AU782409B2 - Pharmaceutically active isoindoline derivatives - Google Patents
Pharmaceutically active isoindoline derivatives Download PDFInfo
- Publication number
- AU782409B2 AU782409B2 AU14780/01A AU1478001A AU782409B2 AU 782409 B2 AU782409 B2 AU 782409B2 AU 14780/01 A AU14780/01 A AU 14780/01A AU 1478001 A AU1478001 A AU 1478001A AU 782409 B2 AU782409 B2 AU 782409B2
- Authority
- AU
- Australia
- Prior art keywords
- ethoxy
- methoxyphenyl
- alkyl
- amino
- compound
- 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.)
- Ceased
Links
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical class C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 title description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 154
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 115
- 150000001875 compounds Chemical class 0.000 claims description 112
- 125000000217 alkyl group Chemical group 0.000 claims description 70
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 67
- -1 imidazoyl Chemical group 0.000 claims description 50
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 40
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 38
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 36
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 35
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 32
- 206010028980 Neoplasm Diseases 0.000 claims description 28
- 125000001589 carboacyl group Chemical group 0.000 claims description 24
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- LTXREWYXXSTFRX-QGZVFWFLSA-N Linagliptin Chemical compound N=1C=2N(C)C(=O)N(CC=3N=C4C=CC=CC4=C(C)N=3)C(=O)C=2N(CC#CC)C=1N1CCC[C@@H](N)C1 LTXREWYXXSTFRX-QGZVFWFLSA-N 0.000 claims description 20
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- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 16
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 16
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- 125000004702 alkoxy alkyl carbonyl group Chemical group 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 11
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 11
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- 125000000168 pyrrolyl group Chemical group 0.000 claims description 10
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 9
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- 125000001425 triazolyl group Chemical group 0.000 claims description 9
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- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 6
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- 125000001475 halogen functional group Chemical group 0.000 claims 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 3
- AUYSFUSWFJUKMJ-UHFFFAOYSA-N 2-[1-(3-ethoxy-4-methoxyphenyl)-3-oxobutyl]-4-(1h-pyrrol-2-yl)isoindole-1,3-dione Chemical compound C1=C(OC)C(OCC)=CC(C(CC(C)=O)N2C(C3=C(C=4NC=CC=4)C=CC=C3C2=O)=O)=C1 AUYSFUSWFJUKMJ-UHFFFAOYSA-N 0.000 claims 2
- OPGUZRRLMQSMAQ-UHFFFAOYSA-N 5-(4-methoxyphenyl)-1-phenylbenzimidazole Chemical compound C1=CC(OC)=CC=C1C1=CC=C(N(C=N2)C=3C=CC=CC=3)C2=C1 OPGUZRRLMQSMAQ-UHFFFAOYSA-N 0.000 claims 2
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- SURCGQGDUADKBL-UHFFFAOYSA-N 2-(2-hydroxyethylamino)-5-nitrobenzo[de]isoquinoline-1,3-dione Chemical compound [O-][N+](=O)C1=CC(C(N(NCCO)C2=O)=O)=C3C2=CC=CC3=C1 SURCGQGDUADKBL-UHFFFAOYSA-N 0.000 claims 1
- HGWJEAFEEZXCPG-UHFFFAOYSA-N 2-[1-(3-cyclopentyloxy-4-methoxyphenyl)-3-oxobutyl]-4-(1h-pyrrol-2-yl)isoindole-1,3-dione Chemical compound COC1=CC=C(C(CC(C)=O)N2C(C3=C(C=4NC=CC=4)C=CC=C3C2=O)=O)C=C1OC1CCCC1 HGWJEAFEEZXCPG-UHFFFAOYSA-N 0.000 claims 1
