KR101280095B1 - 케모킨 수용체 조절제로서의 피리미딘 술폰아미드 유도체 - Google Patents
케모킨 수용체 조절제로서의 피리미딘 술폰아미드 유도체 Download PDFInfo
- Publication number
- KR101280095B1 KR101280095B1 KR1020077004736A KR20077004736A KR101280095B1 KR 101280095 B1 KR101280095 B1 KR 101280095B1 KR 1020077004736 A KR1020077004736 A KR 1020077004736A KR 20077004736 A KR20077004736 A KR 20077004736A KR 101280095 B1 KR101280095 B1 KR 101280095B1
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- South Korea
- Prior art keywords
- thio
- methyl
- difluorophenyl
- pyrimidinyl
- yield
- 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.)
- Expired - Lifetime
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- 0 *c1nc(S*)nc(I)c1 Chemical compound *c1nc(S*)nc(I)c1 0.000 description 1
- MHYNHXIOHSVSOC-UHFFFAOYSA-N CC(C)(C(CO)O)Oc1cc(NS(N2CCC2)(=O)=O)nc(SCc2cccc(F)c2F)n1 Chemical compound CC(C)(C(CO)O)Oc1cc(NS(N2CCC2)(=O)=O)nc(SCc2cccc(F)c2F)n1 MHYNHXIOHSVSOC-UHFFFAOYSA-N 0.000 description 1
- HMZGEZGEROMEEN-UHFFFAOYSA-N CCc(cc1)ccc1-[n]1ncnc1 Chemical compound CCc(cc1)ccc1-[n]1ncnc1 HMZGEZGEROMEEN-UHFFFAOYSA-N 0.000 description 1
- CGZDWVZMOMDGBN-UHFFFAOYSA-N CCc1ncc[s]1 Chemical compound CCc1ncc[s]1 CGZDWVZMOMDGBN-UHFFFAOYSA-N 0.000 description 1
- VBDJXKRVGNNUCV-UHFFFAOYSA-N COc1cc(NS(N2CCC2)(=O)=O)nc(SCc(ccc(F)c2F)c2F)n1 Chemical compound COc1cc(NS(N2CCC2)(=O)=O)nc(SCc(ccc(F)c2F)c2F)n1 VBDJXKRVGNNUCV-UHFFFAOYSA-N 0.000 description 1
- HYRIILAFUDJJBF-UHFFFAOYSA-N COc1cc(NS(N2CCC2)(=O)=O)nc(SCc2ccncc2)n1 Chemical compound COc1cc(NS(N2CCC2)(=O)=O)nc(SCc2ccncc2)n1 HYRIILAFUDJJBF-UHFFFAOYSA-N 0.000 description 1
- SYFJYRUTAJPWLP-UHFFFAOYSA-N COc1nc(SCc2cccc(F)c2F)nc(NS(N(CC2)CCC2N2CCCC2)(=O)=O)c1 Chemical compound COc1nc(SCc2cccc(F)c2F)nc(NS(N(CC2)CCC2N2CCCC2)(=O)=O)c1 SYFJYRUTAJPWLP-UHFFFAOYSA-N 0.000 description 1
- XXGZMDHCLCYTBK-UHFFFAOYSA-N COc1nc(SCc2cccc(F)c2F)nc(NS(N2CCN(CCO)CC2)(=O)=O)c1 Chemical compound COc1nc(SCc2cccc(F)c2F)nc(NS(N2CCN(CCO)CC2)(=O)=O)c1 XXGZMDHCLCYTBK-UHFFFAOYSA-N 0.000 description 1
- UVHQEIWRPJPOSP-UHFFFAOYSA-N COc1nc(SCc2cccc(F)c2F)nc(NS(N2CCOCC2)(=O)=O)c1 Chemical compound COc1nc(SCc2cccc(F)c2F)nc(NS(N2CCOCC2)(=O)=O)c1 UVHQEIWRPJPOSP-UHFFFAOYSA-N 0.000 description 1
- QZECRCLSIGFCIO-SMDDNHRTSA-N C[C@@H]([C@@H](CO)O)Oc1nc(SCc2cccc(F)c2F)nc(NS(N2CCC2)(=O)=O)c1 Chemical compound C[C@@H]([C@@H](CO)O)Oc1nc(SCc2cccc(F)c2F)nc(NS(N2CCC2)(=O)=O)c1 QZECRCLSIGFCIO-SMDDNHRTSA-N 0.000 description 1
- WQBOAJNGEHOJEF-TXEJJXNPSA-N C[C@H](C1)N[C@@H](C)CN1S(Nc1nc(SCc(cccc2F)c2F)nc(OC)c1)(=O)=O Chemical compound C[C@H](C1)N[C@@H](C)CN1S(Nc1nc(SCc(cccc2F)c2F)nc(OC)c1)(=O)=O WQBOAJNGEHOJEF-TXEJJXNPSA-N 0.000 description 1
- RVLWGUITPRTLLU-CYBMUJFWSA-N C[C@H](CO)Oc1nc(SCc2cccc(F)c2F)nc(NS(N2CCN(C)CC2)(=O)=O)c1 Chemical compound C[C@H](CO)Oc1nc(SCc2cccc(F)c2F)nc(NS(N2CCN(C)CC2)(=O)=O)c1 RVLWGUITPRTLLU-CYBMUJFWSA-N 0.000 description 1
- UMNYDWSMBBLHLV-HUUCEWRRSA-N C[C@H]([C@@H](C)Oc1nc(SCc2cccc(F)c2F)nc(NS(c2ccc(CCNC3)c3c2)(=O)=O)c1)O Chemical compound C[C@H]([C@@H](C)Oc1nc(SCc2cccc(F)c2F)nc(NS(c2ccc(CCNC3)c3c2)(=O)=O)c1)O UMNYDWSMBBLHLV-HUUCEWRRSA-N 0.000 description 1
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- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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
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- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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| Application Number | Priority Date | Filing Date | Title |
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| GB0419235.7 | 2004-08-28 | ||
| GB0419235A GB0419235D0 (en) | 2004-08-28 | 2004-08-28 | Compounds |
