ZA200004386B - Anti-tumour agents. - Google Patents
Anti-tumour agents. Download PDFInfo
- Publication number
- ZA200004386B ZA200004386B ZA200004386A ZA200004386A ZA200004386B ZA 200004386 B ZA200004386 B ZA 200004386B ZA 200004386 A ZA200004386 A ZA 200004386A ZA 200004386 A ZA200004386 A ZA 200004386A ZA 200004386 B ZA200004386 B ZA 200004386B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- alkoxy
- methyl
- hydrogen
- ethyl
- Prior art date
Links
- 230000000259 anti-tumor effect Effects 0.000 title claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 170
- -1 morpholino- Chemical class 0.000 claims description 163
- 125000003545 alkoxy group Chemical group 0.000 claims description 97
- 239000001257 hydrogen Substances 0.000 claims description 69
- 229910052739 hydrogen Inorganic materials 0.000 claims description 69
- 150000001875 compounds Chemical class 0.000 claims description 62
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 47
- 239000003795 chemical substances by application Substances 0.000 claims description 46
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 42
- 150000002431 hydrogen Chemical class 0.000 claims description 37
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 36
- 150000003839 salts Chemical class 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 29
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 23
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 23
- 238000011282 treatment Methods 0.000 claims description 23
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 20
- 230000009467 reduction Effects 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- 241001465754 Metazoa Species 0.000 claims description 14
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- 239000007858 starting material Substances 0.000 claims description 10
- 125000003282 alkyl amino group Chemical group 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 125000001153 fluoro group Chemical group F* 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 230000001028 anti-proliverative effect Effects 0.000 claims description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 125000005277 alkyl imino group Chemical group 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 3
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims description 3
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 3
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 3
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 3
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 229910014033 C-OH Inorganic materials 0.000 claims description 2
- 229910014570 C—OH Inorganic materials 0.000 claims description 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
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- 125000002346 iodo group Chemical group I* 0.000 claims description 2
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 2
- GFWZPTGIVKRQNM-UHFFFAOYSA-N n,3-dimethylbutanamide Chemical compound CNC(=O)CC(C)C GFWZPTGIVKRQNM-UHFFFAOYSA-N 0.000 claims description 2
- WEQMZFAWWUOJQL-UHFFFAOYSA-N n-[4-[bis(2-chloroethyl)amino]phenyl]-n,3-dimethyl-3-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanamide Chemical compound C=1C=C(N(CCCl)CCCl)C=CC=1N(C)C(=O)CC(C)(C)C1=C(C)C(=O)C(C)=C(C)C1=O WEQMZFAWWUOJQL-UHFFFAOYSA-N 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- KWWKOLNYRUABIE-UHFFFAOYSA-N n-[4-[bis(2-chloroethyl)amino]phenyl]-3-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-n,3-dimethylbutanamide Chemical compound O=C1C(OC)=C(OC)C(=O)C(C(C)(C)CC(=O)N(C)C=2C=CC(=CC=2)N(CCCl)CCCl)=C1C KWWKOLNYRUABIE-UHFFFAOYSA-N 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 32
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- GZUITABIAKMVPG-UHFFFAOYSA-N raloxifene Chemical compound C1=CC(O)=CC=C1C1=C(C(=O)C=2C=CC(OCCN3CCCCC3)=CC=2)C2=CC=C(O)C=C2S1 GZUITABIAKMVPG-UHFFFAOYSA-N 0.000 description 1
- 229960004432 raltitrexed Drugs 0.000 description 1
