JP2014518212A5 - 化合物及び組成物 - Google Patents
化合物及び組成物 Download PDFInfo
- Publication number
- JP2014518212A5 JP2014518212A5 JP2014515939A JP2014515939A JP2014518212A5 JP 2014518212 A5 JP2014518212 A5 JP 2014518212A5 JP 2014515939 A JP2014515939 A JP 2014515939A JP 2014515939 A JP2014515939 A JP 2014515939A JP 2014518212 A5 JP2014518212 A5 JP 2014518212A5
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- Prior art keywords
- compound
- compound according
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- independently
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims 37
- 239000000203 mixture Substances 0.000 title claims 2
- 239000001257 hydrogen Substances 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- MJADWTUNFXSBFJ-SJCJKPOMSA-N (4-fluorophenyl)-[(1R,6S)-1,2,2,6-tetramethylcyclohexyl]methanone Chemical compound C[C@H]1CCCC(C)(C)[C@]1(C)C(=O)C1=CC=C(F)C=C1 MJADWTUNFXSBFJ-SJCJKPOMSA-N 0.000 claims 2
- DPRJCWYLXQHYBF-TUKIKUTGSA-N (S)-[4-(trifluoromethyl)phenyl]-[(1R,6S)-2,2,6-trimethylcyclohexyl]methanol Chemical compound C[C@H]1CCCC(C)(C)[C@@H]1[C@H](O)C1=CC=C(C(F)(F)F)C=C1 DPRJCWYLXQHYBF-TUKIKUTGSA-N 0.000 claims 2
- ZAYIVUJLTMHWNK-NHYWBVRUSA-N 2-(trifluoromethyl)-4-[(1R,6S)-2,2,6-trimethylcyclohexanecarbonyl]benzonitrile Chemical compound C[C@H]1CCCC(C)(C)[C@@H]1C(=O)C1=CC=C(C#N)C(C(F)(F)F)=C1 ZAYIVUJLTMHWNK-NHYWBVRUSA-N 0.000 claims 2
- DPKRIIMERUOYDK-NHYWBVRUSA-N 2-fluoro-4-[(1R,6S)-2,2,6-trimethylcyclohexanecarbonyl]benzonitrile Chemical compound C[C@H]1CCCC(C)(C)[C@@H]1C(=O)C1=CC=C(C#N)C(F)=C1 DPKRIIMERUOYDK-NHYWBVRUSA-N 0.000 claims 2
- QRXFABAHSXINIE-HZMBPMFUSA-N [3-fluoro-4-(trifluoromethyl)phenyl]-[(1R,6S)-2,2,6-trimethylcyclohexyl]methanone Chemical compound C[C@H]1CCCC(C)(C)[C@@H]1C(=O)C1=CC=C(C(F)(F)F)C(F)=C1 QRXFABAHSXINIE-HZMBPMFUSA-N 0.000 claims 2
- OFGIUUZBEBVTKR-FZMZJTMJSA-N [4-(trifluoromethoxy)phenyl]-[(1R,6S)-2,2,6-trimethylcyclohexyl]methanone Chemical compound C[C@H]1CCCC(C)(C)[C@@H]1C(=O)C1=CC=C(OC(F)(F)F)C=C1 OFGIUUZBEBVTKR-FZMZJTMJSA-N 0.000 claims 2
- MPCOUTSAQHJPPK-FZMZJTMJSA-N [4-(trifluoromethyl)phenyl]-[(1R,6S)-2,2,6-trimethylcyclohexyl]methanone Chemical compound C[C@H]1CCCC(C)(C)[C@@H]1C(=O)C1=CC=C(C(F)(F)F)C=C1 MPCOUTSAQHJPPK-FZMZJTMJSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- 125000000747 amidyl group Chemical group [H][N-]* 0.000 claims 1
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 0 CC1CC*CC1 Chemical compound CC1CC*CC1 0.000 description 2
Claims (22)
