RU2217431C2 - Тиенопиримидины, способ их получения, фармацевтическая композиция, обладающая действием ингибиторов фосфодиэстеразы v - Google Patents
Тиенопиримидины, способ их получения, фармацевтическая композиция, обладающая действием ингибиторов фосфодиэстеразы v Download PDFInfo
- Publication number
- RU2217431C2 RU2217431C2 RU2000116899/04A RU2000116899A RU2217431C2 RU 2217431 C2 RU2217431 C2 RU 2217431C2 RU 2000116899/04 A RU2000116899/04 A RU 2000116899/04A RU 2000116899 A RU2000116899 A RU 2000116899A RU 2217431 C2 RU2217431 C2 RU 2217431C2
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- RU
- Russia
- Prior art keywords
- formula
- acceptable salts
- compounds
- compound
- group
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract 6
- 238000000034 method Methods 0.000 title claims abstract 5
- 230000000694 effects Effects 0.000 title abstract 3
- 102000011016 Type 5 Cyclic Nucleotide Phosphodiesterases Human genes 0.000 title abstract 2
- 108010037581 Type 5 Cyclic Nucleotide Phosphodiesterases Proteins 0.000 title abstract 2
- 239000003112 inhibitor Substances 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract 17
- 150000003839 salts Chemical class 0.000 claims abstract 13
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 10
- 125000002947 alkylene group Chemical group 0.000 claims abstract 6
- 238000006243 chemical reaction Methods 0.000 claims abstract 5
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims abstract 4
- 229910052794 bromium Inorganic materials 0.000 claims abstract 3
- -1 COOA Chemical group 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- 210000000748 cardiovascular system Anatomy 0.000 claims abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 2
- 125000004185 ester group Chemical group 0.000 claims abstract 2
- 230000007062 hydrolysis Effects 0.000 claims abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 2
- 229910052740 iodine Inorganic materials 0.000 claims abstract 2
- 238000002560 therapeutic procedure Methods 0.000 claims abstract 2
- 239000002590 phosphodiesterase V inhibitor Substances 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- CZUVEOGVLQIXMO-UHFFFAOYSA-N 2-[4-[4-[(3-chloro-4-methoxyphenyl)methylamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]cyclohexylidene]acetic acid Chemical compound C1=C(Cl)C(OC)=CC=C1CNC1=NC(C2CCC(CC2)=CC(O)=O)=NC2=C1C(CCCC1)=C1S2 CZUVEOGVLQIXMO-UHFFFAOYSA-N 0.000 claims 1
- IUEZNVXQJJMXHB-UHFFFAOYSA-N 3-[4-[(3-chloro-4-methoxyphenyl)methylamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]propanoic acid Chemical compound C1=C(Cl)C(OC)=CC=C1CNC1=NC(CCC(O)=O)=NC2=C1C(CCCC1)=C1S2 IUEZNVXQJJMXHB-UHFFFAOYSA-N 0.000 claims 1
- LYUPWDYILLXCBH-UHFFFAOYSA-N 4-[4-(1,3-benzodioxol-5-ylmethylamino)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]butanoic acid Chemical compound C1CCCC2=C1C1=C(NCC=3C=C4OCOC4=CC=3)N=C(CCCC(=O)O)N=C1S2 LYUPWDYILLXCBH-UHFFFAOYSA-N 0.000 claims 1
- PYHXQKPRNCIMHW-UHFFFAOYSA-N 5-[4-[(3-chloro-4-methoxyphenyl)methylamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]pentanoic acid Chemical compound C1=C(Cl)C(OC)=CC=C1CNC1=NC(CCCCC(O)=O)=NC2=C1C(CCCC1)=C1S2 PYHXQKPRNCIMHW-UHFFFAOYSA-N 0.000 claims 1
