DE19819023A1 - Thienopyrimidine - Google Patents
ThienopyrimidineInfo
- Publication number
- DE19819023A1 DE19819023A1 DE19819023A DE19819023A DE19819023A1 DE 19819023 A1 DE19819023 A1 DE 19819023A1 DE 19819023 A DE19819023 A DE 19819023A DE 19819023 A DE19819023 A DE 19819023A DE 19819023 A1 DE19819023 A1 DE 19819023A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- acid
- pyrimidine
- benzothieno
- chloro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
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- -1 COOA Chemical group 0.000 claims description 48
- 150000001875 compounds Chemical class 0.000 claims description 46
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 125000002947 alkylene group Chemical group 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 6
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- YKNCNWFUQFZYCW-UHFFFAOYSA-N 3-[4-[(3-chloro-4-methoxyphenyl)methylamino]-[1]benzothiolo[2,3-d]pyrimidin-2-yl]propanoic acid Chemical compound C1=C(Cl)C(OC)=CC=C1CNC1=NC(CCC(O)=O)=NC2=C1C1=CC=CC=C1S2 YKNCNWFUQFZYCW-UHFFFAOYSA-N 0.000 claims description 4
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
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- 239000003826 tablet Substances 0.000 description 7
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
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- BPSKURPOKFSLHJ-UHFFFAOYSA-N methyl 3-cyanopropanoate Chemical compound COC(=O)CCC#N BPSKURPOKFSLHJ-UHFFFAOYSA-N 0.000 description 1
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- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
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- BSCHIACBONPEOB-UHFFFAOYSA-N oxolane;hydrate Chemical compound O.C1CCOC1 BSCHIACBONPEOB-UHFFFAOYSA-N 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical compound CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 description 1
- 229960001802 phenylephrine Drugs 0.000 description 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical class OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
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- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
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- 108090000623 proteins and genes Proteins 0.000 description 1
- DOTPSQVYOBAWPQ-UHFFFAOYSA-N pyrazolo[4,3-d]pyrimidin-3-one Chemical class N1=CN=C2C(=O)N=NC2=C1 DOTPSQVYOBAWPQ-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003246 quinazolines Chemical class 0.000 description 1
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
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- 239000008347 soybean phospholipid Substances 0.000 description 1
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- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
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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
- A61P9/04—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)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Cardiology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Gynecology & Obstetrics (AREA)
- Hospice & Palliative Care (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (28)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19819023A DE19819023A1 (de) | 1998-04-29 | 1998-04-29 | Thienopyrimidine |
| ES99919263T ES2255754T3 (es) | 1998-04-29 | 1999-04-23 | Tienopirimidinas condensadas con efecto inhibidor de la pde v. |
| TR2000/03144T TR200003144T2 (tr) | 1998-04-29 | 1999-04-23 | Tiyenopirimidinler. |
| CNB998054569A CN1142936C (zh) | 1998-04-29 | 1999-04-23 | 具有磷酸二酯酶-v抑制作用的稠合噻吩并嘧啶及其制备方法和用途 |
| CA002328280A CA2328280C (en) | 1998-04-29 | 1999-04-23 | Thienopyrimidines |