- 式(1)の構造を有する化合物:
Xは、1)C(Ri)(Rj)、又は2)酸素であり;
Tは、1)CH2、2)CH2CH2、又は3)存在せず;
R1とR2は、独立して、1)−CH3、又は2)−CH2CH3であり;
R3は、1)水素、2)−CH3、又は3)−CH2CH3であり;
R4は、1)水素、又は2)−CH3であり;
RaとRbは、それぞれ独立して、1)水素、2)−CH3、又は3)−CH2CH3であり;
RiとRjは、それぞれ独立して、1)水素、2)重陽子、3)ヒドロキシル、4)フルオロ、5)アルコキシ、6)低級アルキル、又は7)低級ハロアルキルであり;
RiとRjは、オキソ(=O)として統合してもよく、
Bは、1)
7)シクロアルキル、又は8)低級ハロアルキルであり;
Re、Rf、Rg、Rh、及びRkは、それぞれ独立して、1)水素、2)低級アルキル、3)低級ハロアルキル、4)ハロゲン、5)ニトロ、6)ヒドロキシ、7)アルコキシ、8)ニトリル、9)カルボキシアミド、10)アリールカルボニル、11)カルバモイル、12)アミジル、13)アミノ、14)アルキルカルボニル、15)ウレア、又は16)−C(NOH)NH2であり;
Rl、Rm、及びRnは、1)−CRe、又は2)窒素であるが、Rl、Rm、及びRnの少なくとも1つは窒素であり;
Zは、1)酸素、又は2)硫黄である;
並びに、これらの薬学的に許容される塩、溶媒和物、及び水和物。 - XがCRiRjである請求項1に記載の化合物。
- RiとRjがオキソ(=O)として統合した請求項2に記載の化合物。
- Riがヒドロキシルで、Rjが水素である請求項2に記載の化合物。
- R1とR2が、それぞれ独立してメチル又はエチルである請求項2に記載の化合物。
- R1とR2が、それぞれメチルである請求項2に記載の化合物。
- R3が水素又はメチルである請求項2に記載の化合物。
- R3がメチルである請求項7に記載の化合物。
- R1とR2の双方がメチルである請求項1に記載の化合物。
- R3がメチル又は水素である請求項1に記載の化合物。
- R3がメチルである請求項10に記載の化合物。
- TがCH2である請求項1に記載の化合物。
- RaとRbが独立して水素又はメチルである請求項1に記載の化合物。
- RaとRbがそれぞれ水素である請求項13に記載の化合物。
- 薬学的に許容される担体中に請求項1に記載の化合物の治療的有効量を含む組成物。
- 前記化合物が(4−(トリフルオロメチル)フェニル)((1R,6S)−2,2,6−トリメチルシクロヘキシル)メタノン(化合物16)である請求項1に記載の化合物。
- 前記化合物が(4−(トリフルオロメトキシ)フェニル)((1R,6S)−2,2,6−トリメチルシクロヘキシル)メタノン(化合物29)である請求項1に記載の化合物。
- 前記化合物が(S)−(4−(トリフルオロメチル)フェニル)((1R,6S)−2,2,6−トリメチルシクロヘキシル)メタノール(化合物15)である請求項1に記載の化合物。
- 前記化合物が(3−フルオロ−4−(トリフルオロメチル)フェニル)((1R,6S)−2,2,6−トリメチルシクロヘキシル)メタノン(化合物74)である請求項1に記載の化合物。
- 前記化合物が(4−フルオロフェニル)((1R,6S)−1,2,2,6−テトラメチルシクロヘキシル)メタノン(化合物62)である請求項1に記載の化合物。
- 前記化合物が2−(トリフルオロメチル)−4−((1R,6S)−2,2,6−トリメチルシクロヘキサンカルボニル)ベンゾニトリル(化合物61)である請求項1に記載の化合物。
- 前記化合物が2−フルオロ−4−((1R,6S)−2,2,6−トリメチルシクロヘキサンカルボニル)ベンゾニトリル(化合物45)である請求項1に記載の化合物。
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161520709P | 2011-06-14 | 2011-06-14 | |
US61/520,709 | 2011-06-14 | ||
US201161562689P | 2011-11-22 | 2011-11-22 | |
US61/562,689 | 2011-11-22 | ||
US201161564453P | 2011-11-29 | 2011-11-29 | |
US61/564,453 | 2011-11-29 | ||
PCT/US2012/042178 WO2012174064A1 (en) | 2011-06-14 | 2012-06-13 | Opsin-binding ligands, compositions and methods of use |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016248210A Division JP2017081957A (ja) | 2011-06-14 | 2016-12-21 | 化合物 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2014518212A JP2014518212A (ja) | 2014-07-28 |
JP2014518212A5 true JP2014518212A5 (ja) | 2015-08-06 |
JP6068457B2 JP6068457B2 (ja) | 2017-01-25 |
Family
ID=47357439
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2014515939A Expired - Fee Related JP6068457B2 (ja) | 2011-06-14 | 2012-06-13 | 化合物及び組成物 |
