (de) |
HK (1) | HK1042439B (de) |
HU (1) | HU221754B1 (de) |
IL (1) | IL132066A (de) |
NO (1) | NO314264B1 (de) |
NZ (1) | NZ338031A (de) |
PL (1) | PL202341B1 (de) |
PT (1) | PT983273E (de) |
WO (1) | WO1998050387A1 (de) |
Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6756396B1 (en) * | 1997-05-07 | 2004-06-29 | Qlt Inc. | Ethylene glycol esters as photoactive agents |
US6364907B1 (en) | 1998-10-09 | 2002-04-02 | Qlt Inc. | Method to prevent xenograft transplant rejection |
US6331235B1 (en) * | 1998-12-11 | 2001-12-18 | The University Of British Columbia | Chiral separation of benzoporphyrin derivative mono-and di-acids by laser-induced fluorescence capillary electrophoresis |
US6344050B1 (en) | 1998-12-21 | 2002-02-05 | Light Sciences Corporation | Use of pegylated photosensitizer conjugated with an antibody for treating abnormal tissue |
CA2356532A1 (en) * | 1999-01-15 | 2000-07-20 | Light Sciences Corporation | Noninvasive vascular therapy |
US6602274B1 (en) * | 1999-01-15 | 2003-08-05 | Light Sciences Corporation | Targeted transcutaneous cancer therapy |
AU2789900A (en) * | 1999-02-26 | 2000-09-21 | Qlt Phototherapeutics, Inc. | Photodynamic therapy in combination with apoptosis inducing factors |
GB9905911D0 (en) | 1999-03-15 | 1999-05-05 | Photocure As | Method |
US6609014B1 (en) | 1999-04-14 | 2003-08-19 | Qlt Inc. | Use of PDT to inhibit intimal hyperplasia |
US20020022032A1 (en) * | 1999-04-23 | 2002-02-21 | Curry Patrick Mark | Immuno-adjuvant PDT treatment of metastatic tumors |
US7122568B1 (en) | 1999-11-17 | 2006-10-17 | Qlt, Inc. | Use of low-dose PDT to inhibit restenosis |
US20040208855A1 (en) * | 1999-11-17 | 2004-10-21 | Allison Beth Anne | Use of PDT to inhibit intimal hyperplasia |
WO2001051087A2 (en) * | 2000-01-12 | 2001-07-19 | Light Sciences Corporation | Novel treatment for eye disease |
WO2001085213A2 (en) | 2000-05-08 | 2001-11-15 | The University Of British Columbia | Supports for photosensitizer formulations |
AU2001258095A1 (en) | 2000-05-08 | 2001-11-20 | The University Of British Columbia | Drug delivery systems for photodynamic therapy |
AU2002220853B2 (en) * | 2000-11-29 | 2007-06-28 | Pci Biotech As | Photochemical internalization for delivery of molecules into the cytosol |
AU2002222104B2 (en) * | 2000-11-29 | 2007-06-28 | Pci Biotech As | Photochemical internalization for virus-mediated molecule delivery into the cyosol |
US6984395B2 (en) * | 2001-04-11 | 2006-01-10 | Qlt, Inc. | Drug delivery system for hydrophobic drugs |
EP1401506A4 (de) * | 2001-05-31 | 2005-02-16 | Miravant Pharm Inc | Lichtsensibilisierende metallotetrapyrrol-mittel zur verwendung in der photodynamischen therapie |
EP1424942B1 (de) * | 2001-08-22 | 2008-12-31 | Montana State University-Bozeman | Porphyrine mit verbesserten multi-photonen-absorptionsquerschnitten für die photodynamische therapie |
EP1465590B1 (de) * | 2001-11-02 | 2008-03-26 | The Governors Of The University Of Alberta | Micelle-zusammensetzungen enthaltend pegylierten phospholipide und einen photosensibilisator |
US7264629B2 (en) | 2001-11-09 | 2007-09-04 | Qlt, Inc. | Photodynamic therapy for the treatment of hair loss |
WO2003039596A1 (en) * | 2001-11-09 | 2003-05-15 | Qlt Inc. | Photodynamic therapy for the treatment of hair loss |
CA2437638A1 (en) * | 2003-08-20 | 2005-02-20 | John Robert North | Photodynamic therapy |