| GB0502544A GB0502544D0 (en) | 2005-02-08 | 2005-02-08 | Compounds |
| GB0502544.0 | 2005-02-08 | ||
| PCT/GB2005/003257 WO2006024823A1 (en) | 2004-08-28 | 2005-08-23 | Pyrimidine sulphonamide derivatives as chemokine receptor modulators |
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| KR20070046897A KR20070046897A (ko) | 2007-05-03 |
| KR101280095B1 true KR101280095B1 (ko) | 2013-09-09 |
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Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS6262286A (ja) * | 1985-09-13 | 1987-03-18 | 株式会社東芝 | 沸騰水型原子炉炉心 |
| GB0217431D0 (en) | 2002-07-27 | 2002-09-04 | Astrazeneca Ab | Novel compounds |
| CN1997370B (zh) | 2004-05-19 | 2011-06-01 | 索尔瓦药物有限公司 | N-氨磺酰-n'-芳基哌嗪类化合物在制备用于预防或治疗肥胖和相关疾病的药物中的用途 |
| EP2311827A1 (en) * | 2004-08-28 | 2011-04-20 | AstraZeneca AB | Thiopyrimidine derivative, useful as an intermediate for chemokine receptor modulators. |
| MX2007014180A (es) * | 2005-05-10 | 2008-01-14 | Vertex Pharma | Derivados biciclicos como moduladores de canales de iones. |
| CA2672494A1 (en) | 2006-12-14 | 2008-06-19 | Nps Pharmaceuticals, Inc. | Use of d-serine derivatives for the treatment of anxiety disorders |
| WO2008135786A1 (en) * | 2007-05-04 | 2008-11-13 | Astrazeneca Ab | Amino-thiazolyl- pyrimidine derivatives and their use for the treatment of cancer |
| WO2009151910A2 (en) * | 2008-05-25 | 2009-12-17 | Wyeth | Combination product of receptor tyrosine kinase inhibitor and fatty acid synthase inhibitor for treating cancer |
| KR20110031462A (ko) * | 2008-07-16 | 2011-03-28 | 아스트라제네카 아베 | 피리미딜 술폰아미드 유도체 및 케모카인 매개 질환의 치료를 위한 그의 용도 |
| EP2432776B1 (en) | 2009-05-21 | 2019-09-11 | Universite Laval | Methyl sulfanyl pyrimidines useful as antiinflammatories, analgesics, and antiepileptics |
| AR080375A1 (es) | 2010-03-05 | 2012-04-04 | Sanofi Aventis | Procedimiento para la preparacion de 2-(cicloheximetil)-n-{2-[(2s)-1-metilpirrolidin-2-il] etil}-1,2,3,4-tetrahidroisoquinolina- 7-sulfonamida |
| CA2804162A1 (en) * | 2010-07-13 | 2012-01-19 | Astrazeneca Ab | New crystalline forms of n-[2-[[(2,3-difluorophenyl)methyl]thio]-6-{[(1r,2s)-2,3-dihydroxy-1-methylpropyl]oxy}-4-pyrimidinyl}-1-azetidinesulfonamide |
| SI3255043T1 (sl) * | 2011-07-12 | 2021-04-30 | Astrazeneca Ab | N-(6-((2R,3S)-3,4-dihidroksibutan-2-iloksi)-2-(4-fluorobenziltio) pirimidin-4-il)-3-metilazetidin-1-sulfonamid, kot modulator kemokinskega receptorja |
| TW201512171A (zh) | 2013-04-19 | 2015-04-01 | Pfizer Ltd | 化學化合物 |
| PT3263133T (pt) * | 2015-02-27 | 2020-05-21 | Univ Kyushu Nat Univ Corp | Composto de piridinona e a sua utilização |
| CN113893252A (zh) * | 2016-03-11 | 2022-01-07 | 阿迪亚生命科学公司 | 用于治疗结晶性关节病症的cxcr-2抑制剂 |
| US10660909B2 (en) | 2016-11-17 | 2020-05-26 | Syntrix Biosystems Inc. | Method for treating cancer using chemokine antagonists |
| WO2019165315A1 (en) | 2018-02-23 | 2019-08-29 | Syntrix Biosystems Inc. | Method for treating cancer using chemokine antagonists alone or in combination |
| WO2023028077A1 (en) | 2021-08-24 | 2023-03-02 | Genentech, Inc. | Sodium channel inhibitors and methods of designing same |
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| WO2004018435A1 (en) | 2002-08-24 | 2004-03-04 | Astrazeneca Ab | Pyrimidine derivatives as modulators of chemokine receptor activity |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004011443A1 (en) | 2002-07-27 | 2004-02-05 | Astrazeneca Ab | Pyrimidyl sulphone amide derivatives as chemokine receptor modulators |
| WO2004018435A1 (en) | 2002-08-24 | 2004-03-04 | Astrazeneca Ab | Pyrimidine derivatives as modulators of chemokine receptor activity |
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