JP2013522165A5 - - Google Patents
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- Publication number
- JP2013522165A5 JP2013522165A5 JP2012541257A JP2012541257A JP2013522165A5 JP 2013522165 A5 JP2013522165 A5 JP 2013522165A5 JP 2012541257 A JP2012541257 A JP 2012541257A JP 2012541257 A JP2012541257 A JP 2012541257A JP 2013522165 A5 JP2013522165 A5 JP 2013522165A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- optionally substituted
- substituted
- saturated heterocyclic
- formula
- 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
- 125000000623 heterocyclic group Chemical group 0.000 claims description 35
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 19
- 125000001072 heteroaryl group Chemical group 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- -1 C 3 substituted Chemical class 0.000 claims description 9
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004657 aryl sulfonyl amino group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 19
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 16
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 15
- 125000005843 halogen group Chemical group 0.000 claims 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 9
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims 5
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 5
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims 4
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 4
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 3
- 125000003277 amino group Chemical group 0.000 claims 3
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 3
- 125000004104 aryloxy group Chemical group 0.000 claims 3
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 3
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 3
- WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims 3
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000004434 sulfur atom Chemical group 0.000 claims 3
- QNBRIOXWQACPNP-DEOSSOPVSA-N (4-fluorophenyl)-[1-[2-[(2s)-1-(6-methyl-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]methanone Chemical compound C([C@@H]1CCCN1C(=O)C1=CC2=CC=C(C=C2N1)C)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 QNBRIOXWQACPNP-DEOSSOPVSA-N 0.000 claims 2
- 125000006624 (C1-C6) alkoxycarbonylamino group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- IOCJGSXOVZSTBQ-NRFANRHFSA-N [1-[2-[(2s)-1-(3,6-difluoro-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]-(4-fluorophenyl)methanone Chemical compound C([C@@H]1CCCN1C(=O)C1=C(C2=CC=C(F)C=C2N1)F)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 IOCJGSXOVZSTBQ-NRFANRHFSA-N 0.000 claims 2
- VAMONZHTNGAPAG-QHCPKHFHSA-N [1-[2-[(2s)-1-(6-fluoro-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]-(4-fluorophenyl)methanone Chemical compound C1=CC(F)=CC=C1C(=O)C1CCN(CC[C@H]2N(CCC2)C(=O)C=2NC3=CC(F)=CC=C3C=2)CC1 VAMONZHTNGAPAG-QHCPKHFHSA-N 0.000 claims 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 2
- 125000004658 aryl carbonyl amino group Chemical group 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000005169 cycloalkylcarbonylamino group Chemical group 0.000 claims 2
