ZA200604072B - Particle-forming compositions containing fused pyrrolocarbazoles - Google Patents
Particle-forming compositions containing fused pyrrolocarbazoles Download PDFInfo
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- ZA200604072B ZA200604072B ZA200604072A ZA200604072A ZA200604072B ZA 200604072 B ZA200604072 B ZA 200604072B ZA 200604072 A ZA200604072 A ZA 200604072A ZA 200604072 A ZA200604072 A ZA 200604072A ZA 200604072 B ZA200604072 B ZA 200604072B
- Authority
- ZA
- South Africa
- Prior art keywords
- carbons
- peg
- alkyl
- composition
- substituted
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 133
- QNMMYUBZGLXCCK-UHFFFAOYSA-N pyrrolo[3,2-a]carbazole Chemical class N1=C2C=CC=CC2=C2C1=C1C=CN=C1C=C2 QNMMYUBZGLXCCK-UHFFFAOYSA-N 0.000 title claims abstract description 80
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 105
- 125000000217 alkyl group Chemical group 0.000 claims description 76
- -1 and CO Chemical group 0.000 claims description 43
- 238000000034 method Methods 0.000 claims description 43
- 239000002202 Polyethylene glycol Substances 0.000 claims description 39
- 229920001223 polyethylene glycol Polymers 0.000 claims description 39
- 239000004094 surface-active agent Substances 0.000 claims description 32
- 125000003118 aryl group Chemical group 0.000 claims description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 20
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 19
- 125000000304 alkynyl group Chemical group 0.000 claims description 19
- 239000003963 antioxidant agent Substances 0.000 claims description 19
- 235000006708 antioxidants Nutrition 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 17
- 125000001072 heteroaryl group Chemical group 0.000 claims description 17
- 230000003078 antioxidant effect Effects 0.000 claims description 16
- 239000003960 organic solvent Substances 0.000 claims description 15
- 150000003839 salts Chemical group 0.000 claims description 15
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 13
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 claims description 12
- 239000000194 fatty acid Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 11
- 229930195729 fatty acid Natural products 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 10
- 241000124008 Mammalia Species 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 8
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 8
- 150000001413 amino acids Chemical class 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 208000035475 disorder Diseases 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 7
- 239000004255 Butylated hydroxyanisole Substances 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 6
- 235000019282 butylated hydroxyanisole Nutrition 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 201000010099 disease Diseases 0.000 claims description 6
- 229910052731 fluorine Inorganic materials 0.000 claims description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
- 125000005647 linker group Chemical group 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229920000573 polyethylene Polymers 0.000 claims description 6
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical group CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims description 5
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 5
- 235000010323 ascorbic acid Nutrition 0.000 claims description 5
- 239000011668 ascorbic acid Substances 0.000 claims description 5
- 229960005070 ascorbic acid Drugs 0.000 claims description 5
- 239000004359 castor oil Substances 0.000 claims description 5
- 235000019438 castor oil Nutrition 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- 125000005456 glyceride group Chemical group 0.000 claims description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 5
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 5
- 150000002772 monosaccharides Chemical class 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 206010028980 Neoplasm Diseases 0.000 claims description 4