| CZ20003976A CZ291109B6 (cs) | 1998-04-29 | 1999-04-23 | Derivát kondenzovaného thienopyrimidinu s PDE V inhibičním působením, způsob jeho přípravy a farmaceutický prostředek, který ho obsahuje |
| KR1020007011314A KR20010042628A (ko) | 1998-04-29 | 1999-04-23 | 포스포디에스테라아제-ｖ억제 작용을 하는 축합티에노피리미딘류 |
| AT99919263T ATE314374T1 (de) | 1998-04-29 | 1999-04-23 | Kondensierte thienopyrimidine mit pde v inhibierender wirkung |
| BR9910032-0A BR9910032A (pt) | 1998-04-29 | 1999-04-23 | Tienopirimidinas |
| IDW20002463A ID27049A (id) | 1998-04-29 | 1999-04-23 | Tienopirimidin-tienopirimidin |
| RU2000129659/04A RU2224760C2 (ru) | 1998-04-29 | 1999-04-23 | Конденсированные тиенопиримидины с ингибирующим фосфодиэстеразу V действием, способ их получения и фармацевтическая композиция |
| AU37098/99A AU743230B2 (en) | 1998-04-29 | 1999-04-23 | Condensed thienopyrimidines with phosphodiesterase-V inhibiting action |
| JP2000545867A JP4242561B2 (ja) | 1998-04-29 | 1999-04-23 | ホスホジエステラーゼｖ阻害作用を有する凝縮チエノピリミジン類 |
| HU0101832A HUP0101832A3 (en) | 1998-04-29 | 1999-04-23 | Condensed thienopyrimidines with phosphodiesterase-v inhibiting action and pharmaceutical compositions containing them |
| PL99343637A PL343637A1 (en) | 1998-04-29 | 1999-04-23 | Condensed thienopyrimidines with phosphodiesterase-v inhibiting action |
| EP99919263A EP1084125B1 (de) | 1998-04-29 | 1999-04-23 | Kondensierte thienopyrimidine mit pde v inhibierender wirkung |
| DE59912986T DE59912986D1 (de) | 1998-04-29 | 1999-04-23 | Kondensierte thienopyrimidine mit pde v inhibierender wirkung |
| UA2000116687A UA66856C2 (uk) | 1998-04-29 | 1999-04-23 | Тієнопіримідини, спосіб їх одержання, фармацевтична композиція та спосіб її одержання |
| HK01108477.4A HK1037628B (en) | 1998-04-29 | 1999-04-23 | Condensed thienopyrimidines with phosphodiesterase-v inhibiting action and the method for preparing the same and use thereof |
| SK1597-2000A SK15972000A3 (sk) | 1998-04-29 | 1999-04-23 | Derivát kondenzovaného tienopyrimidínu s pde v inhibičným pôsobením, spôsob jeho prípravy a farmaceutický prostriedok, ktorý ho obsahuje |
| PCT/EP1999/002738 WO1999055708A1 (de) | 1998-04-29 | 1999-04-23 | Kondensierte thienopyrimidine mit pde v inhibierender wirkung |
| US09/674,269 US6495557B1 (en) | 1998-04-29 | 1999-04-23 | Condensed thienopyrimidines with phosphodiesterase-v inhibiting action |
| MYPI99001670A MY121864A (en) | 1998-04-29 | 1999-04-27 | Condensed thienopyrimidines with phosphodiesterase-v inhibiting action. |
| ARP990101960A AR016233A1 (es) | 1998-04-29 | 1999-04-28 | Tienopirimidinas, un procedimiento para su preparacion, el empleo de las mismas para preparar un medicamento, las composiciones farmaceuticas que lascontienen, y un procedimiento para obtener estas composiciones farmaceuticas. |
| TW088106948A TWI232220B (en) | 1998-04-29 | 1999-04-29 | Thienopyrimidines |
| CO99025993A CO5011050A1 (es) | 1998-04-29 | 1999-04-29 | Tienopirimidinas |
| NO20005434A NO20005434L (no) | 1998-04-29 | 2000-10-27 | Kondenserte tienopyrimidiner med fosfodiesterase-V-hemmende virkning |
| ZA200006994A ZA200006994B (en) | 1998-04-29 | 2000-11-28 | Condensed thienopyrimidines with phosphodiesterase-V inhibiting action. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19819023A DE19819023A1 (de) | 1998-04-29 | 1998-04-29 | Thienopyrimidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19819023A1 true DE19819023A1 (de) | 1999-11-04 |
Family
ID=7866082
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19819023A Withdrawn DE19819023A1 (de) | 1998-04-29 | 1998-04-29 | Thienopyrimidine |
