JP2005522458A5 - - Google Patents
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- Publication number
- JP2005522458A5 JP2005522458A5 JP2003571263A JP2003571263A JP2005522458A5 JP 2005522458 A5 JP2005522458 A5 JP 2005522458A5 JP 2003571263 A JP2003571263 A JP 2003571263A JP 2003571263 A JP2003571263 A JP 2003571263A JP 2005522458 A5 JP2005522458 A5 JP 2005522458A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally
- hydroxy
- substituted
- optionally substituted
- 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.)
- Granted
Links
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 101
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 90
- 229910052757 nitrogen Inorganic materials 0.000 claims 66
- 125000005842 heteroatom Chemical group 0.000 claims 56
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 52
- 229910052760 oxygen Inorganic materials 0.000 claims 52
- 239000001301 oxygen Substances 0.000 claims 52
- 125000000623 heterocyclic group Chemical group 0.000 claims 48
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 42
- 239000001257 hydrogen Substances 0.000 claims 42
- 229910052739 hydrogen Inorganic materials 0.000 claims 42
- 239000011593 sulfur Substances 0.000 claims 42
- 229910052717 sulfur Inorganic materials 0.000 claims 42
- 150000001875 compounds Chemical class 0.000 claims 38
- -1 hydroxy, amino Chemical group 0.000 claims 38
- 229910052736 halogen Inorganic materials 0.000 claims 34
- 150000002367 halogens Chemical class 0.000 claims 34
- 125000000217 alkyl group Chemical group 0.000 claims 33
- 150000002825 nitriles Chemical group 0.000 claims 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 28
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 27
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 13
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 13
- 150000002431 hydrogen Chemical class 0.000 claims 12
- 125000003545 alkoxy group Chemical group 0.000 claims 11
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 8
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 7
- 239000000460 chlorine Substances 0.000 claims 7
- 150000003839 salts Chemical group 0.000 claims 7
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 4
- 229910052794 bromium Inorganic materials 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 239000011737 fluorine Substances 0.000 claims 4
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 claims 1
- 108091007960 PI3Ks Proteins 0.000 claims 1
- 102000003993 Phosphatidylinositol 3-kinases Human genes 0.000 claims 1
- 108090000430 Phosphatidylinositol 3-kinases Proteins 0.000 claims 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 150000001350 alkyl halides Chemical class 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 claims 1
- 230000002140 halogenating effect Effects 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0204765A GB0204765D0 (en) | 2002-02-28 | 2002-02-28 | Organic compounds |
| GB0229626A GB0229626D0 (en) | 2002-12-19 | 2002-12-19 | Organic compounds |
| PCT/EP2003/002036 WO2003072557A1 (en) | 2002-02-28 | 2003-02-27 | 5-phenylthiazole derivatives and use as pi3 kinase inhibitors |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009187248A Division JP2009298799A (ja) | 2002-02-28 | 2009-08-12 | ５−フェニルチアゾール誘導体およびｐｉ３キナーゼインヒビターとしての使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005522458A JP2005522458A (ja) | 2005-07-28 |
| JP2005522458A5 true JP2005522458A5 (enExample) | 2005-12-22 |
| JP4408701B2 JP4408701B2 (ja) | 2010-02-03 |
Family
ID=27767104
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003571263A Expired - Fee Related JP4408701B2 (ja) | 2002-02-28 | 2003-02-27 | ５−フェニルチアゾール誘導体およびｐｉ３キナーゼインヒビターとしての使用 |
| JP2009187248A Pending JP2009298799A (ja) | 2002-02-28 | 2009-08-12 | ５−フェニルチアゾール誘導体およびｐｉ３キナーゼインヒビターとしての使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009187248A Pending JP2009298799A (ja) | 2002-02-28 | 2009-08-12 | ５−フェニルチアゾール誘導体およびｐｉ３キナーゼインヒビターとしての使用 |
