RU2003131966A - Производные 4-(фенил-(пиперидин-4-ил)-амино)-бензамида и их применение для лечения боли, тревоги или желудочно-кишечных расстройств - Google Patents
Производные 4-(фенил-(пиперидин-4-ил)-амино)-бензамида и их применение для лечения боли, тревоги или желудочно-кишечных расстройств Download PDFInfo
- Publication number
- RU2003131966A RU2003131966A RU2003131966/04A RU2003131966A RU2003131966A RU 2003131966 A RU2003131966 A RU 2003131966A RU 2003131966/04 A RU2003131966/04 A RU 2003131966/04A RU 2003131966 A RU2003131966 A RU 2003131966A RU 2003131966 A RU2003131966 A RU 2003131966A
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- RU
- Russia
- Prior art keywords
- phenyl
- piperidin
- amino
- benzamide
- diethylcarbamoyl
- Prior art date
Links
- 208000019901 Anxiety disease Diseases 0.000 title 1
- 208000018522 Gastrointestinal disease Diseases 0.000 title 1
- 230000036506 anxiety Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 12
- -1 phenyl (2) pyridinyl Chemical group 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000002346 iodo group Chemical group I* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- STXAVEHFKAXGOX-UHFFFAOYSA-N 3-bromobenzonitrile Chemical compound BrC1=CC=CC(C#N)=C1 STXAVEHFKAXGOX-UHFFFAOYSA-N 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical class OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical class [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 1
- 0 CCC(CC)=CC(c(cc1)ccc1N(C1CCN(*)CC1)c1cccc(C#N)c1)=O Chemical compound CCC(CC)=CC(c(cc1)ccc1N(C1CCN(*)CC1)c1cccc(C#N)c1)=O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- 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
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Claims (7)
1. Соединение формулы I
где R1 выбран из любого из
(1) фенила
(2) пиридинила
(3) тиенила
(4) фуранила
(5) имидазолила
(6) триазолила
(7) пирролила
(8) тиазолила
(9) пиридил-N-оксида
где каждое фенильное кольцо R1 и гетероароматическое кольцо R1 может быть независимо дополнительно замещено 1, 2 или 3 заместителями, независимо выбранными из прямого и разветвленного C1-С6алкила, NO2, CF3, C1-С6алкокси, хлоро, фторо, бромо и йодо; а также его соли.
2. Соединение по п.1, где каждое фенильное кольцо R1 и гетероароматическое кольцо R1 может быть независимо дополнительно замещено 1, 2 или 3 заместителями, независимо выбранными из метила, CF3, хлоро, фторо, бромо и йодо.
3. Соединение по п.1, где каждое фенильное кольцо R1 и гетероароматическое кольцо R1 может быть независимо дополнительно замещено метильной группой.
4. Соединение по п.1, где R1 представляет собой фенил, пирролил, пиридинил, тиенил или фуранил.
5. Соединение по п.1, выбранное из любого из:
3-[(1-Бензил-пиперидин-4-ил)-(4-диэтилкарбамоил-фенил)-амино]-бензамида,
3-[[1-(2,4-Дихлор-бензил)-пиперидин-4-ил]-(4-диэтилкарбамоил-фенил)-амино]-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-пиридин-4-илметил-пиперидин-4-ил)-амино]-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(1-метил-1Н-имидазол-2-илметил)-пиперидин-4-ил]-амино}-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-фуран-2-илметил-пиперидин-4-ил)-амино]-бензамида,
3-[[1-(4-Бром-бензил)-пиперидин-4-ил]-(4-диэтилкарбамоил-фенил)-амино]-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(4-метил-бензил)-пиперидин-4-ил]-амино}-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-фуран-3-илметил-пиперидин-4-ил)-амино]-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-тиофен-3-илметил-пиперидин-4-ил)-амино]-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-пиридин-2-илметил-пиперидин-4-ил)-амино]-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(3Н-имидазол-4-илметил)-пиперидин-4-ил]-амино}-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-тиазол-2-ил-метил-пиперидин-4-ил)-амино]-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-тиофен-2-илметил-пиперидин-4-ил)-амино]-бензамида,
3-[(4-Диэтилкарбамоил-фенил)-(1-пиридин-3-илметил-пиперидин-4-ил)-амино]-бензамида,
3-[[1-(4-Хлор-бензил)-пиперидин-4-ил]-(4-диэтилкарбамоил-фенил)-амино]-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(1Н-имидазол-2-илметил)-пиперидин-4-ил]-амино}-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(4-метокси-бензил)-пиперидин-4-ил]-амино}-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(4-фтор-бензил)-пиперидин-4-ил]-амино}-бензамида,
3-{(4-Диэтилкарбамоил-фенил)-[1-(1Н-пиррол-2-илметил)-пиперидин-4-ил]-амино}-бензамида и
3-{(4-Диэтилкарбамоил-фенил)-[1-(1-метил-1Н-пиррол-2-илметил)-пиперидин-4-ил]-амино}-бензамида.