- 125000005224 heteroarylcarbonylamino group Chemical group 0.000 claims 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- WZFNUGOPNOBVRE-VWLOTQADSA-N (4-fluorophenyl)-[1-[2-[(2s)-1-(1-methylindole-5-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]methanone Chemical compound C([C@@H]1CCCN1C(=O)C=1C=C2C=CN(C2=CC=1)C)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 WZFNUGOPNOBVRE-VWLOTQADSA-N 0.000 claims 1
- UTHWIOICGCUXQD-SANMLTNESA-N (4-fluorophenyl)-[1-[2-[(2s)-1-(6-propan-2-yl-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]methanone Chemical compound C([C@@H]1CCCN1C(=O)C1=CC2=CC=C(C=C2N1)C(C)C)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 UTHWIOICGCUXQD-SANMLTNESA-N 0.000 claims 1
- HIOSXSLJQINPMZ-FQEVSTJZSA-N (4-fluorophenyl)-[1-[2-[(2s)-1-[3-fluoro-6-(trifluoromethoxy)-1h-indole-2-carbonyl]pyrrolidin-2-yl]ethyl]piperidin-4-yl]methanone Chemical compound C([C@@H]1CCCN1C(=O)C1=C(C2=CC=C(OC(F)(F)F)C=C2N1)F)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 HIOSXSLJQINPMZ-FQEVSTJZSA-N 0.000 claims 1
- SIDLXAYALUAFFR-QFIPXVFZSA-N (4-fluorophenyl)-[1-[2-[(2s)-1-[6-(trifluoromethoxy)-1h-indole-2-carbonyl]pyrrolidin-2-yl]ethyl]piperidin-4-yl]methanone Chemical compound C1=CC(F)=CC=C1C(=O)C1CCN(CC[C@H]2N(CCC2)C(=O)C=2NC3=CC(OC(F)(F)F)=CC=C3C=2)CC1 SIDLXAYALUAFFR-QFIPXVFZSA-N 0.000 claims 1
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims 1
- XRUIIJREVLDYTG-UHFFFAOYSA-N 6-(trifluoromethyl)-1h-indole-2-carbaldehyde Chemical compound FC(F)(F)C1=CC=C2C=C(C=O)NC2=C1 XRUIIJREVLDYTG-UHFFFAOYSA-N 0.000 claims 1
- AWWLOYBXGYSTPT-UHFFFAOYSA-N 6-(trifluoromethylsulfanyl)-1H-indole-2-carbaldehyde Chemical compound FC(SC1=CC=C2C=C(NC2=C1)C=O)(F)F AWWLOYBXGYSTPT-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- LIFLLNHDTKBBJP-QFIPXVFZSA-N [(2s)-2-[2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl]pyrrolidin-1-yl]-(3-phenyl-1h-pyrazol-5-yl)methanone Chemical compound C([C@H]1CCN2CCC(CC2)C=2C3=CC=C(C=C3ON=2)F)CCN1C(=O)C(NN=1)=CC=1C1=CC=CC=C1 LIFLLNHDTKBBJP-QFIPXVFZSA-N 0.000 claims 1
- LXLZFQZQRGBWHW-NRFANRHFSA-N [1-[2-[(2s)-1-(3-fluoro-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]-(4-fluorophenyl)methanone Chemical compound C([C@@H]1CCCN1C(=O)C1=C(C2=CC=CC=C2N1)F)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 LXLZFQZQRGBWHW-NRFANRHFSA-N 0.000 claims 1
- RBJAORUTFFXQJR-BOXHHOBZSA-N [1-[2-[(2s)-1-(3-fluoro-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]-(4-fluorophenyl)methanone;hydrochloride Chemical compound Cl.C([C@@H]1CCCN1C(=O)C1=C(C2=CC=CC=C2N1)F)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 RBJAORUTFFXQJR-BOXHHOBZSA-N 0.000 claims 1
- ZHBRGKFUCWANDK-NRFANRHFSA-N [1-[2-[(2s)-1-(5-fluoro-4-methoxy-1h-indole-2-carbonyl)pyrrolidin-2-yl]ethyl]piperidin-4-yl]-(4-fluorophenyl)methanone Chemical compound C([C@@H]1CCCN1C(=O)C=1NC=2C=CC(F)=C(C=2C=1)OC)CN(CC1)CCC1C(=O)C1=CC=C(F)C=C1 ZHBRGKFUCWANDK-NRFANRHFSA-N 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000005419 heteroarylsulfonylamino group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims 1