- 239000004698 Polyethylene Substances 0.000 claims description 4
- 229920001214 Polysorbate 60 Polymers 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims description 4
- 229940043253 butylated hydroxyanisole Drugs 0.000 claims description 4
- 201000011510 cancer Diseases 0.000 claims description 4
- 125000002837 carbocyclic group Chemical group 0.000 claims description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 4
- 239000011874 heated mixture Substances 0.000 claims description 4
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 4
- 150000002711 medium chain fatty acid esters Chemical class 0.000 claims description 4
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- 229940075579 propyl gallate Drugs 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 239000004322 Butylated hydroxytoluene Substances 0.000 claims description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 3
- XSEOYPMPHHCUBN-FGYWBSQSSA-N hydroxylated lecithin Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCC[C@@H](O)[C@H](O)CCCCCCCC XSEOYPMPHHCUBN-FGYWBSQSSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 3
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims description 2
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims description 2
- 208000012902 Nervous system disease Diseases 0.000 claims description 2
- 206010060862 Prostate cancer Diseases 0.000 claims description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 2
- 229940095259 butylated hydroxytoluene Drugs 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 235000015165 citric acid Nutrition 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 229920002675 Polyoxyl Polymers 0.000 claims 15
- 229920002523 polyethylene Glycol 1000 Polymers 0.000 claims 9
- 229920002534 Polyethylene Glycol 1450 Polymers 0.000 claims 8
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 claims 7
- SHBUUTHKGIVMJT-UHFFFAOYSA-N Hydroxystearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OO SHBUUTHKGIVMJT-UHFFFAOYSA-N 0.000 claims 2
- 229940072106 hydroxystearate Drugs 0.000 claims 2
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
- 101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 claims 1
- 101100305983 Mus musculus Rom1 gene Proteins 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 101150085549 Myo1e gene Proteins 0.000 claims 1
- 235000004443 Ricinus communis Nutrition 0.000 claims 1
- 229960004106 citric acid Drugs 0.000 claims 1
- 239000002245 particle Substances 0.000 abstract description 33
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- 230000001976 improved effect Effects 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 description 37
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
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- 239000002775 capsule Substances 0.000 description 7
- 125000004122 cyclic group Chemical group 0.000 description 7
- VVVPGLRKXQSQSZ-UHFFFAOYSA-N indolo[3,2-c]carbazole Chemical class C1=CC=CC2=NC3=C4C5=CC=CC=C5N=C4C=CC3=C21 VVVPGLRKXQSQSZ-UHFFFAOYSA-N 0.000 description 7
- 229960005544 indolocarbazole Drugs 0.000 description 7
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 7
- MEXUTNIFSHFQRG-UHFFFAOYSA-N 6,7,12,13-tetrahydro-5h-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one Chemical compound C12=C3C=CC=C[C]3NC2=C2NC3=CC=C[CH]C3=C2C2=C1C(=O)NC2 MEXUTNIFSHFQRG-UHFFFAOYSA-N 0.000 description 6
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 125000004429 atom Chemical group 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
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- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 5
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- 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
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
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- 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
- A61K31/403—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 condensed with carbocyclic rings, e.g. carbazole
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
