NO310724B1 - Steroid-forbindelser med befruktningshindrende og antiosteoporose-aktivitet, anvendelser derav, farmasöytiskpreparat inneholdende steroidforbindelsene samt fremgangsmåte forfremstilling derav - Google Patents
Steroid-forbindelser med befruktningshindrende og antiosteoporose-aktivitet, anvendelser derav, farmasöytiskpreparat inneholdende steroidforbindelsene samt fremgangsmåte forfremstilling derav Download PDFInfo
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- NO310724B1 NO310724B1 NO19980737A NO980737A NO310724B1 NO 310724 B1 NO310724 B1 NO 310724B1 NO 19980737 A NO19980737 A NO 19980737A NO 980737 A NO980737 A NO 980737A NO 310724 B1 NO310724 B1 NO 310724B1
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- Prior art keywords
- ring
- steroid
- solution
- alkyl
- mixture
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- 150000003431 steroids Chemical class 0.000 claims description 19
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- 238000011282 treatment Methods 0.000 claims description 11
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- 230000001086 cytosolic effect Effects 0.000 description 1
- 238000005661 deetherification reaction Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000017858 demethylation Effects 0.000 description 1
- 238000010520 demethylation reaction Methods 0.000 description 1
- 210000003275 diaphysis Anatomy 0.000 description 1
- NFDFQCUYFHCNBW-SCGPFSFSSA-N dienestrol Chemical compound C=1C=C(O)C=CC=1\C(=C/C)\C(=C\C)\C1=CC=C(O)C=C1 NFDFQCUYFHCNBW-SCGPFSFSSA-N 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N dimethyl-butadiene Natural products CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000004821 effect on bone Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 229930182833 estradiol Natural products 0.000 description 1
- 102000015694 estrogen receptors Human genes 0.000 description 1
- 108010038795 estrogen receptors Proteins 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- OSVMTWJCGUFAOD-KZQROQTASA-N formestane Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1O OSVMTWJCGUFAOD-KZQROQTASA-N 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- VTIZPJJBPVMLRT-UHFFFAOYSA-N heptane;2-propan-2-yloxypropane Chemical compound CCCCCCC.CC(C)OC(C)C VTIZPJJBPVMLRT-UHFFFAOYSA-N 0.000 description 1
- MOTRZVVGCFFABN-UHFFFAOYSA-N hexane;2-propan-2-yloxypropane Chemical compound CCCCCC.CC(C)OC(C)C MOTRZVVGCFFABN-UHFFFAOYSA-N 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 238000002657 hormone replacement therapy Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- GQNMAZUQZDEAFI-UHFFFAOYSA-N lithium;1h-naphthalen-1-ide Chemical compound [Li+].[C-]1=CC=CC2=CC=CC=C21 GQNMAZUQZDEAFI-UHFFFAOYSA-N 0.000 description 1
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 description 1
- XBEREOHJDYAKDA-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].CC[CH2-] XBEREOHJDYAKDA-UHFFFAOYSA-N 0.000 description 1
- DQEUYIQDSMINEY-UHFFFAOYSA-M magnesium;prop-1-ene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C=C DQEUYIQDSMINEY-UHFFFAOYSA-M 0.000 description 1
- UGVPKMAWLOMPRS-UHFFFAOYSA-M magnesium;propane;bromide Chemical compound [Mg+2].[Br-].CC[CH2-] UGVPKMAWLOMPRS-UHFFFAOYSA-M 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- QRPRIOOKPZSVFN-UHFFFAOYSA-M methyl(triphenyl)phosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C)C1=CC=CC=C1 QRPRIOOKPZSVFN-UHFFFAOYSA-M 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000007922 nasal spray Substances 0.000 description 1
- 229940097496 nasal spray Drugs 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000001979 organolithium group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 239000000186 progesterone Substances 0.000 description 1
- 229960003387 progesterone Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 description 1