- ZOMMYBFPBGWUAT-UHFFFAOYSA-N 2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-(1h-imidazol-2-ylmethyl)isoindole-1,3-dione Chemical compound C1=C(OC)C(OCC)=CC(C(CS(C)(=O)=O)N2C(C3=C(CC=4NC=CN=4)C=CC=C3C2=O)=O)=C1 ZOMMYBFPBGWUAT-UHFFFAOYSA-N 0.000 claims 1
- KYBGGKMHMYDTDS-UHFFFAOYSA-N 2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-(5-methyl-1,3,4-oxadiazol-2-yl)isoindole-1,3-dione Chemical compound C1=C(OC)C(OCC)=CC(C(CS(C)(=O)=O)N2C(C3=C(C=4OC(C)=NN=4)C=CC=C3C2=O)=O)=C1 KYBGGKMHMYDTDS-UHFFFAOYSA-N 0.000 claims 1
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- CZVNIGALSIBARE-UHFFFAOYSA-N n-[2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]cyclopropanecarboxamide Chemical compound C1=C(OC)C(OCC)=CC(C(CS(C)(=O)=O)N2C(C3=C(NC(=O)C4CC4)C=CC=C3C2=O)=O)=C1 CZVNIGALSIBARE-UHFFFAOYSA-N 0.000 claims 1
- MQRUNQYIJQXVLP-UHFFFAOYSA-N n-[2-[1-(3-ethoxy-4-methoxyphenyl)-3-hydroxybutyl]-1,3-dioxoisoindol-4-yl]acetamide Chemical compound C1=C(OC)C(OCC)=CC(C(CC(C)O)N2C(C3=C(NC(C)=O)C=CC=C3C2=O)=O)=C1 MQRUNQYIJQXVLP-UHFFFAOYSA-N 0.000 claims 1
- KIRMTFBOUGUJOQ-UHFFFAOYSA-N n-[2-[1-(3-ethoxy-4-methoxyphenyl)-3-hydroxypentyl]-1,3-dioxoisoindol-4-yl]acetamide Chemical compound C1=C(OC)C(OCC)=CC(C(CC(O)CC)N2C(C3=C(NC(C)=O)C=CC=C3C2=O)=O)=C1 KIRMTFBOUGUJOQ-UHFFFAOYSA-N 0.000 claims 1
- XCCGODHJXOPFSU-UHFFFAOYSA-N n-[2-[3-(dimethylamino)-1-(3-ethoxy-4-methoxyphenyl)-3-oxopropyl]-3-oxo-1h-isoindol-4-yl]cyclopropanecarboxamide Chemical compound C1=C(OC)C(OCC)=CC(C(CC(=O)N(C)C)N2C(C3=C(NC(=O)C4CC4)C=CC=C3C2)=O)=C1 XCCGODHJXOPFSU-UHFFFAOYSA-N 0.000 claims 1
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- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (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)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Virology (AREA)
- Pulmonology (AREA)
- Oncology (AREA)
- Rheumatology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Biotechnology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16516899P | 1999-11-12 | 1999-11-12 | |
| US60/165168 | 1999-11-12 | ||
| US59034400A | 2000-06-08 | 2000-06-08 | |
| US09/590344 | 2000-06-08 | ||
| US09/708199 | 2000-11-08 | ||
| US09/708,199 US6667316B1 (en) | 1999-11-12 | 2000-11-08 | Pharmaceutically active isoindoline derivatives |
| PCT/US2000/030770 WO2001034606A1 (en) | 1999-11-12 | 2000-11-09 | Pharmaceutically active isoindoline derivatives |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2005202964A Division AU2005202964B2 (en) | 1999-11-12 | 2005-07-07 | Pharmaceutically active isoindoline derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU1478001A AU1478001A (en) | 2001-06-06 |
| AU782409B2 true AU782409B2 (en) | 2005-07-28 |
Family
ID=27389110
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU14780/01A Ceased AU782409B2 (en) | 1999-11-12 | 2000-11-09 | Pharmaceutically active isoindoline derivatives |
| AU2005202964A Ceased AU2005202964B2 (en) | 1999-11-12 | 2005-07-07 | Pharmaceutically active isoindoline derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2005202964A Ceased AU2005202964B2 (en) | 1999-11-12 | 2005-07-07 | Pharmaceutically active isoindoline derivatives |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6667316B1 (https=) |
| EP (4) | EP1228071B8 (https=) |
| JP (1) | JP5116201B2 (https=) |
| CN (1) | CN1325497C (https=) |
| AT (4) | ATE506058T1 (https=) |
| AU (2) | AU782409B2 (https=) |
| CA (1) | CA2392081C (https=) |
| CY (2) | CY1107610T1 (https=) |
| DE (1) | DE60034139T2 (https=) |
