JP6163695B2 - 新しいインダニルオキシフェニルシクロプロパンカルボン酸 - Google Patents
新しいインダニルオキシフェニルシクロプロパンカルボン酸 Download PDFInfo
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- JP6163695B2 JP6163695B2 JP2015514446A JP2015514446A JP6163695B2 JP 6163695 B2 JP6163695 B2 JP 6163695B2 JP 2015514446 A JP2015514446 A JP 2015514446A JP 2015514446 A JP2015514446 A JP 2015514446A JP 6163695 B2 JP6163695 B2 JP 6163695B2
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- alkyl
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- cycloalkyl
- phenyl
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- 0 CC**C([C@](C1)C1c(cc1)ccc1OC(C)(C)C)=O Chemical compound CC**C([C@](C1)C1c(cc1)ccc1OC(C)(C)C)=O 0.000 description 14
- CPZDJYXAKHRXQU-UHFFFAOYSA-N O=C(CCc1c2Br)c1ccc2OS(C(F)(F)F)(=O)=O Chemical compound O=C(CCc1c2Br)c1ccc2OS(C(F)(F)F)(=O)=O CPZDJYXAKHRXQU-UHFFFAOYSA-N 0.000 description 2
- DXCSNTMGLACOBQ-VIFPVBQESA-N Bc(c(CC[C@@H]1O)c1cc1)c1C#N Chemical compound Bc(c(CC[C@@H]1O)c1cc1)c1C#N DXCSNTMGLACOBQ-VIFPVBQESA-N 0.000 description 1
- WNPFWXJJJBWXEL-UHFFFAOYSA-N CC(C)(C(N)=O)Oc(cc1C)cc(C)c1Br Chemical compound CC(C)(C(N)=O)Oc(cc1C)cc(C)c1Br WNPFWXJJJBWXEL-UHFFFAOYSA-N 0.000 description 1
- PXBAOGPIENNIPR-UHFFFAOYSA-N CC(C)(C(O)=O)Oc(cc1C)cc(C)c1Br Chemical compound CC(C)(C(O)=O)Oc(cc1C)cc(C)c1Br PXBAOGPIENNIPR-UHFFFAOYSA-N 0.000 description 1
- GRFNSWBVXHLTCI-UHFFFAOYSA-N CC(C)(C)Oc1ccc(C=C)cc1 Chemical compound CC(C)(C)Oc1ccc(C=C)cc1 GRFNSWBVXHLTCI-UHFFFAOYSA-N 0.000 description 1
- DGRAQVSKZQNWGQ-UHFFFAOYSA-N CC(C)(COc(cc1C)cc(C)c1Br)S(C)(=O)=O Chemical compound CC(C)(COc(cc1C)cc(C)c1Br)S(C)(=O)=O DGRAQVSKZQNWGQ-UHFFFAOYSA-N 0.000 description 1
- QOPRWBRNMPANKN-UHFFFAOYSA-N COc(cc1)cc(CC2)c1C2=O Chemical compound COc(cc1)cc(CC2)c1C2=O QOPRWBRNMPANKN-UHFFFAOYSA-N 0.000 description 1
- BTWXCXOIGJXZDW-UHFFFAOYSA-N Cc(cc(cc1C)OCC2(CO)CC2)c1Br Chemical compound Cc(cc(cc1C)OCC2(CO)CC2)c1Br BTWXCXOIGJXZDW-UHFFFAOYSA-N 0.000 description 1
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N Cc1ccncc1 Chemical compound Cc1ccncc1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 description 1
- OYPKKLODLDLDCJ-UHFFFAOYSA-N Cc1n[nH]c(-c(cc2C)cc(C)c2Br)n1 Chemical compound Cc1n[nH]c(-c(cc2C)cc(C)c2Br)n1 OYPKKLODLDLDCJ-UHFFFAOYSA-N 0.000 description 1
- QUBDXQOHSZEIHW-PKTZIBPZSA-N Cc1nc(-c(cc2)ccc2-c2c(CC/C3=[O]\c4ccc([C@@H](C5)[C@H]5C(O)=O)cc4)c3ccc2C(F)(F)F)n[o]1 Chemical compound Cc1nc(-c(cc2)ccc2-c2c(CC/C3=[O]\c4ccc([C@@H](C5)[C@H]5C(O)=O)cc4)c3ccc2C(F)(F)F)n[o]1 QUBDXQOHSZEIHW-PKTZIBPZSA-N 0.000 description 1
- UCDGEZNDKOOCBI-UHFFFAOYSA-N Cc1nc(-c(cc2C)cc(C)c2Br)n[n]1C Chemical compound Cc1nc(-c(cc2C)cc(C)c2Br)n[n]1C UCDGEZNDKOOCBI-UHFFFAOYSA-N 0.000 description 1
- OYWPFIUVDKHHGQ-UHFFFAOYSA-N Ic1cnccn1 Chemical compound Ic1cnccn1 OYWPFIUVDKHHGQ-UHFFFAOYSA-N 0.000 description 1
- GDONYXQZICYUPZ-UHFFFAOYSA-N N#Cc(ccc1c2CCC1=O)c2Br Chemical compound N#Cc(ccc1c2CCC1=O)c2Br GDONYXQZICYUPZ-UHFFFAOYSA-N 0.000 description 1
- ICSNLGPSRYBMBD-UHFFFAOYSA-N Nc1ccccn1 Chemical compound Nc1ccccn1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 1