- CQPWMZYGLYAPAX-UHFFFAOYSA-N 7-[4-(1,3-benzodioxol-5-ylmethylamino)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]heptanoic acid Chemical compound C1CCCC2=C1C1=C(NCC=3C=C4OCOC4=CC=3)N=C(CCCCCCC(=O)O)N=C1S2 CQPWMZYGLYAPAX-UHFFFAOYSA-N 0.000 claims 1
- RFVAZPMINKWODA-UHFFFAOYSA-N 7-[4-[(3-chloro-4-methoxyphenyl)methylamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]heptanoic acid Chemical compound C1=C(Cl)C(OC)=CC=C1CNC1=NC(CCCCCCC(O)=O)=NC2=C1C(CCCC1)=C1S2 RFVAZPMINKWODA-UHFFFAOYSA-N 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003368 amide group Chemical group 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003993 interaction Effects 0.000 abstract 1
- 230000007721 medicinal effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- 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
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- 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
- A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Hospice & Palliative Care (AREA)
- Gynecology & Obstetrics (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752952A DE19752952A1 (de) | 1997-11-28 | 1997-11-28 | Thienopyrimidine |
| DE19752952.6 | 1997-11-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2000116899A RU2000116899A (ru) | 2002-05-27 |
| RU2217431C2 true RU2217431C2 (ru) | 2003-11-27 |
Family
ID=7850200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2000116899/04A RU2217431C2 (ru) | 1997-11-28 | 1998-11-19 | Тиенопиримидины, способ их получения, фармацевтическая композиция, обладающая действием ингибиторов фосфодиэстеразы v |
Country Status (24)
| Country | Link |
|---|---|
| US (2) | US6420368B1 (enExample) |
| EP (1) | EP1036078B1 (enExample) |
| JP (1) | JP4314341B2 (enExample) |
| KR (1) | KR20010032445A (enExample) |
| CN (1) | CN1138780C (enExample) |
| AR (1) | AR010962A1 (enExample) |
| AT (1) | ATE361926T1 (enExample) |
| AU (1) | AU742433B2 (enExample) |
| BR (1) | BR9815409A (enExample) |
| CA (1) | CA2311922C (enExample) |
| CO (1) | CO4980884A1 (enExample) |
| CZ (1) | CZ291068B6 (enExample) |
| DE (2) | DE19752952A1 (enExample) |
| ES (1) | ES2285796T3 (enExample) |
| HK (1) | HK1038924A1 (enExample) |
| HU (1) | HUP0100488A3 (enExample) |
| ID (1) | ID24571A (enExample) |
| NO (1) | NO20002702D0 (enExample) |
| PL (1) | PL341156A1 (enExample) |
| RU (1) | RU2217431C2 (enExample) |
| SK (1) | SK7772000A3 (enExample) |
| TW (1) | TW472059B (enExample) |
| WO (1) | WO1999028325A1 (enExample) |
| ZA (1) | ZA9810845B (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19819023A1 (de) | 1998-04-29 | 1999-11-04 | Merck Patent Gmbh | Thienopyrimidine |
| CA2365578A1 (en) | 1999-03-30 | 2000-10-12 | Seiichi Uchida | Thienopyrimidine compounds and salts thereof and process for the preparation of the same |
| DE19942474A1 (de) * | 1999-09-06 | 2001-03-15 | Merck Patent Gmbh | Pyrazolo[4,3-d]pyrimidine |
| CN1436080A (zh) | 2000-04-19 | 2003-08-13 | 利利艾科斯有限公司 | 环gmp－特异性磷酸二酯酶抑制剂治疗帕金森氏病的用途 |
| DE10031584A1 (de) | 2000-06-29 | 2002-01-10 | Merck Patent Gmbh | 5-Aminoalkyl-pyrazolo[4,3-d]pyrimidine |
| DE10031585A1 (de) * | 2000-06-29 | 2002-01-10 | Merck Patent Gmbh | 2-Aminoalkyl-thieno[2,3-d]pyrimidine |