| DK (2) | DK1228071T3 (https=) |
| ES (4) | ES2282147T3 (https=) |
| FI (1) | FI119931B (https=) |
| HK (1) | HK1049158A1 (https=) |
| MX (1) | MXPA02004793A (https=) |
| NO (2) | NO323633B1 (https=) |
| NZ (1) | NZ519459A (https=) |
| PT (2) | PT1228071E (https=) |
| SI (1) | SI1228071T1 (https=) |
| WO (1) | WO2001034606A1 (https=) |
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| NZ334148A (en) * | 1996-08-12 | 2001-12-21 | Celgene Corp | 3-Substituted phenyl-ethyl or ethenyl derivatives terminated with a nitrile, alkane, carboxyl or carbamoyl group useful to reduce cytokine levels |
| US8030343B2 (en) * | 2000-06-08 | 2011-10-04 | Celgene Corporation | Pharmaceutically active isoindoline derivatives |
| US7491634B2 (en) * | 2006-04-28 | 2009-02-17 | Asm International N.V. | Methods for forming roughened surfaces and applications thereof |
| CN1518447A (zh) | 2001-04-23 | 2004-08-04 | �������Ǵ�ѧר������� | 作为抗血管生成剂的新的苯邻二甲酰亚胺模拟物的合成和评估 |
| NZ531294A (en) * | 2001-08-06 | 2005-11-25 | Childrens Medical Center | Synthesis and anti-tumor activity of nitrogen substituted thalidomide analogs |
| US6962940B2 (en) * | 2002-03-20 | 2005-11-08 | Celgene Corporation | (+)-2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione: methods of using and compositions thereof |
| US7893101B2 (en) | 2002-03-20 | 2011-02-22 | Celgene Corporation | Solid forms comprising (+)-2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione, compositions thereof, and uses thereof |
| EP2258363A1 (en) * | 2002-05-17 | 2010-12-08 | Celgene Corporation | Compositions for treatment of cancers |
| CN1713905A (zh) | 2002-10-15 | 2005-12-28 | 细胞基因公司 | 用于治疗骨髓增生异常综合征的选择性细胞因子抑制药 |
| US20050203142A1 (en) * | 2002-10-24 | 2005-09-15 | Zeldis Jerome B. | Methods of using and compositions comprising immunomodulatory compounds for treatment, modification and management of pain |
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| AU2003285107B2 (en) * | 2002-10-31 | 2008-01-10 | Celgene Corporation | Methods of using and compositions comprising selective cytokine inhibitory drugs for treatment and management of macular degeneration |
| US7776907B2 (en) * | 2002-10-31 | 2010-08-17 | Celgene Corporation | Methods for the treatment and management of macular degeneration using cyclopropyl-N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-3-oxoisoindoline-4-yl}carboxamide |
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| EP1581205A1 (en) * | 2002-11-18 | 2005-10-05 | Celgene Corporation | Methods of using and compositions comprising (+)-3-(3,4-dimethoxy-phenyl)-3-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide |
| NZ540546A (en) * | 2002-11-18 | 2008-03-28 | Celgene Corp | Methods of using and compositions comprising (-)-3-(3,4-dimethoxy-phenyl)-3-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide |
| BR0317885A (pt) * | 2002-12-30 | 2005-12-06 | Celgene Corp | Composto, isÈmeros s e r enantiomericamente puros do mesmo, composição farmacêutica e métodos de inibir pde4 e mmp, de modular a produção de tnf-alfa, de tratar ou prevenir mds, de tratar doença mieloproliferativa, angiogênese indesejada, câncer, uma doença, inflamação dos pulmões, depressão, distúrbio pulmonar obstrutivo crÈnico, doença inflamatória do intestino, dermatite atópica, psorìase, doença de crohn, artrite reumatóide, asma, eslcerose múltipla e doença cardìaca em um mamìfero e de tratar, prevenir ou controlar a sìndrome de dor regional complexa |
| WO2004080393A2 (en) * | 2003-03-06 | 2004-09-23 | Celgene Corporation | Selective cytokine inhibitory drugs for treating disorders of the central nervous system |