- A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
- A61K31/5513—1,4-Benzodiazepines, e.g. diazepam or clozapine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains four or more hetero rings
Landscapes
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/718,077 US7795246B2 (en) | 1998-08-06 | 2003-11-20 | Particle-forming compositions containing fused pyrrolocarbazoles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200604072B true ZA200604072B (en) | 2007-09-26 |
Family
ID=34633209
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200604072A ZA200604072B (en) | 2003-11-20 | 2006-05-19 | Particle-forming compositions containing fused pyrrolocarbazoles |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US7795246B2 (ja) |
| EP (1) | EP1685137B1 (ja) |
| JP (1) | JP2007512333A (ja) |
| KR (1) | KR20070006674A (ja) |
| CN (1) | CN1882594A (ja) |
| AT (1) | ATE520697T1 (ja) |
| AU (1) | AU2004292524A1 (ja) |
| BR (1) | BRPI0416733A (ja) |
| CA (1) | CA2545545A1 (ja) |
| EA (2) | EA014713B1 (ja) |
| ES (1) | ES2369365T3 (ja) |
| HK (1) | HK1089772A1 (ja) |
| IL (1) | IL175374A0 (ja) |
| IS (1) | IS8486A (ja) |
| MX (1) | MXPA06005714A (ja) |
| NO (1) | NO20062381L (ja) |
| NZ (2) | NZ577384A (ja) |
| SG (1) | SG148175A1 (ja) |
| UA (1) | UA87121C2 (ja) |
| WO (1) | WO2005051958A2 (ja) |
| ZA (1) | ZA200604072B (ja) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2018000283A (es) | 2015-07-07 | 2018-11-22 | H Lundbeck As | Inhibidores de fde9 con estructura basica de imidazotriazinona y estructura basica de imidazopirazinona en el tratamiento de enfermedades perifericas. |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62120388A (ja) | 1985-11-19 | 1987-06-01 | Meiji Seika Kaisha Ltd | Ｓｆ−２３７０物質ハロゲン化誘導体とその製造法 |
| JPS62155285A (ja) | 1985-12-27 | 1987-07-10 | Kyowa Hakko Kogyo Co Ltd | 生理活性物質ｋ−２５２の誘導体 |
| JPS62155284A (ja) | 1985-12-27 | 1987-07-10 | Kyowa Hakko Kogyo Co Ltd | 生理活性物質ｋ−２５２の誘導体 |
| JPH0826036B2 (ja) | 1987-01-22 | 1996-03-13 | 協和醗酵工業株式会社 | 生理活性物質ｋ−２５２の誘導体 |
| JPH0826037B2 (ja) | 1987-01-22 | 1996-03-13 | 協和醗酵工業株式会社 | 生理活性物質ｋ−２５２の誘導体 |
| EP0303697B1 (en) | 1987-03-09 | 1997-10-01 | Kyowa Hakko Kogyo Co., Ltd. | Derivatives of physiologically active substance k-252 |
| US5093330A (en) * | 1987-06-15 | 1992-03-03 | Ciba-Geigy Corporation | Staurosporine derivatives substituted at methylamino nitrogen |
| JPH07113027B2 (ja) * | 1987-12-24 | 1995-12-06 | 協和醗酵工業株式会社 | Ｋ−２５２誘導体 |
| DE3924538A1 (de) * | 1989-07-25 | 1991-01-31 | Goedecke Ag | Indolocarbazol und dessen verwendung |
| US5242932A (en) * | 1991-12-17 | 1993-09-07 | The Rockefeller University | Treatment of amyloidosis associated with alzheimer disease |
| JP2937446B2 (ja) | 1990-09-14 | 1999-08-23 | 株式会社資生堂 | 白髪防止黒化剤 |
| CA2112799A1 (en) | 1991-07-03 | 1993-01-21 | Stephen P. Squinto | Method and assay system for neurotrophin activity |
| WO1993008809A1 (en) | 1991-11-08 | 1993-05-13 | The University Of Southern California | Compositions containing k-252 compounds for potentiation of neurotrophin activity |
| US5621101A (en) * | 1992-07-24 | 1997-04-15 | Cephalon, Inc. | Protein kinase inhibitors for treatment of neurological disorders |
| US5621100A (en) * | 1992-07-24 | 1997-04-15 | Cephalon, Inc. | K-252a derivatives for treatment of neurological disorders |
| US5461146A (en) * | 1992-07-24 | 1995-10-24 | Cephalon, Inc. | Selected protein kinase inhibitors for the treatment of neurological disorders |
| CA2163904C (en) * | 1993-05-28 | 2000-01-25 | Craig A. Dionne | Use of indolocarbazole derivatives to treat a pathological condition of the prostate |
| US5468872A (en) * | 1993-09-16 | 1995-11-21 | Cephalon, Inc. | K-252a functional derivatives potentiate neurotrophin-3 for the treatment of neurological disorders |
| GB9325395D0 (en) | 1993-12-11 | 1994-02-16 | Ciba Geigy Ag | Compositions |
| US5599808A (en) * | 1994-02-18 | 1997-02-04 | Cephalon, Inc. | Aqueous indolocarbazole solutions |
| US5594009A (en) * | 1994-10-14 | 1997-01-14 | Cephalon, Inc. | Fused pyrrolocarbazoles |