- 229960000460 razoxane Drugs 0.000 description 1
- BMKDZUISNHGIBY-UHFFFAOYSA-N razoxane Chemical compound C1C(=O)NC(=O)CN1C(C)CN1CC(=O)NC(=O)C1 BMKDZUISNHGIBY-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 108091008146 restriction endonucleases Proteins 0.000 description 1
- 229960003522 roquinimex Drugs 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000004114 suspension culture Methods 0.000 description 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
- 229960001603 tamoxifen Drugs 0.000 description 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 1
- 229940063683 taxotere Drugs 0.000 description 1
- NRUKOCRGYNPUPR-QBPJDGROSA-N teniposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 description 1
- 229960001278 teniposide Drugs 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
- 229960003604 testosterone Drugs 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- 229960003433 thalidomide Drugs 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 229960001196 thiotepa Drugs 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 229940044693 topoisomerase inhibitor Drugs 0.000 description 1
- 229960000303 topotecan Drugs 0.000 description 1
- UCFGDBYHRUNTLO-QHCPKHFHSA-N topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 description 1
- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 description 1
- 229960005026 toremifene Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- VBEQCZHXXJYVRD-GACYYNSASA-N uroanthelone Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CS)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(C)C)[C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCSC)NC(=O)[C@H](CS)NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CS)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CS)NC(=O)CNC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(N)=O)C(C)C)[C@@H](C)CC)C1=CC=C(O)C=C1 VBEQCZHXXJYVRD-GACYYNSASA-N 0.000 description 1
- 230000008728 vascular permeability Effects 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000004832 voltammetry Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
- C07C235/76—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
- C07C235/78—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Saccharide Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9805868.8A GB9805868D0 (en) | 1998-03-20 | 1998-03-20 | Anti-tumour agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200004386B true ZA200004386B (en) | 2002-01-30 |
Family
ID=10828860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200004386A ZA200004386B (en) | 1998-03-20 | 2000-08-24 | Anti-tumour agents. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6472435B1 (de) |
| EP (1) | EP1064257B1 (de) |
| JP (1) | JP2002507592A (de) |
| KR (1) | KR20010042056A (de) |
| CN (1) | CN1178900C (de) |
| AT (1) | ATE231836T1 (de) |
| AU (1) | AU746715B2 (de) |
| BR (1) | BR9908934A (de) |
| CA (1) | CA2319335A1 (de) |
| DE (1) | DE69905143T2 (de) |
| DK (1) | DK1064257T3 (de) |
| ES (1) | ES2192036T3 (de) |
| GB (1) | GB9805868D0 (de) |
| IL (1) | IL138590A (de) |
| NO (1) | NO20004663L (de) |
| NZ (1) | NZ506011A (de) |
| PT (1) | PT1064257E (de) |
| WO (1) | WO1999048860A1 (de) |
| ZA (1) | ZA200004386B (de) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9805866D0 (en) | 1998-03-20 | 1998-05-13 | Zeneca Ltd | Anti-tumour agents |
| US6413533B1 (en) * | 1998-05-07 | 2002-07-02 | The University Of Tennessee Research Corporation | Method for chemoprevention of prostate cancer |
| US20060099712A1 (en) * | 2004-11-08 | 2006-05-11 | Eastman Kodak Company | Correlation of anti-cancer activity of dyes with redox potentials |
| MX2007011144A (es) * | 2005-03-11 | 2008-03-11 | Medical Instill Tech Inc | Metodo y aparato para desmoldeo esteril. |
| US20110039943A1 (en) * | 2005-03-14 | 2011-02-17 | Robert Alonso | Methods for treating skin disorders with topical nitrogen mustard compositions |