| US20040175382A1 (en) * | 2003-03-06 | 2004-09-09 | Schafer Peter H. | Methods of using and compositions comprising selective cytokine inhibitory drugs for the treatment and management of disorders of the central nervous system |
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| JP4713465B2 (ja) | 2003-03-12 | 2011-06-29 | セルジーン コーポレイション | ７−アミド−イソインドリル化合物およびその薬学的使用 |
| DE602004032522D1 (de) * | 2003-03-12 | 2011-06-16 | Celgene Corp | Mit n-alkylhydroxamsäuren substituierte isoindolylverbindungen und deren pharmazeutische verwendung |
| US8088737B2 (en) | 2003-04-04 | 2012-01-03 | Incyte Corporation | Compositions, methods and kits relating to Her-2 cleavage |
| US7320992B2 (en) * | 2003-08-25 | 2008-01-22 | Amgen Inc. | Substituted 2,3-dihydro-1h-isoindol-1-one derivatives and methods of use |
| CA2543132A1 (en) * | 2003-10-23 | 2005-05-19 | Celgene Corporation | Methods of using and compositions comprising selective cytokine inhibitory drugs for treatment, modification and management of pain |
| US20050142104A1 (en) * | 2003-11-06 | 2005-06-30 | Zeldis Jerome B. | Methods of using and compositions comprising PDE4 modulators for the treatment and management of asbestos-related diseases and disorders |
| US20080213213A1 (en) * | 2004-04-14 | 2008-09-04 | Zeldis Jerome B | Method For the Treatment of Myelodysplastic Syndromes Using (+)-2-[1-(3-Ethoxy-4-Methoxyphenyl)-2-Methylsulfonylethyl]-4-Acetylaminoisoindoline-1,3-Dione |
| MXPA06012279A (es) * | 2004-04-23 | 2007-01-31 | Celgene Corp | Metodos de uso y composiciones que comprenden moduladores de pde4 para el tratamiento y manejo de la hipertension pulmonar. |
| BRPI0418801A (pt) * | 2004-05-05 | 2007-10-16 | Celgene Corp | métodos de tratamento, controle ou prevenção de um cáncer especìfico, e de uma doença associada com angiogênese indesejada, de redução ou prevenção de um efeito adverso, composição farmacêutica, e, kit |
| JP2007536221A (ja) * | 2004-05-05 | 2007-12-13 | セルジーン・コーポレーション | 骨髄増殖性疾患を治療及び管理するための選択的サイトカイン阻害薬の使用方法及びそれを含む組成物 |
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| US7244759B2 (en) * | 2004-07-28 | 2007-07-17 | Celgene Corporation | Isoindoline compounds and methods of making and using the same |
| CA2578789A1 (en) * | 2004-09-03 | 2006-03-16 | Celgene Corporation | Substituted heterocyclic compounds and uses thereof |
| US20070190070A1 (en) * | 2004-09-03 | 2007-08-16 | Zeldis Jerome B | Methods of using and compositions comprising selective cytokine inhibitory drugs for the treatment and management of disorders of the central nervous system |
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| US20070155791A1 (en) * | 2005-12-29 | 2007-07-05 | Zeldis Jerome B | Methods for treating cutaneous lupus using aminoisoindoline compounds |
| JP2011515469A (ja) * | 2008-03-24 | 2011-05-19 | セルジーン コーポレイション | シクロプロピル−ｎ−｛２−［（１ｓ）−１−（３−エトキシ−４−メトキシフェニル）−２−（メチルスルホニル）エチル］−３−オキソイソインドリン−４−イル｝カルボキサミドを使用した乾癬又は乾癬性関節炎の治療 |
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| MX341050B (es) | 2010-04-07 | 2016-08-05 | Celgene Corp * | Metodos para tratar infeccion viral respiratoria. |
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| JP2014505054A (ja) * | 2011-01-10 | 2014-02-27 | セルジーン コーポレイション | シクロプロパンカルボン酸｛２−［（１ｓ）−１−（３−エトキシ−４−メトキシ−フェニル）−２−メタンスルホニル−エチル］−３−オキソ−２，３−ジヒドロ−１ｈ−イソインドール−４−イル｝−アミドの経口剤形 |
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| ES2711100T3 (es) | 2011-03-07 | 2019-04-30 | Celgene Corp | Métodos para tratar enfermedades usando compuestos isoindolina |
