CA2722660A1 - Substituted thiophenecarboxamides as ikk-beta serine-, threonine-protein kinase inhibitors - Google Patents
Substituted thiophenecarboxamides as ikk-beta serine-, threonine-protein kinase inhibitors Download PDFInfo
- Publication number
- CA2722660A1 CA2722660A1 CA2722660A CA2722660A CA2722660A1 CA 2722660 A1 CA2722660 A1 CA 2722660A1 CA 2722660 A CA2722660 A CA 2722660A CA 2722660 A CA2722660 A CA 2722660A CA 2722660 A1 CA2722660 A1 CA 2722660A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- hydrogen
- compound
- optionally substituted
- ring
- 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.)
- Abandoned
Links
- DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical class NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 title description 3
- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 2
- 239000003909 protein kinase inhibitor Substances 0.000 title description 2
- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 97
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 69
- 239000001257 hydrogen Substances 0.000 claims abstract description 46
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 33
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 26
- 230000003834 intracellular effect Effects 0.000 claims abstract description 19
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- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 13
- 125000006413 ring segment Chemical group 0.000 claims abstract description 13
- 108090000371 Esterases Proteins 0.000 claims abstract description 12
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 11
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- 125000004185 ester group Chemical group 0.000 claims abstract description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 9
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- 125000002843 carboxylic acid group Chemical group 0.000 claims abstract description 8
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 claims abstract description 6
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 3
- -1 heterocyclic radical Chemical class 0.000 claims description 67
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 23
- 150000003254 radicals Chemical class 0.000 claims description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
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- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims description 2
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims description 2
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- DGYIJVNZSDYBOE-UHFFFAOYSA-N [CH2]C1=CC=NC=C1 Chemical group [CH2]C1=CC=NC=C1 DGYIJVNZSDYBOE-UHFFFAOYSA-N 0.000 claims description 2
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 2
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- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 2
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- 125000006203 morpholinoethyl group Chemical group [H]C([H])(*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
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- YCQKYCMVDNOMFN-UHFFFAOYSA-N cyclopentyl 2-[[3-[4-carbamoyl-5-(carbamoylamino)thiophen-2-yl]phenyl]methylamino]-2-methylpropanoate Chemical compound C1CCCC1OC(=O)C(C)(C)NCC(C=1)=CC=CC=1C1=CC(C(N)=O)=C(NC(N)=O)S1 YCQKYCMVDNOMFN-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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Landscapes
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- Endocrinology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0807642.4 | 2008-04-26 | ||
| GB0807642A GB0807642D0 (en) | 2008-04-26 | 2008-04-26 | IKK- serine-threonine protein kinase inhibitors |
| GB0815550.9 | 2008-08-27 | ||
| GB0815550A GB0815550D0 (en) | 2008-08-27 | 2008-08-27 | IKK-beta serine-threonine protein kinase inhibitors |