6. Соединение по любому из пп.1-5 в форме его солей гидрохлорида, дигидрохлорида, сульфата, тартрата, дитрифторацетата или цитрата.
7. Способ получения соединения формулы I, при котором соединение общей формулы II
где PG представляет собой защитную группу уретана, такую как Boc и CBZ, либо бензильную или замещенную бензильную защитную группу, такую как 2,4-диметоксибензил, подвергают взаимодействию с 3-бромбензонитрилом, используя палладиевый катализатор, например трис(дибензилиденацетон)дипалладий(0) (Pd2(dba)3), в присутствии основания, например трет-бутилата натрия, с получением соединений общей формулы III
после чего с указанных соединений удаляют защиту в стандартных условиях и подвергают алкилированию в восстановительных условиях соединением общей формулы R1-CHO с получением соединений общей формулы I.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0101769A SE0101769D0 (sv) | 2001-05-18 | 2001-05-18 | Novel compounds |
| SE0101769-8 | 2001-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2003131966A true RU2003131966A (ru) | 2005-05-10 |
Family
ID=20284172
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2003131966/04A RU2003131966A (ru) | 2001-05-18 | 2002-05-16 | Производные 4-(фенил-(пиперидин-4-ил)-амино)-бензамида и их применение для лечения боли, тревоги или желудочно-кишечных расстройств |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US7226933B2 (ru) |
| EP (1) | EP1395555B1 (ru) |
| JP (1) | JP2005508289A (ru) |
| KR (1) | KR20030094425A (ru) |
| CN (1) | CN1639123A (ru) |
| AR (1) | AR033758A1 (ru) |
| AT (1) | ATE313528T1 (ru) |
| BG (1) | BG108330A (ru) |
| BR (1) | BR0209670A (ru) |
| CA (1) | CA2446311A1 (ru) |
| CO (1) | CO5540317A2 (ru) |
| CZ (1) | CZ20033089A3 (ru) |
| DE (1) | DE60208192T2 (ru) |
| EE (1) | EE200300554A (ru) |
| HU (1) | HUP0401328A2 (ru) |
| IL (1) | IL158628A0 (ru) |
| IS (1) | IS7028A (ru) |
| MX (1) | MXPA03010440A (ru) |
| NO (1) | NO20035113D0 (ru) |
| NZ (1) | NZ529398A (ru) |
| PL (1) | PL366387A1 (ru) |
| RU (1) | RU2003131966A (ru) |
| SE (1) | SE0101769D0 (ru) |
| SK (1) | SK13912003A3 (ru) |
| WO (1) | WO2002094782A1 (ru) |
| ZA (1) | ZA200308631B (ru) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2003218737B2 (en) * | 2002-03-13 | 2008-04-10 | Janssen Pharmaceutica N.V. | Inhibitors of histone deacetylase |
| SE0300987D0 (sv) * | 2003-04-03 | 2003-04-03 | Astrazeneca Ab | Diarylmethylidene piperidine derivatives, preparations thereof and uses thereof |
| AU2004278414B2 (en) * | 2003-10-01 | 2012-05-24 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| US7598261B2 (en) * | 2005-03-31 | 2009-10-06 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| US7576207B2 (en) * | 2006-04-06 | 2009-08-18 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| EP2399577A1 (en) * | 2006-09-12 | 2011-12-28 | Adolor Corporation | Use of N-containing spirocompounds for the enhancement of cognitive function |