| DE59912986T Expired - Lifetime DE59912986D1 (de) | 1998-04-29 | 1999-04-23 | Kondensierte thienopyrimidine mit pde v inhibierender wirkung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59912986T Expired - Lifetime DE59912986D1 (de) | 1998-04-29 | 1999-04-23 | Kondensierte thienopyrimidine mit pde v inhibierender wirkung |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6495557B1 (enExample) |
| EP (1) | EP1084125B1 (enExample) |
| JP (1) | JP4242561B2 (enExample) |
| KR (1) | KR20010042628A (enExample) |
| CN (1) | CN1142936C (enExample) |
| AR (1) | AR016233A1 (enExample) |
| AT (1) | ATE314374T1 (enExample) |
| AU (1) | AU743230B2 (enExample) |
| BR (1) | BR9910032A (enExample) |
| CA (1) | CA2328280C (enExample) |
| CO (1) | CO5011050A1 (enExample) |
| CZ (1) | CZ291109B6 (enExample) |
| DE (2) | DE19819023A1 (enExample) |
| ES (1) | ES2255754T3 (enExample) |
| HU (1) | HUP0101832A3 (enExample) |
| ID (1) | ID27049A (enExample) |
| MY (1) | MY121864A (enExample) |
| NO (1) | NO20005434L (enExample) |
| PL (1) | PL343637A1 (enExample) |
| RU (1) | RU2224760C2 (enExample) |
| SK (1) | SK15972000A3 (enExample) |
| TR (1) | TR200003144T2 (enExample) |
| TW (1) | TWI232220B (enExample) |
| UA (1) | UA66856C2 (enExample) |
| WO (1) | WO1999055708A1 (enExample) |
| ZA (1) | ZA200006994B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000078767A1 (de) * | 1999-06-19 | 2000-12-28 | Merck Patent Gmbh | Thienopyrimidine als phosphodiesterase hemmer |
| WO2001019369A1 (de) * | 1999-09-14 | 2001-03-22 | Merck Patent Gmbh | Verwendung von thienopyrimidinen |
| WO2001051052A1 (de) * | 2000-01-13 | 2001-07-19 | Merck Patent Gmbh | Pharmazeutische zubereitung mit spezifischen pde v-hemmer |
| DE10010612A1 (de) * | 2000-03-03 | 2001-09-27 | Merck Patent Gmbh | Verwendung von PDE V-Inhibitoren |
| WO2002072100A3 (en) * | 2001-02-16 | 2003-11-06 | Merck Patent Gmbh | Pharmaceutical composition containing pde v inhibitors and surfactants |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19944604A1 (de) * | 1999-09-17 | 2001-03-22 | Merck Patent Gmbh | Aminderivate |
| WO2001051089A1 (de) * | 2000-01-13 | 2001-07-19 | Merck Patent Gmbh | Pharmazeutische zubereitungen enthaltend 2-pyrrolidon als lösungsvermittler |
| DE10017947A1 (de) * | 2000-04-11 | 2001-10-25 | Merck Patent Gmbh | Verfahren zur Herstellung benzo-annelierter Heterocyclen |
| DE10031585A1 (de) * | 2000-06-29 | 2002-01-10 | Merck Patent Gmbh | 2-Aminoalkyl-thieno[2,3-d]pyrimidine |
| CA2431147A1 (en) * | 2000-12-19 | 2002-06-27 | Merck Patent Gesellschaft Mit Beschraenkter Haftung | Pharmaceutical formulation comprising thienopyrimidines and antithrombotics, calcium antagonists, prostaglandins or prostaglandin derivatives (2) |
| DE10064994A1 (de) * | 2000-12-23 | 2002-07-04 | Merck Patent Gmbh | Sulfamidothienopyrimidine |
| CZ20032339A3 (cs) * | 2001-01-31 | 2004-09-15 | Merck Patent Gmbh | Farmaceutický prostředek obsahující parazolo [4,3-d]pyrimidiny a nitráty nebo thienopyrimidiny a nitráty |
| DE10148883A1 (de) | 2001-10-04 | 2003-04-10 | Merck Patent Gmbh | Pyrimidinderivate |
| WO2003035653A1 (en) * | 2001-10-26 | 2003-05-01 | Nippon Soda Co.,Ltd. | Pyridothienopyrimidine compound and salt thereof |
| US8207172B2 (en) * | 2004-08-20 | 2012-06-26 | Bayer Intellectual Property Gmbh | Pyrimidinothienoindazoles useful for the treatment of hyperproliferative disorders |
| ES2259892B1 (es) * | 2004-11-30 | 2007-11-01 | Laboratorios Almirall S.A. | Nuevos derivados de piridotienopirimidina. |
| ES2259891B1 (es) * | 2004-11-30 | 2007-11-01 | Laboratorios Almirall S.A. | Nuevos derivados de piridotienopirimidina. |
