CN101045715B - 糖原合酶激酶gsk-3的杂环抑制剂 - Google Patents
糖原合酶激酶gsk-3的杂环抑制剂 Download PDFInfo
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- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 1
- 229940043355 kinase inhibitor Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000004962 mammalian cell Anatomy 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000001537 neural effect Effects 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 230000014511 neuron projection development Effects 0.000 description 1
- 230000002981 neuropathic effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229940080469 phosphocellulose Drugs 0.000 description 1
- 108091005981 phosphorylated proteins Proteins 0.000 description 1
- 239000003757 phosphotransferase inhibitor Substances 0.000 description 1
- 125000005544 phthalimido group Chemical group 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
- 230000009822 protein phosphorylation Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/395—Saturated compounds containing a keto group being part of a ring of a five-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/597—Unsaturated compounds containing a keto groups being part of a ring of a five-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
- C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
- C07D207/456—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 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 other ring carbon atoms
-
- 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
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
-
- 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
- C07D417/12—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 chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200001185A ES2166328B1 (es) | 2000-05-11 | 2000-05-11 | Inhibidores heterociclicos del enzima gsk 3 utiles en el tratamiento de procesos neurodegenerativos e hiperproliferativos |
| ESP200001185ES | 2000-05-11 | ||
| ESP200001185 | 2000-05-11 | ||
| GB0030284A GB0030284D0 (en) | 2000-05-11 | 2000-12-12 | Enzyme inhibitors |
| GB0030284.4 | 2000-12-12 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB01812738XA Division CN100358867C (zh) | 2000-05-11 | 2001-05-11 | 糖原合酶激酶gsk-3的杂环抑制剂 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101045715A CN101045715A (zh) | 2007-10-03 |
| CN101045715B true CN101045715B (zh) | 2010-11-24 |
Family
ID=8493477
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007101010104A Expired - Lifetime CN101045715B (zh) | 2000-05-11 | 2001-05-11 | 糖原合酶激酶gsk-3的杂环抑制剂 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP4897179B2 (enExample) |
| CN (1) | CN101045715B (enExample) |
| ES (1) | ES2166328B1 (enExample) |
| GB (1) | GB0030284D0 (enExample) |
| PT (1) | PT1286964E (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005024755A2 (en) * | 2002-12-31 | 2005-03-17 | Deciphera Pharmaceuticals, Llc. | Medicaments for the treatment of neurodegenerative disorders or diabetes |
| EP1586318A1 (en) * | 2004-04-05 | 2005-10-19 | Neuropharma S.A.U. | Thiadiazolidinones as GSK-3 inhibitors |
| JP2009543874A (ja) * | 2006-07-18 | 2009-12-10 | ユニバーシティー オブ ロチェスター | チアゾリジノン誘導体 |
| EA026674B1 (ru) * | 2009-07-08 | 2017-05-31 | Балтик Био Аб | Соединения, применимые в качестве лекарственных средств |
| US9371299B2 (en) * | 2012-02-24 | 2016-06-21 | Asd Therapeutics Partners, Llc | Thiadiazolidinediones as GSK-3 inhibitors |
