JP2018503631A5 - - Google Patents
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- JP2018503631A5 JP2018503631A5 JP2017535439A JP2017535439A JP2018503631A5 JP 2018503631 A5 JP2018503631 A5 JP 2018503631A5 JP 2017535439 A JP2017535439 A JP 2017535439A JP 2017535439 A JP2017535439 A JP 2017535439A JP 2018503631 A5 JP2018503631 A5 JP 2018503631A5
- Authority
- JP
- Japan
- Prior art keywords
- hydrocarbyl
- alkyl
- cycloalkyl
- alkoxy
- substituted
- 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.)
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 37
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 27
- 229910052760 oxygen Inorganic materials 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 125000005842 heteroatom Chemical group 0.000 claims description 16
- 229910052717 sulfur Inorganic materials 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 6
- -1 tetrahydropyrenyl Chemical group 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 40
- 125000005843 halogen group Chemical group 0.000 claims 40
- 125000004093 cyano group Chemical group *C#N 0.000 claims 27
- 125000001188 haloalkyl group Chemical group 0.000 claims 22
- 150000002431 hydrogen Chemical class 0.000 claims 22
- 125000003545 alkoxy group Chemical group 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 20
- 125000001072 heteroaryl group Chemical group 0.000 claims 18
- 125000003118 aryl group Chemical group 0.000 claims 17
- 125000004438 haloalkoxy group Chemical group 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 13
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 11
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 10
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 8
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 7
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 6
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 125000004104 aryloxy group Chemical group 0.000 claims 4
- 125000003106 haloaryl group Chemical group 0.000 claims 4
- 125000004996 haloaryloxy group Chemical group 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- 239000002246 antineoplastic agent Substances 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000005043 dihydropyranyl group Chemical group O1C(CCC=C1)* 0.000 claims 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 229940041181 antineoplastic drug Drugs 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 150000003568 thioethers Chemical class 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000004043 oxo group Chemical group O=* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021103894A JP7337883B2 (ja) | 2014-12-29 | 2021-06-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
| JP2023135162A JP7771139B2 (ja) | 2014-12-29 | 2023-08-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462097226P | 2014-12-29 | 2014-12-29 | |
| US62/097,226 | 2014-12-29 | ||
| PCT/US2015/067895 WO2016109559A2 (en) | 2014-12-29 | 2015-12-29 | Small molecule inhibitors of lactate dehydrogenase and methods of use thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021103894A Division JP7337883B2 (ja) | 2014-12-29 | 2021-06-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018503631A JP2018503631A (ja) | 2018-02-08 |
| JP2018503631A5 true JP2018503631A5 (https=) | 2021-02-12 |
| JP6903580B2 JP6903580B2 (ja) | 2021-07-14 |
Family
ID=55451544
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017535439A Active JP6903580B2 (ja) | 2014-12-29 | 2015-12-29 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
| JP2021103894A Active JP7337883B2 (ja) | 2014-12-29 | 2021-06-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
| JP2023135162A Active JP7771139B2 (ja) | 2014-12-29 | 2023-08-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021103894A Active JP7337883B2 (ja) | 2014-12-29 | 2021-06-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
| JP2023135162A Active JP7771139B2 (ja) | 2014-12-29 | 2023-08-23 | 乳酸脱水素酵素の小分子阻害剤及びその使用方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (5) | US10351532B2 (https=) |
| EP (2) | EP3240785B1 (https=) |
| JP (3) | JP6903580B2 (https=) |
| CN (1) | CN107624112B (https=) |
| AU (2) | AU2015374118B2 (https=) |
| CA (2) | CA2978823C (https=) |
| DK (1) | DK3240785T3 (https=) |
| ES (2) | ES2883938T3 (https=) |
| HU (1) | HUE055662T2 (https=) |
| PL (1) | PL3240785T3 (https=) |
| SI (1) | SI3240785T1 (https=) |
| WO (1) | WO2016109559A2 (https=) |
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| WO2020030613A1 (en) | 2018-08-07 | 2020-02-13 | Kemijski Institut | Small molecule-inhibitors of 6-phosphofructo-1-kinase for reducing lactate generation by cancer cells |
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| US11725026B2 (en) * | 2019-06-28 | 2023-08-15 | The Research Foundation For The State University Of New York | Compositions and methods for inhibiting lactate dehydrogenase a activity |
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| US20230321135A1 (en) * | 2020-06-08 | 2023-10-12 | Qatar Foundation For Education, Science And Community Development | Targeting of lactate dehydrogenase c, methods of preparing same, and methods of using same in combination with anti-cancer treatments |
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| WO2025241049A1 (en) * | 2024-05-20 | 2025-11-27 | Meta Pharmaceuticals (Hk) Limited | Inhibitors of lactate dehydrogenase, compositions comprising the inhibitor, and methods of use thereof |
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| WO2025241048A1 (en) * | 2024-05-20 | 2025-11-27 | Meta Pharmaceuticals (Hk) Limited | Inhibitors of lactate dehydrogenase, compositions comprising the inhibitor, and methods of use thereof |
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-
2015
- 2015-12-29 DK DK15839113.6T patent/DK3240785T3/da active
- 2015-12-29 US US15/540,893 patent/US10351532B2/en active Active
- 2015-12-29 ES ES15839113T patent/ES2883938T3/es active Active
- 2015-12-29 ES ES21181777T patent/ES3042832T3/es active Active
- 2015-12-29 WO PCT/US2015/067895 patent/WO2016109559A2/en not_active Ceased
- 2015-12-29 AU AU2015374118A patent/AU2015374118B2/en active Active
- 2015-12-29 CN CN201580077097.9A patent/CN107624112B/zh active Active
- 2015-12-29 SI SI201531668T patent/SI3240785T1/sl unknown
- 2015-12-29 CA CA2978823A patent/CA2978823C/en active Active
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- 2015-12-29 EP EP21181777.0A patent/EP3954685B1/en active Active
- 2015-12-29 CA CA3210002A patent/CA3210002A1/en active Pending
- 2015-12-29 HU HUE15839113A patent/HUE055662T2/hu unknown
- 2015-12-29 JP JP2017535439A patent/JP6903580B2/ja active Active
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