CA2457214A1 (en) | 2004-02-06 | 2005-08-06 | Qlt Inc. | Photodynamic therapy for the treatment of acne |
US20110070154A1 (en) * | 2008-08-13 | 2011-03-24 | Hyde Roderick A | Artificial cells |
EP2451796B1 (de) | 2009-07-08 | 2013-04-17 | Dermira (Canada), Inc. | Tofa-analoga zur behandlung von hauterkrankungen oder -störungen |
DK2531206T3 (en) | 2010-02-04 | 2017-09-11 | Morphotek Inc | CHLOROTOXIN POLYPEPTIDES AND CONJUGATES AND USE THEREOF |
EP2663285A2 (de) | 2011-01-13 | 2013-11-20 | Qlt Inc. | Pharmazeutische zusammensetzungen für die topische verabreichung von photosensibilisatoren und ihre verwendung |
WO2013003507A1 (en) | 2011-06-27 | 2013-01-03 | Morphotek, Inc. | Multifunctional agents |
CA2853705C (en) | 2011-10-25 | 2021-10-12 | Memorial Sloan-Kettering Cancer Center | Free psa antibodies as diagnostics, prognostics and therapeutics for prostate cancer |
BR112015000383A2 (pt) | 2012-07-11 | 2017-06-27 | Dermira Inc | composição farmacêutica, e, métodos para preparação de uma composição farmacêutica, para reduzir a taxa de excreção de sebo das glândulas sebáceas na pele de um indivíduo e para tratamento da acne |
AU2013334102B2 (en) | 2012-10-26 | 2018-08-16 | Memorial Sloan-Kettering Cancer Center | Modulators of resistant androgen receptor |
EP3087182B1 (de) | 2013-12-23 | 2019-03-20 | Memorial Sloan-Kettering Cancer Center | Verfahren und zusammensetzungen zur behandlung von krebs unter verwendung von peptidnukleinsäurebasiertem wirkstoff |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4920143A (en) * | 1987-04-23 | 1990-04-24 | University Of British Columbia | Hydro-monobenzoporphyrin wavelength-specific cytotoxic agents |
US5095030A (en) * | 1987-01-20 | 1992-03-10 | University Of British Columbia | Wavelength-specific cytotoxic agents |
US5171749A (en) | 1987-01-20 | 1992-12-15 | University Of British Columbia | Wavelength-specific cytotoxic agents |
US4883790A (en) | 1987-01-20 | 1989-11-28 | University Of British Columbia | Wavelength-specific cytotoxic agents |
US5283255A (en) * | 1987-01-20 | 1994-02-01 | The University Of British Columbia | Wavelength-specific cytotoxic agents |
CA2056431A1 (en) * | 1989-06-07 | 1990-12-08 | David Dolphin | Photosensitizing diels-alder porphyrin derivatives |
US5498710A (en) * | 1994-04-22 | 1996-03-12 | Health Research, Inc. | Alkyl ether analogues of benzoporphyrin derivatives |
PL202340B1 (pl) * | 1997-05-07 | 2009-06-30 | Univ British Columbia | Pochodna benzoporfiryny, sposób jej wytwarzania, kompozycja farmaceutyczna ją zawierająca oraz jej zastosowanie jako czynnika fotoaktywnego |
-
1998
- 1998-05-06 EP EP98921294A patent/EP0983273B8/de not_active Expired - Lifetime
- 1998-05-06 CZ CZ19993923A patent/CZ294715B6/cs not_active IP Right Cessation
- 1998-05-06 HU HU0003604A patent/HU221754B1/hu not_active IP Right Cessation
- 1998-05-06 CN CN98804737A patent/CN1113882C/zh not_active Expired - Fee Related
- 1998-05-06 CA CA002284879A patent/CA2284879C/en not_active Expired - Fee Related
- 1998-05-06 DE DE69803376T patent/DE69803376T2/de not_active Expired - Lifetime
- 1998-05-06 EP EP01121719.7A patent/EP1177795B1/de not_active Expired - Lifetime
- 1998-05-06 AT AT98921294T patent/ATE211473T1/de active
- 1998-05-06 NZ NZ338031A patent/NZ338031A/en not_active IP Right Cessation
- 1998-05-06 WO PCT/CA1998/000468 patent/WO1998050387A1/en active IP Right Grant