JP2016248210A Pending JP2017081957A (ja) | 2011-06-14 | 2016-12-21 | 化合物 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016248210A Pending JP2017081957A (ja) | 2011-06-14 | 2016-12-21 | 化合物 |
Country Status (10)
Country | Link |
---|---|
US (3) | US9133082B2 (ja) |
EP (1) | EP2720539B1 (ja) |
JP (2) | JP6068457B2 (ja) |
CN (2) | CN106431988A (ja) |
AU (2) | AU2012271728B2 (ja) |
BR (1) | BR112013032199A2 (ja) |
CA (1) | CA2838974A1 (ja) |
EA (2) | EA032666B1 (ja) |
HK (1) | HK1199793A1 (ja) |
WO (1) | WO2012174064A1 (ja) |
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AU2012346214B2 (en) * | 2011-11-30 | 2017-09-14 | Bikam Pharmaceuticals, Inc. | Opsin-binding ligands, compositions and methods of use |
WO2013081642A1 (en) * | 2011-12-01 | 2013-06-06 | Bikam Pharmaceuticals, Inc. | Opsin-binding ligands, compositions and methods of use |
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CN106928244B (zh) * | 2017-02-07 | 2019-03-26 | 天津药明康德新药开发有限公司 | 一种2-氮-叔丁氧羰基-8-(羟甲基)-5-氧-螺[3.4]辛烷的制备方法 |
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-
2012
- 2012-06-13 EA EA201691400A patent/EA032666B1/ru not_active IP Right Cessation
- 2012-06-13 BR BR112013032199A patent/BR112013032199A2/pt not_active Application Discontinuation
- 2012-06-13 CN CN201610656980.XA patent/CN106431988A/zh active Pending
- 2012-06-13 US US14/126,177 patent/US9133082B2/en not_active Expired - Fee Related
- 2012-06-13 CA CA2838974A patent/CA2838974A1/en not_active Abandoned
- 2012-06-13 EA EA201490012A patent/EA026121B1/ru not_active IP Right Cessation
- 2012-06-13 EP EP12800198.9A patent/EP2720539B1/en not_active Not-in-force
- 2012-06-13 WO PCT/US2012/042178 patent/WO2012174064A1/en active Application Filing
- 2012-06-13 JP JP2014515939A patent/JP6068457B2/ja not_active Expired - Fee Related
- 2012-06-13 CN CN201280039577.2A patent/CN103917093B/zh not_active Expired - Fee Related
- 2012-06-13 AU AU2012271728A patent/AU2012271728B2/en not_active Ceased
-
2015
- 2015-01-09 HK HK15100227.8A patent/HK1199793A1/xx not_active IP Right Cessation
- 2015-08-13 US US14/825,699 patent/US9457004B2/en not_active Expired - Fee Related
-
2016
- 2016-07-07 US US15/204,429 patent/US20170037024A1/en not_active Abandoned
- 2016-09-29 AU AU2016234993A patent/AU2016234993B2/en not_active Ceased
- 2016-12-21 JP JP2016248210A patent/JP2017081957A/ja active Pending
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