- 229910001958 silver carbonate Inorganic materials 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
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000000707 stereoselective effect Effects 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
- 208000024891 symptom Diseases 0.000 description 1
- INGJYKISFRSCQV-UHFFFAOYSA-N tert-butyl-(4-iodobutoxy)-dimethylsilane Chemical compound CC(C)(C)[Si](C)(C)OCCCCI INGJYKISFRSCQV-UHFFFAOYSA-N 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- QIWRFOJWQSSRJZ-UHFFFAOYSA-N tributyl(ethenyl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C=C QIWRFOJWQSSRJZ-UHFFFAOYSA-N 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229940044953 vaginal ring Drugs 0.000 description 1
- 239000006213 vaginal ring Substances 0.000 description 1
- PGOLTJPQCISRTO-UHFFFAOYSA-N vinyllithium Chemical compound [Li]C=C PGOLTJPQCISRTO-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/12—Drugs for genital or sexual disorders; Contraceptives for climacteric disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/18—Feminine contraceptives
-
- 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
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- 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
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/30—Oestrogens
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
- C07J1/0051—Estrane derivatives
- C07J1/0081—Substituted in position 17 alfa and 17 beta
- C07J1/0085—Substituted in position 17 alfa and 17 beta the substituent in position 17 alfa being a saturated hydrocarbon group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Physical Education & Sports Medicine (AREA)
- Diabetes (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Urology & Nephrology (AREA)
- Gynecology & Obstetrics (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97102884 | 1997-02-21 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO980737D0 NO980737D0 (no) | 1998-02-20 |
| NO980737L NO980737L (no) | 1998-08-24 |
| NO310724B1 true NO310724B1 (no) | 2001-08-20 |
Family
ID=8226513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19980737A NO310724B1 (no) | 1997-02-21 | 1998-02-20 | Steroid-forbindelser med befruktningshindrende og antiosteoporose-aktivitet, anvendelser derav, farmasöytiskpreparat inneholdende steroidforbindelsene samt fremgangsmåte forfremstilling derav |
Country Status (27)
| Country | Link |
|---|---|
| US (2) | US6077873A (ko) |
| EP (1) | EP0869132B1 (ko) |
| JP (1) | JP4392066B2 (ko) |
| KR (1) | KR19980071540A (ko) |
| CN (2) | CN101092442A (ko) |
| AR (1) | AR011680A1 (ko) |
| AT (1) | ATE205217T1 (ko) |
| AU (1) | AU723713B2 (ko) |
| BR (1) | BR9800718B1 (ko) |
| CA (1) | CA2229960C (ko) |
| CZ (1) | CZ50598A3 (ko) |
| DE (1) | DE69801539T2 (ko) |
| DK (1) | DK0869132T3 (ko) |
| ES (1) | ES2164400T3 (ko) |
| HK (1) | HK1016188A1 (ko) |
| HU (1) | HU223755B1 (ko) |
| ID (1) | ID19947A (ko) |
| IL (1) | IL123195A (ko) |
| NO (1) | NO310724B1 (ko) |
| NZ (1) | NZ329789A (ko) |
| PL (1) | PL188079B1 (ko) |
| PT (1) | PT869132E (ko) |
| RU (1) | RU2182153C2 (ko) |
| SG (1) | SG60203A1 (ko) |
| TR (1) | TR199800282A1 (ko) |
| TW (1) | TW403736B (ko) |
| ZA (1) | ZA981344B (ko) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW403736B (en) * | 1997-02-21 | 2000-09-01 | Akzo Nobel Nv | Steroid compounds having contraceptive and anti-osteoporosis activity |
| US6667299B1 (en) * | 2000-03-16 | 2003-12-23 | Hollis-Eden Pharmaceuticals, Inc. | Pharmaceutical compositions and treatment methods |
| ATE246703T1 (de) * | 1999-04-06 | 2003-08-15 | Akzo Nobel Nv | Oral wirksame 7-alpha-alkyl androgene |
| CO5271709A1 (es) | 2000-01-12 | 2003-04-30 | Pfizer Prod Inc | Composiciones y procedimientos para el y tratamiento de afecciones que responden a estrogenos |