- 1998-05-06 JP JP54758598A patent/JP3378889B2/ja not_active Expired - Fee Related
- 1998-05-06 PT PT98921294T patent/PT983273E/pt unknown
- 1998-05-06 KR KR10-1999-7010283A patent/KR100397131B1/ko not_active IP Right Cessation
- 1998-05-06 ES ES01121719.7T patent/ES2437790T3/es not_active Expired - Lifetime
- 1998-05-06 PL PL336790A patent/PL202341B1/pl unknown
- 1998-05-06 ES ES98921294T patent/ES2171022T3/es not_active Expired - Lifetime
- 1998-05-06 IL IL132066A patent/IL132066A/en not_active IP Right Cessation
- 1998-05-06 AU AU74207/98A patent/AU741070B2/en not_active Ceased
- 1998-05-06 DK DK98921294T patent/DK0983273T3/da active
- 1998-05-07 AR ARP980102133A patent/AR012673A1/es active IP Right Grant
- 1998-06-01 US US09/088,524 patent/US5929105A/en not_active Expired - Lifetime
-
1999
- 1999-05-17 US US09/313,106 patent/US6153639A/en not_active Expired - Lifetime
- 1999-11-05 NO NO19995436A patent/NO314264B1/no not_active IP Right Cessation
-
2002
- 2002-06-05 HK HK02104249.9A patent/HK1042439B/zh not_active IP Right Cessation
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO314264B1 (no) | Etylenglykolestere av monohydrobenzoporfyrinderivater, anvendelse derav samt farmasöytisk blanding | |
DK167769B1 (da) | Fluorescerende mono-, di- eller polyamider af en aminodicarboxylsyre og en tetrapyrrolforbindelse indeholdende tre carboxylgrupper samt fremgangsmaade til fremstilling deraf | |
Chen et al. | Synthesis of bacteriochlorins and their potential utility in photodynamic therapy (PDT) | |
DK167768B1 (da) | Fluorescerende mono- eller polyamider af en aminodicarboxylsyre og en tetrapyrrolforbindelse indeholdende mindst en carboxylgruppe samt terapeutisk praeparat indeholdende disse forbindelser | |
DK168512B1 (da) | Terapeutiske præparater til brug ved fotodiagnose og fototerapi | |
Fingar et al. | The effects of photodynamic therapy using differently substituted zinc phthalocyanines on vessel constriction, vessel leakage and tumor response | |
US4882234A (en) | Storage-stable porphin compositions and a method for their manufacture | |
JPS625985A (ja) | 新規なテトラピロール化合物 | |
EP0322795A2 (de) | Tetrapyrrolaminocarbonsäuren | |
NO338966B1 (no) | Nye porfyrinderivater, fortrinnsvis kloriner og/eller bakteriokloriner, fremgangsmåte for fremstilling derav, og anvendelse derav som antikreft, og/eller antiviralt og/eller antimikrobielt medikament i fotodynamisk terapi | |
HU224553B1 (hu) | Átészterezési eljárás klorofill- és bakterioklorofill C-133, C-173 diészterek előállítására | |
US6756396B1 (en) | Ethylene glycol esters as photoactive agents | |
WO1996031451A1 (en) | 9-substituted porphycenes | |
JPS625986A (ja) | 新規なテトラピロ−ル化合物 | |
MXPA99010169A (es) | Esteres de etilenglicol de derivados de monohidrobenzoporfirina como agentes fotoactivos | |
Hargus | Naturally-derived porphyrin and chlorin photosensitizers for photodynamic therapy | |
EP0981371A1 (de) | Grüne porphyrine wie immunomodulator | |
WO1998015271A1 (en) | 9-substituted porphycenes | |
WO2001082860A2 (en) | Use of ursodeoxycholic acid for potentiation of the phototoxic effect of photodynamic therapy |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
CHAD | Change of the owner's name or address (par. 44 patent law, par. patentforskriften) |
Owner name: THE UNIVERSITY OF BRITISH COLUMBIA, CA |
|
MM1K | Lapsed by not paying the annual fees |