| US5591855A (en) * | 1994-10-14 | 1997-01-07 | Cephalon, Inc. | Fused pyrrolocarbazoles |
| US5475110A (en) * | 1994-10-14 | 1995-12-12 | Cephalon, Inc. | Fused Pyrrolocarbazoles |
| US5705511A (en) * | 1994-10-14 | 1998-01-06 | Cephalon, Inc. | Fused pyrrolocarbazoles |
| EP0711556A1 (de) * | 1994-11-09 | 1996-05-15 | Ciba-Geigy Ag | Intravenöse Lösungen für ein Staurosporinderivat |
| EP0733358A3 (de) * | 1995-03-21 | 1998-05-20 | Novartis AG | Intravenös applizierbare Nanosuspensionen |
| JPH08301762A (ja) * | 1995-05-12 | 1996-11-19 | Teijin Ltd | 肺癌治療剤 |
| JPH08333245A (ja) * | 1995-06-07 | 1996-12-17 | Taisho Pharmaceut Co Ltd | イブプロフェン懸濁液剤 |
| US5616724A (en) * | 1996-02-21 | 1997-04-01 | Cephalon, Inc. | Fused pyrrolo[2,3-c]carbazole-6-ones |
| UA67725C2 (en) | 1996-06-03 | 2004-07-15 | Cephalon Inc | K-252a derivatives and a method for improvement of functioning and cell survival enhancement |
| ES2296311T3 (es) | 1996-06-18 | 2008-04-16 | Kyowa Hakko Kogyo Co., Ltd. | Preparaciones de liposomas de derivados de indolo carbazol. |
| US6200968B1 (en) * | 1998-08-06 | 2001-03-13 | Cephalon, Inc. | Particle-forming compositions containing fused pyrrolocarbazoles |
| GB9903547D0 (en) | 1999-02-16 | 1999-04-07 | Novartis Ag | Organic compounds |
| JP4593074B2 (ja) * | 2000-10-11 | 2010-12-08 | セフアロン・インコーポレーテツド | モダフィニル化合物含有組成物 |
-
2003
- 2003-11-20 US US10/718,077 patent/US7795246B2/en not_active Expired - Fee Related
-
2004
- 2004-11-12 WO PCT/US2004/037928 patent/WO2005051958A2/en active Application Filing
- 2004-11-12 JP JP2006541280A patent/JP2007512333A/ja active Pending
- 2004-11-12 EP EP04810908A patent/EP1685137B1/en active Active
- 2004-11-12 CN CNA2004800344032A patent/CN1882594A/zh active Pending
- 2004-11-12 UA UAA200606833A patent/UA87121C2/ru unknown
- 2004-11-12 NZ NZ577384A patent/NZ577384A/en not_active IP Right Cessation
- 2004-11-12 MX MXPA06005714A patent/MXPA06005714A/es active IP Right Grant
- 2004-11-12 BR BRPI0416733-3A patent/BRPI0416733A/pt not_active IP Right Cessation
- 2004-11-12 CA CA002545545A patent/CA2545545A1/en not_active Abandoned
- 2004-11-12 EA EA200800923A patent/EA014713B1/ru not_active IP Right Cessation
- 2004-11-12 AT AT04810908T patent/ATE520697T1/de not_active IP Right Cessation
- 2004-11-12 ES ES04810908T patent/ES2369365T3/es active Active
- 2004-11-12 KR KR1020067009805A patent/KR20070006674A/ko not_active Application Discontinuation
- 2004-11-12 AU AU2004292524A patent/AU2004292524A1/en not_active Abandoned
- 2004-11-12 NZ NZ547225A patent/NZ547225A/en not_active IP Right Cessation
- 2004-11-12 SG SG200808433-7A patent/SG148175A1/en unknown
- 2004-11-12 EA EA200601004A patent/EA010293B1/ru not_active IP Right Cessation
-
2006
- 2006-05-01 IL IL175374A patent/IL175374A0/en unknown
- 2006-05-19 ZA ZA200604072A patent/ZA200604072B/en unknown
- 2006-05-24 NO NO20062381A patent/NO20062381L/no not_active Application Discontinuation
- 2006-05-26 IS IS8486A patent/IS8486A/is unknown
- 2006-10-24 HK HK06111691.3A patent/HK1089772A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA06005714A (es) | 2006-08-17 |
| IS8486A (is) | 2006-05-26 |
| NZ547225A (en) | 2009-06-26 |
| CA2545545A1 (en) | 2005-06-09 |
| ATE520697T1 (de) | 2011-09-15 |
| NZ577384A (en) | 2010-12-24 |
| ES2369365T3 (es) | 2011-11-29 |
| EA010293B1 (ru) | 2008-08-29 |
| EA014713B1 (ru) | 2011-02-28 |
| US7795246B2 (en) | 2010-09-14 |
| AU2004292524A1 (en) | 2005-06-09 |
| EP1685137A2 (en) | 2006-08-02 |
| EA200800923A1 (ru) | 2008-08-29 |
| EA200601004A1 (ru) | 2006-10-27 |
| IL175374A0 (en) | 2006-09-05 |
| SG148175A1 (en) | 2008-12-31 |
| EP1685137B1 (en) | 2011-08-17 |
| WO2005051958A3 (en) | 2006-01-12 |
| WO2005051958A2 (en) | 2005-06-09 |
| JP2007512333A (ja) | 2007-05-17 |
| US20040220176A1 (en) | 2004-11-04 |
| HK1089772A1 (en) | 2006-12-08 |
| UA87121C2 (ru) | 2009-06-25 |
| CN1882594A (zh) | 2006-12-20 |
| KR20070006674A (ko) | 2007-01-11 |
| NO20062381L (no) | 2006-06-09 |
| BRPI0416733A (pt) | 2007-01-16 |
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