| WO2016099393A1 (en) * | 2014-12-19 | 2016-06-23 | Pharmnovo Ab | Diarylmethylidene piperidine derivatives and their use as delta opioid receptor agonists |
| WO2022235813A1 (en) * | 2021-05-04 | 2022-11-10 | The Texas A&M University System | Inhibitors of sars-cov-2 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4091096A (en) * | 1976-03-19 | 1978-05-23 | Eli Lilly And Company | Dinitroanilines for the control of phytopathogens |
| EG12406A (en) * | 1976-08-12 | 1979-03-31 | Janssen Pharmaceutica Nv | Process for preparing of novel n-aryl-n-(1-l-4-piperidinyl)-arylacetamides |
| US4252812A (en) * | 1977-05-23 | 1981-02-24 | Pfizer Inc. | 2-Substituted-trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indoles |
| SE441448B (sv) | 1977-05-23 | 1985-10-07 | Pfizer | Sett att framstella hexahydro-gamma-karbolinforeningar |
| DE3200304A1 (de) * | 1981-01-16 | 1982-08-26 | Sandoz-Patent-GmbH, 7850 Lörrach | 3-aminopropoxyaryl-derivate, ihre herstellung und sie enthaltende arzneimittel |
| EP0181793B1 (fr) * | 1984-10-16 | 1988-07-27 | Synthelabo | Dérivés de pipéridine, leur préparation et leur application en thérapeutique |
| KR940003491B1 (ko) * | 1989-08-10 | 1994-04-23 | 리히터 게데온 베기에스제티 기아르 알.티 | 4,4-이중 치환된 피페리딘 유도체와 그 제조방법 및 상기 화합물을 함유하는 약제학적 조성물 |
| YU150489A (sh) * | 1989-08-10 | 1992-12-21 | W.L. Gore & Co. Gmbh. | Uređaj za ispitivanje odevnih predmeta na nepromočivost |
| US5854245A (en) * | 1996-06-28 | 1998-12-29 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| TW548271B (en) * | 1996-12-20 | 2003-08-21 | Astra Pharma Inc | Novel piperidine derivatives having an exocyclic double bond with analgesic effects |
| SE9604786D0 (sv) | 1996-12-20 | 1996-12-20 | Astra Pharma Inc | New compounds |
| DK1049676T3 (da) | 1997-12-24 | 2006-01-16 | Ortho Mcneil Pharm Inc | 4-[Aryl(piperidin-4-yl)]aminobenzamider, som binder til delta-opioidreceptoren |
| EP1061919A4 (en) | 1998-03-10 | 2002-09-04 | Res Triangle Inst | NOVEL OPIOUS COMPOUNDS AND PROCESSES FOR THEIR PREPARATION AND USE |
| SE9904675D0 (sv) | 1999-12-20 | 1999-12-20 | Astra Pharma Inc | Novel compounds |
| US6552036B2 (en) * | 2000-03-03 | 2003-04-22 | Ortho-Mcneil Pharmaceutical, Inc. | 3-(Diarylmethylene)-8-azabicyclo[3.2.1]octane derivatives |
| SE0001207D0 (sv) * | 2000-04-04 | 2000-04-04 | Astrazeneca Canada Inc | Novel compounds |
| WO2009028275A1 (ja) * | 2007-08-28 | 2009-03-05 | Konica Minolta Medical & Graphic, Inc. | シンチレータパネル |
-
2001
- 2001-05-18 SE SE0101769A patent/SE0101769D0/xx unknown
-
2002
- 2002-05-16 EP EP02733702A patent/EP1395555B1/en not_active Expired - Lifetime