- CUYKNJBYIJFRCU-UHFFFAOYSA-N Nc1cccnc1 Chemical compound Nc1cccnc1 CUYKNJBYIJFRCU-UHFFFAOYSA-N 0.000 description 1
- LETVJWLLIMJADE-UHFFFAOYSA-N Nc1cccnn1 Chemical compound Nc1cccnn1 LETVJWLLIMJADE-UHFFFAOYSA-N 0.000 description 1
- UMBMJVDACOHHAY-FULLSBAXSA-N OC1(COc(cc2)ccc2-c2c(CC[C@H]3Oc4ccc([C@@H](C5)[C@H]5C(O)=O)cc4)c3ccc2C(F)(F)F)CCOCC1 Chemical compound OC1(COc(cc2)ccc2-c2c(CC[C@H]3Oc4ccc([C@@H](C5)[C@H]5C(O)=O)cc4)c3ccc2C(F)(F)F)CCOCC1 UMBMJVDACOHHAY-FULLSBAXSA-N 0.000 description 1
- PTPAIKGALUBHCW-UHFFFAOYSA-N Oc(c(Br)c1CC2)ccc1C2=O Chemical compound Oc(c(Br)c1CC2)ccc1C2=O PTPAIKGALUBHCW-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N c1ccccc1 Chemical compound c1ccccc1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
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- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
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- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/192—Carboxylic acids, e.g. valproic acid having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid
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- A61K31/341—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
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- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
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- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
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- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
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- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no 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
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- 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
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- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
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| PCT/EP2013/060844 WO2013178575A1 (en) | 2012-05-30 | 2013-05-27 | New indanyloxyphenylcyclopropanecarb oxylic acids |
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| US10100042B2 (en) | 2014-08-08 | 2018-10-16 | Merck Sharp & Dohme Corp. | [5,6]—fused bicyclic antidiabetic compounds |
| WO2016022742A1 (en) | 2014-08-08 | 2016-02-11 | Merck Sharp & Dohme Corp. | Antidiabetic bicyclic compounds |
| BR112017003745A2 (pt) | 2014-08-29 | 2017-12-05 | Tes Pharma S R L | inibidores de semialdeído descarboxilase de ácido alfa-amino-beta-carboximucônico |
| US9617251B2 (en) * | 2015-08-07 | 2017-04-11 | Boehringer Ingelheim International Gmbh | Indanylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
| CN107216317B (zh) * | 2016-03-21 | 2020-04-07 | 上海医药工业研究院 | 一种阿法替尼中间体的制备方法 |
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| EP3544958B1 (en) | 2016-11-28 | 2021-03-24 | Boehringer Ingelheim International GmbH | Indanylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
| KR102007633B1 (ko) | 2016-12-15 | 2019-08-06 | 일동제약(주) | 신규 페닐 프로피온 산 유도체 및 이의 용도 |