| WO2013025897A1 (en) | 2011-08-16 | 2013-02-21 | Georgetown University | Methods of treating bacterial infections with 1,2-benzisothiazolinone and isoindolinone derivatives |
| RU2627471C2 (ru) * | 2011-09-14 | 2017-08-08 | Селджин Корпорейшн | Препараты { 2-[(1s)-1-(3-этокси-4-метоксифенил)-2-метансульфонилэтил]-3-оксо-2,3-дигидро-1h-изоиндол-4-ил} амида циклопропанкарбоновой кислоты |
| US8981117B2 (en) | 2012-09-14 | 2015-03-17 | Celgene Corporation | Processes for the preparation of isoindole compounds and isotopologues thereof |
| WO2015175956A1 (en) | 2014-05-16 | 2015-11-19 | Celgene Corporation | Compositions and methods for the treatment of atherosclerotic cardiovascular diseases with pde4 modulators |
| MX2016014384A (es) | 2014-06-23 | 2017-01-20 | Celgene Corp | Apremilast para el tratamiento de una enfermedad del higado o una anormalidad en la funcion del higado. |
| BR112017019850A2 (pt) * | 2015-03-19 | 2018-06-05 | Cipla Ltd | ?processo melhorado para a preparação de apremilast? |
| WO2017070291A1 (en) | 2015-10-21 | 2017-04-27 | Celgene Corporation | Pde4 modulators for treating and preventing immune reconstitution inflammatory syndrome (iris) |
| HU231259B1 (hu) | 2016-02-04 | 2022-06-28 | Egyt Gyogyszervegyeszeti Gyar | Eljárás pomalidomide elõállítására |
| AU2017317123B9 (en) * | 2016-08-22 | 2021-11-25 | Medshine Discovery Inc. | PDE4 inhibitor |
| CN107698484B (zh) * | 2017-11-13 | 2020-05-19 | 广东中科药物研究有限公司 | 一种来那度胺的衍生物的制备方法与应用 |
| WO2019142124A1 (en) | 2018-01-17 | 2019-07-25 | Cadila Healthcare Limited | Pharmaceutical compositions for treatment of vitiligo |
| AU2019254962C1 (en) | 2018-04-17 | 2023-04-27 | Tianjin Hemay Pharmaceutical Sci-Tech Co., Ltd | Isoindole derivatives |
| WO2020020101A1 (zh) * | 2018-07-22 | 2020-01-30 | 上海星叶医药科技有限公司 | 苯并异硒唑酮胺类化合物及其制备方法和用途 |
| CN110003084B (zh) * | 2019-03-15 | 2022-08-02 | 华南师范大学 | 一种同时具有力致发光和聚集诱导发光特性的有机圆偏振发光材料及其制备方法与应用 |
| CN111170925B (zh) * | 2020-01-09 | 2023-01-17 | 常州大学 | 作为pde2/4双重抑制剂的邻苯二甲酰亚胺类化合物及其制备方法 |
| CN117203196A (zh) * | 2020-12-14 | 2023-12-08 | 拜欧斯瑞克斯公司 | Pde4降解剂、药物组合物和治疗应用 |
| WO2022194096A1 (zh) * | 2021-03-15 | 2022-09-22 | 深圳福沃药业有限公司 | 雌激素受体调节剂 |
| CN114790164B (zh) * | 2021-08-13 | 2022-12-27 | 苏州璞正医药有限公司 | 一种取代的异吲哚啉-1,3-二酮类pde4抑制剂及其药物用途 |
| CN116354857B (zh) * | 2023-03-01 | 2025-01-21 | 中国人民解放军海军军医大学 | 一种β-氨基砜及其衍生物的制备方法 |
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| WO2025103430A1 (zh) * | 2023-11-14 | 2025-05-22 | 天津合美医药科技有限公司 | 干燥综合征的预防或治疗 |
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2000
- 2000-11-08 US US09/708,199 patent/US6667316B1/en not_active Expired - Lifetime
- 2000-11-09 CN CNB00818254XA patent/CN1325497C/zh not_active Expired - Fee Related
- 2000-11-09 ES ES00977095T patent/ES2282147T3/es not_active Expired - Lifetime
- 2000-11-09 AT AT06009632T patent/ATE506058T1/de not_active IP Right Cessation
- 2000-11-09 EP EP00977095A patent/EP1228071B8/en not_active Expired - Lifetime
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- 2000-11-09 AT AT10176420T patent/ATE544452T1/de active
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2002
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2005
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998024763A2 (en) * | 1996-12-03 | 1998-06-11 | Celgene Corporation | Immunotherapeutic imides/amides as pde iv and tnf inhibitors |
| WO2000025777A1 (en) * | 1998-10-30 | 2000-05-11 | Celgene Corporation | SUBSTITUTED PHENETHYLSULFONES AND METHOD OF REDUCING TNFαLEVELS |
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