NO323395B1 - Substituerte glutarimider som er inhibitorer av IL-12-produksjonen, fremgangsmate for fremstilling derav, anvendelse derav samt legemidler inneholdende forbindelsene. - Google Patents
Substituerte glutarimider som er inhibitorer av IL-12-produksjonen, fremgangsmate for fremstilling derav, anvendelse derav samt legemidler inneholdende forbindelsene. Download PDFInfo
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- NO323395B1 NO323395B1 NO20023319A NO20023319A NO323395B1 NO 323395 B1 NO323395 B1 NO 323395B1 NO 20023319 A NO20023319 A NO 20023319A NO 20023319 A NO20023319 A NO 20023319A NO 323395 B1 NO323395 B1 NO 323395B1
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- 150000001875 compounds Chemical class 0.000 title claims description 61
- 238000000034 method Methods 0.000 title claims description 28
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical class O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 title claims description 22
- 238000002360 preparation method Methods 0.000 title claims description 17
- 229940079593 drug Drugs 0.000 title claims description 5
- 239000003814 drug Substances 0.000 title claims description 5
- 239000003112 inhibitor Substances 0.000 title 1
- 230000019734 interleukin-12 production Effects 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims description 33
- 239000001257 hydrogen Substances 0.000 claims description 32
- 239000000243 solution Substances 0.000 claims description 31
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 26
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 21
- 150000002431 hydrogen Chemical class 0.000 claims description 20
- -1 trifluoromethyl- Chemical group 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 201000010099 disease Diseases 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
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- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 10
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 10
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 6
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- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 5
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
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- 125000002252 acyl group Chemical group 0.000 claims description 4
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- 125000003277 amino group Chemical group 0.000 claims description 4
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- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims description 4
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- 239000012279 sodium borohydride Substances 0.000 claims description 4
- 229910000033 sodium borohydride Inorganic materials 0.000 claims description 4
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 claims description 4
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- 206010059245 Angiopathy Diseases 0.000 claims description 3
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- 230000000771 oncological effect Effects 0.000 claims description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 3
- RYSICGXZRVMXDP-UHFFFAOYSA-N 3-bromopiperidine-2,6-dione Chemical class BrC1CCC(=O)NC1=O RYSICGXZRVMXDP-UHFFFAOYSA-N 0.000 claims description 2
- FPEIKJDVIJSMOH-UHFFFAOYSA-N 4-methylidenepiperidine-2,6-dione Chemical compound C=C1CC(=O)NC(=O)C1 FPEIKJDVIJSMOH-UHFFFAOYSA-N 0.000 claims description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001204 N-oxides Chemical class 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003929 acidic solution Substances 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
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- 125000003545 alkoxy group Chemical group 0.000 claims description 2