| DE10042997A1 (de) * | 2000-09-01 | 2002-03-14 | Merck Patent Gmbh | Thienopyrimidine |
| CA2423981A1 (en) * | 2000-09-29 | 2003-03-28 | Kimiko Ichikawa | Thienopyrimidine compounds and salts thereof and process for the preparation of the same |
| DE10058663A1 (de) * | 2000-11-25 | 2002-05-29 | Merck Patent Gmbh | Verwendung von Thienopyrimidinen |
| AU2002227957A1 (en) * | 2000-12-19 | 2002-07-01 | Merck Patent Gmbh | Pharmaceutical formulation containing thienopyrimidines and antithrombotics, calcium antagonists, prostaglandins or prostaglandin derivatives |
| DE10064994A1 (de) * | 2000-12-23 | 2002-07-04 | Merck Patent Gmbh | Sulfamidothienopyrimidine |
| DE10103647A1 (de) | 2001-01-27 | 2002-08-01 | Merck Patent Gmbh | Verfahren zur Herstellung eines Pyrazolo (4,3-d) pyrimidinderivates |
| WO2002060449A2 (de) * | 2001-01-31 | 2002-08-08 | Merck Patent Gmbh | Pharmazeutische formulierung enthaltend pyrazolo[4,3-d]pyrimidine und nitrate oder thienopyrimidine und nitrate |
| CN101100472A (zh) * | 2001-04-30 | 2008-01-09 | 美国拜尔公司 | 4-氨基-5,6-取代的噻吩并[2,3-d]嘧啶化合物及其应用 |
| DE10148883A1 (de) * | 2001-10-04 | 2003-04-10 | Merck Patent Gmbh | Pyrimidinderivate |
| JPWO2003035653A1 (ja) * | 2001-10-26 | 2005-02-10 | 日本曹達株式会社 | ピリドチエノピリミジン化合物およびその塩 |
| KR100824193B1 (ko) | 2003-04-29 | 2008-04-21 | 화이자 인코포레이티드 | 고혈압 치료에 유용한5,7-디아미노피라졸로[4,3-ｄ]피리미딘 |
| US7572799B2 (en) | 2003-11-24 | 2009-08-11 | Pfizer Inc | Pyrazolo[4,3-d]pyrimidines as Phosphodiesterase Inhibitors |
| JP2007532526A (ja) | 2004-04-07 | 2007-11-15 | ファイザー・インク | ピラゾロ［４，３−ｄ］ピリミジン類 |
| GB0420719D0 (en) * | 2004-09-17 | 2004-10-20 | Addex Pharmaceuticals Sa | Novel allosteric modulators |
| ES2259891B1 (es) * | 2004-11-30 | 2007-11-01 | Laboratorios Almirall S.A. | Nuevos derivados de piridotienopirimidina. |
| ES2259892B1 (es) * | 2004-11-30 | 2007-11-01 | Laboratorios Almirall S.A. | Nuevos derivados de piridotienopirimidina. |
| US9056877B2 (en) | 2011-07-19 | 2015-06-16 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| CN109297923A (zh) * | 2018-09-19 | 2019-02-01 | 南通出入境检验检疫局检验检疫综合技术中心 | 纺织品中微量含氟整理剂的测定方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994028902A1 (en) * | 1993-06-09 | 1994-12-22 | Pfizer Limited | Pyrazolopyrimidinones for the treatment of impotence |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE245666C (enExample) | ||||
| DD245666A1 (de) * | 1985-09-20 | 1987-05-13 | Univ Halle Wittenberg | Verfahren zur herstellung von 4-aminosubstituierten thieno 2,3-d-pyrimidin-2-ylessigsaeureestern |
| US5869486A (en) * | 1995-02-24 | 1999-02-09 | Ono Pharmaceutical Co., Ltd. | Fused pyrimidines and pyriazines as pharmaceutical compounds |
| DE19644228A1 (de) | 1996-10-24 | 1998-04-30 | Merck Patent Gmbh | Thienopyrimidine |
-
1997
- 1997-11-28 DE DE19752952A patent/DE19752952A1/de not_active Withdrawn
-
1998
- 1998-11-19 HK HK02100600.0A patent/HK1038924A1/zh unknown
- 1998-11-19 AT AT98964411T patent/ATE361926T1/de not_active IP Right Cessation
- 1998-11-19 KR KR1020007005686A patent/KR20010032445A/ko not_active Abandoned
- 1998-11-19 CN CNB988113767A patent/CN1138780C/zh not_active Expired - Fee Related