| US7872050B2 (en) * | 2005-03-14 | 2011-01-18 | Yaupon Therapeutics Inc. | Stabilized compositions of volatile alkylating agents and methods of using thereof |
| US8501818B2 (en) * | 2005-03-14 | 2013-08-06 | Ceptaris Therapeutics, Inc. | Stabilized compositions of alkylating agents and methods of using same |
| US20110104250A1 (en) * | 2007-09-07 | 2011-05-05 | Mccarley Robin L | Redox-gated Liposomes |
| ES2848841T3 (es) | 2008-03-27 | 2021-08-12 | Helsinn Healthcare Sa | Composiciones estabilizadas de agentes de alquilación y métodos de utilización de estas composiciones |
| KR101006166B1 (ko) * | 2008-12-10 | 2011-01-07 | 건국대학교 산학협력단 | 지하철 역 선로에 설치되는 자기성 분진 수거 장치 및 그 방법 |
| US9193700B2 (en) * | 2011-05-26 | 2015-11-24 | Indiana University Research And Technology Corporation | Quinone compounds for treating Ape1 mediated diseases |
| WO2012167122A1 (en) | 2011-06-03 | 2012-12-06 | Indiana University Research And Technology Corporation | Compounds, compositions and methods for treating oxidative dna damage disorders |
| WO2018053313A1 (en) * | 2016-09-19 | 2018-03-22 | Memorial Sloan-Kettering Cancer Center | Adenosine analogs as methyltransferase inhibitors for treating cancer |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2862107D1 (en) | 1977-12-02 | 1982-11-18 | Takeda Chemical Industries Ltd | Glucosamine-peptide derivatives and their pharmaceutical compositions |
| JPS58177934A (ja) | 1982-04-13 | 1983-10-18 | Takeda Chem Ind Ltd | ベンゾキノン誘導体 |
| NZ240785A (en) * | 1991-11-28 | 1995-08-28 | Cancer Res Campaign Tech | Substituted nitro aniline derivatives and medicaments |
| GB9805866D0 (en) | 1998-03-20 | 1998-05-13 | Zeneca Ltd | Anti-tumour agents |
-
1998
- 1998-03-20 GB GBGB9805868.8A patent/GB9805868D0/en not_active Ceased
-
1999
- 1999-03-16 PT PT99909098T patent/PT1064257E/pt unknown
- 1999-03-16 JP JP2000537845A patent/JP2002507592A/ja active Pending
- 1999-03-16 AU AU28467/99A patent/AU746715B2/en not_active Ceased
- 1999-03-16 EP EP99909098A patent/EP1064257B1/de not_active Expired - Lifetime
- 1999-03-16 US US09/646,464 patent/US6472435B1/en not_active Expired - Fee Related
- 1999-03-16 BR BR9908934-3A patent/BR9908934A/pt not_active IP Right Cessation
- 1999-03-16 WO PCT/GB1999/000786 patent/WO1999048860A1/en not_active Application Discontinuation
- 1999-03-16 KR KR1020007010400A patent/KR20010042056A/ko not_active Application Discontinuation
- 1999-03-16 ES ES99909098T patent/ES2192036T3/es not_active Expired - Lifetime
- 1999-03-16 CN CNB998040908A patent/CN1178900C/zh not_active Expired - Fee Related
- 1999-03-16 DE DE69905143T patent/DE69905143T2/de not_active Expired - Fee Related
- 1999-03-16 IL IL13859099A patent/IL138590A/en not_active IP Right Cessation
- 1999-03-16 DK DK99909098T patent/DK1064257T3/da active
- 1999-03-16 CA CA002319335A patent/CA2319335A1/en not_active Abandoned
- 1999-03-16 AT AT99909098T patent/ATE231836T1/de not_active IP Right Cessation
- 1999-03-16 NZ NZ506011A patent/NZ506011A/xx unknown
-
2000
- 2000-08-24 ZA ZA200004386A patent/ZA200004386B/en unknown
- 2000-09-19 NO NO20004663A patent/NO20004663L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DK1064257T3 (da) | 2003-05-26 |
| PT1064257E (pt) | 2003-06-30 |
| ATE231836T1 (de) | 2003-02-15 |
| NO20004663D0 (no) | 2000-09-19 |
| KR20010042056A (ko) | 2001-05-25 |
| AU2846799A (en) | 1999-10-18 |
| EP1064257A1 (de) | 2001-01-03 |
| AU746715B2 (en) | 2002-05-02 |
| NZ506011A (en) | 2002-10-25 |
| CA2319335A1 (en) | 1999-09-30 |
| WO1999048860A1 (en) | 1999-09-30 |
| GB9805868D0 (en) | 1998-05-13 |
| CN1293656A (zh) | 2001-05-02 |
| IL138590A0 (en) | 2001-10-31 |
| IL138590A (en) | 2004-08-31 |
| NO20004663L (no) | 2000-11-13 |
| BR9908934A (pt) | 2005-10-25 |
| JP2002507592A (ja) | 2002-03-12 |
| ES2192036T3 (es) | 2003-09-16 |
| US6472435B1 (en) | 2002-10-29 |
| DE69905143T2 (de) | 2003-11-20 |
| DE69905143D1 (de) | 2003-03-06 |
| CN1178900C (zh) | 2004-12-08 |
| EP1064257B1 (de) | 2003-01-29 |
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