Country Status (27)
| Country | Link |
|---|---|
| US (2) | US7687637B2 (enExample) |
| EP (1) | EP1480962B1 (enExample) |
| JP (2) | JP4408701B2 (enExample) |
| KR (1) | KR100688370B1 (enExample) |
| CN (1) | CN100548996C (enExample) |
| AR (1) | AR038703A1 (enExample) |
| AT (1) | ATE521598T1 (enExample) |
| AU (1) | AU2003214080A1 (enExample) |
| BR (1) | BR0308030A (enExample) |
| CA (1) | CA2477601C (enExample) |
| CO (1) | CO5611131A2 (enExample) |
| CY (2) | CY1112084T1 (enExample) |
| DK (2) | DK2311818T3 (enExample) |
| EC (2) | ECSP045253A (enExample) |
| ES (2) | ES2372597T3 (enExample) |
| IL (2) | IL163691A0 (enExample) |
| MX (1) | MXPA04008362A (enExample) |
| MY (1) | MY156407A (enExample) |
| NO (1) | NO329175B1 (enExample) |
| NZ (1) | NZ534657A (enExample) |
| PE (1) | PE20030968A1 (enExample) |
| PL (2) | PL215581B1 (enExample) |
| PT (2) | PT1480962E (enExample) |
| RU (2) | RU2436780C2 (enExample) |
| SI (1) | SI1480962T1 (enExample) |
| TW (1) | TWI314928B (enExample) |
| WO (1) | WO2003072557A1 (enExample) |
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| IL152904A0 (en) | 2002-01-24 | 2003-06-24 | Gamida Cell Ltd | Utilization of retinoid and vitamin d receptor antagonists for expansion of renewable stem cell populations |
| WO2003062404A1 (en) | 2002-01-25 | 2003-07-31 | Gamida-Cell Ltd. | Methods of expanding stem and progenitor cells and expanded cell populations obtained thereby |
| CA2515215A1 (en) | 2003-02-10 | 2004-08-26 | Amgen Inc. | Vanilloid receptor ligands and their use in treatments |
| GB0305152D0 (en) * | 2003-03-06 | 2003-04-09 | Novartis Ag | Organic compounds |
| CN1794988B (zh) * | 2003-03-31 | 2010-07-28 | 株式会社·R-技术上野 | 用于治疗血管渗透性过高疾病的组合物 |
| TW200519106A (en) | 2003-05-02 | 2005-06-16 | Novartis Ag | Organic compounds |
| GB0320197D0 (en) * | 2003-08-28 | 2003-10-01 | Novartis Ag | Organic compounds |
| AU2005205201B2 (en) * | 2004-01-12 | 2011-05-12 | Merck Serono Sa | Thiazole derivatives and use thereof |
| RU2408587C2 (ru) | 2004-08-24 | 2011-01-10 | Астразенека Аб | Производные пиримидинсульфонамида в качестве модуляторов рецепторов хемокинов |
| UY29149A1 (es) * | 2004-10-07 | 2006-05-31 | Boehringer Ingelheim Int | Tiazolil-dihidro-indazoles |
| US7691888B2 (en) | 2004-10-07 | 2010-04-06 | Boehringer Ingelheim International Gmbh | Thiazolyl-dihydro-indazole |
| SE0402735D0 (sv) * | 2004-11-09 | 2004-11-09 | Astrazeneca Ab | Novel compounds |
| CA2607020C (en) * | 2005-05-05 | 2015-01-13 | Chroma Therapeutics Ltd. | Alpha amino acid ester-drug conjugates hydrolysable by carboxylesterases |
| JP5290751B2 (ja) * | 2005-05-24 | 2013-09-18 | メルク セローノ ソシエテ アノニム | チアゾール誘導体及びそれらの使用 |
| BRPI0611029A2 (pt) | 2005-05-24 | 2010-08-10 | Serono Lab | derivados de tiazol e uso dos mesmos |
| US8846393B2 (en) | 2005-11-29 | 2014-09-30 | Gamida-Cell Ltd. | Methods of improving stem cell homing and engraftment |
| EP1968597A4 (en) | 2005-12-01 | 2012-01-11 | Scripps Research Inst | COMPOSITIONS AND METHODS FOR INDUCTION OF NEURON DIFFERENTIATION |
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| BRPI0719352A2 (pt) * | 2006-11-29 | 2017-10-24 | Abbott Lab | inibidores de enzima diacilglicerol o-aciltransferase tipo 1 |
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| KR20100031528A (ko) | 2007-06-01 | 2010-03-22 | 더 트러스티즈 오브 프린스턴 유니버시티 | 숙주세포 대사경로의 조절을 통한 바이러스 감염 치료 |
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| WO2013052845A1 (en) | 2011-10-05 | 2013-04-11 | The Board Of Trustees Of The Leland Stanford Junior University | Pi-kinase inhibitors with broad spectrum anti-infective activity |
| US9926309B2 (en) | 2011-10-05 | 2018-03-27 | The Board Of Trustees Of The Leland Stanford Junior University | Pi-kinase inhibitors with anti-infective activity |
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