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- NNTOJPXOCKCMKR-UHFFFAOYSA-N boron;pyridine Chemical compound [B].C1=CC=NC=C1 NNTOJPXOCKCMKR-UHFFFAOYSA-N 0.000 claims description 2
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- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 claims description 2
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical group CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
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- 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
- C07D211/80—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 two double bonds between ring members or between ring members and non-ring members
- C07D211/84—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 two 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 directly attached to ring carbon atoms
- C07D211/86—Oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
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Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
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- Public Health (AREA)
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- Cardiology (AREA)
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10002509A DE10002509A1 (de) | 2000-01-21 | 2000-01-21 | Substituierte Glutarimide |
PCT/EP2001/000155 WO2001053261A1 (de) | 2000-01-21 | 2001-01-09 | Substituierte glutarimide und ihre verwendung als inhibitoren der il-12 produktion |
Publications (3)
Publication Number | Publication Date |
---|---|
NO20023319D0 NO20023319D0 (no) | 2002-07-09 |
NO20023319L NO20023319L (no) | 2002-09-03 |
NO323395B1 true NO323395B1 (no) | 2007-04-23 |
Family
ID=7628270
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO20023319A NO323395B1 (no) | 2000-01-21 | 2002-07-09 | Substituerte glutarimider som er inhibitorer av IL-12-produksjonen, fremgangsmate for fremstilling derav, anvendelse derav samt legemidler inneholdende forbindelsene. |
Country Status (28)
Country | Link |
---|---|
US (2) | US6656937B2 (zh) |
EP (1) | EP1252144B1 (zh) |
JP (1) | JP2003524641A (zh) |
KR (1) | KR20020067614A (zh) |
CN (1) | CN1185215C (zh) |
AR (1) | AR030185A1 (zh) |
AT (1) | ATE451355T1 (zh) |
AU (1) | AU780636B2 (zh) |
BR (1) | BR0108030A (zh) |
CA (1) | CA2398061A1 (zh) |
CO (1) | CO5261626A1 (zh) |
CY (1) | CY1109784T1 (zh) |
DE (2) | DE10002509A1 (zh) |
DK (1) | DK1252144T3 (zh) |
ES (1) | ES2337875T3 (zh) |
HU (1) | HUP0204235A3 (zh) |
IL (1) | IL150813A0 (zh) |
MX (1) | MXPA02007089A (zh) |
NO (1) | NO323395B1 (zh) |
NZ (1) | NZ520759A (zh) |
PE (1) | PE20011067A1 (zh) |
PL (1) | PL356986A1 (zh) |
PT (1) | PT1252144E (zh) |
RU (1) | RU2278857C2 (zh) |
SI (1) | SI1252144T1 (zh) |
SK (1) | SK287173B6 (zh) |
WO (1) | WO2001053261A1 (zh) |
ZA (1) | ZA200206664B (zh) |
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DE10002509A1 (de) * | 2000-01-21 | 2001-07-26 | Gruenenthal Gmbh | Substituierte Glutarimide |
US7842727B2 (en) | 2001-03-27 | 2010-11-30 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors |
DE10163595A1 (de) | 2001-12-21 | 2003-08-07 | Gruenenthal Gmbh | In 3-Position heterocyclisch substituierte Piperidin-2,6-dione |
CA2486303C (en) | 2002-05-22 | 2013-04-30 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors based on alpha-ketoepoxide compounds |
AU2003243285A1 (en) * | 2002-05-22 | 2003-12-12 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors based on trihalomethylcarbonyl compounds |
US20040192738A1 (en) * | 2003-03-18 | 2004-09-30 | Aventis Pharma Deutschland Gmbh | 2-(Butyl-1-sulfonylamino)-N-[1(R)-(6-methoxypyridin-3-yl)propyl] benzamide, its use as a medicament, and pharmaceutical preparations comprising it |
ATE533745T1 (de) | 2004-03-17 | 2011-12-15 | Pfizer Prod Inc | Neue benzyl(iden)-lactam-derivate |
DE102004026703A1 (de) * | 2004-05-28 | 2005-12-29 | Grünenthal GmbH | Verfahren zur Herstellung von in 3-Position heterocyclisch substituierten Piperidin-2,6-dionen |