| CA2604295C (en) | 2005-04-19 | 2014-10-07 | Nycomed Gmbh | Roflumilast for the treatment of pulmonary hypertension |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2657760B2 (ja) | 1992-07-15 | 1997-09-24 | 小野薬品工業株式会社 | ４−アミノキナゾリン誘導体およびそれを含有する医薬品 |
| PH31122A (en) | 1993-03-31 | 1998-02-23 | Eisai Co Ltd | Nitrogen-containing fused-heterocycle compounds. |
| GB9311920D0 (en) * | 1993-06-09 | 1993-07-28 | Pfizer Ltd | Therapeutic agents |
| ES2114662T3 (es) * | 1993-08-26 | 1998-06-01 | Ono Pharmaceutical Co | Derivados de la 4-aminopirimidina. |
| US5869486A (en) * | 1995-02-24 | 1999-02-09 | Ono Pharmaceutical Co., Ltd. | Fused pyrimidines and pyriazines as pharmaceutical compounds |
| DE19632423A1 (de) | 1996-08-12 | 1998-02-19 | Merck Patent Gmbh | Thienopyrimidine |
| DE19644228A1 (de) * | 1996-10-24 | 1998-04-30 | Merck Patent Gmbh | Thienopyrimidine |
| DE19752952A1 (de) * | 1997-11-28 | 1999-06-02 | Merck Patent Gmbh | Thienopyrimidine |
-
1998
- 1998-04-29 DE DE19819023A patent/DE19819023A1/de not_active Withdrawn
-
1999
- 1999-04-23 ES ES99919263T patent/ES2255754T3/es not_active Expired - Lifetime
- 1999-04-23 RU RU2000129659/04A patent/RU2224760C2/ru not_active IP Right Cessation
- 1999-04-23 WO PCT/EP1999/002738 patent/WO1999055708A1/de not_active Ceased
- 1999-04-23 HU HU0101832A patent/HUP0101832A3/hu unknown
- 1999-04-23 JP JP2000545867A patent/JP4242561B2/ja not_active Expired - Fee Related
- 1999-04-23 BR BR9910032-0A patent/BR9910032A/pt not_active IP Right Cessation
- 1999-04-23 TR TR2000/03144T patent/TR200003144T2/xx unknown
- 1999-04-23 SK SK1597-2000A patent/SK15972000A3/sk unknown
- 1999-04-23 PL PL99343637A patent/PL343637A1/xx unknown
- 1999-04-23 KR KR1020007011314A patent/KR20010042628A/ko not_active Ceased
- 1999-04-23 ID IDW20002463A patent/ID27049A/id unknown
- 1999-04-23 CN CNB998054569A patent/CN1142936C/zh not_active Expired - Fee Related
- 1999-04-23 DE DE59912986T patent/DE59912986D1/de not_active Expired - Lifetime
- 1999-04-23 CZ CZ20003976A patent/CZ291109B6/cs not_active IP Right Cessation
- 1999-04-23 AT AT99919263T patent/ATE314374T1/de not_active IP Right Cessation
- 1999-04-23 CA CA002328280A patent/CA2328280C/en not_active Expired - Fee Related
- 1999-04-23 UA UA2000116687A patent/UA66856C2/uk unknown
- 1999-04-23 US US09/674,269 patent/US6495557B1/en not_active Expired - Fee Related
- 1999-04-23 AU AU37098/99A patent/AU743230B2/en not_active Ceased
- 1999-04-23 EP EP99919263A patent/EP1084125B1/de not_active Expired - Lifetime
- 1999-04-27 MY MYPI99001670A patent/MY121864A/en unknown
- 1999-04-28 AR ARP990101960A patent/AR016233A1/es unknown
- 1999-04-29 TW TW088106948A patent/TWI232220B/zh not_active IP Right Cessation
- 1999-04-29 CO CO99025993A patent/CO5011050A1/es unknown
-
2000
- 2000-10-27 NO NO20005434A patent/NO20005434L/no not_active Application Discontinuation
- 2000-11-28 ZA ZA200006994A patent/ZA200006994B/en unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000078767A1 (de) * | 1999-06-19 | 2000-12-28 | Merck Patent Gmbh | Thienopyrimidine als phosphodiesterase hemmer |
| US6787548B1 (en) | 1999-06-19 | 2004-09-07 | MERCK Patent Gesellschaft mit beschränkter Haftung | Thienopyrimidines as phosphodiesterase inhibitors |
| WO2001019369A1 (de) * | 1999-09-14 | 2001-03-22 | Merck Patent Gmbh | Verwendung von thienopyrimidinen |
| WO2001051052A1 (de) * | 2000-01-13 | 2001-07-19 | Merck Patent Gmbh | Pharmazeutische zubereitung mit spezifischen pde v-hemmer |
| DE10010612A1 (de) * | 2000-03-03 | 2001-09-27 | Merck Patent Gmbh | Verwendung von PDE V-Inhibitoren |
| WO2002072100A3 (en) * | 2001-02-16 | 2003-11-06 | Merck Patent Gmbh | Pharmaceutical composition containing pde v inhibitors and surfactants |
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