- 0 *C1(*[Al])CCN(CC[C@@](*)(CCCC2)N2C(*[Al])=O)CC1 Chemical compound *C1(*[Al])CCN(CC[C@@](*)(CCCC2)N2C(*[Al])=O)CC1 0.000 description 2
- FIRXFHJQGIIJDB-UHFFFAOYSA-N CN1c2ccccc2CC1 Chemical compound CN1c2ccccc2CC1 FIRXFHJQGIIJDB-UHFFFAOYSA-N 0.000 description 2
- YZDGROPVYQGZTK-UHFFFAOYSA-N CC1c2ccccc2OC1 Chemical compound CC1c2ccccc2OC1 YZDGROPVYQGZTK-UHFFFAOYSA-N 0.000 description 1
- QYEMNJMSULGQRD-UHFFFAOYSA-N CN(c1ccccc1C=C1)C1=O Chemical compound CN(c1ccccc1C=C1)C1=O QYEMNJMSULGQRD-UHFFFAOYSA-N 0.000 description 1
- RSQUAQMIGSMNNE-UHFFFAOYSA-N CN1c2ccccc2CC1=O Chemical compound CN1c2ccccc2CC1=O RSQUAQMIGSMNNE-UHFFFAOYSA-N 0.000 description 1
- ZFRKQXVRDFCRJG-UHFFFAOYSA-N Cc1c[nH]c2ccccc12 Chemical compound Cc1c[nH]c2ccccc12 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 1
- FWOPJXVQGMZKEP-UHFFFAOYSA-N Cc1n[nH]c2ccccc12 Chemical compound Cc1n[nH]c2ccccc12 FWOPJXVQGMZKEP-UHFFFAOYSA-N 0.000 description 1
- GAUKCDPSYQUYQL-UHFFFAOYSA-N Cc1n[o]c2ccccc12 Chemical compound Cc1n[o]c2ccccc12 GAUKCDPSYQUYQL-UHFFFAOYSA-N 0.000 description 1
- DAEGDNYLKMKZRG-UHFFFAOYSA-N Cc1n[s]c2ccccc12 Chemical compound Cc1n[s]c2ccccc12 DAEGDNYLKMKZRG-UHFFFAOYSA-N 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012541257A JP5661791B2 (ja) | 2010-03-11 | 2011-03-11 | Ｎ−アシル環状アミン誘導体またはその医薬上許容される塩 |
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010054177 | 2010-03-11 | ||
| JP2010054177 | 2010-03-11 | ||
| JP2010285844 | 2010-12-22 | ||
| JP2010285844 | 2010-12-22 | ||
| JP2012541257A JP5661791B2 (ja) | 2010-03-11 | 2011-03-11 | Ｎ−アシル環状アミン誘導体またはその医薬上許容される塩 |
| PCT/JP2011/056497 WO2011111875A1 (en) | 2010-03-11 | 2011-03-11 | N-acyl cyclic amine derivative or pharmaceutically acceptable salt thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013522165A JP2013522165A (ja) | 2013-06-13 |
| JP2013522165A5 true JP2013522165A5 (OSRAM) | 2014-03-13 |
| JP5661791B2 JP5661791B2 (ja) | 2015-01-28 |
Family
ID=44563664
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012541257A Expired - Fee Related JP5661791B2 (ja) | 2010-03-11 | 2011-03-11 | Ｎ−アシル環状アミン誘導体またはその医薬上許容される塩 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8541585B2 (OSRAM) |
| EP (1) | EP2545046A4 (OSRAM) |
| JP (1) | JP5661791B2 (OSRAM) |
| KR (1) | KR101756495B1 (OSRAM) |
| CN (1) | CN102884059B (OSRAM) |
| AU (1) | AU2011225095C1 (OSRAM) |
| CA (1) | CA2792539C (OSRAM) |
| TW (1) | TWI475015B (OSRAM) |
| WO (1) | WO2011111875A1 (OSRAM) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102180872B (zh) * | 2011-04-01 | 2014-04-02 | 华中科技大学 | [1,3,4]噁二唑类衍生物及其应用 |
| CN104892589A (zh) * | 2014-03-07 | 2015-09-09 | 中国科学院上海药物研究所 | 一类杂环化合物、其制备方法和用途 |
| PL245933B1 (pl) | 2014-07-04 | 2024-11-04 | Inst Farmakologii Polskiej Akademii Nauk | (Chinolino lub izochinolino) sulfonamidy amin cyklicznych, kompozycja je zawierająca, sposób ich wytwarzania oraz ich zastosowanie medyczne |
| CN105315267B (zh) * | 2014-07-30 | 2019-06-04 | 江苏恩华药业股份有限公司 | 一种酰胺类衍生物及其应用 |
| JP2019059672A (ja) * | 2015-12-28 | 2019-04-18 | 大日本住友製薬株式会社 | 治療抵抗性うつ病等の治療薬 |