WO2014107622A1 (en) | 2013-01-07 | 2014-07-10 | University Of Southern California | Deoxyuridine triphosphatase inhibitors |
US9815814B2 (en) * | 2013-04-12 | 2017-11-14 | Obschestvo S Ogranichennoi Otvetstvennostiyu “Pharmenterprises” | Glutarimide derivatives, use thereof, pharmaceutical composition based thereon and methods for producing glutarimide derivatives |
JP6513095B2 (ja) | 2014-01-03 | 2019-05-15 | ユニバーシティ オブ サザン カリフォルニア | ヘテロ原子含有デオキシウリジントリホスファターゼ阻害剤 |
US10577321B2 (en) | 2015-07-08 | 2020-03-03 | University Of Southern California | Deoxyuridine triphosphatase inhibitors |
WO2017006271A1 (en) | 2015-07-08 | 2017-01-12 | University Of Southern California | Deoxyuridine triphosphatase inhibitors containing amino sulfonyl linkage |
US10544105B2 (en) | 2015-07-08 | 2020-01-28 | Cv6 Therapeutics (Ni) Limited | Deoxyuridine triphosphatase inhibitors containing cyclopropano linkage |
EP3319939A1 (en) | 2015-07-08 | 2018-05-16 | CV6 Therapeutics (NI) Limited | Hydantoin containing deoxyuridine triphosphatase inhibitors |
RU2610275C2 (ru) * | 2015-07-30 | 2017-02-08 | Общество С Ограниченной Ответственностью "Фарминтерпрайсез" | Производное глутаримидов, его применение, фармацевтическая композиция на его основе, способ его получения |
US11395820B2 (en) * | 2016-03-16 | 2022-07-26 | H. Lee Moffitt Cancer Center And Research Institute, Inc. | Small molecules against cereblon to enhance effector t cell function |
WO2018098206A1 (en) | 2016-11-23 | 2018-05-31 | Cv6 Therapeutics (Ni) Limited | Hydantoin containing deoxyuridine triphosphatase inhibitors |
US10829457B2 (en) | 2016-11-23 | 2020-11-10 | Cv6 Therapeutics (Ni) Limited | Nitrogen ring linked deoxyuridine triphosphatase inhibitors |
US11168059B2 (en) | 2016-11-23 | 2021-11-09 | Cv6 Therapeutics (Ni) Limited | Amino sulfonyl compounds |
WO2018098207A1 (en) | 2016-11-23 | 2018-05-31 | Cv6 Therapeutics (Ni) Limited | Hydantoin containing deoxyuridine triphosphatase inhibitors |
US11174271B2 (en) | 2016-11-23 | 2021-11-16 | Cv6 Therapeutics (Ni) Limited | 6-membered uracil isosteres |
US11247984B2 (en) | 2017-01-05 | 2022-02-15 | Cv6 Therapeutics (Ni) Limited | Uracil containing compounds |
EA201992341A8 (ru) * | 2017-09-07 | 2020-08-11 | Общество С Ограниченной Ответственностью "Фарминтерпрайсез" | Применение производного глутаримида для лечения заболеваний, связанных с аберрантной активностью цитокинов |
IL273432B (en) | 2017-09-22 | 2022-09-01 | Kymera Therapeutics Inc | Protein compounds and their uses |
EP3684366A4 (en) | 2017-09-22 | 2021-09-08 | Kymera Therapeutics, Inc. | CRBN LIGANDS AND USES OF THE LATEST |
SG11202005912PA (en) | 2017-12-26 | 2020-07-29 | Kymera Therapeutics Inc | Irak degraders and uses thereof |
US11485743B2 (en) | 2018-01-12 | 2022-11-01 | Kymera Therapeutics, Inc. | Protein degraders and uses thereof |
WO2019140387A1 (en) | 2018-01-12 | 2019-07-18 | Kymera Therapeutics, Inc. | Crbn ligands and uses thereof |
CN107903245B (zh) * | 2018-01-15 | 2018-11-13 | 青岛大学附属医院 | 一种化合物及其在制备治疗类风湿性关节炎药物中的应用 |
CN107857754B (zh) * | 2018-01-15 | 2018-11-09 | 泰山医学院 | 一种化合物及其在制备预防/治疗类风湿性关节炎药物中的应用 |
WO2020010177A1 (en) | 2018-07-06 | 2020-01-09 | Kymera Therapeutics, Inc. | Tricyclic crbn ligands and uses thereof |
US11730726B2 (en) | 2018-07-11 | 2023-08-22 | H. Lee Moffitt Cancer Center And Research Institute, Inc. | Dimeric immuno-modulatory compounds against cereblon-based mechanisms |
US11352350B2 (en) | 2018-11-30 | 2022-06-07 | Kymera Therapeutics, Inc. | IRAK degraders and uses thereof |
MA55565A (fr) | 2019-04-05 | 2022-02-09 | Kymera Therapeutics Inc | Agents de dégradation de stat et leurs utilisations |
BR112022011651A2 (pt) | 2019-12-17 | 2022-08-23 | Kymera Therapeutics Inc | Degradadores de irak e usos dos mesmos |
EP4076524A4 (en) | 2019-12-17 | 2023-11-29 | Kymera Therapeutics, Inc. | IRAQ DEGRADERS AND USES THEREOF |