- 2002-05-16 NZ NZ529398A patent/NZ529398A/en unknown
- 2002-05-16 MX MXPA03010440A patent/MXPA03010440A/es unknown
- 2002-05-16 JP JP2002591455A patent/JP2005508289A/ja active Pending
- 2002-05-16 EE EEP200300554A patent/EE200300554A/xx unknown
- 2002-05-16 IL IL15862802A patent/IL158628A0/xx unknown
- 2002-05-16 CA CA002446311A patent/CA2446311A1/en not_active Abandoned
- 2002-05-16 SK SK1391-2003A patent/SK13912003A3/sk unknown
- 2002-05-16 AT AT02733702T patent/ATE313528T1/de not_active IP Right Cessation
- 2002-05-16 RU RU2003131966/04A patent/RU2003131966A/ru not_active Application Discontinuation
- 2002-05-16 PL PL02366387A patent/PL366387A1/xx not_active Application Discontinuation
- 2002-05-16 AR ARP020101814A patent/AR033758A1/es unknown
- 2002-05-16 CN CNA028141601A patent/CN1639123A/zh active Pending
- 2002-05-16 HU HU0401328A patent/HUP0401328A2/hu unknown
- 2002-05-16 BR BR0209670-6A patent/BR0209670A/pt not_active IP Right Cessation
- 2002-05-16 WO PCT/SE2002/000944 patent/WO2002094782A1/en not_active Ceased
- 2002-05-16 KR KR10-2003-7014946A patent/KR20030094425A/ko not_active Withdrawn
- 2002-05-16 DE DE60208192T patent/DE60208192T2/de not_active Expired - Fee Related
- 2002-05-16 US US10/477,852 patent/US7226933B2/en not_active Expired - Fee Related
- 2002-05-16 CZ CZ20033089A patent/CZ20033089A3/cs unknown
-
2003
- 2003-11-05 ZA ZA200308631A patent/ZA200308631B/xx unknown
- 2003-11-07 BG BG108330A patent/BG108330A/bg unknown
- 2003-11-12 CO CO03100165A patent/CO5540317A2/es not_active Application Discontinuation
- 2003-11-12 IS IS7028A patent/IS7028A/is unknown
- 2003-11-17 NO NO20035113A patent/NO20035113D0/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AR033758A1 (es) | 2004-01-07 |
| CZ20033089A3 (en) | 2004-06-16 |
| IL158628A0 (en) | 2004-05-12 |
| NO20035113D0 (no) | 2003-11-17 |
| DE60208192D1 (de) | 2006-01-26 |
| BR0209670A (pt) | 2004-04-20 |
| HUP0401328A2 (hu) | 2004-12-28 |
| SK13912003A3 (sk) | 2004-04-06 |
| JP2005508289A (ja) | 2005-03-31 |
| BG108330A (bg) | 2004-12-30 |
| MXPA03010440A (es) | 2004-03-09 |
| NZ529398A (en) | 2005-08-26 |
| KR20030094425A (ko) | 2003-12-11 |
| ZA200308631B (en) | 2005-02-07 |
| PL366387A1 (en) | 2005-01-24 |
| SE0101769D0 (sv) | 2001-05-18 |
| ATE313528T1 (de) | 2006-01-15 |
| CO5540317A2 (es) | 2005-07-29 |
| CA2446311A1 (en) | 2002-11-28 |
| IS7028A (is) | 2003-11-12 |
| US20040235897A1 (en) | 2004-11-25 |
| EE200300554A (et) | 2004-02-16 |
| US7226933B2 (en) | 2007-06-05 |
| CN1639123A (zh) | 2005-07-13 |
| DE60208192T2 (de) | 2006-07-13 |
| WO2002094782A1 (en) | 2002-11-28 |
| EP1395555B1 (en) | 2005-12-21 |
| EP1395555A1 (en) | 2004-03-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20060606 |