| EP4263535A1 (en) | 2020-12-17 | 2023-10-25 | Astrazeneca AB | N-(2-(4-cyanothiazolidin-3-yl)-2-oxoethyl)- quinoline-4-carboxamides |
| JP7655885B2 (ja) * | 2021-06-30 | 2025-04-02 | 住友ファーマ株式会社 | 脂肪族酸アミド誘導体を含有する医薬組成物 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3133061A (en) | 1962-11-13 | 1964-05-12 | Sterling Drug Inc | Piperidine carboxamides and derivatives thereof |
| FR2285883A1 (fr) | 1974-09-30 | 1976-04-23 | Cerm Cent Europ Rech Mauvernay | Nouveaux composes chimiques a activite bronchospasmolytique et antitussive, et procede pour leur obtention |
| EP0663827A4 (en) | 1992-10-07 | 1995-11-15 | Merck & Co Inc | TOKOLYTIC OXYTOCINE RECEPTOR ANTAGONISTS. |
| JP3162572B2 (ja) | 1993-04-28 | 2001-05-08 | 住友製薬株式会社 | インドロイルグアニジン誘導体 |
| JPH08208602A (ja) | 1994-10-18 | 1996-08-13 | Sumitomo Pharmaceut Co Ltd | インドロイルグアニジン誘導体 |
| FR2729954B1 (fr) | 1995-01-30 | 1997-08-01 | Sanofi Sa | Composes heterocycliques substitues, procede pour leur preparation et compositions pharmaceutiques les contenant |
| US5861417A (en) * | 1996-12-19 | 1999-01-19 | Hoechst Marion Roussel, Inc. | Heterocyclic substituted pyrrolidine amide derivatives |
| US6166037A (en) * | 1997-08-28 | 2000-12-26 | Merck & Co., Inc. | Pyrrolidine and piperidine modulators of chemokine receptor activity |
| UA58476C2 (uk) | 1997-10-09 | 2003-08-15 | Санофі-Сентелябо | Похідні 8-азабіцикло[3.2.1]октан-3-метанаміну, фармацевтична композиція та лікарський засіб |
| US7164024B2 (en) | 2001-04-20 | 2007-01-16 | Banyu Pharmaceutical Co., Ltd. | Benzimidazolone derivatives |
| FR2824828B1 (fr) * | 2001-05-21 | 2005-05-20 | Sanofi Synthelabo | Nouveaux derives de piperidinecarboxamide, un procede pour leur preparation et les compositions pharmaceutiques les contenant |
| MXPA04005988A (es) * | 2001-12-19 | 2004-09-27 | Lundbeck & Co As H | 3,4-dihidro-1h-isoquinolin-2-il-derivados. |
| EP1701954A1 (en) | 2003-12-31 | 2006-09-20 | Warner-Lambert Company LLC | N-substituted piperidine and piperazine derivatives |
| US8710038B2 (en) | 2004-09-17 | 2014-04-29 | Exelixis, Inc. | Pyrazole kinase modulators and methods of use |
| CN101365678A (zh) | 2005-11-17 | 2009-02-11 | 艾尼纳制药公司 | 可用于治疗h3受体相关病症的h3受体调节剂 |
| JP5176281B2 (ja) | 2006-03-23 | 2013-04-03 | 大日本印刷株式会社 | リチウムイオン電池 |
-
2011
- 2011-03-11 EP EP11753530.2A patent/EP2545046A4/en not_active Withdrawn
- 2011-03-11 JP JP2012541257A patent/JP5661791B2/ja not_active Expired - Fee Related
- 2011-03-11 WO PCT/JP2011/056497 patent/WO2011111875A1/en not_active Ceased
- 2011-03-11 AU AU2011225095A patent/AU2011225095C1/en not_active Ceased
- 2011-03-11 US US13/505,161 patent/US8541585B2/en not_active Expired - Fee Related
- 2011-03-11 CA CA2792539A patent/CA2792539C/en not_active Expired - Fee Related
- 2011-03-11 TW TW100108373A patent/TWI475015B/zh not_active IP Right Cessation
- 2011-03-11 KR KR1020127024562A patent/KR101756495B1/ko not_active Expired - Fee Related
- 2011-03-11 CN CN201180023571.1A patent/CN102884059B/zh not_active Expired - Fee Related
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