| WO2018138026A1 (en) | 2017-01-26 | 2018-08-02 | Boehringer Ingelheim International Gmbh | Indanylaminopyrazinylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
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| CN110198928B (zh) * | 2017-01-26 | 2023-08-29 | 勃林格殷格翰国际有限公司 | 苄氧基吡啶基环丙烷甲酸、其药物组合物和用途 |
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| EP3580222B1 (en) | 2017-02-08 | 2021-04-07 | Boehringer Ingelheim International GmbH | Indanylaminoazadihydrobenzofuranylacetic acids, pharmaceutical compositions for the treatment of diabetes |
| JOP20180040A1 (ar) * | 2017-04-20 | 2019-01-30 | Gilead Sciences Inc | مثبطات pd-1/pd-l1 |
| SI3752501T1 (sl) | 2018-02-13 | 2023-08-31 | Gilead Sciences, Inc. | Inhibitorji pd-1/pd-l1 |
| US12083118B2 (en) | 2018-03-29 | 2024-09-10 | Arbutus Biopharma Corporation | Substituted 1,1′-biphenyl compounds, analogues thereof, and methods using same |
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| JP2022552655A (ja) | 2019-10-07 | 2022-12-19 | キャリーオペ,インク. | Gpr119アゴニスト |
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| CA2621949A1 (en) | 2005-09-14 | 2007-03-22 | Amgen Inc. | Conformationally constrained 3- (4-hydroxy-phenyl) - substituted-propanoic acids useful for treating metabolic disorders |
| EP1996560A1 (en) | 2006-03-15 | 2008-12-03 | NeuroSearch A/S | Quinazolinones and their use as potassium channels activators |
| ES2412384T3 (es) | 2006-07-18 | 2013-07-11 | Astellas Pharma Inc. | Derivado de aminoindano o sal del mismo |
| CA2727340A1 (en) | 2008-06-25 | 2009-12-30 | Daiichi Sankyo Company, Limited | Carboxylic acid compound |
| CN102137836B (zh) * | 2008-07-28 | 2015-08-26 | 赛丹思科大学 | 用于治疗代谢疾病的化合物 |
| WO2010051819A1 (en) | 2008-11-10 | 2010-05-14 | Neurosearch A/S | Novel 2,3-diamino-quinazolinone derivatives and their medical use |
| JP5816883B2 (ja) | 2009-01-22 | 2015-11-18 | ラクオリア創薬株式会社 | Cb2受容体作動活性を有するn−置換飽和ヘテロ環スルホン化合物 |
| US8389580B2 (en) * | 2009-06-02 | 2013-03-05 | Duke University | Arylcyclopropylamines and methods of use |
| EP2440541A1 (en) * | 2009-06-09 | 2012-04-18 | Takeda Pharmaceutical Company Limited | Novel fused cyclic compound and use thereof |
| WO2011094890A1 (en) | 2010-02-02 | 2011-08-11 | Argusina Inc. | Phenylalanine derivatives and their use as non-peptide glp-1 receptor modulators |
| WO2011103189A1 (en) | 2010-02-16 | 2011-08-25 | Uwm Research Foundation, Inc. | Methods of reducing virulence in bacteria |
| US9029544B2 (en) | 2010-02-19 | 2015-05-12 | Boehringer Ingelheim International Gmbh | Tricyclic pyridine derivatives, medicaments containing such compounds, their use and process for their preparation |
| CN103228622B (zh) * | 2010-07-23 | 2016-01-20 | 康内克斯生命科学私人有限公司 | Gpr40的激动剂 |
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| JP2015523339A (ja) | 2015-08-13 |
| US8633182B2 (en) | 2014-01-21 |
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| US20130324514A1 (en) | 2013-12-05 |
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| EP2855419A1 (en) | 2015-04-08 |
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