| PCT/GB2009/001051 WO2009130475A1 (en) | 2008-04-26 | 2009-04-23 | Substituted thiophenecarboxamides as ikk-beta serine-, threonine-protein kinase inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2722660A1 true CA2722660A1 (en) | 2009-10-29 |
Family
ID=40786701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2722660A Abandoned CA2722660A1 (en) | 2008-04-26 | 2009-04-23 | Substituted thiophenecarboxamides as ikk-beta serine-, threonine-protein kinase inhibitors |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20110046210A1 (enExample) |
| EP (1) | EP2285797A1 (enExample) |
| JP (1) | JP2011518817A (enExample) |
| KR (1) | KR20110020784A (enExample) |
| CN (1) | CN102036980A (enExample) |
| AU (1) | AU2009239772A1 (enExample) |
| BR (1) | BRPI0911480A2 (enExample) |
| CA (1) | CA2722660A1 (enExample) |
| EA (1) | EA201001708A1 (enExample) |
| IL (1) | IL208654A0 (enExample) |
| MX (1) | MX2010011643A (enExample) |
| WO (1) | WO2009130475A1 (enExample) |
| ZA (1) | ZA201008027B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012176930A (ja) * | 2010-10-07 | 2012-09-13 | Santen Pharmaceut Co Ltd | ウレイド基とアミノカルボニル基を置換基として有するチオフェン誘導体を有効成分として含有する新規ｊａｋ３阻害剤 |
| GB201211310D0 (en) | 2012-06-26 | 2012-08-08 | Chroma Therapeutics Ltd | CSF-1R kinase inhibitors |
| BR112015008167B1 (pt) | 2012-10-17 | 2020-11-17 | Macrophage Pharma Limited | composto, composição farmacêutica, métodos para a inibição da atividade de uma enzima quinase map p38, para o tratamento ou a prevenção de doença autoimune ou inflamatória em um indivíduo, e para o tratamento, a melhoria ou a redução da incidência de doença proliferativa de células em um indivíduo, uso de composto, e, ácido |
| NO2953942T3 (enExample) | 2013-02-06 | 2018-03-24 | ||
| GB201713975D0 (en) | 2017-08-31 | 2017-10-18 | Macrophage Pharma Ltd | Medical use |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0102616D0 (sv) * | 2001-07-25 | 2001-07-25 | Astrazeneca Ab | Novel compounds |
| SE0300092D0 (sv) * | 2003-01-15 | 2003-01-15 | Astrazeneca Ab | Novel compounds |
| WO2008002246A1 (en) * | 2006-06-28 | 2008-01-03 | Astrazeneca Ab | A pharmaceutical composition comprising an ikk2 inhibitor and a second active ingrdient. |
| US8106091B2 (en) * | 2006-11-01 | 2012-01-31 | Chroma Therapeutics Ltd. | Inhibitors of IKK-beta serine-threonine protein kinase |
| ES2372707T3 (es) * | 2006-11-01 | 2012-01-25 | Chroma Therapeutics Limited | Inhibidores de la ikk-beta serina-treonina proteína quinasa. |
-
2009
- 2009-04-23 CA CA2722660A patent/CA2722660A1/en not_active Abandoned
- 2009-04-23 AU AU2009239772A patent/AU2009239772A1/en not_active Abandoned
- 2009-04-23 KR KR1020107026507A patent/KR20110020784A/ko not_active Withdrawn
- 2009-04-23 BR BRPI0911480A patent/BRPI0911480A2/pt not_active IP Right Cessation
- 2009-04-23 US US12/989,271 patent/US20110046210A1/en not_active Abandoned
- 2009-04-23 EP EP09733957A patent/EP2285797A1/en not_active Withdrawn
- 2009-04-23 MX MX2010011643A patent/MX2010011643A/es not_active Application Discontinuation
- 2009-04-23 WO PCT/GB2009/001051 patent/WO2009130475A1/en not_active Ceased
- 2009-04-23 EA EA201001708A patent/EA201001708A1/ru unknown
- 2009-04-23 CN CN2009801189111A patent/CN102036980A/zh active Pending
- 2009-04-23 JP JP2011505589A patent/JP2011518817A/ja not_active Withdrawn
-
2010
- 2010-10-12 IL IL208654A patent/IL208654A0/en unknown
- 2010-11-09 ZA ZA2010/08027A patent/ZA201008027B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0911480A2 (pt) | 2018-04-03 |
| CN102036980A (zh) | 2011-04-27 |
| US20110046210A1 (en) | 2011-02-24 |
| AU2009239772A1 (en) | 2009-10-29 |
| EP2285797A1 (en) | 2011-02-23 |
| JP2011518817A (ja) | 2011-06-30 |
| KR20110020784A (ko) | 2011-03-03 |
| ZA201008027B (en) | 2011-07-27 |
| MX2010011643A (es) | 2010-11-30 |
| WO2009130475A1 (en) | 2009-10-29 |
| EA201001708A1 (ru) | 2011-06-30 |
| IL208654A0 (en) | 2010-12-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20140423 |