| WO2016149464A1 (en) * | 2015-03-17 | 2016-09-22 | Regeneron Pharmaceuticals, Inc. | Amino acid acylation reagents and methods of using the same |
| CN105330608B (zh) * | 2015-10-27 | 2018-06-26 | 南方科技大学 | 脲唑类轴手性化合物及其催化不对称合成方法 |
| CN107151235B (zh) * | 2016-03-04 | 2019-12-13 | 上海市计划生育科学研究所 | 噻二唑烷二酮基gsk3抑制剂在调节精子运动能力中的用途 |
| GB201915094D0 (en) * | 2019-10-18 | 2019-12-04 | Balticgruppen Bio Ab | New formulations |
| CN110698380B (zh) * | 2019-10-24 | 2021-01-15 | 华东理工大学 | 一种内酰胺衍生物及其制备方法与应用 |
| CN116675653B (zh) * | 2022-07-22 | 2024-10-01 | 中国药科大学 | 氨基烷基取代的1,2,4-噻二唑烷-3,5-二酮化合物及其制备方法和应用 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2863803A (en) * | 1957-05-13 | 1958-12-09 | Stauffer Chemical Co | Protecting materials against fungi by applying substituted dithiono and thiono-oxo-thiadiazolidines |
| US3301894A (en) * | 1964-11-16 | 1967-01-31 | Olin Mathieson | S-[nu'-(chlorocarbonyl)-amino] isothiocarbamyl chlorides and their preparation |
| DE1670701A1 (de) * | 1966-05-23 | 1970-11-12 | Bayer Ag | Verfahren zur Darstellung von Thiaimidazolidinen |
| US3900485A (en) * | 1967-02-10 | 1975-08-19 | Velsicol Chemical Corp | New substituted 1,2,4-thiadiazolidine-3,5-diones |
| US3534057A (en) * | 1968-05-28 | 1970-10-13 | Velsicol Chemical Corp | Halogenation process for the production of certain oxadiazolidines and thiadiazolidines |
| DE2109755A1 (de) * | 1971-03-02 | 1972-09-07 | Badische Anilin- & Soda-Fabrik Ag, 6700 Ludwigshafen | Substituierte Thiadiazolidindione |
| JPS58216177A (ja) * | 1982-06-10 | 1983-12-15 | Sumitomo Chem Co Ltd | フエニルチアジアゾリジンジオン誘導体、その製造法および該化合物を有効成分として含有する除草剤 |
| JP3998261B2 (ja) * | 1993-12-23 | 2007-10-24 | イーライ・リリー・アンド・カンパニー | プロテインキナーゼｃ阻害剤 |
| US5532256A (en) * | 1994-05-18 | 1996-07-02 | American Home Products Corporation | New azolidinediones and thiadiazolidinediones as antihyperglycemic agents |
| DE4420522A1 (de) * | 1994-06-13 | 1995-12-14 | Bayer Ag | Bakterizide Thiadiazolidinone |
| AU2381397A (en) * | 1996-04-19 | 1997-11-12 | Novo Nordisk A/S | Modulators of molecules with phosphotyrosine recognition units |
| WO2000021927A2 (en) * | 1998-10-08 | 2000-04-20 | Smithkline Beecham Plc | Pyrrole-2,5-diones as gsk-3 inhibitors |
| GB9828640D0 (en) * | 1998-12-23 | 1999-02-17 | Smithkline Beecham Plc | Novel method and compounds |
| GB9918180D0 (en) * | 1999-08-02 | 1999-10-06 | Smithkline Beecham Plc | Novel compositions |
-
2000
- 2000-05-11 ES ES200001185A patent/ES2166328B1/es not_active Expired - Fee Related
- 2000-12-12 GB GB0030284A patent/GB0030284D0/en not_active Ceased
-
2001
- 2001-05-11 JP JP2001582286A patent/JP4897179B2/ja not_active Expired - Lifetime
- 2001-05-11 CN CN2007101010104A patent/CN101045715B/zh not_active Expired - Lifetime
- 2001-05-11 PT PT01928117T patent/PT1286964E/pt unknown
Non-Patent Citations (3)
| Title |
|---|
| Aria Martfnez et al.Arylimino-l,2,4-Thiadiazolidinones: A New Family.《Bioorganic & Medicinal Chemistry》.1997,第5卷(第7期),第1275-1283页. |
| Aria Martfnez et al.Arylimino-l,2,4-Thiadiazolidinones: A New Family.《Bioorganic & * |
| Medicinal Chemistry》.1997,第5卷(第7期),第1275-1283页. * |
Also Published As
| Publication number | Publication date |
|---|---|
| PT1286964E (pt) | 2007-08-08 |
| JP4897179B2 (ja) | 2012-03-14 |
| GB0030284D0 (en) | 2001-01-24 |
| CN101045715A (zh) | 2007-10-03 |
| ES2166328B1 (es) | 2003-09-16 |
| ES2166328A1 (es) | 2002-04-01 |
| JP2003532708A (ja) | 2003-11-05 |
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