- 1998-11-19 PL PL98341156A patent/PL341156A1/xx not_active Application Discontinuation
- 1998-11-19 HU HU0100488A patent/HUP0100488A3/hu unknown
- 1998-11-19 BR BR9815409-5A patent/BR9815409A/pt not_active Application Discontinuation
- 1998-11-19 WO PCT/EP1998/007436 patent/WO1999028325A1/de not_active Ceased
- 1998-11-19 ES ES98964411T patent/ES2285796T3/es not_active Expired - Lifetime
- 1998-11-19 US US09/555,210 patent/US6420368B1/en not_active Expired - Fee Related
- 1998-11-19 EP EP98964411A patent/EP1036078B1/de not_active Expired - Lifetime
- 1998-11-19 CZ CZ20001962A patent/CZ291068B6/cs not_active IP Right Cessation
- 1998-11-19 ID IDW20000942A patent/ID24571A/id unknown
- 1998-11-19 JP JP2000523217A patent/JP4314341B2/ja not_active Expired - Fee Related
- 1998-11-19 AU AU19625/99A patent/AU742433B2/en not_active Ceased
- 1998-11-19 SK SK777-2000A patent/SK7772000A3/sk unknown
- 1998-11-19 RU RU2000116899/04A patent/RU2217431C2/ru not_active IP Right Cessation
- 1998-11-19 DE DE59814003T patent/DE59814003D1/de not_active Expired - Lifetime
- 1998-11-19 CA CA002311922A patent/CA2311922C/en not_active Expired - Fee Related
- 1998-11-26 TW TW087119650A patent/TW472059B/zh not_active IP Right Cessation
- 1998-11-26 ZA ZA9810845A patent/ZA9810845B/xx unknown
- 1998-11-27 CO CO98070308A patent/CO4980884A1/es unknown
- 1998-11-27 AR ARP980106028A patent/AR010962A1/es not_active Application Discontinuation
-
2000
- 2000-05-26 NO NO20002702A patent/NO20002702D0/no not_active Application Discontinuation
-
2002
- 2002-05-16 US US10/146,028 patent/US6495554B2/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994028902A1 (en) * | 1993-06-09 | 1994-12-22 | Pfizer Limited | Pyrazolopyrimidinones for the treatment of impotence |
Non-Patent Citations (1)
| Title |
|---|
| PECH R. Et al. New thienocompounds. Part l2. Preparation of 4-amino substituted thieno[2,3-d]pyrimidin-2-ylacetic acid derivatives. Pharmazie. - 1992, v.47(l), p.20-21. * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2311922C (en) | 2009-09-29 |
| JP4314341B2 (ja) | 2009-08-12 |
| CZ20001962A3 (cs) | 2002-01-16 |
| HUP0100488A3 (en) | 2003-03-28 |
| EP1036078A1 (de) | 2000-09-20 |
| AU742433B2 (en) | 2002-01-03 |
| DE59814003D1 (en) | 2007-06-21 |
| PL341156A1 (en) | 2001-03-26 |
| CA2311922A1 (en) | 1999-06-10 |
| CZ291068B6 (cs) | 2002-12-11 |
| EP1036078B1 (de) | 2007-05-09 |
| TW472059B (en) | 2002-01-11 |
| CO4980884A1 (es) | 2000-11-27 |
| SK7772000A3 (en) | 2000-12-11 |
| US6495554B2 (en) | 2002-12-17 |
| DE19752952A1 (de) | 1999-06-02 |
| AU1962599A (en) | 1999-06-16 |
| NO20002702L (no) | 2000-05-26 |
| ES2285796T3 (es) | 2007-11-16 |
| HUP0100488A2 (hu) | 2001-09-28 |
| US6420368B1 (en) | 2002-07-16 |
| HK1038924A1 (zh) | 2002-04-04 |
| WO1999028325A1 (de) | 1999-06-10 |
| BR9815409A (pt) | 2000-10-24 |
| JP2001525325A (ja) | 2001-12-11 |
| ZA9810845B (en) | 1999-05-26 |
| KR20010032445A (ko) | 2001-04-25 |
| US20020132818A1 (en) | 2002-09-19 |
| CN1306534A (zh) | 2001-08-01 |
| ATE361926T1 (de) | 2007-06-15 |
| ID24571A (id) | 2000-07-27 |
| CN1138780C (zh) | 2004-02-18 |
| NO20002702D0 (no) | 2000-05-26 |
| AR010962A1 (es) | 2000-07-12 |
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