TW202136242A (zh) | 2019-12-23 | 2021-10-01 | 美商凱麥拉醫療公司 | Smarca降解劑及其用途 |
JP2023518423A (ja) | 2020-03-19 | 2023-05-01 | カイメラ セラピューティクス, インコーポレイテッド | Mdm2分解剤およびそれらの使用 |
TW202210483A (zh) | 2020-06-03 | 2022-03-16 | 美商凱麥拉醫療公司 | Irak降解劑之結晶型 |
BR112022026356A2 (pt) * | 2020-06-26 | 2023-01-17 | Valenta Intellekt Ltd | Uso de um derivado de glutarimida para tratar doenças associadas à atividade aberrante da interleucina-6 |
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US2673205A (en) * | 1951-02-13 | 1954-03-23 | Ciba Pharm Prod Inc | 3-disubstituted dioxopiperidines and the manufacture thereof |
US3214431A (en) * | 1958-08-04 | 1965-10-26 | Pfizer & Co C | Novel glutarimides |
US5114937A (en) * | 1989-11-28 | 1992-05-19 | Warner-Lambert Company | Renin inhibiting nonpeptides |
GB8928043D0 (en) * | 1989-12-12 | 1990-02-14 | Pfizer Ltd | Muscarinic receptor antagonists |
FR2745811B1 (fr) * | 1996-03-07 | 1998-05-22 | Sanofi Sa | Glutarimide disubstitue procede pour sa preparation, et son utilisation |
US6281230B1 (en) * | 1996-07-24 | 2001-08-28 | Celgene Corporation | Isoindolines, method of use, and pharmaceutical compositions |
DE19703763C1 (de) * | 1997-02-01 | 1998-10-01 | Gruenenthal Gmbh | Thalidomidanaloge Verbindungen aus der Klasse der Piperidin-2,6-Dione |
DE19843793C2 (de) * | 1998-09-24 | 2000-08-03 | Gruenenthal Gmbh | Substituierte Benzamide |
DE10002509A1 (de) * | 2000-01-21 | 2001-07-26 | Gruenenthal Gmbh | Substituierte Glutarimide |
-
2000
- 2000-01-21 DE DE10002509A patent/DE10002509A1/de not_active Ceased
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2001
- 2001-01-09 DK DK01900400.1T patent/DK1252144T3/da active
- 2001-01-09 JP JP2001553265A patent/JP2003524641A/ja not_active Withdrawn
- 2001-01-09 HU HU0204235A patent/HUP0204235A3/hu unknown
- 2001-01-09 MX MXPA02007089A patent/MXPA02007089A/es active IP Right Grant
- 2001-01-09 KR KR1020027009243A patent/KR20020067614A/ko not_active Application Discontinuation
- 2001-01-09 EP EP01900400A patent/EP1252144B1/de not_active Expired - Lifetime
- 2001-01-09 PL PL01356986A patent/PL356986A1/xx not_active Application Discontinuation
- 2001-01-09 BR BR0108030-0A patent/BR0108030A/pt not_active IP Right Cessation
- 2001-01-09 SI SI200130961T patent/SI1252144T1/sl unknown
- 2001-01-09 NZ NZ520759A patent/NZ520759A/en unknown
- 2001-01-09 AT AT01900400T patent/ATE451355T1/de not_active IP Right Cessation
- 2001-01-09 RU RU2002121641/04A patent/RU2278857C2/ru not_active IP Right Cessation
- 2001-01-09 AU AU25140/01A patent/AU780636B2/en not_active Ceased
- 2001-01-09 ES ES01900400T patent/ES2337875T3/es not_active Expired - Lifetime
- 2001-01-09 IL IL15081301A patent/IL150813A0/xx unknown
- 2001-01-09 SK SK1017-2002A patent/SK287173B6/sk not_active IP Right Cessation
- 2001-01-09 PT PT01900400T patent/PT1252144E/pt unknown
- 2001-01-09 DE DE50115252T patent/DE50115252D1/de not_active Expired - Lifetime
- 2001-01-09 CN CNB018038883A patent/CN1185215C/zh not_active Expired - Fee Related
- 2001-01-09 WO PCT/EP2001/000155 patent/WO2001053261A1/de active IP Right Grant
- 2001-01-09 CA CA002398061A patent/CA2398061A1/en not_active Abandoned
- 2001-01-19 CO CO01003816A patent/CO5261626A1/es not_active Application Discontinuation
- 2001-01-19 PE PE2001000061A patent/PE20011067A1/es not_active Application Discontinuation
- 2001-01-19 AR ARP010100251A patent/AR030185A1/es unknown
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2002
- 2002-07-09 NO NO20023319A patent/NO323395B1/no not_active IP Right Cessation
- 2002-07-19 US US10/198,073 patent/US6656937B2/en not_active Expired - Fee Related
- 2002-08-20 ZA ZA200206664A patent/ZA200206664B/en unknown
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2003
- 2003-09-03 US US10/653,188 patent/US20040048859A1/en not_active Abandoned
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