| TWI225068B (en) | 2000-06-06 | 2004-12-11 | Akzo Nobel Nv | Anellated steroid compounds having contraceptive and anti-osteoporosis activity |
| JP2002241395A (ja) * | 2001-02-16 | 2002-08-28 | Taiho Yakuhin Kogyo Kk | エストラ−４，６−ジエン−３，１７−ジオンの製造方法 |
| US7250289B2 (en) | 2002-11-20 | 2007-07-31 | Affymetrix, Inc. | Methods of genetic analysis of mouse |
| UA89964C2 (ru) | 2004-09-08 | 2010-03-25 | Н.В. Органон | 15β-ЗАМЕЩЕННЫЕ СТЕРОИДЫ, КОТОРЫЕ ИМЕЮТ СЕЛЕКТИВНУЮ ЭСТРОГЕННУЮ АКТИВНОСТЬ |
| WO2008075930A1 (es) * | 2006-12-20 | 2008-06-26 | Landsteiner Scientific, S.A. De C.V. | Composiciones de risedronato y vitamina d3 |
| TW201109346A (en) * | 2009-06-10 | 2011-03-16 | Organon Nv | Substituted 16,17-annellated steroid compounds for use in women's healthcare |
| US8367648B2 (en) | 2009-06-10 | 2013-02-05 | Msd Oss B.V. | Substituted 16,17-annellated steroid compounds for use in womens healthcare |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0411733B1 (de) * | 1989-08-04 | 1998-10-21 | Schering Aktiengesellschaft | 11 Beta-Aryl-gona-4,9-dien-3-one |
| ES2053091T3 (es) * | 1989-08-04 | 1994-07-16 | Schering Ag | 16alfa,17beta-metilen-estra-4,9-dien-3-onas sustituidas en 11beta. |
| US5407928A (en) * | 1990-08-15 | 1995-04-18 | Schering Aktiengesellschaft | 11β-aryl-gona-4,9-dien-3-ones |
| ZA94715B (en) * | 1993-02-08 | 1994-10-24 | Akzo Nv | Steroids for treating menopausal complaints |
| TW403736B (en) * | 1997-02-21 | 2000-09-01 | Akzo Nobel Nv | Steroid compounds having contraceptive and anti-osteoporosis activity |
-
1998
- 1998-02-05 TW TW087101457A patent/TW403736B/zh not_active IP Right Cessation
- 1998-02-05 IL IL12319598A patent/IL123195A/en not_active IP Right Cessation
- 1998-02-18 ZA ZA981344A patent/ZA981344B/xx unknown
- 1998-02-18 AT AT98200518T patent/ATE205217T1/de not_active IP Right Cessation
- 1998-02-18 EP EP98200518A patent/EP0869132B1/en not_active Expired - Lifetime
- 1998-02-18 ES ES98200518T patent/ES2164400T3/es not_active Expired - Lifetime
- 1998-02-18 DE DE69801539T patent/DE69801539T2/de not_active Expired - Lifetime
- 1998-02-18 DK DK98200518T patent/DK0869132T3/da active
- 1998-02-18 PT PT98200518T patent/PT869132E/pt unknown
- 1998-02-18 NZ NZ329789A patent/NZ329789A/en unknown
- 1998-02-19 SG SG1998000359A patent/SG60203A1/en unknown
- 1998-02-19 US US09/026,348 patent/US6077873A/en not_active Expired - Lifetime
- 1998-02-20 RU RU98103023/04A patent/RU2182153C2/ru not_active IP Right Cessation
- 1998-02-20 CZ CZ98505A patent/CZ50598A3/cs unknown
- 1998-02-20 AR ARP980100753A patent/AR011680A1/es active IP Right Grant
- 1998-02-20 PL PL98324939A patent/PL188079B1/pl not_active IP Right Cessation
- 1998-02-20 NO NO19980737A patent/NO310724B1/no not_active IP Right Cessation
- 1998-02-20 CN CNA2007101064034A patent/CN101092442A/zh active Pending
- 1998-02-20 ID IDP980243A patent/ID19947A/id unknown
- 1998-02-20 BR BRPI9800718-1A patent/BR9800718B1/pt not_active IP Right Cessation
- 1998-02-20 CN CNB981085954A patent/CN100522984C/zh not_active Expired - Fee Related
- 1998-02-20 CA CA002229960A patent/CA2229960C/en not_active Expired - Fee Related
- 1998-02-20 TR TR1998/00282A patent/TR199800282A1/xx unknown
- 1998-02-20 KR KR1019980005273A patent/KR19980071540A/ko not_active Application Discontinuation
- 1998-02-20 HU HU9800373A patent/HU223755B1/hu not_active IP Right Cessation
- 1998-02-20 AU AU55412/98A patent/AU723713B2/en not_active Ceased
- 1998-02-20 JP JP03945598A patent/JP4392066B2/ja not_active Expired - Lifetime
-
1999
- 1999-03-30 HK HK99101306A patent/HK1016188A1/xx not_active IP Right Cessation
-
2000
- 2000-03-30 US US09/538,783 patent/US6313180B1/en not_active Expired - Lifetime
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